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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-08-13 13:36:27 UTC

Update Date

2022-03-07 02:49:33 UTC

HMDB ID

HMDB0006848

Secondary Accession Numbers

HMDB06848

Metabolite Identification

Common Name

5-Dehydroepisterol

Description

5-Dehydroepisterol belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, 5-dehydroepisterol is considered to be a sterol lipid molecule. 5-Dehydroepisterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 5-Dehydroepisterol is an intermediate in the biosynthesis of steroids and is converted from episterol via the enzyme lathosterol oxidase (EC 1.14.21.6). It is then converted into 24-methylenecholesterol via the enzyme 7-dehydrocholesterol reductase (EC 1.3.1.21).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309042000332D          

 32 35  0  0  0  0            999 V2000
   -3.8980    3.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6219    3.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6219    2.6970    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8980    2.2847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1924    2.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4778    2.2847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7537    2.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7537    3.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4778    3.9249    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1924    3.5309    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4778    4.7405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7537    5.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0482    4.7405    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0482    3.9249    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2600    3.6775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2071    4.3282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2600    4.9879    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0482    5.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1924    4.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2600    5.8401    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0206    6.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4637    6.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1693    5.8676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8840    6.2983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5989    5.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5989    5.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3044    6.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8657    7.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0482    3.1003    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4778    3.1003    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4545    5.4002    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2880    2.3576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0  0  0  0
 17 13  1  0  0  0  0
 12 13  1  0  0  0  0
 13 18  1  1  0  0  0
  8 14  1  0  0  0  0
 15 14  1  0  0  0  0
 14 29  1  6  0  0  0
 11  9  1  0  0  0  0
 10  9  1  0  0  0  0
  8  9  1  0  0  0  0
  9 30  1  6  0  0  0
  7  8  2  0  0  0  0
  5 10  1  0  0  0  0
 10 19  1  1  0  0  0
  1 10  1  0  0  0  0
 16 17  1  0  0  0  0
 20 17  1  0  0  0  0
 17 31  1  6  0  0  0
 11 12  1  0  0  0  0
 16 15  1  0  0  0  0
  6  7  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  2  0  0  0  0
 22 20  1  0  0  0  0
 20 21  1  6  0  0  0
  2  1  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  0  0  0  0
  3  4  1  0  0  0  0
 25 24  1  0  0  0  0
 28 24  2  0  0  0  0
  3  2  1  0  0  0  0
 26 25  1  0  0  0  0
 27 25  1  0  0  0  0
  3 32  1  1  0  0  0
M  END

HMDB0006848
     RDKit          3D
5-Dehydroepisterol
 73 76  0  0  0  0  0  0  0  0999 V2000
    5.9937   -0.1020   -1.9128 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6338    0.3945   -0.7414 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2264    0.6849   -0.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7811   -0.0993    0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3392    0.1902    1.2147 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2511    1.6731    1.5320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4020   -0.1047    0.0754 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5234   -1.5685   -0.3508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1506   -2.0152   -0.8026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5959   -0.7239   -0.8390 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0642   -0.8838   -0.6933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5837   -2.0472   -0.9086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0167   -2.2704   -0.7750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7682   -1.2588   -0.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2215   -1.5116   -0.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9385   -0.5319   -1.1837 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.0632   -0.0502   -0.5136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0844    0.5576   -1.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1325    1.1465   -0.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2487    0.0760   -0.1028 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4819    0.2505    1.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8123    0.3232   -0.3594 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1839    1.0668    0.7991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6867    1.2449    0.5998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0579   -0.0809    0.4592 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3287   -0.9922    1.6352 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6781    0.6842    0.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6460    2.1651    0.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0705    0.3469   -0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2841   -0.3370   -2.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0288   -0.2977   -2.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0570    1.7497   -0.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6019    0.3188   -1.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9616   -1.1804    0.7344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4064    0.2414    1.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0889   -0.3761    2.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7640    2.2668    0.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2758    2.1157    1.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7655    1.8729    2.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5306    0.5510   -0.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1630   -1.5931   -1.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8916   -2.2196    0.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1676   -2.5799   -1.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3033   -2.7120   -0.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2774   -0.1145   -1.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9515   -2.9216   -1.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4299   -3.2693   -0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5205   -1.3603    0.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4801   -2.5486   -0.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3482   -1.1023   -2.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7943   -0.7286   -0.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5247    0.2536   -2.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7651    1.3861   -2.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6583    1.7413    0.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4576    1.8292   -1.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2199    1.2732    1.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5836    0.1667    1.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9910   -0.5563    1.9899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7626    1.0759   -1.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6121    2.0824    0.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3251    0.5877    1.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3570    1.7141    1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4326    1.8782   -0.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4071   -0.3719    2.5637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2772   -1.5486    1.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4986   -1.7039    1.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4508    0.0935    1.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2026    2.3620    1.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0131    2.7189   -0.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6564    2.5896    0.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1280   -0.7193   -0.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8166    0.6212    0.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2989    0.9337   -1.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  1
  2 27  1  0
 27 28  1  0
 27 29  1  0
 25  7  1  0
 25 10  1  0
 22 11  1  0
 20 14  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  1
  6 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  6
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  6
 12 46  1  0
 13 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  6
 17 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 21 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  6
 23 60  1  0
 23 61  1  0
 24 62  1  0
 24 63  1  0
 26 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
 28 68  1  0
 28 69  1  0
 28 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
M  END


  Mrv1652309042000332D          

 32 35  0  0  0  0            999 V2000
   -3.8980    3.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6219    3.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6219    2.6970    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8980    2.2847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1924    2.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4778    2.2847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7537    2.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7537    3.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4778    3.9249    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1924    3.5309    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4778    4.7405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7537    5.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0482    4.7405    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0482    3.9249    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2600    3.6775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2071    4.3282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2600    4.9879    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0482    5.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1924    4.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2600    5.8401    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0206    6.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4637    6.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1693    5.8676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8840    6.2983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5989    5.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5989    5.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3044    6.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8657    7.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0482    3.1003    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4778    3.1003    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4545    5.4002    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2880    2.3576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0  0  0  0
 17 13  1  0  0  0  0
 12 13  1  0  0  0  0
 13 18  1  1  0  0  0
  8 14  1  0  0  0  0
 15 14  1  0  0  0  0
 14 29  1  6  0  0  0
 11  9  1  0  0  0  0
 10  9  1  0  0  0  0
  8  9  1  0  0  0  0
  9 30  1  6  0  0  0
  7  8  2  0  0  0  0
  5 10  1  0  0  0  0
 10 19  1  1  0  0  0
  1 10  1  0  0  0  0
 16 17  1  0  0  0  0
 20 17  1  0  0  0  0
 17 31  1  6  0  0  0
 11 12  1  0  0  0  0
 16 15  1  0  0  0  0
  6  7  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  2  0  0  0  0
 22 20  1  0  0  0  0
 20 21  1  6  0  0  0
  2  1  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  0  0  0  0
  3  4  1  0  0  0  0
 25 24  1  0  0  0  0
 28 24  2  0  0  0  0
  3  2  1  0  0  0  0
 26 25  1  0  0  0  0
 27 25  1  0  0  0  0
  3 32  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0006848

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h9-10,18,20,22,24-26,29H,3,7-8,11-17H2,1-2,4-6H3/t20-,22+,24-,25+,26+,27+,28-/m1/s1

> <INCHI_KEY>
ZEPNVCGPJXYABB-LOIOQLKMSA-N

> <FORMULA>
C28H44O

> <MOLECULAR_WEIGHT>
396.6484

> <EXACT_MASS>
396.33921603

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
50.70033144092925

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,5S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol

> <ALOGPS_LOGP>
7.64

> <JCHEM_LOGP>
6.646682834666668

> <ALOGPS_LOGS>
-5.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.270805421445605

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3681497086596925

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
125.79259999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.03e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0006848
     RDKit          3D
5-Dehydroepisterol
 73 76  0  0  0  0  0  0  0  0999 V2000
    5.9937   -0.1020   -1.9128 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6338    0.3945   -0.7414 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2264    0.6849   -0.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7811   -0.0993    0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3392    0.1902    1.2147 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2511    1.6731    1.5320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4020   -0.1047    0.0754 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5234   -1.5685   -0.3508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1506   -2.0152   -0.8026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5959   -0.7239   -0.8390 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0642   -0.8838   -0.6933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5837   -2.0472   -0.9086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0167   -2.2704   -0.7750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7682   -1.2588   -0.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2215   -1.5116   -0.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9385   -0.5319   -1.1837 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.0632   -0.0502   -0.5136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0844    0.5576   -1.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1325    1.1465   -0.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2487    0.0760   -0.1028 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4819    0.2505    1.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8123    0.3232   -0.3594 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1839    1.0668    0.7991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6867    1.2449    0.5998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0579   -0.0809    0.4592 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3287   -0.9922    1.6352 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6781    0.6842    0.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6460    2.1651    0.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0705    0.3469   -0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2841   -0.3370   -2.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0288   -0.2977   -2.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0570    1.7497   -0.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6019    0.3188   -1.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9616   -1.1804    0.7344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4064    0.2414    1.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0889   -0.3761    2.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7640    2.2668    0.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2758    2.1157    1.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7655    1.8729    2.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5306    0.5510   -0.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1630   -1.5931   -1.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8916   -2.2196    0.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1676   -2.5799   -1.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3033   -2.7120   -0.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2774   -0.1145   -1.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9515   -2.9216   -1.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4299   -3.2693   -0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5205   -1.3603    0.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4801   -2.5486   -0.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3482   -1.1023   -2.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7943   -0.7286   -0.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5247    0.2536   -2.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7651    1.3861   -2.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6583    1.7413    0.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4576    1.8292   -1.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2199    1.2732    1.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5836    0.1667    1.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9910   -0.5563    1.9899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7626    1.0759   -1.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6121    2.0824    0.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3251    0.5877    1.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3570    1.7141    1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4326    1.8782   -0.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4071   -0.3719    2.5637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2772   -1.5486    1.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4986   -1.7039    1.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4508    0.0935    1.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2026    2.3620    1.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0131    2.7189   -0.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6564    2.5896    0.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1280   -0.7193   -0.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8166    0.6212    0.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2989    0.9337   -1.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  1
  2 27  1  0
 27 28  1  0
 27 29  1  0
 25  7  1  0
 25 10  1  0
 22 11  1  0
 20 14  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  1
  6 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  6
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  6
 12 46  1  0
 13 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  6
 17 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 21 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  6
 23 60  1  0
 23 61  1  0
 24 62  1  0
 24 63  1  0
 26 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
 28 68  1  0
 28 69  1  0
 28 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0      -7.276   7.326   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.628   6.591   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.628   5.034   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.276   4.265   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.959   5.034   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.625   4.265   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.274   5.034   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.274   6.591   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.625   7.326   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.959   6.591   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.625   8.849   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.274   9.636   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.957   8.849   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.957   7.326   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.485   6.865   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.387   8.079   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.485   9.311   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.957  10.423   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.959   8.096   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.485  10.902   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.905  11.863   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.866  11.705   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.183  10.953   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.517  11.757   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.851  11.004   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.851   9.448   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.168  11.808   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.483  13.296   0.000  0.00  0.00           C+0
HETATM   29  H   UNK     0      -1.957   5.787   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      -4.625   5.787   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.848  10.080   0.000  0.00  0.00           H+0
HETATM   32  O   UNK     0      -9.871   4.401   0.000  0.00  0.00           O+0
CONECT    1   10    2                                                       
CONECT    2    1    3                                                       
CONECT    3    4    2   32                                                  
CONECT    4    5    3                                                       
CONECT    5   10    4    6                                                  
CONECT    6    7    5                                                       
CONECT    7    8    6                                                       
CONECT    8   14    9    7                                                  
CONECT    9   11   10    8   30                                             
CONECT   10    9    5   19    1                                             
CONECT   11    9   12                                                       
CONECT   12   13   11                                                       
CONECT   13   14   17   12   18                                             
CONECT   14   13    8   15   29                                             
CONECT   15   14   16                                                       
CONECT   16   17   15                                                       
CONECT   17   13   16   20   31                                             
CONECT   18   13                                                            
CONECT   19   10                                                            
CONECT   20   17   22   21                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   28                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   24                                                            
CONECT   29   14                                                            
CONECT   30    9                                                            
CONECT   31   17                                                            
CONECT   32    3                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0006848
HETATM    1  C1  UNL     1       5.994  -0.102  -1.913  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.634   0.394  -0.741  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.226   0.685  -0.374  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.781  -0.099   0.828  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.339   0.190   1.215  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.251   1.673   1.532  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.402  -0.105   0.075  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.523  -1.568  -0.351  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.151  -2.015  -0.803  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.596  -0.724  -0.839  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.064  -0.884  -0.693  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.584  -2.047  -0.909  1.00  0.00           C  
HETATM   13  C13 UNL     1      -4.017  -2.270  -0.775  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.768  -1.259  -0.421  1.00  0.00           C  
HETATM   15  C15 UNL     1      -6.222  -1.512  -0.298  1.00  0.00           C  
HETATM   16  C16 UNL     1      -6.938  -0.532  -1.184  1.00  0.00           C  
HETATM   17  O1  UNL     1      -8.063  -0.050  -0.514  1.00  0.00           O  
HETATM   18  C17 UNL     1      -6.084   0.558  -1.739  1.00  0.00           C  
HETATM   19  C18 UNL     1      -5.132   1.146  -0.739  1.00  0.00           C  
HETATM   20  C19 UNL     1      -4.249   0.076  -0.103  1.00  0.00           C  
HETATM   21  C20 UNL     1      -4.482   0.251   1.415  1.00  0.00           C  
HETATM   22  C21 UNL     1      -2.812   0.323  -0.359  1.00  0.00           C  
HETATM   23  C22 UNL     1      -2.184   1.067   0.799  1.00  0.00           C  
HETATM   24  C23 UNL     1      -0.687   1.245   0.600  1.00  0.00           C  
HETATM   25  C24 UNL     1      -0.058  -0.081   0.459  1.00  0.00           C  
HETATM   26  C25 UNL     1      -0.329  -0.992   1.635  1.00  0.00           C  
HETATM   27  C26 UNL     1       6.678   0.684   0.273  1.00  0.00           C  
HETATM   28  C27 UNL     1       6.646   2.165   0.580  1.00  0.00           C  
HETATM   29  C28 UNL     1       8.071   0.347  -0.226  1.00  0.00           C  
HETATM   30  H1  UNL     1       5.284  -0.337  -2.702  1.00  0.00           H  
HETATM   31  H2  UNL     1       7.029  -0.298  -2.136  1.00  0.00           H  
HETATM   32  H3  UNL     1       4.057   1.750  -0.185  1.00  0.00           H  
HETATM   33  H4  UNL     1       3.602   0.319  -1.238  1.00  0.00           H  
HETATM   34  H5  UNL     1       3.962  -1.180   0.734  1.00  0.00           H  
HETATM   35  H6  UNL     1       4.406   0.241   1.694  1.00  0.00           H  
HETATM   36  H7  UNL     1       2.089  -0.376   2.098  1.00  0.00           H  
HETATM   37  H8  UNL     1       1.764   2.267   0.740  1.00  0.00           H  
HETATM   38  H9  UNL     1       3.276   2.116   1.637  1.00  0.00           H  
HETATM   39  H10 UNL     1       1.766   1.873   2.510  1.00  0.00           H  
HETATM   40  H11 UNL     1       1.531   0.551  -0.803  1.00  0.00           H  
HETATM   41  H12 UNL     1       2.163  -1.593  -1.272  1.00  0.00           H  
HETATM   42  H13 UNL     1       1.892  -2.220   0.438  1.00  0.00           H  
HETATM   43  H14 UNL     1       0.168  -2.580  -1.736  1.00  0.00           H  
HETATM   44  H15 UNL     1      -0.303  -2.712  -0.037  1.00  0.00           H  
HETATM   45  H16 UNL     1      -0.277  -0.114  -1.679  1.00  0.00           H  
HETATM   46  H17 UNL     1      -1.952  -2.922  -1.206  1.00  0.00           H  
HETATM   47  H18 UNL     1      -4.430  -3.269  -0.972  1.00  0.00           H  
HETATM   48  H19 UNL     1      -6.521  -1.360   0.773  1.00  0.00           H  
HETATM   49  H20 UNL     1      -6.480  -2.549  -0.621  1.00  0.00           H  
HETATM   50  H21 UNL     1      -7.348  -1.102  -2.059  1.00  0.00           H  
HETATM   51  H22 UNL     1      -8.794  -0.729  -0.575  1.00  0.00           H  
HETATM   52  H23 UNL     1      -5.525   0.254  -2.642  1.00  0.00           H  
HETATM   53  H24 UNL     1      -6.765   1.386  -2.055  1.00  0.00           H  
HETATM   54  H25 UNL     1      -5.658   1.741   0.009  1.00  0.00           H  
HETATM   55  H26 UNL     1      -4.458   1.829  -1.290  1.00  0.00           H  
HETATM   56  H27 UNL     1      -4.220   1.273   1.727  1.00  0.00           H  
HETATM   57  H28 UNL     1      -5.584   0.167   1.642  1.00  0.00           H  
HETATM   58  H29 UNL     1      -3.991  -0.556   1.990  1.00  0.00           H  
HETATM   59  H30 UNL     1      -2.763   1.076  -1.215  1.00  0.00           H  
HETATM   60  H31 UNL     1      -2.612   2.082   0.825  1.00  0.00           H  
HETATM   61  H32 UNL     1      -2.325   0.588   1.768  1.00  0.00           H  
HETATM   62  H33 UNL     1      -0.357   1.714   1.578  1.00  0.00           H  
HETATM   63  H34 UNL     1      -0.433   1.878  -0.249  1.00  0.00           H  
HETATM   64  H35 UNL     1      -0.407  -0.372   2.564  1.00  0.00           H  
HETATM   65  H36 UNL     1      -1.277  -1.549   1.546  1.00  0.00           H  
HETATM   66  H37 UNL     1       0.499  -1.704   1.829  1.00  0.00           H  
HETATM   67  H38 UNL     1       6.451   0.093   1.199  1.00  0.00           H  
HETATM   68  H39 UNL     1       6.203   2.362   1.596  1.00  0.00           H  
HETATM   69  H40 UNL     1       6.013   2.719  -0.167  1.00  0.00           H  
HETATM   70  H41 UNL     1       7.656   2.590   0.560  1.00  0.00           H  
HETATM   71  H42 UNL     1       8.128  -0.719  -0.476  1.00  0.00           H  
HETATM   72  H43 UNL     1       8.817   0.621   0.562  1.00  0.00           H  
HETATM   73  H44 UNL     1       8.299   0.934  -1.137  1.00  0.00           H  
CONECT    1    2    2   30   31
CONECT    2    3   27
CONECT    3    4   32   33
CONECT    4    5   34   35
CONECT    5    6    7   36
CONECT    6   37   38   39
CONECT    7    8   25   40
CONECT    8    9   41   42
CONECT    9   10   43   44
CONECT   10   11   25   45
CONECT   11   12   12   22
CONECT   12   13   46
CONECT   13   14   14   47
CONECT   14   15   20
CONECT   15   16   48   49
CONECT   16   17   18   50
CONECT   17   51
CONECT   18   19   52   53
CONECT   19   20   54   55
CONECT   20   21   22
CONECT   21   56   57   58
CONECT   22   23   59
CONECT   23   24   60   61
CONECT   24   25   62   63
CONECT   25   26
CONECT   26   64   65   66
CONECT   27   28   29   67
CONECT   28   68   69   70
CONECT   29   71   72   73
END

HMDB0006848
     RDKit          3D
5-Dehydroepisterol
 73 76  0  0  0  0  0  0  0  0999 V2000
    5.9937   -0.1020   -1.9128 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6338    0.3945   -0.7414 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2264    0.6849   -0.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7811   -0.0993    0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3392    0.1902    1.2147 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2511    1.6731    1.5320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4020   -0.1047    0.0754 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5234   -1.5685   -0.3508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1506   -2.0152   -0.8026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5959   -0.7239   -0.8390 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0642   -0.8838   -0.6933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5837   -2.0472   -0.9086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0167   -2.2704   -0.7750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7682   -1.2588   -0.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2215   -1.5116   -0.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9385   -0.5319   -1.1837 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.0632   -0.0502   -0.5136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0844    0.5576   -1.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1325    1.1465   -0.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2487    0.0760   -0.1028 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4819    0.2505    1.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8123    0.3232   -0.3594 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1839    1.0668    0.7991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6867    1.2449    0.5998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0579   -0.0809    0.4592 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3287   -0.9922    1.6352 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6781    0.6842    0.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6460    2.1651    0.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0705    0.3469   -0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2841   -0.3370   -2.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0288   -0.2977   -2.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0570    1.7497   -0.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6019    0.3188   -1.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9616   -1.1804    0.7344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4064    0.2414    1.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0889   -0.3761    2.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7640    2.2668    0.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2758    2.1157    1.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7655    1.8729    2.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5306    0.5510   -0.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1630   -1.5931   -1.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8916   -2.2196    0.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1676   -2.5799   -1.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3033   -2.7120   -0.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2774   -0.1145   -1.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9515   -2.9216   -1.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4299   -3.2693   -0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5205   -1.3603    0.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4801   -2.5486   -0.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3482   -1.1023   -2.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7943   -0.7286   -0.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5247    0.2536   -2.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7651    1.3861   -2.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6583    1.7413    0.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4576    1.8292   -1.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2199    1.2732    1.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5836    0.1667    1.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9910   -0.5563    1.9899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7626    1.0759   -1.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6121    2.0824    0.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3251    0.5877    1.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3570    1.7141    1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4326    1.8782   -0.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4071   -0.3719    2.5637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2772   -1.5486    1.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4986   -1.7039    1.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4508    0.0935    1.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2026    2.3620    1.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0131    2.7189   -0.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6564    2.5896    0.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1280   -0.7193   -0.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8166    0.6212    0.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2989    0.9337   -1.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  1
  2 27  1  0
 27 28  1  0
 27 29  1  0
 25  7  1  0
 25 10  1  0
 22 11  1  0
 20 14  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  1
  6 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  6
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  6
 12 46  1  0
 13 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  6
 17 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 21 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  6
 23 60  1  0
 23 61  1  0
 24 62  1  0
 24 63  1  0
 26 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
 28 68  1  0
 28 69  1  0
 28 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Campesta-7,24(28)-dien-3beta-ol	HMDB
Ergosta-5,7,24(28)-trien-3beta-ol	HMDB
(3beta)-Ergosta-5,7,24(28)-trien-3-ol	HMDB
(3β)-Ergosta-5,7,24(28)-trien-3-ol	HMDB
5-Dehydroepisterol	HMDB
Campesta-7,24(28)-dien-3β-ol	HMDB
Ergosta-5,7,24(28)-trien-3β-ol	HMDB

Chemical Formula

C₂₈H₄₄O

Average Molecular Weight

396.6484

Monoisotopic Molecular Weight

396.33921603

IUPAC Name

(1S,2R,5S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol

Traditional Name

(1S,2R,5S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol

CAS Registry Number

23582-83-4

SMILES

[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=C)C(C)C

InChI Identifier

InChI=1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h9-10,18,20,22,24-26,29H,3,7-8,11-17H2,1-2,4-6H3/t20-,22+,24-,25+,26+,27+,28-/m1/s1

InChI Key

ZEPNVCGPJXYABB-LOIOQLKMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Ergostane steroids

Direct Parent

Ergosterols and derivatives

Alternative Parents

Substituents

Ergosterol-skeleton
3-hydroxy-delta-5-steroid
3-hydroxy-delta-7-steroid
3-hydroxysteroid
Hydroxysteroid
3-beta-hydroxy-delta-5-steroid
3-beta-hydroxysteroid
Delta-7-steroid
Delta-5-steroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Alcohol
Organooxygen compound
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3beta-sterol (CHEBI:52972 )
Ergosterols and C24-methyl derivatives (C15780 )
Ergosterols and C24-methyl derivatives (LMST01030135 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0006848)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0006848)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0006848)

Source

Endogenous

Endogenous (HMDB: HMDB0006848)

Animal

Animal (HMDB: HMDB0006848)

Exogenous

Food

Food (HMDB: HMDB0006848)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Vegetable

Cabbage

Onion-family vegetable

Root vegetable

Shoot vegetable

Leaf vegetable

Common beet (FooDB: FOOD00025)
Endive (FooDB: FOOD00048)
Rocket salad (ssp.) (FooDB: FOOD00077)
Swamp cabbage (FooDB: FOOD00091)
Lettuce (FooDB: FOOD00095)
Garden cress (FooDB: FOOD00099)
Spinach (FooDB: FOOD00178)
Swiss chard (FooDB: FOOD00237)
Chicory leaves (FooDB: FOOD00250)
Garland chrysanthemum (FooDB: FOOD00333)
Corn salad (FooDB: FOOD00340)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
Malabar spinach (FooDB: FOOD00404)
New Zealand spinach (FooDB: FOOD00415)
Yautia (FooDB: FOOD00510)
Ostrich fern (FooDB: FOOD00556)
Romaine lettuce (FooDB: FOOD00888)
Iceberg lettuce (FooDB: FOOD00973)
Pea shoots (FooDB: FOOD00975)
Yau choy (FooDB: FOOD00976)
Water spinach (FooDB: FOOD00977)

Fruit vegetable

Pepper (FooDB: FOOD00040)
Olive (FooDB: FOOD00121)
Avocado (FooDB: FOOD00130)
Garden tomato (FooDB: FOOD00171)
Cherry tomato (FooDB: FOOD00172)
Garden tomato (var.) (FooDB: FOOD00173)
Eggplant (FooDB: FOOD00174)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Groundcherry (FooDB: FOOD00371)
Pepper (C. frutescens) (FooDB: FOOD00428)
Mexican groundcherry (FooDB: FOOD00491)
Pepper (C. pubescens) (FooDB: FOOD00849)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Orange bell pepper (FooDB: FOOD00879)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Jalapeno pepper (FooDB: FOOD00955)
Cubanelle pepper (FooDB: FOOD00971)

Tuber

Stalk vegetable

Other vegetable

Giant butterbur (FooDB: FOOD00314)
Carob (FooDB: FOOD00321)
Chinese water chestnut (FooDB: FOOD00332)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Nopal (FooDB: FOOD00416)
Okra (FooDB: FOOD00420)
Sesbania flower (FooDB: FOOD00469)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Heart of palm (FooDB: FOOD00718)
Tree fern (FooDB: FOOD00797)

Mushroom

Castanospermum australe (FooDB: FOOD00893)
Gentiana lutea (FooDB: FOOD00894)
Juniperus communis (FooDB: FOOD00895)
Albizia gummifera (FooDB: FOOD00896)

Fruit

Tropical fruit

Citrus

Lime (FooDB: FOOD00053)
Lemon (FooDB: FOOD00054)
Pummelo (FooDB: FOOD00055)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Sweet orange (FooDB: FOOD00057)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Grapefruit (FooDB: FOOD00256)
Persian lime (FooDB: FOOD00543)
Sour orange (FooDB: FOOD00918)
Mikan (FooDB: FOOD00932)
Clementine (FooDB: FOOD00959)

Pome

Berry

Black crowberry (FooDB: FOOD00075)
Strawberry (FooDB: FOOD00083)
Black huckleberry (FooDB: FOOD00084)
Sea-buckthornberry (FooDB: FOOD00087)
Mulberry (FooDB: FOOD00116)
Black mulberry (FooDB: FOOD00117)
Black chokeberry (FooDB: FOOD00136)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Gooseberry (FooDB: FOOD00157)
Cloudberry (FooDB: FOOD00161)
Red raspberry (FooDB: FOOD00162)
Black raspberry (FooDB: FOOD00163)
Black elderberry (FooDB: FOOD00166)
Rowanberry (FooDB: FOOD00176)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
American cranberry (FooDB: FOOD00192)
Bilberry (FooDB: FOOD00193)
Lingonberry (FooDB: FOOD00194)
Muscadine grape (FooDB: FOOD00203)
Common grape (FooDB: FOOD00204)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Elderberry (FooDB: FOOD00358)
Grape (FooDB: FOOD00369)
Alaska blueberry (FooDB: FOOD00380)
Loganberry (FooDB: FOOD00400)
Ohelo berry (FooDB: FOOD00419)
Salmonberry (FooDB: FOOD00456)
Strawberry guava (FooDB: FOOD00482)
Boysenberry (FooDB: FOOD00542)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)
Rabbiteye blueberry (FooDB: FOOD00898)
Blackberry (FooDB: FOOD00906)
Partridge berry (FooDB: FOOD00931)
Green grape (FooDB: FOOD00964)
Red grape (FooDB: FOOD00965)
Black plum (FooDB: FOOD00966)
Black raisin (FooDB: FOOD00968)
Chinese plum (FooDB: FOOD00978)
Green plum (FooDB: FOOD00979)
Wampee (FooDB: FOOD00980)
Goji (FooDB: FOOD00982)
Monk fruit (FooDB: FOOD00983)
Hawthorn (FooDB: FOOD00985)
Lantern fruit (FooDB: FOOD00986)
Cape gooseberry (FooDB: FOOD00988)

Other fruit

Fig (FooDB: FOOD00081)
Date (FooDB: FOOD00135)
Jujube (FooDB: FOOD00388)

Drupe

Prunus (Cherry, Plum) (FooDB: FOOD00143)
Apricot (FooDB: FOOD00144)
Sweet cherry (FooDB: FOOD00145)
Sour cherry (FooDB: FOOD00146)
European plum (FooDB: FOOD00147)
Peach (FooDB: FOOD00149)
Nectarine (FooDB: FOOD00229)
Peach (var.) (FooDB: FOOD00230)
Common chokecherry (FooDB: FOOD00562)

Nut

Cashew nut (FooDB: FOOD00011)
Peanut (FooDB: FOOD00016)
Brazil nut (FooDB: FOOD00024)
Pecan nut (FooDB: FOOD00044)
Chestnut (FooDB: FOOD00045)
Common hazelnut (FooDB: FOOD00062)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Almond (FooDB: FOOD00148)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hazelnut (FooDB: FOOD00376)
Hickory nut (FooDB: FOOD00377)
Japanese chestnut (FooDB: FOOD00385)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Macadamia nut (FooDB: FOOD00525)
Walnut (FooDB: FOOD00608)

Cereal and cereal product

Cereal

Cereal product

Pasta (FooDB: FOOD00273)
Bulgur (FooDB: FOOD00741)
Semolina (FooDB: FOOD00745)
Flour (FooDB: FOOD00799)

Dough

Sourdough (FooDB: FOOD00275)

Leavened bread

Flat bread

Other bread

Potato bread (FooDB: FOOD00811)

Sweet bread

Raisin bread (FooDB: FOOD00817)

Pulse

Pea

Lentil

Lentils (FooDB: FOOD00098)

Other pulse

Lupine (FooDB: FOOD00104)
White lupine (FooDB: FOOD00403)

Bean

Green lentil (FooDB: FOOD00970)

Gourd

Watermelon (FooDB: FOOD00052)
Muskmelon (FooDB: FOOD00064)
Cucumber (FooDB: FOOD00065)
Cucurbita (FooDB: FOOD00066)
Bitter gourd (FooDB: FOOD00115)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Calabash (FooDB: FOOD00318)
Chayote (FooDB: FOOD00325)
Towel gourd (FooDB: FOOD00492)
Wax gourd (FooDB: FOOD00499)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Acorn squash (FooDB: FOOD00972)
Cantaloupe melon (FooDB: FOOD00984)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Soy sauce (FooDB: FOOD00694)
Miso (FooDB: FOOD00695)
Tofu (FooDB: FOOD00696)
Soy milk (FooDB: FOOD00736)
Soy cream (FooDB: FOOD00784)

Dish

Other dish

Taco shell (FooDB: FOOD00991)
Tostada shell (FooDB: FOOD00992)

Tea

Herbal tea

Hibiscus tea (FooDB: FOOD00723)
Greenthread tea (FooDB: FOOD00820)

Baking good

Wrapper

Wonton wrapper (FooDB: FOOD00818)

Exogenous (HMDB: HMDB0006848)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0006848)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0006848)
Steroid Biosynthesis (PathBank: SMP0121236)

Lipid metabolism pathway (HMDB: HMDB0006848)

Cellular process

Cell signaling (HMDB: HMDB0006848)

Biochemical process

Lipid transport (HMDB: HMDB0006848)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0006848)

Molecular messenger

Signaling molecule (HMDB: HMDB0006848)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0006848)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0006 g/L	ALOGPS
logP	7.64	ALOGPS
logP	6.65	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	18.27	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	125.79 m³·mol⁻¹	ChemAxon
Polarizability	50.7 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	192.389	31661259
DarkChem	[M-H]-	188.533	31661259
DeepCCS	[M-2H]-	243.435	30932474
DeepCCS	[M+Na]+	217.924	30932474
AllCCS	[M+H]+	205.8	32859911
AllCCS	[M+H-H2O]+	203.6	32859911
AllCCS	[M+NH4]+	207.8	32859911
AllCCS	[M+Na]+	208.4	32859911
AllCCS	[M-H]-	206.2	32859911
AllCCS	[M+Na-2H]-	207.9	32859911
AllCCS	[M+HCOO]-	209.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	9.26 minutes	32390414
Predicted by Siyang on May 30, 2022	27.6196 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.71 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	38.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3666.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	869.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	327.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	373.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	642.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1172.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1161.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	100.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2209.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	722.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2230.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	792.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	607.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	344.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	796.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Dehydroepisterol	[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=C)C(C)C	2992.2	Standard polar	33892256
5-Dehydroepisterol	[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=C)C(C)C	3220.7	Standard non polar	33892256
5-Dehydroepisterol	[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=C)C(C)C	3195.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Dehydroepisterol,1TMS,isomer #1	C=C(CC[C@@H](C)[C@H]1CC[C@H]2C3=CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C)C(C)C	3362.0	Semi standard non polar	33892256
5-Dehydroepisterol,1TBDMS,isomer #1	C=C(CC[C@@H](C)[C@H]1CC[C@H]2C3=CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C)C(C)C	3600.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Dehydroepisterol GC-MS (Non-derivatized) - 70eV, Positive	splash10-00lr-0019000000-ee2081ecc662ce2451e5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Dehydroepisterol GC-MS (1 TMS) - 70eV, Positive	splash10-0udi-2005900000-497de544ef5aa67f52be	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Dehydroepisterol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Dehydroepisterol 10V, Positive-QTOF	splash10-004j-0019000000-ec4a863acd6783c7db80	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Dehydroepisterol 20V, Positive-QTOF	splash10-0032-6159000000-2fa2d066e8ea1504f297	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Dehydroepisterol 40V, Positive-QTOF	splash10-001i-8094000000-e86c8d11fb643c8a6bd4	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Dehydroepisterol 10V, Negative-QTOF	splash10-0002-0009000000-03506c1fb18d95fe82ba	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Dehydroepisterol 20V, Negative-QTOF	splash10-0002-0009000000-d3d2383799c5587a29c9	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Dehydroepisterol 40V, Negative-QTOF	splash10-004i-2019000000-180b0828fbb1ad3d49d9	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Dehydroepisterol 10V, Negative-QTOF	splash10-0002-0009000000-2f6aa9af0bd8878fb6c6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Dehydroepisterol 20V, Negative-QTOF	splash10-0002-0009000000-5bdbce66488e82a677b2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Dehydroepisterol 40V, Negative-QTOF	splash10-0006-0009000000-a50b8185645974406a41	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Dehydroepisterol 10V, Positive-QTOF	splash10-0002-0049000000-fe4bef6ae5a97acb7846	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Dehydroepisterol 20V, Positive-QTOF	splash10-0pb9-8189000000-ffe3b459b5df4d02feab	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Dehydroepisterol 40V, Positive-QTOF	splash10-067m-9420000000-439a46a2d0cd4b52d89b	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

5-Dehydroepisterol

METLIN ID

Not Available

PubChem Compound

10894570

PDB ID

Not Available

ChEBI ID

52972

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Lathosterol oxidase

General function:: Involved in iron ion binding
Specific function:: Catalyzes a dehydrogenation to introduce C5-6 double bond into lathosterol.
Gene Name:: SC5DL
Uniprot ID:: O75845
Molecular weight:: 35300.55

Reactions

Episterol → 5-Dehydroepisterol	details

Enzyme Details

2. 7-dehydrocholesterol reductase

General function:: Involved in 7-dehydrocholesterol reductase activity
Specific function:: Production of cholesterol by reduction of C7-C8 double bond of 7-dehydrocholesterol (7-DHC).
Gene Name:: DHCR7
Uniprot ID:: Q9UBM7
Molecular weight:: 54488.98

Reactions

5-Dehydroepisterol → 24-Methylenecholesterol	details

Showing metabocard for 5-Dehydroepisterol (HMDB0006848)

MOL for HMDB0006848 (5-Dehydroepisterol)

3D MOL for HMDB0006848 (5-Dehydroepisterol)

3D SDF for HMDB0006848 (5-Dehydroepisterol)

3D-SDF for HMDB0006848 (5-Dehydroepisterol)

PDB for HMDB0006848 (5-Dehydroepisterol)

3D PDB for HMDB0006848 (5-Dehydroepisterol)

SMILES for HMDB0006848 (5-Dehydroepisterol)

INCHI for HMDB0006848 (5-Dehydroepisterol)

Structure for HMDB0006848 (5-Dehydroepisterol)

3D Structure for HMDB0006848 (5-Dehydroepisterol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions