Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3) Show 3 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:02 UTC

HMDB ID

HMDB0015567

Secondary Accession Numbers

HMDB15567

Metabolite Identification

Common Name

Calcipotriol

Description

Calcipotriol is only found in individuals that have used or taken this drug. It is a synthetic derivative of calcitriol or Vitamin D.The precise mechanism of calcipotriol in remitting psoriasis is not well-understood. However, it has been shown to have comparable affinity with calcitriol for the Vitamin D receptor, while being less than 1% as active as the calcitriol in regulating calcium metabolism. The Vitamin D receptor (VDR) belongs to the steroid/thyroid receptor superfamily, and is found on the cells of many different tissues including the thyroid, bone, kindney, and T cells of the immune system. T cells are known to play a role in psoriasis, and it is thought that the binding of calcipotriol to the VDR modulates the T cells gene transcription of cell differentiation and proliferation related genes.

Structure

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


  Mrv0541 04191212182D          

 32 35  0  0  1  0            999 V2000
   12.1370   -9.5610    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4226   -9.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4226  -10.7986    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1370  -11.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8515  -10.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8515   -9.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5660   -9.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5660  -11.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2804  -10.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2804   -9.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2804   -8.3235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5660   -8.7360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9949   -9.5610    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.9949   -8.7360    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.7795   -8.4811    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.7795   -9.8159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2644   -9.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7795   -7.6561    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.4940   -7.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2085   -7.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9229   -7.2436    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.9229   -6.4186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6374   -7.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0499   -8.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4624   -7.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7081  -11.2111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9949   -7.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1370   -8.7360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9949  -10.3860    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.4940   -8.0686    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.0651   -7.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8515   -9.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 13  1  0  0  0  0
  7 10  1  0  0  0  0
 12  7  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 15 14  1  0  0  0  0
 14 13  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 24  1  0  0  0  0
  3 26  1  1  0  0  0
 14 27  1  1  0  0  0
  1 28  1  6  0  0  0
 13 29  1  6  0  0  0
 15 30  1  6  0  0  0
 18 31  1  6  0  0  0
  6 32  2  0  0  0  0
M  END

HMDB0015567
     RDKit          3D
Calcipotriol
 70 73  0  0  0  0  0  0  0  0999 V2000
   -3.2169   -0.0208    2.4611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2873    0.2803    1.7502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1163    1.2020    0.6369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1475    1.0002   -0.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2787   -0.1493   -0.1133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2600   -0.3531   -0.9655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0763    0.6417   -2.0327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1131    0.4337   -2.8784 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1704   -0.4802   -2.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0571   -0.9305   -0.9875 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2348    0.1883   -0.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3730   -1.4966   -0.8495 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2704   -2.0921    0.5364 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1729   -2.6125    0.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8201   -2.1740   -0.6832 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2923   -2.0581   -0.6210 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8289   -3.4632   -0.2984 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8480   -1.1401    0.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6054   -0.1229   -0.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2068    0.8522    0.9015 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5137    0.4663    1.2421 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2995    2.2281    0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0813    2.4621   -0.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5697    2.5862   -0.9644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0980    2.3369    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4355    1.9447    1.0434 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4101    2.4596    0.1754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6899    0.4812    1.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6622   -0.2290    2.0383 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9574   -0.1762    3.3883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3616   -0.7210    3.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2688    0.4157    2.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0489    1.7211   -1.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3974   -0.9302    0.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9868    0.6300   -2.6678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0902    1.6555   -1.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5912    1.4448   -3.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1874    0.1248   -3.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2080   -0.0521   -2.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1983   -1.4165   -3.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2477    0.6800    0.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6158   -0.1348    0.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9469    0.9729   -0.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5139   -2.2555   -1.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9502   -2.9644    0.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4935   -1.3651    1.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1774   -3.7170    0.7322 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6596   -2.1076    1.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5175   -2.9347   -1.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6675   -1.8145   -1.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2088   -4.1591   -0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5859   -3.6846    0.7604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8874   -3.5609   -0.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6597   -1.2709    1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8119    0.0133   -1.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6533    0.8885    1.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9416   -0.0637    0.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3328    3.0588    1.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6067    3.4292   -1.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5347    1.6336   -1.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9476    1.8074   -1.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1289    3.6004   -1.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6776    3.2362    1.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1630    2.5854   -0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6039    2.4796    2.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1269    2.4249   -0.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7821   -0.0073    0.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6721    0.3634    1.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6664   -1.2963    1.7370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6729   -0.7745    3.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
  3 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 29  2  1  0
 12  6  1  0
 24 22  1  0
 15 10  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 11 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  6
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  6
 16 50  1  6
 17 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 19 55  1  0
 20 56  1  1
 21 57  1  0
 22 58  1  0
 23 59  1  0
 23 60  1  0
 24 61  1  0
 24 62  1  0
 25 63  1  0
 25 64  1  0
 26 65  1  1
 27 66  1  0
 28 67  1  0
 28 68  1  0
 29 69  1  6
 30 70  1  0
M  END


  Mrv0541 04191212182D          

 32 35  0  0  1  0            999 V2000
   12.1370   -9.5610    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4226   -9.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4226  -10.7986    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1370  -11.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8515  -10.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8515   -9.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5660   -9.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5660  -11.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2804  -10.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2804   -9.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2804   -8.3235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5660   -8.7360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9949   -9.5610    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.9949   -8.7360    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.7795   -8.4811    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.7795   -9.8159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2644   -9.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7795   -7.6561    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.4940   -7.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2085   -7.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9229   -7.2436    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.9229   -6.4186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6374   -7.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0499   -8.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4624   -7.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7081  -11.2111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9949   -7.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1370   -8.7360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9949  -10.3860    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.4940   -8.0686    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.0651   -7.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8515   -9.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 13  1  0  0  0  0
  7 10  1  0  0  0  0
 12  7  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 15 14  1  0  0  0  0
 14 13  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 24  1  0  0  0  0
  3 26  1  1  0  0  0
 14 27  1  1  0  0  0
  1 28  1  6  0  0  0
 13 29  1  6  0  0  0
 15 30  1  6  0  0  0
 18 31  1  6  0  0  0
  6 32  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015567

> <DATABASE_NAME>
hmdb

> <SMILES>
O[C@H](\C=C\[C@@H](C)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C)C1CC1

> <INCHI_IDENTIFIER>
InChI=1S/C27H40O3/c1-17(6-13-25(29)20-8-9-20)23-11-12-24-19(5-4-14-27(23,24)3)7-10-21-15-22(28)16-26(30)18(21)2/h6-7,10,13,17,20,22-26,28-30H,2,4-5,8-9,11-12,14-16H2,1,3H3/b13-6+,19-7+,21-10-/t17-,22-,23-,24+,25-,26+,27-/m1/s1

> <INCHI_KEY>
LWQQLNNNIPYSNX-UROSTWAQSA-N

> <FORMULA>
C27H40O3

> <MOLECULAR_WEIGHT>
412.6047

> <EXACT_MASS>
412.297745146

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
49.59111678976198

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3S,5Z)-5-{2-[(1R,3aS,4E,7aR)-1-[(2R,3E,5S)-5-cyclopropyl-5-hydroxypent-3-en-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol

> <ALOGPS_LOGP>
4.63

> <JCHEM_LOGP>
3.8433507853333344

> <ALOGPS_LOGS>
-4.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.288747760728633

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.392873609816359

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5903047523657756

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
125.44929999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.35e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
calcipotriol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015567
     RDKit          3D
Calcipotriol
 70 73  0  0  0  0  0  0  0  0999 V2000
   -3.2169   -0.0208    2.4611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2873    0.2803    1.7502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1163    1.2020    0.6369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1475    1.0002   -0.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2787   -0.1493   -0.1133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2600   -0.3531   -0.9655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0763    0.6417   -2.0327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1131    0.4337   -2.8784 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1704   -0.4802   -2.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0571   -0.9305   -0.9875 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2348    0.1883   -0.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3730   -1.4966   -0.8495 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2704   -2.0921    0.5364 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1729   -2.6125    0.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8201   -2.1740   -0.6832 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2923   -2.0581   -0.6210 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8289   -3.4632   -0.2984 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8480   -1.1401    0.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6054   -0.1229   -0.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2068    0.8522    0.9015 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5137    0.4663    1.2421 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2995    2.2281    0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0813    2.4621   -0.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5697    2.5862   -0.9644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0980    2.3369    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4355    1.9447    1.0434 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4101    2.4596    0.1754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6899    0.4812    1.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6622   -0.2290    2.0383 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9574   -0.1762    3.3883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3616   -0.7210    3.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2688    0.4157    2.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0489    1.7211   -1.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3974   -0.9302    0.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9868    0.6300   -2.6678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0902    1.6555   -1.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5912    1.4448   -3.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1874    0.1248   -3.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2080   -0.0521   -2.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1983   -1.4165   -3.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2477    0.6800    0.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6158   -0.1348    0.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9469    0.9729   -0.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5139   -2.2555   -1.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9502   -2.9644    0.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4935   -1.3651    1.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1774   -3.7170    0.7322 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6596   -2.1076    1.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5175   -2.9347   -1.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6675   -1.8145   -1.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2088   -4.1591   -0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5859   -3.6846    0.7604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8874   -3.5609   -0.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6597   -1.2709    1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8119    0.0133   -1.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6533    0.8885    1.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9416   -0.0637    0.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3328    3.0588    1.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6067    3.4292   -1.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5347    1.6336   -1.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9476    1.8074   -1.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1289    3.6004   -1.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6776    3.2362    1.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1630    2.5854   -0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6039    2.4796    2.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1269    2.4249   -0.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7821   -0.0073    0.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6721    0.3634    1.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6664   -1.2963    1.7370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6729   -0.7745    3.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
  3 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 29  2  1  0
 12  6  1  0
 24 22  1  0
 15 10  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 11 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  6
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  6
 16 50  1  6
 17 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 19 55  1  0
 20 56  1  1
 21 57  1  0
 22 58  1  0
 23 59  1  0
 23 60  1  0
 24 61  1  0
 24 62  1  0
 25 63  1  0
 25 64  1  0
 26 65  1  1
 27 66  1  0
 28 67  1  0
 28 68  1  0
 29 69  1  6
 30 70  1  0
M  END

HEADER    PROTEIN                                 19-APR-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-12         0                                  
HETATM    1  C   UNK     0      22.656 -17.847   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      21.322 -18.617   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      21.322 -20.157   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      22.656 -20.927   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      23.989 -20.157   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.989 -18.617   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.323 -17.847   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      25.323 -20.927   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      26.657 -20.157   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      26.657 -18.617   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      26.657 -15.537   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      25.323 -16.307   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      27.990 -17.847   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      27.990 -16.307   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      29.455 -15.831   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      29.455 -18.323   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      30.360 -17.077   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      29.455 -14.291   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      30.789 -13.521   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      32.123 -14.291   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      33.456 -13.521   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      33.456 -11.981   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      34.790 -14.291   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      35.560 -15.625   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      36.330 -14.291   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      19.988 -20.927   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      27.990 -14.767   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      22.656 -16.307   0.000  0.00  0.00           O+0
HETATM   29  H   UNK     0      27.990 -19.387   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      30.789 -15.061   0.000  0.00  0.00           H+0
HETATM   31  C   UNK     0      28.122 -13.521   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      23.989 -17.077   0.000  0.00  0.00           C+0
CONECT    1    2    6   28                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   26                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    1    5   32                                                  
CONECT    7   10   12                                                       
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   13    7                                                  
CONECT   11   12   14                                                       
CONECT   12    7   11                                                       
CONECT   13   10   14   16   29                                             
CONECT   14   11   15   13   27                                             
CONECT   15   14   17   18   30                                             
CONECT   16   13   17                                                       
CONECT   17   16   15                                                       
CONECT   18   15   19   31                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23   25                                                       
CONECT   25   23   24                                                       
CONECT   26    3                                                            
CONECT   27   14                                                            
CONECT   28    1                                                            
CONECT   29   13                                                            
CONECT   30   15                                                            
CONECT   31   18                                                            
CONECT   32    6                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0015567
HETATM    1  C1  UNL     1      -3.217  -0.021   2.461  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.287   0.280   1.750  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.116   1.202   0.637  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.147   1.000  -0.253  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.279  -0.149  -0.113  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.260  -0.353  -0.965  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.076   0.642  -2.033  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.113   0.434  -2.878  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.170  -0.480  -2.407  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.057  -0.930  -0.988  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.235   0.188  -0.013  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.373  -1.497  -0.850  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.270  -2.092   0.536  1.00  0.00           C  
HETATM   14  C14 UNL     1       1.173  -2.612   0.625  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.820  -2.174  -0.683  1.00  0.00           C  
HETATM   16  C16 UNL     1       3.292  -2.058  -0.621  1.00  0.00           C  
HETATM   17  C17 UNL     1       3.829  -3.463  -0.298  1.00  0.00           C  
HETATM   18  C18 UNL     1       3.848  -1.140   0.364  1.00  0.00           C  
HETATM   19  C19 UNL     1       4.605  -0.123  -0.021  1.00  0.00           C  
HETATM   20  C20 UNL     1       5.207   0.852   0.901  1.00  0.00           C  
HETATM   21  O1  UNL     1       6.514   0.466   1.242  1.00  0.00           O  
HETATM   22  C21 UNL     1       5.299   2.228   0.315  1.00  0.00           C  
HETATM   23  C22 UNL     1       6.081   2.462  -0.922  1.00  0.00           C  
HETATM   24  C23 UNL     1       4.570   2.586  -0.964  1.00  0.00           C  
HETATM   25  C24 UNL     1      -5.098   2.337   0.534  1.00  0.00           C  
HETATM   26  C25 UNL     1      -6.436   1.945   1.043  1.00  0.00           C  
HETATM   27  O2  UNL     1      -7.410   2.460   0.175  1.00  0.00           O  
HETATM   28  C26 UNL     1      -6.690   0.481   1.193  1.00  0.00           C  
HETATM   29  C27 UNL     1      -5.662  -0.229   2.038  1.00  0.00           C  
HETATM   30  O3  UNL     1      -5.957  -0.176   3.388  1.00  0.00           O  
HETATM   31  H1  UNL     1      -3.362  -0.721   3.294  1.00  0.00           H  
HETATM   32  H2  UNL     1      -2.269   0.416   2.269  1.00  0.00           H  
HETATM   33  H3  UNL     1      -3.049   1.721  -1.063  1.00  0.00           H  
HETATM   34  H4  UNL     1      -2.397  -0.930   0.596  1.00  0.00           H  
HETATM   35  H5  UNL     1      -1.987   0.630  -2.668  1.00  0.00           H  
HETATM   36  H6  UNL     1      -1.090   1.655  -1.529  1.00  0.00           H  
HETATM   37  H7  UNL     1       0.591   1.445  -3.049  1.00  0.00           H  
HETATM   38  H8  UNL     1      -0.187   0.125  -3.925  1.00  0.00           H  
HETATM   39  H9  UNL     1       2.208  -0.052  -2.536  1.00  0.00           H  
HETATM   40  H10 UNL     1       1.198  -1.416  -3.039  1.00  0.00           H  
HETATM   41  H11 UNL     1       0.248   0.680   0.203  1.00  0.00           H  
HETATM   42  H12 UNL     1       1.616  -0.135   0.974  1.00  0.00           H  
HETATM   43  H13 UNL     1       1.947   0.973  -0.380  1.00  0.00           H  
HETATM   44  H14 UNL     1      -0.514  -2.256  -1.626  1.00  0.00           H  
HETATM   45  H15 UNL     1      -0.950  -2.964   0.614  1.00  0.00           H  
HETATM   46  H16 UNL     1      -0.493  -1.365   1.320  1.00  0.00           H  
HETATM   47  H17 UNL     1       1.177  -3.717   0.732  1.00  0.00           H  
HETATM   48  H18 UNL     1       1.660  -2.108   1.463  1.00  0.00           H  
HETATM   49  H19 UNL     1       1.517  -2.935  -1.438  1.00  0.00           H  
HETATM   50  H20 UNL     1       3.668  -1.814  -1.640  1.00  0.00           H  
HETATM   51  H21 UNL     1       3.209  -4.159  -0.906  1.00  0.00           H  
HETATM   52  H22 UNL     1       3.586  -3.685   0.760  1.00  0.00           H  
HETATM   53  H23 UNL     1       4.887  -3.561  -0.551  1.00  0.00           H  
HETATM   54  H24 UNL     1       3.660  -1.271   1.416  1.00  0.00           H  
HETATM   55  H25 UNL     1       4.812   0.013  -1.098  1.00  0.00           H  
HETATM   56  H26 UNL     1       4.653   0.889   1.871  1.00  0.00           H  
HETATM   57  H27 UNL     1       6.942  -0.064   0.531  1.00  0.00           H  
HETATM   58  H28 UNL     1       5.333   3.059   1.057  1.00  0.00           H  
HETATM   59  H29 UNL     1       6.607   3.429  -1.059  1.00  0.00           H  
HETATM   60  H30 UNL     1       6.535   1.634  -1.501  1.00  0.00           H  
HETATM   61  H31 UNL     1       3.948   1.807  -1.394  1.00  0.00           H  
HETATM   62  H32 UNL     1       4.129   3.600  -1.053  1.00  0.00           H  
HETATM   63  H33 UNL     1      -4.678   3.236   1.045  1.00  0.00           H  
HETATM   64  H34 UNL     1      -5.163   2.585  -0.545  1.00  0.00           H  
HETATM   65  H35 UNL     1      -6.604   2.480   2.016  1.00  0.00           H  
HETATM   66  H36 UNL     1      -7.127   2.425  -0.773  1.00  0.00           H  
HETATM   67  H37 UNL     1      -6.782  -0.007   0.206  1.00  0.00           H  
HETATM   68  H38 UNL     1      -7.672   0.363   1.695  1.00  0.00           H  
HETATM   69  H39 UNL     1      -5.666  -1.296   1.737  1.00  0.00           H  
HETATM   70  H40 UNL     1      -6.673  -0.775   3.663  1.00  0.00           H  
CONECT    1    2    2   31   32
CONECT    2    3   29
CONECT    3    4    4   25
CONECT    4    5   33
CONECT    5    6    6   34
CONECT    6    7   12
CONECT    7    8   35   36
CONECT    8    9   37   38
CONECT    9   10   39   40
CONECT   10   11   12   15
CONECT   11   41   42   43
CONECT   12   13   44
CONECT   13   14   45   46
CONECT   14   15   47   48
CONECT   15   16   49
CONECT   16   17   18   50
CONECT   17   51   52   53
CONECT   18   19   19   54
CONECT   19   20   55
CONECT   20   21   22   56
CONECT   21   57
CONECT   22   23   24   58
CONECT   23   24   59   60
CONECT   24   61   62
CONECT   25   26   63   64
CONECT   26   27   28   65
CONECT   27   66
CONECT   28   29   67   68
CONECT   29   30   69
CONECT   30   70
END

HMDB0015567
     RDKit          3D
Calcipotriol
 70 73  0  0  0  0  0  0  0  0999 V2000
   -3.2169   -0.0208    2.4611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2873    0.2803    1.7502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1163    1.2020    0.6369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1475    1.0002   -0.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2787   -0.1493   -0.1133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2600   -0.3531   -0.9655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0763    0.6417   -2.0327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1131    0.4337   -2.8784 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1704   -0.4802   -2.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0571   -0.9305   -0.9875 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2348    0.1883   -0.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3730   -1.4966   -0.8495 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2704   -2.0921    0.5364 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1729   -2.6125    0.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8201   -2.1740   -0.6832 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2923   -2.0581   -0.6210 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8289   -3.4632   -0.2984 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8480   -1.1401    0.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6054   -0.1229   -0.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2068    0.8522    0.9015 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5137    0.4663    1.2421 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2995    2.2281    0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0813    2.4621   -0.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5697    2.5862   -0.9644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0980    2.3369    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4355    1.9447    1.0434 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4101    2.4596    0.1754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6899    0.4812    1.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6622   -0.2290    2.0383 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9574   -0.1762    3.3883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3616   -0.7210    3.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2688    0.4157    2.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0489    1.7211   -1.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3974   -0.9302    0.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9868    0.6300   -2.6678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0902    1.6555   -1.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5912    1.4448   -3.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1874    0.1248   -3.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2080   -0.0521   -2.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1983   -1.4165   -3.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2477    0.6800    0.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6158   -0.1348    0.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9469    0.9729   -0.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5139   -2.2555   -1.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9502   -2.9644    0.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4935   -1.3651    1.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1774   -3.7170    0.7322 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6596   -2.1076    1.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5175   -2.9347   -1.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6675   -1.8145   -1.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2088   -4.1591   -0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5859   -3.6846    0.7604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8874   -3.5609   -0.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6597   -1.2709    1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8119    0.0133   -1.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6533    0.8885    1.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9416   -0.0637    0.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3328    3.0588    1.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6067    3.4292   -1.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5347    1.6336   -1.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9476    1.8074   -1.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1289    3.6004   -1.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6776    3.2362    1.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1630    2.5854   -0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6039    2.4796    2.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1269    2.4249   -0.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7821   -0.0073    0.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6721    0.3634    1.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6664   -1.2963    1.7370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6729   -0.7745    3.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
  3 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 29  2  1  0
 12  6  1  0
 24 22  1  0
 15 10  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 11 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  6
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  6
 16 50  1  6
 17 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 19 55  1  0
 20 56  1  1
 21 57  1  0
 22 58  1  0
 23 59  1  0
 23 60  1  0
 24 61  1  0
 24 62  1  0
 25 63  1  0
 25 64  1  0
 26 65  1  1
 27 66  1  0
 28 67  1  0
 28 68  1  0
 29 69  1  6
 30 70  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Calcipotriene	ChEBI
Daivonex	ChEBI
Dovonex	ChEBI
Bristol-myers squibb brand OF calcipotriene	HMDB
Psorcutan	HMDB
1,24(OH)2-22-Ene-24-cyclopropyl D3	HMDB
Leo brand OF calcipotriene	HMDB
Schering brand OF calcipotriene	HMDB
CSL Brand OF calcipotriene	HMDB
Senosiain brand OF calcipotriene	HMDB
Sorilux	HMDB
Farmacusi brand OF calcipotriene	HMDB
Heximar win care	HMDB
(22E)-(24S)-1a,24-Dihydroxy-26,27-cyclo-22,23-didehydrovitamin D3 / (22E)-(24S)-1a,24-dihydroxy-26,27-cyclo-22,23-didehydrocholecalciferol / calcipotriol	HMDB
(22E)-(24S)-1Α,24-dihydroxy-26,27-cyclo-22,23-didehydrovitamin D3 / (22E)-(24S)-1α,24-dihydroxy-26,27-cyclo-22,23-didehydrocholecalciferol / calcipotriol	HMDB
Enstilar	HMDB
Calcipotriol	KEGG

Chemical Formula

C₂₇H₄₀O₃

Average Molecular Weight

412.6047

Monoisotopic Molecular Weight

412.297745146

IUPAC Name

(1R,3S,5Z)-5-{2-[(1R,3aS,4E,7aR)-1-[(2R,3E,5S)-5-cyclopropyl-5-hydroxypent-3-en-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol

Traditional Name

calcipotriol

CAS Registry Number

112965-21-6

SMILES

O[C@H](\C=C\[C@@H](C)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C)C1CC1

InChI Identifier

InChI=1S/C27H40O3/c1-17(6-13-25(29)20-8-9-20)23-11-12-24-19(5-4-14-27(23,24)3)7-10-21-15-22(28)16-26(30)18(21)2/h6-7,10,13,17,20,22-26,28-30H,2,4-5,8-9,11-12,14-16H2,1,3H3/b13-6+,19-7+,21-10-/t17-,22-,23-,24+,25-,26+,27-/m1/s1

InChI Key

LWQQLNNNIPYSNX-UROSTWAQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as vitamin d and derivatives. Vitamin D and derivatives are compounds containing a secosteroid backbone, usually secoergostane or secocholestane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Vitamin D and derivatives

Direct Parent

Vitamin D and derivatives

Alternative Parents

Substituents

Triterpenoid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

seco-cholestane (CHEBI:50749 )
hydroxy seco-steroid (CHEBI:50749 )
Vitamin D3 and derivatives (LMST03020106 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0015567)

Process

Not Available

Role

Industrial application

Antipsoriatic (HMDB: HMDB0015567)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.014 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.014 g/L	ALOGPS
logP	4.63	ALOGPS
logP	3.84	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	14.39	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	125.45 m³·mol⁻¹	ChemAxon
Polarizability	49.59 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	200.524	31661259
DarkChem	[M-H]-	195.817	31661259
DeepCCS	[M-2H]-	237.531	30932474
DeepCCS	[M+Na]+	211.586	30932474
AllCCS	[M+H]+	209.9	32859911
AllCCS	[M+H-H2O]+	207.6	32859911
AllCCS	[M+NH4]+	212.1	32859911
AllCCS	[M+Na]+	212.7	32859911
AllCCS	[M-H]-	206.3	32859911
AllCCS	[M+Na-2H]-	208.0	32859911
AllCCS	[M+HCOO]-	210.0	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.	7.21 minutes	32390414
Predicted by Siyang on May 30, 2022	17.3032 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.28 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3051.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	298.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	223.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	181.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	505.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	733.6 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	735.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	100.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1512.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	570.3 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	1688.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	488.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	483.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	267.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	412.4 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	8.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Calcipotriol	O[C@H](\C=C\[C@@H](C)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C)C1CC1	4099.5	Standard polar	33892256
Calcipotriol	O[C@H](\C=C\[C@@H](C)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C)C1CC1	3392.3	Standard non polar	33892256
Calcipotriol	O[C@H](\C=C\[C@@H](C)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C)C1CC1	3776.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Calcipotriol,1TMS,isomer #1	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)/C=C/[C@@H](O[Si](C)(C)C)C2CC2)C[C@@H](O)C[C@@H]1O	3575.0	Semi standard non polar	33892256
Calcipotriol,1TMS,isomer #2	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)/C=C/[C@@H](O)C2CC2)C[C@@H](O[Si](C)(C)C)C[C@@H]1O	3558.0	Semi standard non polar	33892256
Calcipotriol,1TMS,isomer #3	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)/C=C/[C@@H](O)C2CC2)C[C@@H](O)C[C@@H]1O[Si](C)(C)C	3568.1	Semi standard non polar	33892256
Calcipotriol,2TMS,isomer #1	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)/C=C/[C@@H](O[Si](C)(C)C)C2CC2)C[C@@H](O[Si](C)(C)C)C[C@@H]1O	3507.0	Semi standard non polar	33892256
Calcipotriol,2TMS,isomer #2	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)/C=C/[C@@H](O[Si](C)(C)C)C2CC2)C[C@@H](O)C[C@@H]1O[Si](C)(C)C	3504.2	Semi standard non polar	33892256
Calcipotriol,2TMS,isomer #3	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)/C=C/[C@@H](O)C2CC2)C[C@@H](O[Si](C)(C)C)C[C@@H]1O[Si](C)(C)C	3487.0	Semi standard non polar	33892256
Calcipotriol,3TMS,isomer #1	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)/C=C/[C@@H](O[Si](C)(C)C)C2CC2)C[C@@H](O[Si](C)(C)C)C[C@@H]1O[Si](C)(C)C	3439.5	Semi standard non polar	33892256
Calcipotriol,1TBDMS,isomer #1	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)/C=C/[C@@H](O[Si](C)(C)C(C)(C)C)C2CC2)C[C@@H](O)C[C@@H]1O	3806.0	Semi standard non polar	33892256
Calcipotriol,1TBDMS,isomer #2	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)/C=C/[C@@H](O)C2CC2)C[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@H]1O	3776.8	Semi standard non polar	33892256
Calcipotriol,1TBDMS,isomer #3	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)/C=C/[C@@H](O)C2CC2)C[C@@H](O)C[C@@H]1O[Si](C)(C)C(C)(C)C	3773.9	Semi standard non polar	33892256
Calcipotriol,2TBDMS,isomer #1	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)/C=C/[C@@H](O[Si](C)(C)C(C)(C)C)C2CC2)C[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@H]1O	3960.1	Semi standard non polar	33892256
Calcipotriol,2TBDMS,isomer #2	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)/C=C/[C@@H](O[Si](C)(C)C(C)(C)C)C2CC2)C[C@@H](O)C[C@@H]1O[Si](C)(C)C(C)(C)C	3933.4	Semi standard non polar	33892256
Calcipotriol,2TBDMS,isomer #3	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)/C=C/[C@@H](O)C2CC2)C[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@H]1O[Si](C)(C)C(C)(C)C	3922.1	Semi standard non polar	33892256
Calcipotriol,3TBDMS,isomer #1	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)/C=C/[C@@H](O[Si](C)(C)C(C)(C)C)C2CC2)C[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@H]1O[Si](C)(C)C(C)(C)C	4073.2	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 - Calcipotriol GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kg-2019000000-25fe74385dfaaadc4f64	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Calcipotriol GC-MS (3 TMS) - 70eV, Positive	splash10-03di-2200159000-60ddca8d21526e4244de	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Calcipotriol 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 - Calcipotriol 10V, Positive-QTOF	splash10-002b-0019100000-dd8b67e911e2c011a451	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcipotriol 20V, Positive-QTOF	splash10-00fr-3349000000-721114fcaf3ed169df5d	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcipotriol 40V, Positive-QTOF	splash10-0fki-9568000000-c7e61ad61191fce88abe	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcipotriol 10V, Negative-QTOF	splash10-03di-0006900000-01ce5bd91cb0ca4dcbec	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcipotriol 20V, Negative-QTOF	splash10-01ox-2009300000-7f4afaeab87ae0e61d8d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcipotriol 40V, Negative-QTOF	splash10-0006-9005000000-075615c00f3c0728d5ed	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcipotriol 10V, Positive-QTOF	splash10-06tb-0139300000-4a9257a0b1cf140f5b7a	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcipotriol 20V, Positive-QTOF	splash10-0cki-1269200000-926c7873d1b6b3d9d144	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcipotriol 40V, Positive-QTOF	splash10-000b-2494000000-3044d26933d8919ecbfb	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcipotriol 10V, Negative-QTOF	splash10-03di-0002900000-6b048e3e028e205ac598	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcipotriol 20V, Negative-QTOF	splash10-03di-1505900000-d9fa5fd00776cc0e0e28	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcipotriol 40V, Negative-QTOF	splash10-0a4i-0101900000-12080aba78c8a692b2ab	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB02300	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB02300	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB02300

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4450880

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Calcipotriol

METLIN ID

Not Available

PubChem Compound

5288783

PDB ID

MC9

ChEBI ID

50749

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. Myeloperoxidase

General function:: Involved in peroxidase activity
Specific function:: Part of the host defense system of polymorphonuclear leukocytes. It is responsible for microbicidal activity against a wide range of organisms. In the stimulated PMN, MPO catalyzes the production of hypohalous acids, primarily hypochlorous acid in physiologic situations, and other toxic intermediates that greatly enhance PMN microbicidal activity.
Gene Name:: MPO
Uniprot ID:: P05164
Molecular weight:: 83867.71

References

Sato H, Ogino Y, Takagi H, Hata J, Asano S, Ohta T, Komoriya K: Pharmacological profiles of high-concentration (20 microg/g) tacalcitol ointment: effects on cutaneous inflammation, epidermal proliferation, and differentiation in mice. J Dermatol. 2003 Jul;30(7):510-24. [PubMed:12928540 ]

Enzyme Details

2. Vitamin D3 receptor

General function:: Involved in sequence-specific DNA binding transcription factor activity
Specific function:: Nuclear hormone receptor. Transcription factor that mediates the action of vitamin D3 by controlling the expression of hormone sensitive genes. Regulates transcription of hormone sensitive genes via its association with the WINAC complex, a chromatin-remodeling complex. Recruited to promoters via its interaction with the WINAC complex subunit BAZ1B/WSTF, which mediates the interaction with acetylated histones, an essential step for VDR-promoter association. Plays a central role in calcium homeostasis
Gene Name:: VDR
Uniprot ID:: P11473
Molecular weight:: 48288.6

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzyme Details

3. 1,25-dihydroxyvitamin D(3) 24-hydroxylase, mitochondrial

General function:: Involved in monooxygenase activity
Specific function:: Has a role in maintaining calcium homeostasis. Catalyzes the NADPH-dependent 24-hydroxylation of calcidiol (25-hydroxyvitamin D(3)) and calcitriol (1-alpha,25-dihydroxyvitamin D(3)). The enzyme can perform up to 6 rounds of hydroxylation of calcitriol leading to calcitroic acid. It also shows 23-hydroxylating activity leading to 1-alpha,25-dihydroxyvitamin D(3)-26,23-lactone as end product.
Gene Name:: CYP24A1
Uniprot ID:: Q07973
Molecular weight:: 58874.695

References

Jones G, Byford V, West S, Masuda S, Ibrahim G, Kaufmann M, Knutson JC, Strugnell S, Mehta R: Hepatic activation and inactivation of clinically-relevant vitamin D analogs and prodrugs. Anticancer Res. 2006 Jul-Aug;26(4A):2589-95. [PubMed:16886668 ]

Showing metabocard for Calcipotriol (HMDB0015567)

MOL for HMDB0015567 (Calcipotriol)

3D MOL for HMDB0015567 (Calcipotriol)

3D SDF for HMDB0015567 (Calcipotriol)

3D-SDF for HMDB0015567 (Calcipotriol)

PDB for HMDB0015567 (Calcipotriol)

3D PDB for HMDB0015567 (Calcipotriol)

SMILES for HMDB0015567 (Calcipotriol)

INCHI for HMDB0015567 (Calcipotriol)

Structure for HMDB0015567 (Calcipotriol)

3D Structure for HMDB0015567 (Calcipotriol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References