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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2007-04-12 21:57:25 UTC

Update Date

2022-09-22 18:34:18 UTC

HMDB ID

HMDB0006070

Secondary Accession Numbers

HMDB06070

Metabolite Identification

Common Name

Pregnanetriol

Description

Pregnanetriol belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety. Based on a literature review a significant number of articles have been published on Pregnanetriol.

Structure

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

3032833
  Mrv1652303262014182D          

 28 31  0  0  1  0            999 V2000
    7.0685    1.5366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7435    0.8984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0920   -2.0182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5414   -0.3249    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5414    0.5001    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8269   -0.7374    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1125   -0.3249    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3617   -0.7431    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3220    0.7515    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3550   -1.6024    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8269    0.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1125    0.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3220   -0.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8402   -1.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8035    0.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993   -2.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5970   -0.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5414    1.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5833   -2.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3681    0.0819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9904    1.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8150   -0.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8081   -1.6084    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9056    2.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6113   -0.9812    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4011   -1.0630    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6840    0.0051    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3576   -2.2624    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  6  0  0  0
  2 21  1  0  0  0  0
 23  3  1  6  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4 13  1  0  0  0  0
  4 25  1  6  0  0  0
  5  9  1  0  0  0  0
  5 11  1  0  0  0  0
  5 18  1  1  0  0  0
  6  7  1  0  0  0  0
  6 14  1  0  0  0  0
  6 26  1  1  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  7 27  1  6  0  0  0
  8 10  1  0  0  0  0
  8 17  1  0  0  0  0
  8 20  1  1  0  0  0
  9 15  1  0  0  0  0
  9 21  1  0  0  0  0
 10 16  1  0  0  0  0
 10 19  1  0  0  0  0
 10 28  1  1  0  0  0
 11 12  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 17 22  1  0  0  0  0
 19 23  1  0  0  0  0
 21 24  1  0  0  0  0
 22 23  1  0  0  0  0
M  END

HMDB0006070
     RDKit          3D
Pregnanetriol
 60 63  0  0  0  0  0  0  0  0999 V2000
   -4.8892    0.4273   -1.6656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5661   -0.1804   -0.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6868    0.0544    0.4856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3920    0.3850    0.3735 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6429    1.7598    0.5585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3741   -0.3134    1.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0285   -1.0604    1.7645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2120   -0.1106    1.0059 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1128   -0.4972    0.5440 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9553   -1.2910    1.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1468   -1.7674    0.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5012   -0.8128   -0.4235 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9300   -0.9813   -0.8141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9096   -0.3916    0.1225 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6972   -1.4285    0.6660 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3641    0.3985    1.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1286    1.1639    0.9980 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2466    0.6300   -0.0997 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6259    1.4278   -1.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7976    0.8230    0.1545 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0301    1.3076   -1.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4327    1.4161   -0.8268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0664    0.1780   -0.2441 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9956   -0.9591   -1.2161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7457    1.1569   -1.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2909   -0.3941   -2.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0884    0.9012   -2.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5091   -1.3086   -0.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9046    1.0271    0.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9173    2.0982   -0.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1415   -1.0739    1.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4049    0.4538    2.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1092   -2.0669    1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7007   -1.0405    2.8417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2043    0.8715    1.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0627   -1.0769   -0.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2528   -0.7712    2.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3405   -2.1670    1.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9880   -2.0950    1.2913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7750   -2.7105    0.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8849   -1.0339   -1.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0305   -0.5790   -1.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1012   -2.0911   -0.9471 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6407    0.2182   -0.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4937   -2.2855    0.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1674    1.1326    1.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2428   -0.2479    2.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5320    1.2058    1.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3679    2.2501    0.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7542    1.3871   -1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1658    1.0374   -2.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3949    2.4860   -1.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5976    1.5655    0.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3890    2.2899   -1.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2194    0.5841   -1.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6382    2.2422   -0.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8915    1.7409   -1.7835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7729   -1.9244   -0.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9724   -1.1641   -1.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2688   -0.7956   -2.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  1
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  6
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  6
 23  4  1  0
 23  8  1  0
 20  9  1  0
 18 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  3 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  1
  9 36  1  6
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  6
 13 42  1  0
 13 43  1  0
 14 44  1  6
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 19 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  1
 21 54  1  0
 21 55  1  0
 22 56  1  0
 22 57  1  0
 24 58  1  0
 24 59  1  0
 24 60  1  0
M  END

3032833
  Mrv1652303262014182D          

 28 31  0  0  1  0            999 V2000
    7.0685    1.5366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7435    0.8984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0920   -2.0182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5414   -0.3249    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5414    0.5001    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8269   -0.7374    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1125   -0.3249    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3617   -0.7431    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3220    0.7515    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3550   -1.6024    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8269    0.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1125    0.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3220   -0.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8402   -1.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8035    0.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993   -2.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5970   -0.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5414    1.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5833   -2.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3681    0.0819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9904    1.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8150   -0.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8081   -1.6084    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9056    2.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6113   -0.9812    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4011   -1.0630    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6840    0.0051    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3576   -2.2624    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  6  0  0  0
  2 21  1  0  0  0  0
 23  3  1  6  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4 13  1  0  0  0  0
  4 25  1  6  0  0  0
  5  9  1  0  0  0  0
  5 11  1  0  0  0  0
  5 18  1  1  0  0  0
  6  7  1  0  0  0  0
  6 14  1  0  0  0  0
  6 26  1  1  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  7 27  1  6  0  0  0
  8 10  1  0  0  0  0
  8 17  1  0  0  0  0
  8 20  1  1  0  0  0
  9 15  1  0  0  0  0
  9 21  1  0  0  0  0
 10 16  1  0  0  0  0
 10 19  1  0  0  0  0
 10 28  1  1  0  0  0
 11 12  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 17 22  1  0  0  0  0
 19 23  1  0  0  0  0
 21 24  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0006070

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@](O)(C(C)O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C21H36O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h13-18,22-24H,4-12H2,1-3H3/t13?,14-,15-,16-,17+,18+,19+,20+,21+/m1/s1

> <INCHI_KEY>
SCPADBBISMMJAW-HWPIAJDMSA-N

> <FORMULA>
C21H36O3

> <MOLECULAR_WEIGHT>
336.5087

> <EXACT_MASS>
336.266445018

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
40.00088018408958

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,5R,7R,10R,11S,14R,15S)-14-(1-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14-diol

> <ALOGPS_LOGP>
3.39

> <JCHEM_LOGP>
2.853998557333335

> <ALOGPS_LOGS>
-3.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.109322994199143

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.41738102222639

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3569562491413683

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
95.2319

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.71e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5R,7R,10R,11S,14R,15S)-14-(1-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006070
     RDKit          3D
Pregnanetriol
 60 63  0  0  0  0  0  0  0  0999 V2000
   -4.8892    0.4273   -1.6656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5661   -0.1804   -0.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6868    0.0544    0.4856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3920    0.3850    0.3735 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6429    1.7598    0.5585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3741   -0.3134    1.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0285   -1.0604    1.7645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2120   -0.1106    1.0059 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1128   -0.4972    0.5440 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9553   -1.2910    1.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1468   -1.7674    0.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5012   -0.8128   -0.4235 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9300   -0.9813   -0.8141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9096   -0.3916    0.1225 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6972   -1.4285    0.6660 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3641    0.3985    1.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1286    1.1639    0.9980 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2466    0.6300   -0.0997 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6259    1.4278   -1.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7976    0.8230    0.1545 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0301    1.3076   -1.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4327    1.4161   -0.8268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0664    0.1780   -0.2441 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9956   -0.9591   -1.2161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7457    1.1569   -1.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2909   -0.3941   -2.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0884    0.9012   -2.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5091   -1.3086   -0.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9046    1.0271    0.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9173    2.0982   -0.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1415   -1.0739    1.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4049    0.4538    2.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1092   -2.0669    1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7007   -1.0405    2.8417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2043    0.8715    1.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0627   -1.0769   -0.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2528   -0.7712    2.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3405   -2.1670    1.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9880   -2.0950    1.2913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7750   -2.7105    0.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8849   -1.0339   -1.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0305   -0.5790   -1.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1012   -2.0911   -0.9471 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6407    0.2182   -0.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4937   -2.2855    0.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1674    1.1326    1.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2428   -0.2479    2.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5320    1.2058    1.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3679    2.2501    0.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7542    1.3871   -1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1658    1.0374   -2.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3949    2.4860   -1.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5976    1.5655    0.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3890    2.2899   -1.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2194    0.5841   -1.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6382    2.2422   -0.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8915    1.7409   -1.7835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7729   -1.9244   -0.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9724   -1.1641   -1.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2688   -0.7956   -2.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  1
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  6
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  6
 23  4  1  0
 23  8  1  0
 20  9  1  0
 18 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  3 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  1
  9 36  1  6
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  6
 13 42  1  0
 13 43  1  0
 14 44  1  6
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 19 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  1
 21 54  1  0
 21 55  1  0
 22 56  1  0
 22 57  1  0
 24 58  1  0
 24 59  1  0
 24 60  1  0
M  END

HEADER    PROTEIN                                 26-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 3032833                                           
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAR-20         0                                  
HETATM    1  O   UNK     0      13.195   2.868   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      16.321   1.677   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       3.905  -3.767   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      12.211  -0.606   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.211   0.934   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.877  -1.376   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.543  -0.606   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.142  -1.387   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.668   1.403   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.129  -2.991   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.877   1.704   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.543   0.934   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.668  -1.076   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.902  -2.981   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.567   0.164   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.519  -3.793   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.714  -0.518   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.211   2.474   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.689  -3.838   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.154   0.153   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.915   2.306   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.255  -1.331   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.242  -3.002   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      14.757   3.838   0.000  0.00  0.00           C+0
HETATM   25  H   UNK     0      12.341  -1.832   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0      11.949  -1.984   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0      10.610   0.010   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       8.134  -4.223   0.000  0.00  0.00           H+0
CONECT    1    9                                                            
CONECT    2   21                                                            
CONECT    3   23                                                            
CONECT    4    5    6   13   25                                             
CONECT    5    4    9   11   18                                             
CONECT    6    4    7   14   26                                             
CONECT    7    6    8   12   27                                             
CONECT    8    7   10   17   20                                             
CONECT    9    1    5   15   21                                             
CONECT   10    8   16   19   28                                             
CONECT   11    5   12                                                       
CONECT   12    7   11                                                       
CONECT   13    4   15                                                       
CONECT   14    6   16                                                       
CONECT   15    9   13                                                       
CONECT   16   10   14                                                       
CONECT   17    8   22                                                       
CONECT   18    5                                                            
CONECT   19   10   23                                                       
CONECT   20    8                                                            
CONECT   21    2    9   24                                                  
CONECT   22   17   23                                                       
CONECT   23    3   19   22                                                  
CONECT   24   21                                                            
CONECT   25    4                                                            
CONECT   26    6                                                            
CONECT   27    7                                                            
CONECT   28   10                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

COMPND    HMDB0006070
HETATM    1  C1  UNL     1      -4.889   0.427  -1.666  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.566  -0.180  -0.355  1.00  0.00           C  
HETATM    3  O1  UNL     1      -5.687   0.054   0.486  1.00  0.00           O  
HETATM    4  C3  UNL     1      -3.392   0.385   0.373  1.00  0.00           C  
HETATM    5  O2  UNL     1      -3.643   1.760   0.559  1.00  0.00           O  
HETATM    6  C4  UNL     1      -3.374  -0.313   1.746  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.028  -1.060   1.764  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.212  -0.111   1.006  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.113  -0.497   0.544  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.955  -1.291   1.495  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.147  -1.767   0.660  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.501  -0.813  -0.424  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.930  -0.981  -0.814  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.910  -0.392   0.122  1.00  0.00           C  
HETATM   15  O3  UNL     1       5.697  -1.428   0.666  1.00  0.00           O  
HETATM   16  C13 UNL     1       4.364   0.399   1.247  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.129   1.164   0.998  1.00  0.00           C  
HETATM   18  C15 UNL     1       2.247   0.630  -0.100  1.00  0.00           C  
HETATM   19  C16 UNL     1       2.626   1.428  -1.357  1.00  0.00           C  
HETATM   20  C17 UNL     1       0.798   0.823   0.155  1.00  0.00           C  
HETATM   21  C18 UNL     1       0.030   1.308  -1.044  1.00  0.00           C  
HETATM   22  C19 UNL     1      -1.433   1.416  -0.827  1.00  0.00           C  
HETATM   23  C20 UNL     1      -2.066   0.178  -0.244  1.00  0.00           C  
HETATM   24  C21 UNL     1      -1.996  -0.959  -1.216  1.00  0.00           C  
HETATM   25  H1  UNL     1      -5.746   1.157  -1.605  1.00  0.00           H  
HETATM   26  H2  UNL     1      -5.291  -0.394  -2.329  1.00  0.00           H  
HETATM   27  H3  UNL     1      -4.088   0.901  -2.217  1.00  0.00           H  
HETATM   28  H4  UNL     1      -4.509  -1.309  -0.398  1.00  0.00           H  
HETATM   29  H5  UNL     1      -5.905   1.027   0.362  1.00  0.00           H  
HETATM   30  H6  UNL     1      -3.917   2.098  -0.335  1.00  0.00           H  
HETATM   31  H7  UNL     1      -4.141  -1.074   1.847  1.00  0.00           H  
HETATM   32  H8  UNL     1      -3.405   0.454   2.526  1.00  0.00           H  
HETATM   33  H9  UNL     1      -2.109  -2.067   1.366  1.00  0.00           H  
HETATM   34  H10 UNL     1      -1.701  -1.040   2.842  1.00  0.00           H  
HETATM   35  H11 UNL     1      -1.204   0.872   1.558  1.00  0.00           H  
HETATM   36  H12 UNL     1       0.063  -1.077  -0.410  1.00  0.00           H  
HETATM   37  H13 UNL     1       1.253  -0.771   2.401  1.00  0.00           H  
HETATM   38  H14 UNL     1       0.341  -2.167   1.810  1.00  0.00           H  
HETATM   39  H15 UNL     1       2.988  -2.095   1.291  1.00  0.00           H  
HETATM   40  H16 UNL     1       1.775  -2.710   0.158  1.00  0.00           H  
HETATM   41  H17 UNL     1       1.885  -1.034  -1.345  1.00  0.00           H  
HETATM   42  H18 UNL     1       4.031  -0.579  -1.866  1.00  0.00           H  
HETATM   43  H19 UNL     1       4.101  -2.091  -0.947  1.00  0.00           H  
HETATM   44  H20 UNL     1       5.641   0.218  -0.486  1.00  0.00           H  
HETATM   45  H21 UNL     1       5.494  -2.286   0.223  1.00  0.00           H  
HETATM   46  H22 UNL     1       5.167   1.133   1.560  1.00  0.00           H  
HETATM   47  H23 UNL     1       4.243  -0.248   2.167  1.00  0.00           H  
HETATM   48  H24 UNL     1       2.532   1.206   1.950  1.00  0.00           H  
HETATM   49  H25 UNL     1       3.368   2.250   0.792  1.00  0.00           H  
HETATM   50  H26 UNL     1       3.754   1.387  -1.399  1.00  0.00           H  
HETATM   51  H27 UNL     1       2.166   1.037  -2.259  1.00  0.00           H  
HETATM   52  H28 UNL     1       2.395   2.486  -1.124  1.00  0.00           H  
HETATM   53  H29 UNL     1       0.598   1.566   0.980  1.00  0.00           H  
HETATM   54  H30 UNL     1       0.389   2.290  -1.422  1.00  0.00           H  
HETATM   55  H31 UNL     1       0.219   0.584  -1.866  1.00  0.00           H  
HETATM   56  H32 UNL     1      -1.638   2.242  -0.106  1.00  0.00           H  
HETATM   57  H33 UNL     1      -1.892   1.741  -1.784  1.00  0.00           H  
HETATM   58  H34 UNL     1      -1.773  -1.924  -0.673  1.00  0.00           H  
HETATM   59  H35 UNL     1      -2.972  -1.164  -1.729  1.00  0.00           H  
HETATM   60  H36 UNL     1      -1.269  -0.796  -2.038  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    4   28
CONECT    3   29
CONECT    4    5    6   23
CONECT    5   30
CONECT    6    7   31   32
CONECT    7    8   33   34
CONECT    8    9   23   35
CONECT    9   10   20   36
CONECT   10   11   37   38
CONECT   11   12   39   40
CONECT   12   13   18   41
CONECT   13   14   42   43
CONECT   14   15   16   44
CONECT   15   45
CONECT   16   17   46   47
CONECT   17   18   48   49
CONECT   18   19   20
CONECT   19   50   51   52
CONECT   20   21   53
CONECT   21   22   54   55
CONECT   22   23   56   57
CONECT   23   24
CONECT   24   58   59   60
END

HMDB0006070
     RDKit          3D
Pregnanetriol
 60 63  0  0  0  0  0  0  0  0999 V2000
   -4.8892    0.4273   -1.6656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5661   -0.1804   -0.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6868    0.0544    0.4856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3920    0.3850    0.3735 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6429    1.7598    0.5585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3741   -0.3134    1.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0285   -1.0604    1.7645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2120   -0.1106    1.0059 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1128   -0.4972    0.5440 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9553   -1.2910    1.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1468   -1.7674    0.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5012   -0.8128   -0.4235 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9300   -0.9813   -0.8141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9096   -0.3916    0.1225 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6972   -1.4285    0.6660 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3641    0.3985    1.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1286    1.1639    0.9980 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2466    0.6300   -0.0997 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6259    1.4278   -1.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7976    0.8230    0.1545 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0301    1.3076   -1.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4327    1.4161   -0.8268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0664    0.1780   -0.2441 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9956   -0.9591   -1.2161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7457    1.1569   -1.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2909   -0.3941   -2.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0884    0.9012   -2.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5091   -1.3086   -0.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9046    1.0271    0.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9173    2.0982   -0.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1415   -1.0739    1.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4049    0.4538    2.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1092   -2.0669    1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7007   -1.0405    2.8417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2043    0.8715    1.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0627   -1.0769   -0.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2528   -0.7712    2.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3405   -2.1670    1.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9880   -2.0950    1.2913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7750   -2.7105    0.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8849   -1.0339   -1.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0305   -0.5790   -1.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1012   -2.0911   -0.9471 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6407    0.2182   -0.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4937   -2.2855    0.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1674    1.1326    1.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2428   -0.2479    2.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5320    1.2058    1.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3679    2.2501    0.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7542    1.3871   -1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1658    1.0374   -2.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3949    2.4860   -1.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5976    1.5655    0.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3890    2.2899   -1.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2194    0.5841   -1.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6382    2.2422   -0.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8915    1.7409   -1.7835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7729   -1.9244   -0.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9724   -1.1641   -1.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2688   -0.7956   -2.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  1
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  6
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  6
 23  4  1  0
 23  8  1  0
 20  9  1  0
 18 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  3 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  1
  9 36  1  6
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  6
 13 42  1  0
 13 43  1  0
 14 44  1  6
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 19 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  1
 21 54  1  0
 21 55  1  0
 22 56  1  0
 22 57  1  0
 24 58  1  0
 24 59  1  0
 24 60  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-beta-Pregnane-3,17,20-triol	HMDB
5beta-Pregnane-3alpha,17alpha,20alpha-triol	HMDB

Chemical Formula

C₂₁H₃₆O₃

Average Molecular Weight

336.5087

Monoisotopic Molecular Weight

336.266445018

IUPAC Name

(1S,2S,5R,7R,10R,11S,14R,15S)-14-(1-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14-diol

Traditional Name

(1S,2S,5R,7R,10R,11S,14R,15S)-14-(1-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14-diol

CAS Registry Number

27178-64-9

SMILES

[H][C@@]12CC[C@](O)(C(C)O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C

InChI Identifier

InChI=1S/C21H36O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h13-18,22-24H,4-12H2,1-3H3/t13?,14-,15-,16-,17+,18+,19+,20+,21+/m1/s1

InChI Key

SCPADBBISMMJAW-HWPIAJDMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Pregnane steroids

Direct Parent

Gluco/mineralocorticoids, progestogins and derivatives

Alternative Parents

Substituents

Progestogin-skeleton
20-hydroxysteroid
17-hydroxysteroid
3-alpha-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (PMID: 8933406)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0006070)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0006070)

Source

Endogenous

Endogenous (HMDB: HMDB0006070)

Animal

Animal (HMDB: HMDB0006070)

Exogenous

Food

Food (HMDB: HMDB0006070)

Exogenous (HMDB: HMDB0006070)

Process

Role

Biological role

Membrane stabilizer (HMDB: HMDB0006070)

Molecular messenger

Signaling molecule (HMDB: HMDB0006070)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0006070)

Pharmaceutical industry

Biomarker

11-beta-hydroxylase deficiency (MarkerDB: MDB00029963)

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	0.047 g/L	ALOGPS
logP	3.39	ALOGPS
logP	2.85	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	13.42	ChemAxon
pKa (Strongest Basic)	-1.4	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	1	ChemAxon
Refractivity	95.23 m³·mol⁻¹	ChemAxon
Polarizability	40 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]+	177.524	31661259
DarkChem	[M-H]-	173.712	31661259
DeepCCS	[M-2H]-	219.151	30932474
DeepCCS	[M+Na]+	193.586	30932474
AllCCS	[M+H]+	187.6	32859911
AllCCS	[M+H-H2O]+	184.9	32859911
AllCCS	[M+NH4]+	190.0	32859911
AllCCS	[M+Na]+	190.7	32859911
AllCCS	[M-H]-	189.3	32859911
AllCCS	[M+Na-2H]-	189.9	32859911
AllCCS	[M+HCOO]-	190.8	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.	6.0 minutes	32390414
Predicted by Siyang on May 30, 2022	13.6593 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.13 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	71.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2539.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	239.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	194.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	169.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	455.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	648.7 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	578.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	115.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1058.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	458.9 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	1469.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	361.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	409.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	265.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	327.9 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	28.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pregnanetriol	[H][C@@]12CC[C@](O)(C(C)O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C	2769.4	Standard polar	33892256
Pregnanetriol	[H][C@@]12CC[C@](O)(C(C)O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C	2813.1	Standard non polar	33892256
Pregnanetriol	[H][C@@]12CC[C@](O)(C(C)O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C	2911.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pregnanetriol,1TMS,isomer #1	CC(O)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	2880.9	Semi standard non polar	33892256
Pregnanetriol,1TMS,isomer #2	CC(O[Si](C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	2838.9	Semi standard non polar	33892256
Pregnanetriol,1TMS,isomer #3	CC(O)[C@@]1(O)CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	2886.0	Semi standard non polar	33892256
Pregnanetriol,2TMS,isomer #1	CC(O[Si](C)(C)C)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	2922.9	Semi standard non polar	33892256
Pregnanetriol,2TMS,isomer #2	CC(O)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	2886.1	Semi standard non polar	33892256
Pregnanetriol,2TMS,isomer #3	CC(O[Si](C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	2823.9	Semi standard non polar	33892256
Pregnanetriol,3TMS,isomer #1	CC(O[Si](C)(C)C)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	2917.7	Semi standard non polar	33892256
Pregnanetriol,1TBDMS,isomer #1	CC(O)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	3161.6	Semi standard non polar	33892256
Pregnanetriol,1TBDMS,isomer #2	CC(O[Si](C)(C)C(C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	3110.4	Semi standard non polar	33892256
Pregnanetriol,1TBDMS,isomer #3	CC(O)[C@@]1(O)CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3160.6	Semi standard non polar	33892256
Pregnanetriol,2TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	3466.2	Semi standard non polar	33892256
Pregnanetriol,2TBDMS,isomer #2	CC(O)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3415.6	Semi standard non polar	33892256
Pregnanetriol,2TBDMS,isomer #3	CC(O[Si](C)(C)C(C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3361.2	Semi standard non polar	33892256
Pregnanetriol,3TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3710.7	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 - Pregnanetriol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0avl-2197000000-3d4c01e2d71106de5598	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pregnanetriol GC-MS (3 TMS) - 70eV, Positive	splash10-000i-2101590000-9e9b8814726e15c72242	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pregnanetriol 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 - Pregnanetriol 10V, Positive-QTOF	splash10-014r-0009000000-3fe8ea9477287c7e5ee2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnanetriol 20V, Positive-QTOF	splash10-0gb9-0159000000-2182736ac08c8ae7ff7b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnanetriol 40V, Positive-QTOF	splash10-0umr-1593000000-aed32c474fb7eea14b1a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnanetriol 10V, Negative-QTOF	splash10-000i-0019000000-b0671b68c591d7cbd1d7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnanetriol 20V, Negative-QTOF	splash10-0079-0097000000-bf3938faf2d2247f6c90	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnanetriol 40V, Negative-QTOF	splash10-02if-0092000000-43ec3cee5d391addca37	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnanetriol 10V, Positive-QTOF	splash10-00kr-0009000000-70f09877f29160c8fb4e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnanetriol 20V, Positive-QTOF	splash10-014i-0902000000-fe825f870ea28f23d907	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnanetriol 40V, Positive-QTOF	splash10-00kb-4910000000-acbbeef6557af7e3812f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnanetriol 10V, Negative-QTOF	splash10-000i-0009000000-2d1f27fd1f53e7ee24d6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnanetriol 20V, Negative-QTOF	splash10-000i-0039000000-37cb356855d962a6f806	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pregnanetriol 40V, Negative-QTOF	splash10-007c-0093000000-1778454aeddb06895322	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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
Urine	Detected and Quantified	<0.0533 umol/mmol creatinine	Not Specified	Both	Normal	8933406	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected and Quantified	0.02 umol/mmol creatinine	Newborn (0-30 days old)	Female	11-beta-hydroxylase deficiency	8933406	details
Urine	Detected and Quantified	0.0267-0.0733 umol/mmol creatinine	Children (1-13 years old)	Both	11-beta-hydroxylase deficiency	8933406	details

Associated Disorders and Diseases

Disease References

11-beta-Hydroxylase deficiency
Burren CP, Montalto J, Yong AB, Batch JA: CYP11 beta 1 (11-beta-hydroxylase) deficiency in congenital adrenal hyperplasia. J Paediatr Child Health. 1996 Oct;32(5):433-8. [PubMed:8933406 ]

Associated OMIM IDs

202010 (11-beta-Hydroxylase deficiency)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023826

KNApSAcK ID

Not Available

Chemspider ID

2297709

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pregnanetriol

METLIN ID

Not Available

PubChem Compound

3032833

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

MDB00029963

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.

Showing metabocard for Pregnanetriol (HMDB0006070)

MOL for HMDB0006070 (Pregnanetriol)

3D MOL for HMDB0006070 (Pregnanetriol)

3D SDF for HMDB0006070 (Pregnanetriol)

3D-SDF for HMDB0006070 (Pregnanetriol)

PDB for HMDB0006070 (Pregnanetriol)

3D PDB for HMDB0006070 (Pregnanetriol)

SMILES for HMDB0006070 (Pregnanetriol)

INCHI for HMDB0006070 (Pregnanetriol)

Structure for HMDB0006070 (Pregnanetriol)

3D Structure for HMDB0006070 (Pregnanetriol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra