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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

2013-05-17 01:00:33 UTC

Update Date

2022-03-07 03:17:44 UTC

HMDB ID

HMDB0060409

Secondary Accession Numbers

HMDB60409

Metabolite Identification

Common Name

5alpha-Pregnane-3alpha,20alpha-diol

Description

5alpha-Pregnane-3alpha,20alpha-diol, also known as allopregnane-3a,20a-diol or 5α-pregnane-3α,20α-diol, 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. 5alpha-Pregnane-3alpha,20alpha-diol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0060409
     RDKit          3D
5alpha-Pregnane-3alpha,20alpha-diol
 59 62  0  0  0  0  0  0  0  0999 V2000
   -5.3153    0.1304    0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6383   -0.6541   -0.6348 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5827   -2.0022   -0.2517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3324   -0.1935   -1.1274 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3075    1.1882   -1.7291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0780    1.8532   -1.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2144    0.6568   -0.9298 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0820    0.8669   -0.2601 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8939    1.8578   -1.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3493    1.7174   -0.9794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9414    0.5150   -0.3813 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1515    0.8646    0.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8658   -0.3772    0.9003 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1227   -0.3576    0.2484 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1971   -1.6467    0.5351 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7201   -1.6759    0.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0480   -0.3246    0.4821 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8980    0.2622    1.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7434   -0.4987   -0.2190 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1325   -1.5428    0.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4520   -1.6534   -0.3445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1480   -0.3102   -0.2307 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3631   -0.0075    1.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4472    0.0653    0.3416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1215    1.2143    0.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1088   -0.2572    1.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3439   -0.6649   -1.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6940   -2.0505    0.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0710   -0.8767   -2.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2269    1.7637   -1.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1650    1.2015   -2.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3242    2.3878   -0.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6659    2.5743   -1.8620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0189    0.2162   -1.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0309    1.2208    0.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5431    2.8817   -0.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5535    1.8115   -2.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7634    2.6156   -0.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8005    1.8444   -2.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3647   -0.1696   -1.1622 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7659    1.5507   -0.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8362    1.4588    1.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1361   -0.3818    1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9965   -0.3553   -0.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6016   -2.4504    1.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5527   -1.9654   -0.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3513   -2.2036    1.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3427   -2.3096   -0.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0874   -0.2666    2.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8248    0.0547    2.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7800    1.3621    1.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9423   -0.7722   -1.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3689   -2.5276    0.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2901   -1.4510    1.4693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2906   -1.9322   -1.3999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0759   -2.4156    0.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4228    0.1895    1.7668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8206   -0.8879    1.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0044    0.8570    1.4259 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  0
  5  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
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22  4  1  0
 22  7  1  0
 19  8  1  0
 17 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  6
  3 28  1  0
  4 29  1  6
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  6
  8 35  1  1
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  6
 12 41  1  0
 12 42  1  0
 13 43  1  1
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 18 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  6
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 23 57  1  0
 23 58  1  0
 23 59  1  0
M  END


  Mrv0541 05161318002D          

 23 26  0  0  0  0            999 V2000
    0.2424    1.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596    1.6179    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1072   -0.2182    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4511    0.2673    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4830    0.0722    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5660    0.9666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6708    0.2174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0148    0.7029    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8269    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3905    0.9934    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3705    2.3821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 13  1  1  0  0  0  0
 14  4  1  0  0  0  0
 14 12  1  6  0  0  0
 15  8  1  0  0  0  0
 15 12  1  0  0  0  0
 16  5  1  1  0  0  0
 17  6  1  0  0  0  0
 17 13  1  6  0  0  0
 18  7  1  6  0  0  0
 18 16  1  0  0  0  0
 19  9  1  6  0  0  0
 19 16  1  0  0  0  0
 20  2  1  6  0  0  0
 20 10  1  0  0  0  0
 20 14  1  0  0  0  0
 20 19  1  0  0  0  0
 21  3  1  6  0  0  0
 21 11  1  0  0  0  0
 21 17  1  0  0  0  0
 21 18  1  0  0  0  0
 13 22  1  6  0  0  0
 15 23  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0060409

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H36O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h13-19,22-23H,4-12H2,1-3H3/t13-,14-,15+,16-,17+,18-,19-,20-,21+/m0/s1

> <INCHI_KEY>
YWYQTGBBEZQBGO-CGVINKDUSA-N

> <FORMULA>
C21H36O2

> <MOLECULAR_WEIGHT>
320.5093

> <EXACT_MASS>
320.271530396

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
39.30959443738505

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,5R,7S,10R,11S,14S,15S)-14-[(1S)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-ol

> <ALOGPS_LOGP>
4.35

> <JCHEM_LOGP>
3.779437132333335

> <ALOGPS_LOGS>
-5.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.003403432454316

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.296396321121705

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8743411554850261

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
93.9348

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.23e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5R,7S,10R,11S,14S,15S)-14-[(1S)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060409
     RDKit          3D
5alpha-Pregnane-3alpha,20alpha-diol
 59 62  0  0  0  0  0  0  0  0999 V2000
   -5.3153    0.1304    0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6383   -0.6541   -0.6348 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5827   -2.0022   -0.2517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3324   -0.1935   -1.1274 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3075    1.1882   -1.7291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0780    1.8532   -1.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2144    0.6568   -0.9298 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0820    0.8669   -0.2601 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8939    1.8578   -1.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3493    1.7174   -0.9794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9414    0.5150   -0.3813 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1515    0.8646    0.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8658   -0.3772    0.9003 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1227   -0.3576    0.2484 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1971   -1.6467    0.5351 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7201   -1.6759    0.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0480   -0.3246    0.4821 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8980    0.2622    1.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7434   -0.4987   -0.2190 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1325   -1.5428    0.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4520   -1.6534   -0.3445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1480   -0.3102   -0.2307 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3631   -0.0075    1.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4472    0.0653    0.3416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1215    1.2143    0.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1088   -0.2572    1.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3439   -0.6649   -1.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6940   -2.0505    0.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0710   -0.8767   -2.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2269    1.7637   -1.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1650    1.2015   -2.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3242    2.3878   -0.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6659    2.5743   -1.8620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0189    0.2162   -1.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0309    1.2208    0.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5431    2.8817   -0.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5535    1.8115   -2.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7634    2.6156   -0.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8005    1.8444   -2.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3647   -0.1696   -1.1622 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7659    1.5507   -0.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8362    1.4588    1.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1361   -0.3818    1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9965   -0.3553   -0.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6016   -2.4504    1.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5527   -1.9654   -0.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3513   -2.2036    1.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3427   -2.3096   -0.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0874   -0.2666    2.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8248    0.0547    2.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7800    1.3621    1.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9423   -0.7722   -1.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3689   -2.5276    0.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2901   -1.4510    1.4693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2906   -1.9322   -1.3999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0759   -2.4156    0.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4228    0.1895    1.7668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8206   -0.8879    1.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0044    0.8570    1.4259 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  0
  5  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
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22  4  1  0
 22  7  1  0
 19  8  1  0
 17 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  6
  3 28  1  0
  4 29  1  6
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  6
  8 35  1  1
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  6
 12 41  1  0
 12 42  1  0
 13 43  1  1
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 18 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  6
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 23 57  1  0
 23 58  1  0
 23 59  1  0
M  END

HEADER    PROTEIN                                 16-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-MAY-13         0                                  
HETATM    1  C   UNK     0       0.452   2.809   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.487   2.489   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.791   3.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.541  -1.585   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.025  -1.314   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.495   0.325   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.770  -0.539   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.519   1.947   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.971   2.761   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.003   2.218   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.455   3.032   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.049  -0.678   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.978   3.020   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.533  -0.407   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.042   0.499   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.502   0.135   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.923   1.804   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.985   0.406   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.494   1.312   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.010   1.041   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.462   1.854   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.558   4.447   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      13.558   0.228   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   20                                                            
CONECT    3   21                                                            
CONECT    4    5   14                                                       
CONECT    5    4   16                                                       
CONECT    6    7   17                                                       
CONECT    7    6   18                                                       
CONECT    8   10   15                                                       
CONECT    9   11   19                                                       
CONECT   10    8   20                                                       
CONECT   11    9   21                                                       
CONECT   12   14   15                                                       
CONECT   13    1   17   22                                                  
CONECT   14    4   12   20                                                  
CONECT   15    8   12   23                                                  
CONECT   16    5   18   19                                                  
CONECT   17    6   13   21                                                  
CONECT   18    7   16   21                                                  
CONECT   19    9   16   20                                                  
CONECT   20    2   10   14   19                                             
CONECT   21    3   11   17   18                                             
CONECT   22   13                                                            
CONECT   23   15                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0060409
HETATM    1  C1  UNL     1      -5.315   0.130   0.422  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.638  -0.654  -0.635  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.583  -2.002  -0.252  1.00  0.00           O  
HETATM    4  C3  UNL     1      -3.332  -0.193  -1.127  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.308   1.188  -1.729  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.078   1.853  -1.127  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.214   0.657  -0.930  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.082   0.867  -0.260  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.894   1.858  -1.036  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.349   1.717  -0.979  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.941   0.515  -0.381  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.151   0.865   0.501  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.866  -0.377   0.900  1.00  0.00           C  
HETATM   14  O2  UNL     1       6.123  -0.358   0.248  1.00  0.00           O  
HETATM   15  C13 UNL     1       4.197  -1.647   0.535  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.720  -1.676   0.645  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.048  -0.325   0.482  1.00  0.00           C  
HETATM   18  C16 UNL     1       1.898   0.262   1.869  1.00  0.00           C  
HETATM   19  C17 UNL     1       0.743  -0.499  -0.219  1.00  0.00           C  
HETATM   20  C18 UNL     1      -0.133  -1.543   0.378  1.00  0.00           C  
HETATM   21  C19 UNL     1      -1.452  -1.653  -0.344  1.00  0.00           C  
HETATM   22  C20 UNL     1      -2.148  -0.310  -0.231  1.00  0.00           C  
HETATM   23  C21 UNL     1      -2.363  -0.007   1.205  1.00  0.00           C  
HETATM   24  H1  UNL     1      -6.447   0.065   0.342  1.00  0.00           H  
HETATM   25  H2  UNL     1      -5.121   1.214   0.424  1.00  0.00           H  
HETATM   26  H3  UNL     1      -5.109  -0.257   1.438  1.00  0.00           H  
HETATM   27  H4  UNL     1      -5.344  -0.665  -1.522  1.00  0.00           H  
HETATM   28  H5  UNL     1      -4.694  -2.050   0.726  1.00  0.00           H  
HETATM   29  H6  UNL     1      -3.071  -0.877  -2.012  1.00  0.00           H  
HETATM   30  H7  UNL     1      -4.227   1.764  -1.537  1.00  0.00           H  
HETATM   31  H8  UNL     1      -3.165   1.202  -2.829  1.00  0.00           H  
HETATM   32  H9  UNL     1      -2.324   2.388  -0.189  1.00  0.00           H  
HETATM   33  H10 UNL     1      -1.666   2.574  -1.862  1.00  0.00           H  
HETATM   34  H11 UNL     1      -1.019   0.216  -1.931  1.00  0.00           H  
HETATM   35  H12 UNL     1       0.031   1.221   0.782  1.00  0.00           H  
HETATM   36  H13 UNL     1       0.543   2.882  -0.704  1.00  0.00           H  
HETATM   37  H14 UNL     1       0.553   1.811  -2.107  1.00  0.00           H  
HETATM   38  H15 UNL     1       2.763   2.616  -0.425  1.00  0.00           H  
HETATM   39  H16 UNL     1       2.801   1.844  -2.011  1.00  0.00           H  
HETATM   40  H17 UNL     1       3.365  -0.170  -1.162  1.00  0.00           H  
HETATM   41  H18 UNL     1       4.766   1.551  -0.120  1.00  0.00           H  
HETATM   42  H19 UNL     1       3.836   1.459   1.385  1.00  0.00           H  
HETATM   43  H20 UNL     1       5.136  -0.382   1.997  1.00  0.00           H  
HETATM   44  H21 UNL     1       5.997  -0.355  -0.739  1.00  0.00           H  
HETATM   45  H22 UNL     1       4.602  -2.450   1.219  1.00  0.00           H  
HETATM   46  H23 UNL     1       4.553  -1.965  -0.483  1.00  0.00           H  
HETATM   47  H24 UNL     1       2.351  -2.204   1.564  1.00  0.00           H  
HETATM   48  H25 UNL     1       2.343  -2.310  -0.212  1.00  0.00           H  
HETATM   49  H26 UNL     1       1.087  -0.267   2.380  1.00  0.00           H  
HETATM   50  H27 UNL     1       2.825   0.055   2.464  1.00  0.00           H  
HETATM   51  H28 UNL     1       1.780   1.362   1.850  1.00  0.00           H  
HETATM   52  H29 UNL     1       0.942  -0.772  -1.274  1.00  0.00           H  
HETATM   53  H30 UNL     1       0.369  -2.528   0.228  1.00  0.00           H  
HETATM   54  H31 UNL     1      -0.290  -1.451   1.469  1.00  0.00           H  
HETATM   55  H32 UNL     1      -1.291  -1.932  -1.400  1.00  0.00           H  
HETATM   56  H33 UNL     1      -2.076  -2.416   0.168  1.00  0.00           H  
HETATM   57  H34 UNL     1      -1.423   0.190   1.767  1.00  0.00           H  
HETATM   58  H35 UNL     1      -2.821  -0.888   1.700  1.00  0.00           H  
HETATM   59  H36 UNL     1      -3.004   0.857   1.426  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    4   27
CONECT    3   28
CONECT    4    5   22   29
CONECT    5    6   30   31
CONECT    6    7   32   33
CONECT    7    8   22   34
CONECT    8    9   19   35
CONECT    9   10   36   37
CONECT   10   11   38   39
CONECT   11   12   17   40
CONECT   12   13   41   42
CONECT   13   14   15   43
CONECT   14   44
CONECT   15   16   45   46
CONECT   16   17   47   48
CONECT   17   18   19
CONECT   18   49   50   51
CONECT   19   20   52
CONECT   20   21   53   54
CONECT   21   22   55   56
CONECT   22   23
CONECT   23   57   58   59
END

HMDB0060409
     RDKit          3D
5alpha-Pregnane-3alpha,20alpha-diol
 59 62  0  0  0  0  0  0  0  0999 V2000
   -5.3153    0.1304    0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6383   -0.6541   -0.6348 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5827   -2.0022   -0.2517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3324   -0.1935   -1.1274 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3075    1.1882   -1.7291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0780    1.8532   -1.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2144    0.6568   -0.9298 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0820    0.8669   -0.2601 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8939    1.8578   -1.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3493    1.7174   -0.9794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9414    0.5150   -0.3813 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1515    0.8646    0.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8658   -0.3772    0.9003 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1227   -0.3576    0.2484 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1971   -1.6467    0.5351 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7201   -1.6759    0.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0480   -0.3246    0.4821 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8980    0.2622    1.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7434   -0.4987   -0.2190 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1325   -1.5428    0.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4520   -1.6534   -0.3445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1480   -0.3102   -0.2307 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3631   -0.0075    1.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4472    0.0653    0.3416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1215    1.2143    0.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1088   -0.2572    1.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3439   -0.6649   -1.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6940   -2.0505    0.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0710   -0.8767   -2.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2269    1.7637   -1.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1650    1.2015   -2.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3242    2.3878   -0.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6659    2.5743   -1.8620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0189    0.2162   -1.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0309    1.2208    0.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5431    2.8817   -0.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5535    1.8115   -2.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7634    2.6156   -0.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8005    1.8444   -2.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3647   -0.1696   -1.1622 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7659    1.5507   -0.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8362    1.4588    1.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1361   -0.3818    1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9965   -0.3553   -0.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6016   -2.4504    1.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5527   -1.9654   -0.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3513   -2.2036    1.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3427   -2.3096   -0.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0874   -0.2666    2.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8248    0.0547    2.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7800    1.3621    1.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9423   -0.7722   -1.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3689   -2.5276    0.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2901   -1.4510    1.4693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2906   -1.9322   -1.3999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0759   -2.4156    0.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4228    0.1895    1.7668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8206   -0.8879    1.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0044    0.8570    1.4259 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  0
  5  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
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22  4  1  0
 22  7  1  0
 19  8  1  0
 17 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  6
  3 28  1  0
  4 29  1  6
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  6
  8 35  1  1
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  6
 12 41  1  0
 12 42  1  0
 13 43  1  1
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 18 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  6
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 23 57  1  0
 23 58  1  0
 23 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Allopregnane-3alpha,20alpha-diol	Kegg
Allopregnane-3a,20a-diol	Generator
Allopregnane-3α,20α-diol	Generator
5a-Pregnane-3a,20a-diol	Generator
5Α-pregnane-3α,20α-diol	Generator

Chemical Formula

C₂₁H₃₆O₂

Average Molecular Weight

320.5093

Monoisotopic Molecular Weight

320.271530396

IUPAC Name

(1S,2S,5R,7S,10R,11S,14S,15S)-14-[(1S)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-ol

Traditional Name

(1S,2S,5R,7S,10R,11S,14S,15S)-14-[(1S)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-ol

CAS Registry Number

Not Available

SMILES

C[C@H](O)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

InChI Identifier

InChI=1S/C21H36O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h13-19,22-23H,4-12H2,1-3H3/t13-,14-,15+,16-,17+,18-,19-,20-,21+/m0/s1

InChI Key

YWYQTGBBEZQBGO-CGVINKDUSA-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
3-alpha-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

corticosteroid hormone (CHEBI:81470 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0060409)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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	0.0022 g/L	ALOGPS
logP	4.35	ALOGPS
logP	3.78	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	18.3	ChemAxon
pKa (Strongest Basic)	-0.87	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	93.93 m³·mol⁻¹	ChemAxon
Polarizability	39.31 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]+	177.689	31661259
DarkChem	[M-H]-	175.347	31661259
DeepCCS	[M-2H]-	208.816	30932474
DeepCCS	[M+Na]+	183.969	30932474
AllCCS	[M+H]+	185.4	32859911
AllCCS	[M+H-H2O]+	182.6	32859911
AllCCS	[M+NH4]+	188.0	32859911
AllCCS	[M+Na]+	188.7	32859911
AllCCS	[M-H]-	187.1	32859911
AllCCS	[M+Na-2H]-	187.7	32859911
AllCCS	[M+HCOO]-	188.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5alpha-Pregnane-3alpha,20alpha-diol	C[C@H](O)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	2388.7	Standard polar	33892256
5alpha-Pregnane-3alpha,20alpha-diol	C[C@H](O)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	2658.4	Standard non polar	33892256
5alpha-Pregnane-3alpha,20alpha-diol	C[C@H](O)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	2816.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5alpha-Pregnane-3alpha,20alpha-diol,1TMS,isomer #1	C[C@H](O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	2752.4	Semi standard non polar	33892256
5alpha-Pregnane-3alpha,20alpha-diol,1TMS,isomer #2	C[C@H](O)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	2779.7	Semi standard non polar	33892256
5alpha-Pregnane-3alpha,20alpha-diol,2TMS,isomer #1	C[C@H](O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	2777.8	Semi standard non polar	33892256
5alpha-Pregnane-3alpha,20alpha-diol,1TBDMS,isomer #1	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	3001.1	Semi standard non polar	33892256
5alpha-Pregnane-3alpha,20alpha-diol,1TBDMS,isomer #2	C[C@H](O)[C@H]1CC[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@]12C	3036.9	Semi standard non polar	33892256
5alpha-Pregnane-3alpha,20alpha-diol,2TBDMS,isomer #1	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1CC[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@]12C	3298.6	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 - 5alpha-Pregnane-3alpha,20alpha-diol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0nmm-0292000000-03092e985cee05e7d329	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Pregnane-3alpha,20alpha-diol GC-MS (2 TMS) - 70eV, Positive	splash10-0002-1225900000-cb9b819b2ff6f4376b3e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Pregnane-3alpha,20alpha-diol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Pregnane-3alpha,20alpha-diol 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 - 5alpha-Pregnane-3alpha,20alpha-diol 10V, Negative-QTOF	splash10-014i-0019000000-576509f0f1b6c456a233	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Pregnane-3alpha,20alpha-diol 20V, Negative-QTOF	splash10-0gb9-0029000000-863ac5ca415bb0746487	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Pregnane-3alpha,20alpha-diol 40V, Negative-QTOF	splash10-0pdj-0091000000-6296a2f96534cbb22bf3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Pregnane-3alpha,20alpha-diol 10V, Positive-QTOF	splash10-0uk9-0039000000-34778ce40725503a9c11	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Pregnane-3alpha,20alpha-diol 20V, Positive-QTOF	splash10-0udr-0496000000-e5eca60ce9be808b9f6e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Pregnane-3alpha,20alpha-diol 40V, Positive-QTOF	splash10-0044-1490000000-8940d8f1680a36ebab1d	2017-10-06	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C18042

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Allopregnanediol

METLIN ID

Not Available

PubChem Compound

164674

PDB ID

Not Available

ChEBI ID

81470

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

Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]
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. Aldo-keto reductase family 1 member C3

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes the conversion of aldehydes and ketones to alcohols. Catalyzes the reduction of prostaglandin (PG) D2, PGH2 and phenanthrenequinone (PQ) and the oxidation of 9-alpha,11-beta-PGF2 to PGD2. Functions as a bi-directional 3-alpha-, 17-beta- and 20-alpha HSD. Can interconvert active androgens, estrogens and progestins with their cognate inactive metabolites. Preferentially transforms androstenedione (4-dione) to testosterone.
Gene Name:: AKR1C3
Uniprot ID:: P42330
Molecular weight:: 36866.91

Reactions

5alpha-Pregnan-20alpha-ol-3-one + NADPH + Hydrogen Ion → 5alpha-Pregnane-3alpha,20alpha-diol + NADP	details

Enzyme Details

2. Aldo-keto reductase family 1 member C1

General function:: Involved in oxidoreductase activity
Specific function:: Converts progesterone to its inactive form, 20-alpha-dihydroxyprogesterone (20-alpha-OHP). In the liver and intestine, may have a role in the transport of bile. May have a role in monitoring the intrahepatic bile acid concentration. Has a low bile-binding ability. May play a role in myelin formation.
Gene Name:: AKR1C1
Uniprot ID:: Q04828
Molecular weight:: 36788.02

Reactions

5alpha-Pregnan-20alpha-ol-3-one + NADPH + Hydrogen Ion → 5alpha-Pregnane-3alpha,20alpha-diol + NADP	details

Enzyme Details

3. Aldo-keto reductase family 1 member C2

General function:: Involved in oxidoreductase activity
Specific function:: Works in concert with the 5-alpha/5-beta-steroid reductases to convert steroid hormones into the 3-alpha/5-alpha and 3-alpha/5-beta-tetrahydrosteroids. Catalyzes the inactivation of the most potent androgen 5-alpha-dihydrotestosterone (5-alpha-DHT) to 5-alpha-androstane-3-alpha,17-beta-diol (3-alpha-diol). Has a high bile-binding ability.
Gene Name:: AKR1C2
Uniprot ID:: P52895
Molecular weight:: 15747.91

Reactions

5alpha-Pregnan-20alpha-ol-3-one + NADPH + Hydrogen Ion → 5alpha-Pregnane-3alpha,20alpha-diol + NADP	details

Showing metabocard for 5alpha-Pregnane-3alpha,20alpha-diol (HMDB0060409)

MOL for HMDB0060409 (5alpha-Pregnane-3alpha,20alpha-diol)

3D MOL for HMDB0060409 (5alpha-Pregnane-3alpha,20alpha-diol)

3D SDF for HMDB0060409 (5alpha-Pregnane-3alpha,20alpha-diol)

3D-SDF for HMDB0060409 (5alpha-Pregnane-3alpha,20alpha-diol)

PDB for HMDB0060409 (5alpha-Pregnane-3alpha,20alpha-diol)

3D PDB for HMDB0060409 (5alpha-Pregnane-3alpha,20alpha-diol)

SMILES for HMDB0060409 (5alpha-Pregnane-3alpha,20alpha-diol)

INCHI for HMDB0060409 (5alpha-Pregnane-3alpha,20alpha-diol)

Structure for HMDB0060409 (5alpha-Pregnane-3alpha,20alpha-diol)

3D Structure for HMDB0060409 (5alpha-Pregnane-3alpha,20alpha-diol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions

Reactions