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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-08-06 15:19:57 UTC

Update Date

2022-03-07 02:49:33 UTC

HMDB ID

HMDB0006760

Secondary Accession Numbers

HMDB0006761
HMDB06760
HMDB06761

Metabolite Identification

Common Name

11b,17a,21-Trihydroxypreg-nenolone

Description

11beta,17alpha,21-Trihydroxypregnenolone is an intermediate in C21-Steroid hormone metabolism. 11beta,17alpha,21-Trihydroxypregnenolone is the 4th to last step in the synthesis of Cortol and is converted from 17alpha,21-Dihydroxypregnenolone via the enzyme cytochrome P450 (EC:1.14.15.4). It is then converted to Cortisol via the enzyme 3beta-hydroxy-delta5-steroid dehydrogenase (EC 1.1.1.145) and the enzyme steroid delta-isomerase (EC 5.3.3.1).

Structure

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

  Mrv0541 02231220502D          

 26 29  0  0  1  0            999 V2000
   11.9466   -6.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8199   -5.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9013   -8.8320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5617   -8.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6259   -7.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9333   -7.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2862   -7.3636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3354   -6.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4825   -9.0019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2673   -5.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1270   -5.3968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1429   -8.5074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7240   -8.6773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4636   -7.5183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1239   -7.0237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6069   -6.3745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3176   -5.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7051   -7.1937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0447   -7.6882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0258   -6.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7745   -5.8581    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.3933   -6.1777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0637   -9.1719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8485   -6.0499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0513   -4.4562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4921   -5.8699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
  2 20  1  0  0  0  0
  3 12  2  0  0  0  0
  3  4  1  0  0  0  0
  4 14  1  0  0  0  0
  5  7  1  0  0  0  0
  5 13  1  0  0  0  0
  6 15  1  0  0  0  0
  6  8  1  0  0  0  0
  7 19  1  0  0  0  0
  8 21  1  0  0  0  0
  9 13  1  0  0  0  0
  9 12  1  0  0  0  0
 10 20  1  0  0  0  0
 10 16  1  0  0  0  0
 11 17  1  0  0  0  0
 11 22  1  0  0  0  0
 12 19  1  0  0  0  0
 13 23  1  0  0  0  0
 14 15  1  0  0  0  0
 14 18  1  0  0  0  0
 15 20  1  0  0  0  0
 16 24  1  0  0  0  0
 16 18  1  0  0  0  0
 21 17  1  0  0  0  0
 17 25  2  0  0  0  0
 18 19  1  0  0  0  0
 20 21  1  0  0  0  0
 21 26  1  6  0  0  0
M  END

HMDB0006760
     RDKit          3D
11b,17a,21-Trihydroxypreg-nenolone
 58 61  0  0  0  0  0  0  0  0999 V2000
   -2.7495   -1.5871    0.8463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2452   -0.5054   -0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9028   -0.6510   -1.4608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3850   -0.7085   -1.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9826    0.3837   -0.4520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2664   -0.0417   -0.0522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2220    0.7594    0.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7514    0.7937    0.4248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0225    1.8569    0.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5846    1.9523    0.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1590    0.7638   -0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7715   -0.5139   -0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2186   -0.8428    1.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3932   -2.2232    1.5091 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2421   -0.4730    1.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9717   -0.3087    0.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1946   -1.6922   -0.5233 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3032    0.6307   -0.8738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0837    1.9027   -0.8622 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0545    1.8281    0.3080 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3052    0.3371    0.3946 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7259    0.0398    1.6834 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3575   -0.0046   -0.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2669    0.1475   -1.7742 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6368   -0.5766   -0.0650 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5386   -0.8506   -1.0904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4296   -2.5930    0.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4871   -1.3392    1.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8663   -1.6346    0.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5849   -1.5475   -1.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6778    0.2965   -2.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7528   -1.7132   -0.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8204   -0.5783   -2.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1524    1.3170   -1.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6785    0.7160    0.4339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4225    0.1378    1.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5170    1.7996    1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4812    2.7703    0.9140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5155    2.9007   -0.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0077    2.1238    1.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6386    0.8995   -1.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4142   -1.3155   -0.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7617   -0.3148    2.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3605   -2.4095    2.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7237   -1.3004    1.9519 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3486    0.4294    2.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5373   -2.4548   -0.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2232   -2.0382   -0.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8421   -1.6502   -1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4725    0.1667   -1.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7469    2.0183   -1.7713 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4820    2.8231   -0.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6387    2.2219    1.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9789    2.4005    0.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7744   -0.9586    1.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4052   -1.5468    0.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1412    0.0924    0.6612 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2280   -0.1353   -1.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  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
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
  8  2  1  0
 18 11  1  0
 12  2  1  0
 21 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 17 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 22 55  1  0
 25 56  1  0
 25 57  1  0
 26 58  1  0
M  END

  Mrv0541 02231220502D          

 26 29  0  0  1  0            999 V2000
   11.9466   -6.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8199   -5.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9013   -8.8320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5617   -8.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6259   -7.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9333   -7.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2862   -7.3636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3354   -6.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4825   -9.0019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2673   -5.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1270   -5.3968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1429   -8.5074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7240   -8.6773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4636   -7.5183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1239   -7.0237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6069   -6.3745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3176   -5.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7051   -7.1937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0447   -7.6882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0258   -6.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7745   -5.8581    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.3933   -6.1777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0637   -9.1719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8485   -6.0499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0513   -4.4562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4921   -5.8699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
  2 20  1  0  0  0  0
  3 12  2  0  0  0  0
  3  4  1  0  0  0  0
  4 14  1  0  0  0  0
  5  7  1  0  0  0  0
  5 13  1  0  0  0  0
  6 15  1  0  0  0  0
  6  8  1  0  0  0  0
  7 19  1  0  0  0  0
  8 21  1  0  0  0  0
  9 13  1  0  0  0  0
  9 12  1  0  0  0  0
 10 20  1  0  0  0  0
 10 16  1  0  0  0  0
 11 17  1  0  0  0  0
 11 22  1  0  0  0  0
 12 19  1  0  0  0  0
 13 23  1  0  0  0  0
 14 15  1  0  0  0  0
 14 18  1  0  0  0  0
 15 20  1  0  0  0  0
 16 24  1  0  0  0  0
 16 18  1  0  0  0  0
 21 17  1  0  0  0  0
 17 25  2  0  0  0  0
 18 19  1  0  0  0  0
 20 21  1  0  0  0  0
 21 26  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0006760

> <DATABASE_NAME>
hmdb

> <SMILES>
CC12CC(O)C3C(CC=C4CC(O)CCC34C)C1CC[C@]2(O)C(=O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C21H32O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h3,13-16,18,22-24,26H,4-11H2,1-2H3/t13?,14?,15?,16?,18?,19?,20?,21-/m0/s1

> <INCHI_KEY>
HAFVWTUQBYRPOB-QGGNSXJXSA-N

> <FORMULA>
C21H32O5

> <MOLECULAR_WEIGHT>
364.4758

> <EXACT_MASS>
364.224974134

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
40.06494308664199

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-1-[(14R)-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl]ethan-1-one

> <ALOGPS_LOGP>
1.38

> <JCHEM_LOGP>
0.7079204866666665

> <ALOGPS_LOGS>
-2.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.865201714831528

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.584710889744635

> <JCHEM_PKA_STRONGEST_BASIC>
-1.397244126160766

> <JCHEM_POLAR_SURFACE_AREA>
97.99

> <JCHEM_REFRACTIVITY>
98.45139999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.41e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-1-[(14R)-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl]ethanone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006760
     RDKit          3D
11b,17a,21-Trihydroxypreg-nenolone
 58 61  0  0  0  0  0  0  0  0999 V2000
   -2.7495   -1.5871    0.8463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2452   -0.5054   -0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9028   -0.6510   -1.4608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3850   -0.7085   -1.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9826    0.3837   -0.4520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2664   -0.0417   -0.0522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2220    0.7594    0.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7514    0.7937    0.4248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0225    1.8569    0.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5846    1.9523    0.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1590    0.7638   -0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7715   -0.5139   -0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2186   -0.8428    1.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3932   -2.2232    1.5091 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2421   -0.4730    1.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9717   -0.3087    0.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1946   -1.6922   -0.5233 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3032    0.6307   -0.8738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0837    1.9027   -0.8622 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0545    1.8281    0.3080 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3052    0.3371    0.3946 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7259    0.0398    1.6834 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3575   -0.0046   -0.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2669    0.1475   -1.7742 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6368   -0.5766   -0.0650 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5386   -0.8506   -1.0904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4296   -2.5930    0.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4871   -1.3392    1.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8663   -1.6346    0.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5849   -1.5475   -1.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6778    0.2965   -2.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7528   -1.7132   -0.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8204   -0.5783   -2.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1524    1.3170   -1.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6785    0.7160    0.4339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4225    0.1378    1.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5170    1.7996    1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4812    2.7703    0.9140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5155    2.9007   -0.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0077    2.1238    1.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6386    0.8995   -1.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4142   -1.3155   -0.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7617   -0.3148    2.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3605   -2.4095    2.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7237   -1.3004    1.9519 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3486    0.4294    2.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5373   -2.4548   -0.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2232   -2.0382   -0.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8421   -1.6502   -1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4725    0.1667   -1.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7469    2.0183   -1.7713 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4820    2.8231   -0.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6387    2.2219    1.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9789    2.4005    0.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7744   -0.9586    1.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4052   -1.5468    0.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1412    0.0924    0.6612 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2280   -0.1353   -1.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  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
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
  8  2  1  0
 18 11  1  0
 12  2  1  0
 21 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 17 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 22 55  1  0
 25 56  1  0
 25 57  1  0
 26 58  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      22.300 -12.822   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.797 -10.188   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      24.082 -16.486   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      25.315 -15.563   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      19.835 -14.669   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      27.875 -13.409   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.068 -13.745   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      28.626 -12.064   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      21.434 -16.804   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      24.766 -10.976   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      30.104 -10.074   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      22.667 -15.880   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.018 -16.198   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      25.132 -14.034   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      26.365 -13.111   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      23.533 -11.899   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      28.593  -9.776   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      23.716 -13.428   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      22.483 -14.351   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      26.181 -11.582   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      27.579 -10.935   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      30.601 -11.532   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      18.786 -17.121   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      22.117 -11.293   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      28.096  -8.318   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      28.919 -10.957   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2   20                                                            
CONECT    3   12    4                                                       
CONECT    4    3   14                                                       
CONECT    5    7   13                                                       
CONECT    6   15    8                                                       
CONECT    7    5   19                                                       
CONECT    8    6   21                                                       
CONECT    9   13   12                                                       
CONECT   10   20   16                                                       
CONECT   11   17   22                                                       
CONECT   12    3    9   19                                                  
CONECT   13    5    9   23                                                  
CONECT   14    4   15   18                                                  
CONECT   15    6   14   20                                                  
CONECT   16   10   24   18                                                  
CONECT   17   11   21   25                                                  
CONECT   18   14   16   19                                                  
CONECT   19    1    7   12   18                                             
CONECT   20    2   10   15   21                                             
CONECT   21    8   17   20   26                                             
CONECT   22   11                                                            
CONECT   23   13                                                            
CONECT   24   16                                                            
CONECT   25   17                                                            
CONECT   26   21                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

COMPND    HMDB0006760
HETATM    1  C1  UNL     1      -2.749  -1.587   0.846  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.245  -0.505  -0.088  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.903  -0.651  -1.461  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.385  -0.709  -1.268  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.983   0.384  -0.452  1.00  0.00           C  
HETATM    6  O1  UNL     1      -6.266  -0.042  -0.052  1.00  0.00           O  
HETATM    7  C6  UNL     1      -4.222   0.759   0.791  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.751   0.794   0.425  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.022   1.857   0.522  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.585   1.952   0.142  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.159   0.764  -0.685  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.772  -0.514  -0.119  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.219  -0.843   1.232  1.00  0.00           C  
HETATM   14  O2  UNL     1      -0.393  -2.223   1.509  1.00  0.00           O  
HETATM   15  C13 UNL     1       1.242  -0.473   1.389  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.972  -0.309   0.093  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.195  -1.692  -0.523  1.00  0.00           C  
HETATM   18  C16 UNL     1       1.303   0.631  -0.874  1.00  0.00           C  
HETATM   19  C17 UNL     1       2.084   1.903  -0.862  1.00  0.00           C  
HETATM   20  C18 UNL     1       3.054   1.828   0.308  1.00  0.00           C  
HETATM   21  C19 UNL     1       3.305   0.337   0.395  1.00  0.00           C  
HETATM   22  O3  UNL     1       3.726   0.040   1.683  1.00  0.00           O  
HETATM   23  C20 UNL     1       4.358  -0.005  -0.560  1.00  0.00           C  
HETATM   24  O4  UNL     1       4.267   0.147  -1.774  1.00  0.00           O  
HETATM   25  C21 UNL     1       5.637  -0.577  -0.065  1.00  0.00           C  
HETATM   26  O5  UNL     1       6.539  -0.851  -1.090  1.00  0.00           O  
HETATM   27  H1  UNL     1      -2.430  -2.593   0.518  1.00  0.00           H  
HETATM   28  H2  UNL     1      -2.487  -1.339   1.890  1.00  0.00           H  
HETATM   29  H3  UNL     1      -3.866  -1.635   0.844  1.00  0.00           H  
HETATM   30  H4  UNL     1      -2.585  -1.547  -1.990  1.00  0.00           H  
HETATM   31  H5  UNL     1      -2.678   0.297  -2.000  1.00  0.00           H  
HETATM   32  H6  UNL     1      -4.753  -1.713  -0.971  1.00  0.00           H  
HETATM   33  H7  UNL     1      -4.820  -0.578  -2.310  1.00  0.00           H  
HETATM   34  H8  UNL     1      -5.152   1.317  -1.049  1.00  0.00           H  
HETATM   35  H9  UNL     1      -6.678   0.716   0.434  1.00  0.00           H  
HETATM   36  H10 UNL     1      -4.423   0.138   1.667  1.00  0.00           H  
HETATM   37  H11 UNL     1      -4.517   1.800   1.060  1.00  0.00           H  
HETATM   38  H12 UNL     1      -2.481   2.770   0.914  1.00  0.00           H  
HETATM   39  H13 UNL     1      -0.516   2.901  -0.469  1.00  0.00           H  
HETATM   40  H14 UNL     1      -0.008   2.124   1.049  1.00  0.00           H  
HETATM   41  H15 UNL     1      -0.639   0.900  -1.686  1.00  0.00           H  
HETATM   42  H16 UNL     1      -0.414  -1.315  -0.845  1.00  0.00           H  
HETATM   43  H17 UNL     1      -0.762  -0.315   2.041  1.00  0.00           H  
HETATM   44  H18 UNL     1      -0.361  -2.409   2.465  1.00  0.00           H  
HETATM   45  H19 UNL     1       1.724  -1.300   1.952  1.00  0.00           H  
HETATM   46  H20 UNL     1       1.349   0.429   2.005  1.00  0.00           H  
HETATM   47  H21 UNL     1       1.537  -2.455  -0.035  1.00  0.00           H  
HETATM   48  H22 UNL     1       3.223  -2.038  -0.420  1.00  0.00           H  
HETATM   49  H23 UNL     1       1.842  -1.650  -1.591  1.00  0.00           H  
HETATM   50  H24 UNL     1       1.472   0.167  -1.893  1.00  0.00           H  
HETATM   51  H25 UNL     1       2.747   2.018  -1.771  1.00  0.00           H  
HETATM   52  H26 UNL     1       1.482   2.823  -0.837  1.00  0.00           H  
HETATM   53  H27 UNL     1       2.639   2.222   1.235  1.00  0.00           H  
HETATM   54  H28 UNL     1       3.979   2.400   0.082  1.00  0.00           H  
HETATM   55  H29 UNL     1       3.774  -0.959   1.762  1.00  0.00           H  
HETATM   56  H30 UNL     1       5.405  -1.547   0.448  1.00  0.00           H  
HETATM   57  H31 UNL     1       6.141   0.092   0.661  1.00  0.00           H  
HETATM   58  H32 UNL     1       7.228  -0.135  -1.179  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3    8   12
CONECT    3    4   30   31
CONECT    4    5   32   33
CONECT    5    6    7   34
CONECT    6   35
CONECT    7    8   36   37
CONECT    8    9    9
CONECT    9   10   38
CONECT   10   11   39   40
CONECT   11   12   18   41
CONECT   12   13   42
CONECT   13   14   15   43
CONECT   14   44
CONECT   15   16   45   46
CONECT   16   17   18   21
CONECT   17   47   48   49
CONECT   18   19   50
CONECT   19   20   51   52
CONECT   20   21   53   54
CONECT   21   22   23
CONECT   22   55
CONECT   23   24   24   25
CONECT   25   26   56   57
CONECT   26   58
END

HMDB0006760
     RDKit          3D
11b,17a,21-Trihydroxypreg-nenolone
 58 61  0  0  0  0  0  0  0  0999 V2000
   -2.7495   -1.5871    0.8463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2452   -0.5054   -0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9028   -0.6510   -1.4608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3850   -0.7085   -1.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9826    0.3837   -0.4520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2664   -0.0417   -0.0522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2220    0.7594    0.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7514    0.7937    0.4248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0225    1.8569    0.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5846    1.9523    0.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1590    0.7638   -0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7715   -0.5139   -0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2186   -0.8428    1.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3932   -2.2232    1.5091 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2421   -0.4730    1.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9717   -0.3087    0.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1946   -1.6922   -0.5233 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3032    0.6307   -0.8738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0837    1.9027   -0.8622 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0545    1.8281    0.3080 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3052    0.3371    0.3946 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7259    0.0398    1.6834 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3575   -0.0046   -0.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2669    0.1475   -1.7742 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6368   -0.5766   -0.0650 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5386   -0.8506   -1.0904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4296   -2.5930    0.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4871   -1.3392    1.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8663   -1.6346    0.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5849   -1.5475   -1.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6778    0.2965   -2.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7528   -1.7132   -0.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8204   -0.5783   -2.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1524    1.3170   -1.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6785    0.7160    0.4339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4225    0.1378    1.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5170    1.7996    1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4812    2.7703    0.9140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5155    2.9007   -0.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0077    2.1238    1.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6386    0.8995   -1.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4142   -1.3155   -0.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7617   -0.3148    2.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3605   -2.4095    2.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7237   -1.3004    1.9519 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3486    0.4294    2.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5373   -2.4548   -0.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2232   -2.0382   -0.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8421   -1.6502   -1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4725    0.1667   -1.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7469    2.0183   -1.7713 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4820    2.8231   -0.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6387    2.2219    1.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9789    2.4005    0.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7744   -0.9586    1.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4052   -1.5468    0.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1412    0.0924    0.6612 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2280   -0.1353   -1.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  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
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
  8  2  1  0
 18 11  1  0
 12  2  1  0
 21 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 17 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 22 55  1  0
 25 56  1  0
 25 57  1  0
 26 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
11beta,17alpha,21-Trihydroxypreg-nenolone	HMDB
11beta,17alpha,21-Trihydroxypregnenolone	HMDB

Chemical Formula

C₂₁H₃₂O₅

Average Molecular Weight

364.4758

Monoisotopic Molecular Weight

364.224974134

IUPAC Name

2-hydroxy-1-[(14R)-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl]ethan-1-one

Traditional Name

2-hydroxy-1-[(14R)-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl]ethanone

CAS Registry Number

Not Available

SMILES

CC12CC(O)C3C(CC=C4CC(O)CCC34C)C1CC[C@]2(O)C(=O)CO

InChI Identifier

InChI=1S/C21H32O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h3,13-16,18,22-24,26H,4-11H2,1-2H3/t13?,14?,15?,16?,18?,19?,20?,21-/m0/s1

InChI Key

HAFVWTUQBYRPOB-QGGNSXJXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Hydroxysteroids

Direct Parent

21-hydroxysteroids

Alternative Parents

Substituents

Progestogin-skeleton
21-hydroxysteroid
20-oxosteroid
Pregnane-skeleton
3-hydroxy-delta-5-steroid
3-hydroxysteroid
Oxosteroid
11-hydroxysteroid
17-hydroxysteroid
Delta-5-steroid
Cyclic alcohol
Tertiary alcohol
Alpha-hydroxy ketone
Ketone
Secondary alcohol
Polyol
Alcohol
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Primary alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

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	0.54 g/L	ALOGPS
logP	1.38	ALOGPS
logP	0.71	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	12.58	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	98.45 m³·mol⁻¹	ChemAxon
Polarizability	40.06 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]+	182.51	31661259
DarkChem	[M-H]-	179.08	31661259
DeepCCS	[M-2H]-	225.721	30932474
DeepCCS	[M+Na]+	202.011	30932474
AllCCS	[M+H]+	190.9	32859911
AllCCS	[M+H-H2O]+	188.3	32859911
AllCCS	[M+NH4]+	193.3	32859911
AllCCS	[M+Na]+	194.0	32859911
AllCCS	[M-H]-	193.0	32859911
AllCCS	[M+Na-2H]-	193.5	32859911
AllCCS	[M+HCOO]-	194.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
11b,17a,21-Trihydroxypreg-nenolone	CC12CC(O)C3C(CC=C4CC(O)CCC34C)C1CC[C@]2(O)C(=O)CO	2762.5	Standard polar	33892256
11b,17a,21-Trihydroxypreg-nenolone	CC12CC(O)C3C(CC=C4CC(O)CCC34C)C1CC[C@]2(O)C(=O)CO	2991.4	Standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone	CC12CC(O)C3C(CC=C4CC(O)CCC34C)C1CC[C@]2(O)C(=O)CO	3209.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
11b,17a,21-Trihydroxypreg-nenolone,1TMS,isomer #1	CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O)C(=O)CO	3319.3	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,1TMS,isomer #2	CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=O)CO	3347.9	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,1TMS,isomer #3	CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=O)CO	3341.6	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,1TMS,isomer #4	CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=O)CO[Si](C)(C)C	3318.4	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,1TMS,isomer #5	CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=CO)O[Si](C)(C)C	3247.9	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,2TMS,isomer #1	CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O)C(=O)CO	3300.7	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,2TMS,isomer #10	CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=CO[Si](C)(C)C)O[Si](C)(C)C	3327.0	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,2TMS,isomer #2	CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=O)CO	3339.3	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,2TMS,isomer #3	CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O)C(=O)CO[Si](C)(C)C	3337.1	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,2TMS,isomer #4	CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O)C(=CO)O[Si](C)(C)C	3225.7	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,2TMS,isomer #5	CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=O)CO	3366.1	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,2TMS,isomer #6	CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=O)CO[Si](C)(C)C	3356.2	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,2TMS,isomer #7	CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=CO)O[Si](C)(C)C	3259.0	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,2TMS,isomer #8	CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=O)CO[Si](C)(C)C	3399.3	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,2TMS,isomer #9	CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=CO)O[Si](C)(C)C	3312.9	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,3TMS,isomer #1	CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=O)CO	3246.7	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,3TMS,isomer #10	CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=CO[Si](C)(C)C)O[Si](C)(C)C	3310.8	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,3TMS,isomer #2	CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O)C(=O)CO[Si](C)(C)C	3246.5	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,3TMS,isomer #3	CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O)C(=CO)O[Si](C)(C)C	3149.6	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,3TMS,isomer #4	CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=O)CO[Si](C)(C)C	3325.5	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,3TMS,isomer #5	CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=CO)O[Si](C)(C)C	3206.0	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,3TMS,isomer #6	CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O)C(=CO[Si](C)(C)C)O[Si](C)(C)C	3201.2	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,3TMS,isomer #7	CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=O)CO[Si](C)(C)C	3343.5	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,3TMS,isomer #8	CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=CO)O[Si](C)(C)C	3227.1	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,3TMS,isomer #9	CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=CO[Si](C)(C)C)O[Si](C)(C)C	3247.9	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,4TMS,isomer #1	CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=O)CO[Si](C)(C)C	3268.7	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,4TMS,isomer #2	CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=CO)O[Si](C)(C)C	3142.6	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,4TMS,isomer #3	CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O)C(=CO[Si](C)(C)C)O[Si](C)(C)C	3157.0	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,4TMS,isomer #4	CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=CO[Si](C)(C)C)O[Si](C)(C)C	3227.3	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,4TMS,isomer #5	CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=CO[Si](C)(C)C)O[Si](C)(C)C	3237.6	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,5TMS,isomer #1	CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=CO[Si](C)(C)C)O[Si](C)(C)C	3135.8	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,5TMS,isomer #1	CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=CO[Si](C)(C)C)O[Si](C)(C)C	3145.2	Standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,5TMS,isomer #1	CC12CCC(O[Si](C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C)C(=CO[Si](C)(C)C)O[Si](C)(C)C	3444.0	Standard polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,1TBDMS,isomer #1	CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O)C(=O)CO	3580.1	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,1TBDMS,isomer #2	CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=O)CO	3593.5	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,1TBDMS,isomer #3	CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=O)CO	3597.4	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,1TBDMS,isomer #4	CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=O)CO[Si](C)(C)C(C)(C)C	3596.3	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,1TBDMS,isomer #5	CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=CO)O[Si](C)(C)C(C)(C)C	3488.1	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,2TBDMS,isomer #1	CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O)C(=O)CO	3781.4	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,2TBDMS,isomer #10	CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3828.9	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,2TBDMS,isomer #2	CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=O)CO	3836.0	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,2TBDMS,isomer #3	CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O)C(=O)CO[Si](C)(C)C(C)(C)C	3856.4	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,2TBDMS,isomer #4	CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O)C(=CO)O[Si](C)(C)C(C)(C)C	3703.2	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,2TBDMS,isomer #5	CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=O)CO	3843.0	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,2TBDMS,isomer #6	CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=O)CO[Si](C)(C)C(C)(C)C	3861.0	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,2TBDMS,isomer #7	CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=CO)O[Si](C)(C)C(C)(C)C	3737.1	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,2TBDMS,isomer #8	CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=O)CO[Si](C)(C)C(C)(C)C	3900.1	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,2TBDMS,isomer #9	CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=CO)O[Si](C)(C)C(C)(C)C	3792.9	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,3TBDMS,isomer #1	CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=O)CO	3942.5	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,3TBDMS,isomer #10	CC12CCC(O)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4023.8	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,3TBDMS,isomer #2	CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O)C(=O)CO[Si](C)(C)C(C)(C)C	3946.3	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,3TBDMS,isomer #3	CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O)C(=CO)O[Si](C)(C)C(C)(C)C	3824.0	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,3TBDMS,isomer #4	CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=O)CO[Si](C)(C)C(C)(C)C	4060.7	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,3TBDMS,isomer #5	CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=CO)O[Si](C)(C)C(C)(C)C	3898.2	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,3TBDMS,isomer #6	CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O)C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3920.1	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,3TBDMS,isomer #7	CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=O)CO[Si](C)(C)C(C)(C)C	4072.7	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,3TBDMS,isomer #8	CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=CO)O[Si](C)(C)C(C)(C)C	3939.8	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,3TBDMS,isomer #9	CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O)C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3964.9	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,4TBDMS,isomer #1	CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=O)CO[Si](C)(C)C(C)(C)C	4152.9	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,4TBDMS,isomer #2	CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=CO)O[Si](C)(C)C(C)(C)C	4058.3	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,4TBDMS,isomer #3	CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O)C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4032.4	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,4TBDMS,isomer #4	CC12CCC(O)CC1=CCC1C2C(O[Si](C)(C)C(C)(C)C)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4136.0	Semi standard non polar	33892256
11b,17a,21-Trihydroxypreg-nenolone,4TBDMS,isomer #5	CC12CCC(O[Si](C)(C)C(C)(C)C)CC1=CCC1C2C(O)CC2(C)C1CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4141.6	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 - 11b,17a,21-Trihydroxypreg-nenolone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0541-3359000000-db5da057c94c2a047b10	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone GC-MS (4 TMS) - 70eV, Positive	splash10-000i-1010239000-01d0907903079ebb80e5	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone 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 - 11b,17a,21-Trihydroxypreg-nenolone 10V, Positive-QTOF	splash10-002b-0019000000-d6f315e61bbd67eae72a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone 20V, Positive-QTOF	splash10-004j-0059000000-80e727e264ca8a26a2b6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone 40V, Positive-QTOF	splash10-000i-0292000000-3aa262e1ed45e0e16207	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone 10V, Negative-QTOF	splash10-03di-0009000000-c6648ee147e3babd9fc5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone 20V, Negative-QTOF	splash10-0btj-2029000000-37d8ba5fa07061ac854a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone 40V, Negative-QTOF	splash10-0a4i-9087000000-1ebec2db5084d047ee8e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone 10V, Positive-QTOF	splash10-016s-0009000000-6ce3ed6f29dccbfe6478	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone 20V, Positive-QTOF	splash10-0002-1926000000-f119874166aedccc6ac9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone 40V, Positive-QTOF	splash10-0007-5791000000-559a7f43ae2c76413fe6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone 10V, Negative-QTOF	splash10-00lr-0009000000-67b158b5ac05ed2344ab	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone 20V, Negative-QTOF	splash10-067i-5019000000-a9c81ea29263a6d18742	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11b,17a,21-Trihydroxypreg-nenolone 40V, Negative-QTOF	splash10-00n0-2098000000-67c584ed2fd965c412d9	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Steroidogenesis
Adrenal Hyperplasia Type 3 or Congenital Adrenal Hyperplasia due to 21-hydroxylase Deficiency		Not Available
Congenital Lipoid Adrenal Hyperplasia (CLAH) or Lipoid CAH		Not Available
Adrenal Hyperplasia Type 5 or Congenital Adrenal Hyperplasia due to 17 Alpha-hydroxylase Deficiency		Not Available
17-alpha-hydroxylase deficiency (CYP17)		Not Available

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

FDB024064

KNApSAcK ID

Not Available

Chemspider ID

389583

KEGG Compound ID

C05489

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440708

PDB ID

Not Available

ChEBI ID

171954

Food Biomarker Ontology

Not Available

VMH ID

M00283

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Cytochrome P450 11B1, mitochondrial

General function:: Involved in monooxygenase activity
Specific function:: Has steroid 11-beta-hydroxylase activity. In addition to this activity, the 18 or 19-hydroxylation of steroids and the aromatization of androstendione to estrone have also been ascribed to cytochrome P450 XIB.
Gene Name:: CYP11B1
Uniprot ID:: P15538
Molecular weight:: 57572.44

Reactions

17alpha,21-Dihydroxypregnenolone + Reduced ferredoxin + Oxygen → 11b,17a,21-Trihydroxypreg-nenolone + Oxidized ferredoxin + Water	details

Enzyme Details

2. 3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 1

General function:: Involved in 3-beta-hydroxy-delta5-steroid dehydrogenase activity
Specific function:: 3-beta-HSD is a bifunctional enzyme, that catalyzes the oxidative conversion of Delta(5)-ene-3-beta-hydroxy steroid, and the oxidative conversion of ketosteroids. The 3-beta-HSD enzymatic system plays a crucial role in the biosynthesis of all classes of hormonal steroids. Efficiently catalyzes the transformation of pregnenolone to progesterone, 17-alpha-hydroxypregnenolone to 17-alpha-hydroxyprogesterone, DHEA to 4-androstenedione, dihydrotestosterone to 5-alpha-androstane-3 beta,17 beta-diol, dehydroepiandrosterone to androstenedione and 5-alpha-androstan-3 beta,17 beta-diol to 5-alpha-dihydrotestosterone.
Gene Name:: HSD3B1
Uniprot ID:: P14060
Molecular weight:: 42251.25

Reactions

Cortisol + Hydrogen Ion + NADH → 11b,17a,21-Trihydroxypreg-nenolone + NAD	details

Enzyme Details

3. 3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 2

General function:: Involved in 3-beta-hydroxy-delta5-steroid dehydrogenase activity
Specific function:: 3-beta-HSD is a bifunctional enzyme, that catalyzes the oxidative conversion of Delta(5)-ene-3-beta-hydroxy steroid, and the oxidative conversion of ketosteroids. The 3-beta-HSD enzymatic system plays a crucial role in the biosynthesis of all classes of hormonal steroids.
Gene Name:: HSD3B2
Uniprot ID:: P26439
Molecular weight:: 42051.845

Reactions

Cortisol + Hydrogen Ion + NADH → 11b,17a,21-Trihydroxypreg-nenolone + NAD	details

Enzyme Details

4. Cytochrome P450 11B2, mitochondrial

General function:: Involved in monooxygenase activity
Specific function:: Preferentially catalyzes the conversion of 11-deoxycorticosterone to aldosterone via corticosterone and 18-hydroxycorticosterone.
Gene Name:: CYP11B2
Uniprot ID:: P19099
Molecular weight:: 57559.62

Reactions

17alpha,21-Dihydroxypregnenolone + Reduced ferredoxin + Oxygen → 11b,17a,21-Trihydroxypreg-nenolone + Oxidized ferredoxin + Water	details

Showing metabocard for 11b,17a,21-Trihydroxypreg-nenolone (HMDB0006760)

MOL for HMDB0006760 (11b,17a,21-Trihydroxypreg-nenolone)

3D MOL for HMDB0006760 (11b,17a,21-Trihydroxypreg-nenolone)

3D SDF for HMDB0006760 (11b,17a,21-Trihydroxypreg-nenolone)

3D-SDF for HMDB0006760 (11b,17a,21-Trihydroxypreg-nenolone)

PDB for HMDB0006760 (11b,17a,21-Trihydroxypreg-nenolone)

3D PDB for HMDB0006760 (11b,17a,21-Trihydroxypreg-nenolone)

SMILES for HMDB0006760 (11b,17a,21-Trihydroxypreg-nenolone)

INCHI for HMDB0006760 (11b,17a,21-Trihydroxypreg-nenolone)

Structure for HMDB0006760 (11b,17a,21-Trihydroxypreg-nenolone)

3D Structure for HMDB0006760 (11b,17a,21-Trihydroxypreg-nenolone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions

Reactions

Reactions