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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

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:00 UTC

HMDB ID

HMDB0000268

Secondary Accession Numbers

HMDB00268

Metabolite Identification

Common Name

Tetrahydrocorticosterone

Description

Tetrahydrocorticosterone 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. Thus, tetrahydrocorticosterone is considered to be a steroid lipid molecule. Tetrahydrocorticosterone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Tetrahydrocorticosterone is one of the major urinary metabolites from corticosterone. Premenopausal patients with early breast cancer excrete subnormal amounts of tetrahydrocorticosterone as compared with the normal subjects of corresponding ages (PMID: 1133844 ).

Structure

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


  Mrv1652303062020102D          

 29 32  0  0  0  0            999 V2000
 9998.950210000.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.948210001.0428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.088410001.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0884 9998.9725    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9996.8074 9998.1386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9502 9997.7249    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.376510000.2071    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6632 9998.9725    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9491 9999.3788    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.9491 9998.5537    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.6636 9998.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3781 9998.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2366 9999.7913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5221 9999.3788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5221 9998.5537    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.2366 9998.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.376410001.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.661910000.6257    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.6619 9999.8006    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3764 9999.3882    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.090910000.6257    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.0909 9999.8007    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.8755 9999.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.360410000.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.875510000.8807    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.875510001.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.589210002.1182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.304910001.7057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.159910002.1182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 15  5  1  6  0  0  0
 16 10  1  0  0  0  0
 10  6  1  1  0  0  0
 13  9  1  0  0  0  0
  9  1  1  1  0  0  0
 18  2  1  1  0  0  0
 19  9  1  0  0  0  0
 19  8  1  6  0  0  0
 12 20  1  0  0  0  0
 20  7  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 26 29  2  0  0  0  0
 27 28  1  0  0  0  0
 25 21  1  0  0  0  0
 25 24  1  0  0  0  0
 20 22  1  0  0  0  0
 22  4  1  6  0  0  0
 17 21  1  0  0  0  0
 21  3  1  1  0  0  0
M  END

HMDB0000268
     RDKit          3D
Tetrahydrocorticosterone
 59 62  0  0  0  0  0  0  0  0999 V2000
    1.9788    0.3730    1.6335 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9890    0.4145    0.1531 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2903    1.5729   -0.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1814    1.5411   -0.2896 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4712    2.1688    0.9374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8312    0.2249   -0.4676 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0084   -0.9671   -0.1044 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6041   -2.1490   -0.8453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0686   -2.2005   -0.9327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8794   -1.0791   -0.4370 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6742   -0.4971   -1.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8868    0.2613   -1.1027 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1405    1.2707   -2.0379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4947    0.8982    0.2136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0308    1.2822    0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1473    0.0553    0.2220 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9885   -0.2307    1.7019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3931   -0.8255   -0.5066 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3227   -1.9101   -0.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6982   -1.2332   -0.1906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4133    0.2527   -0.3453 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3624    1.0251    0.4507 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0652    1.7498    1.3807 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8311    0.9611    0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9895    0.0983   -0.9337 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1302   -0.1583    2.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8858   -0.0909    2.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8899    1.4339    2.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7016    2.5038    0.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5274    1.6476   -1.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6159    2.2503   -1.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4826    3.1470    0.8514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0517    0.1104   -1.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0677   -1.2429    0.9776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1412   -3.0612   -0.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1486   -2.1224   -1.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3930   -3.1283   -0.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3673   -2.4807   -1.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6630   -1.4051    0.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0371   -1.3603   -2.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9994    0.1507   -2.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7898   -0.3540   -1.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2282    2.1626   -1.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6310    0.2236    1.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1053    1.8302    0.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8687    1.9692    1.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8069    1.8039   -0.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2036    0.3514    2.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8716   -1.3135    1.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9398    0.0508    2.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4629   -0.6641   -1.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3079   -2.6933   -0.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1423   -2.3458    0.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2150   -1.4604    0.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2829   -1.6132   -1.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4195    0.5349   -1.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4016    0.5492    0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2162    1.9868   -0.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9027   -0.2695   -0.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  1
  7 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 18  2  1  0
 21  2  1  0
 16  6  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  6
  5 32  1  0
  6 33  1  6
  7 34  1  1
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  1
 11 40  1  0
 11 41  1  0
 12 42  1  1
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 17 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  6
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 21 56  1  6
 24 57  1  0
 24 58  1  0
 25 59  1  0
M  END


  Mrv1652303062020102D          

 29 32  0  0  0  0            999 V2000
 9998.950210000.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.948210001.0428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.088410001.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0884 9998.9725    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9996.8074 9998.1386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9502 9997.7249    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.376510000.2071    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6632 9998.9725    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9491 9999.3788    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.9491 9998.5537    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.6636 9998.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3781 9998.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2366 9999.7913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5221 9999.3788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5221 9998.5537    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.2366 9998.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.376410001.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.661910000.6257    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.6619 9999.8006    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3764 9999.3882    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.090910000.6257    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.0909 9999.8007    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.8755 9999.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.360410000.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.875510000.8807    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.875510001.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.589210002.1182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.304910001.7057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.159910002.1182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 15  5  1  6  0  0  0
 16 10  1  0  0  0  0
 10  6  1  1  0  0  0
 13  9  1  0  0  0  0
  9  1  1  1  0  0  0
 18  2  1  1  0  0  0
 19  9  1  0  0  0  0
 19  8  1  6  0  0  0
 12 20  1  0  0  0  0
 20  7  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 26 29  2  0  0  0  0
 27 28  1  0  0  0  0
 25 21  1  0  0  0  0
 25 24  1  0  0  0  0
 20 22  1  0  0  0  0
 22  4  1  6  0  0  0
 17 21  1  0  0  0  0
 21  3  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0000268

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H34O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h12-17,19,22-24H,3-11H2,1-2H3/t12-,13-,14+,15+,16-,17+,19-,20+,21+/m1/s1

> <INCHI_KEY>
RHQQHZQUAMFINJ-DTDWNVJFSA-N

> <FORMULA>
C21H34O4

> <MOLECULAR_WEIGHT>
350.4923

> <EXACT_MASS>
350.245709576

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
40.00202428128667

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(1S,2S,5R,7R,10S,11S,14S,15S,17S)-5,17-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-2-hydroxyethan-1-one

> <ALOGPS_LOGP>
2.07

> <JCHEM_LOGP>
1.8609250909999995

> <ALOGPS_LOGS>
-3.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.29639545517264

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.864724749113215

> <JCHEM_PKA_STRONGEST_BASIC>
-0.2504199529494925

> <JCHEM_POLAR_SURFACE_AREA>
77.75999999999999

> <JCHEM_REFRACTIVITY>
96.20139999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.20e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(1S,2S,5R,7R,10S,11S,14S,15S,17S)-5,17-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-2-hydroxyethanone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000268
     RDKit          3D
Tetrahydrocorticosterone
 59 62  0  0  0  0  0  0  0  0999 V2000
    1.9788    0.3730    1.6335 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9890    0.4145    0.1531 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2903    1.5729   -0.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1814    1.5411   -0.2896 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4712    2.1688    0.9374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8312    0.2249   -0.4676 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0084   -0.9671   -0.1044 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6041   -2.1490   -0.8453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0686   -2.2005   -0.9327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8794   -1.0791   -0.4370 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6742   -0.4971   -1.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8868    0.2613   -1.1027 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1405    1.2707   -2.0379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4947    0.8982    0.2136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0308    1.2822    0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1473    0.0553    0.2220 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9885   -0.2307    1.7019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3931   -0.8255   -0.5066 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3227   -1.9101   -0.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6982   -1.2332   -0.1906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4133    0.2527   -0.3453 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3624    1.0251    0.4507 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0652    1.7498    1.3807 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8311    0.9611    0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9895    0.0983   -0.9337 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1302   -0.1583    2.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8858   -0.0909    2.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8899    1.4339    2.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7016    2.5038    0.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5274    1.6476   -1.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6159    2.2503   -1.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4826    3.1470    0.8514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0517    0.1104   -1.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0677   -1.2429    0.9776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1412   -3.0612   -0.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1486   -2.1224   -1.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3930   -3.1283   -0.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3673   -2.4807   -1.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6630   -1.4051    0.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0371   -1.3603   -2.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9994    0.1507   -2.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7898   -0.3540   -1.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2282    2.1626   -1.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6310    0.2236    1.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1053    1.8302    0.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8687    1.9692    1.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8069    1.8039   -0.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2036    0.3514    2.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8716   -1.3135    1.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9398    0.0508    2.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4629   -0.6641   -1.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3079   -2.6933   -0.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1423   -2.3458    0.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2150   -1.4604    0.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2829   -1.6132   -1.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4195    0.5349   -1.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4016    0.5492    0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2162    1.9868   -0.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9027   -0.2695   -0.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  1
  7 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 18  2  1  0
 21  2  1  0
 16  6  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  6
  5 32  1  0
  6 33  1  6
  7 34  1  1
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  1
 11 40  1  0
 11 41  1  0
 12 42  1  1
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 17 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  6
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 21 56  1  6
 24 57  1  0
 24 58  1  0
 25 59  1  0
M  END

HEADER    PROTEIN                                 06-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAR-20         0                                  
HETATM    1  C   UNK     0    8664.7078667.053   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8664.7038668.613   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8668.6988669.388   0.000  0.00  0.00           C+0
HETATM    4  H   UNK     0    8668.6988664.749   0.000  0.00  0.00           H+0
HETATM    5  O   UNK     0    8660.7078663.192   0.000  0.00  0.00           O+0
HETATM    6  H   UNK     0    8664.7078662.420   0.000  0.00  0.00           H+0
HETATM    7  H   UNK     0    8667.3698667.053   0.000  0.00  0.00           H+0
HETATM    8  H   UNK     0    8666.0388664.749   0.000  0.00  0.00           H+0
HETATM    9  C   UNK     0    8664.7058665.507   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8664.7058663.967   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8666.0398663.197   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8667.3728663.967   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8663.3758666.277   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8662.0418665.507   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8662.0418663.967   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8663.3758663.197   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8667.3698668.605   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8666.0368667.835   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8666.0368666.294   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8667.3698665.525   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8668.7038667.835   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8668.7038666.295   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8670.1688665.819   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8671.0738667.065   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8670.1688668.311   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8670.1688669.851   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8671.5008670.621   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0    8672.8368669.851   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0    8668.8328670.621   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   18                                                            
CONECT    3   21                                                            
CONECT    4   22                                                            
CONECT    5   15                                                            
CONECT    6   10                                                            
CONECT    7   20                                                            
CONECT    8   19                                                            
CONECT    9   10   13    1   19                                             
CONECT   10    9   11   16    6                                             
CONECT   11   10   12                                                       
CONECT   12   11   20                                                       
CONECT   13   14    9                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16    5                                                  
CONECT   16   15   10                                                       
CONECT   17   18   21                                                       
CONECT   18   17   19    2                                                  
CONECT   19   18   20    9    8                                             
CONECT   20   19   12    7   22                                             
CONECT   21   22   25   17    3                                             
CONECT   22   21   23   20    4                                             
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   26   21   24                                                  
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0000268
HETATM    1  C1  UNL     1       1.979   0.373   1.634  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.989   0.414   0.153  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.290   1.573  -0.457  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.181   1.541  -0.290  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.471   2.169   0.937  1.00  0.00           O  
HETATM    6  C5  UNL     1      -0.831   0.225  -0.468  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.008  -0.967  -0.104  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.604  -2.149  -0.845  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.069  -2.200  -0.933  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.879  -1.079  -0.437  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.674  -0.497  -1.589  1.00  0.00           C  
HETATM   12  C11 UNL     1      -4.887   0.261  -1.103  1.00  0.00           C  
HETATM   13  O2  UNL     1      -5.140   1.271  -2.038  1.00  0.00           O  
HETATM   14  C12 UNL     1      -4.495   0.898   0.214  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.031   1.282   0.120  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.147   0.055   0.222  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.988  -0.231   1.702  1.00  0.00           C  
HETATM   18  C16 UNL     1       1.393  -0.826  -0.507  1.00  0.00           C  
HETATM   19  C17 UNL     1       2.323  -1.910  -0.109  1.00  0.00           C  
HETATM   20  C18 UNL     1       3.698  -1.233  -0.191  1.00  0.00           C  
HETATM   21  C19 UNL     1       3.413   0.253  -0.345  1.00  0.00           C  
HETATM   22  C20 UNL     1       4.362   1.025   0.451  1.00  0.00           C  
HETATM   23  O3  UNL     1       4.065   1.750   1.381  1.00  0.00           O  
HETATM   24  C21 UNL     1       5.831   0.961   0.143  1.00  0.00           C  
HETATM   25  O4  UNL     1       5.990   0.098  -0.934  1.00  0.00           O  
HETATM   26  H1  UNL     1       1.130  -0.158   2.107  1.00  0.00           H  
HETATM   27  H2  UNL     1       2.886  -0.091   2.054  1.00  0.00           H  
HETATM   28  H3  UNL     1       1.890   1.434   2.012  1.00  0.00           H  
HETATM   29  H4  UNL     1       1.702   2.504   0.008  1.00  0.00           H  
HETATM   30  H5  UNL     1       1.527   1.648  -1.533  1.00  0.00           H  
HETATM   31  H6  UNL     1      -0.616   2.250  -1.058  1.00  0.00           H  
HETATM   32  H7  UNL     1      -0.483   3.147   0.851  1.00  0.00           H  
HETATM   33  H8  UNL     1      -1.052   0.110  -1.574  1.00  0.00           H  
HETATM   34  H9  UNL     1      -0.068  -1.243   0.978  1.00  0.00           H  
HETATM   35  H10 UNL     1      -0.141  -3.061  -0.367  1.00  0.00           H  
HETATM   36  H11 UNL     1      -0.149  -2.122  -1.869  1.00  0.00           H  
HETATM   37  H12 UNL     1      -2.393  -3.128  -0.363  1.00  0.00           H  
HETATM   38  H13 UNL     1      -2.367  -2.481  -1.991  1.00  0.00           H  
HETATM   39  H14 UNL     1      -3.663  -1.405   0.312  1.00  0.00           H  
HETATM   40  H15 UNL     1      -4.037  -1.360  -2.194  1.00  0.00           H  
HETATM   41  H16 UNL     1      -2.999   0.151  -2.171  1.00  0.00           H  
HETATM   42  H17 UNL     1      -5.790  -0.354  -1.027  1.00  0.00           H  
HETATM   43  H18 UNL     1      -5.228   2.163  -1.593  1.00  0.00           H  
HETATM   44  H19 UNL     1      -4.631   0.224   1.058  1.00  0.00           H  
HETATM   45  H20 UNL     1      -5.105   1.830   0.297  1.00  0.00           H  
HETATM   46  H21 UNL     1      -2.869   1.969   1.000  1.00  0.00           H  
HETATM   47  H22 UNL     1      -2.807   1.804  -0.821  1.00  0.00           H  
HETATM   48  H23 UNL     1      -1.204   0.351   2.195  1.00  0.00           H  
HETATM   49  H24 UNL     1      -1.872  -1.313   1.916  1.00  0.00           H  
HETATM   50  H25 UNL     1      -2.940   0.051   2.246  1.00  0.00           H  
HETATM   51  H26 UNL     1       1.463  -0.664  -1.601  1.00  0.00           H  
HETATM   52  H27 UNL     1       2.308  -2.693  -0.914  1.00  0.00           H  
HETATM   53  H28 UNL     1       2.142  -2.346   0.875  1.00  0.00           H  
HETATM   54  H29 UNL     1       4.215  -1.460   0.753  1.00  0.00           H  
HETATM   55  H30 UNL     1       4.283  -1.613  -1.050  1.00  0.00           H  
HETATM   56  H31 UNL     1       3.419   0.535  -1.430  1.00  0.00           H  
HETATM   57  H32 UNL     1       6.402   0.549   0.991  1.00  0.00           H  
HETATM   58  H33 UNL     1       6.216   1.987  -0.083  1.00  0.00           H  
HETATM   59  H34 UNL     1       6.903  -0.269  -0.887  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   18   21
CONECT    3    4   29   30
CONECT    4    5    6   31
CONECT    5   32
CONECT    6    7   16   33
CONECT    7    8   18   34
CONECT    8    9   35   36
CONECT    9   10   37   38
CONECT   10   11   16   39
CONECT   11   12   40   41
CONECT   12   13   14   42
CONECT   13   43
CONECT   14   15   44   45
CONECT   15   16   46   47
CONECT   16   17
CONECT   17   48   49   50
CONECT   18   19   51
CONECT   19   20   52   53
CONECT   20   21   54   55
CONECT   21   22   56
CONECT   22   23   23   24
CONECT   24   25   57   58
CONECT   25   59
END

HMDB0000268
     RDKit          3D
Tetrahydrocorticosterone
 59 62  0  0  0  0  0  0  0  0999 V2000
    1.9788    0.3730    1.6335 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9890    0.4145    0.1531 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2903    1.5729   -0.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1814    1.5411   -0.2896 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4712    2.1688    0.9374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8312    0.2249   -0.4676 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0084   -0.9671   -0.1044 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6041   -2.1490   -0.8453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0686   -2.2005   -0.9327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8794   -1.0791   -0.4370 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6742   -0.4971   -1.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8868    0.2613   -1.1027 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1405    1.2707   -2.0379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4947    0.8982    0.2136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0308    1.2822    0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1473    0.0553    0.2220 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9885   -0.2307    1.7019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3931   -0.8255   -0.5066 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3227   -1.9101   -0.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6982   -1.2332   -0.1906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4133    0.2527   -0.3453 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3624    1.0251    0.4507 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0652    1.7498    1.3807 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8311    0.9611    0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9895    0.0983   -0.9337 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1302   -0.1583    2.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8858   -0.0909    2.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8899    1.4339    2.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7016    2.5038    0.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5274    1.6476   -1.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6159    2.2503   -1.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4826    3.1470    0.8514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0517    0.1104   -1.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0677   -1.2429    0.9776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1412   -3.0612   -0.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1486   -2.1224   -1.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3930   -3.1283   -0.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3673   -2.4807   -1.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6630   -1.4051    0.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0371   -1.3603   -2.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9994    0.1507   -2.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7898   -0.3540   -1.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2282    2.1626   -1.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6310    0.2236    1.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1053    1.8302    0.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8687    1.9692    1.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8069    1.8039   -0.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2036    0.3514    2.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8716   -1.3135    1.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9398    0.0508    2.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4629   -0.6641   -1.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3079   -2.6933   -0.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1423   -2.3458    0.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2150   -1.4604    0.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2829   -1.6132   -1.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4195    0.5349   -1.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4016    0.5492    0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2162    1.9868   -0.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9027   -0.2695   -0.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  1
  7 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 18  2  1  0
 21  2  1  0
 16  6  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  6
  5 32  1  0
  6 33  1  6
  7 34  1  1
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  1
 11 40  1  0
 11 41  1  0
 12 42  1  1
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 17 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  6
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 21 56  1  6
 24 57  1  0
 24 58  1  0
 25 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3alpha,5beta,11beta)-3,11,21-Trihydroxypregnan-20-one	HMDB
(3α,5β,11β)-3,11,21-Trihydroxypregnan-20-one	HMDB
3alpha,11beta,21-Trihydroxy-5beta-pregnan-20-one	HMDB
3alpha,5beta-Tetrahydrocorticosterone	HMDB
3α,11β,21-Trihydroxy-5β-pregnan-20-one	HMDB
3α,5β-Tetrahydrocorticosterone	HMDB
5beta-Pregnane-3alpha,11beta,21-triol-20-one	HMDB
5β-Pregnane-3α,11β,21-triol-20-one	HMDB
THB	HMDB
Tetrahydrocorticosterone	HMDB

Chemical Formula

C₂₁H₃₄O₄

Average Molecular Weight

350.4923

Monoisotopic Molecular Weight

350.245709576

IUPAC Name

1-[(1S,2S,5R,7R,10S,11S,14S,15S,17S)-5,17-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-2-hydroxyethan-1-one

Traditional Name

1-[(1S,2S,5R,7R,10S,11S,14S,15S,17S)-5,17-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-2-hydroxyethanone

CAS Registry Number

68-42-8

SMILES

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

InChI Identifier

InChI=1S/C21H34O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h12-17,19,22-24H,3-11H2,1-2H3/t12-,13-,14+,15+,16-,17+,19-,20+,21+/m1/s1

InChI Key

RHQQHZQUAMFINJ-DTDWNVJFSA-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-hydroxysteroid
Oxosteroid
11-beta-hydroxysteroid
11-hydroxysteroid
3-alpha-hydroxysteroid
Cyclic alcohol
Alpha-hydroxy ketone
Ketone
Secondary alcohol
Alcohol
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Primary alcohol
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

21-hydroxy steroid (CHEBI:9481 )
C21 steroids (gluco/mineralocorticoids, progestogens) and derivatives (C05476 )
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives (LMST02030100 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0000268)
Cell membrane (HMDB: HMDB0000268)

Biofluid or Excreta

Blood (HMDB: HMDB0000268)
Urine (HMDB: HMDB0000268)

Tissue substructure

Hepatic tissue (HMDB: HMDB0000268)

Excreta

Biofluid or Excreta

Urine (PMID: 932595)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0000268)

Cellular substructure

Extracellular (HMDB: HMDB0000268)
Membrane (HMDB: HMDB0000268)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0000268)

Source

Endogenous

Endogenous (HMDB: HMDB0000268)

Animal

Animal (HMDB: HMDB0000268)

Exogenous

Food

Food (HMDB: HMDB0000268)

Animal origin

Poultry

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

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0000268)

Biochemical pathway

Congenital Lipoid Adrenal Hyperplasia (CLAH) or Lipoid CAH (HMDB: HMDB0000268)

Metabolic pathway

Steroidogenesis (PathBank: SMP0000130)

Disease pathway

Biochemical process

Fatty acid metabolism (HMDB: HMDB0000268)

Cellular process

Cell signaling (HMDB: HMDB0000268)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0000268)

Molecular messenger

Hormone (HMDB: HMDB0000268)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0000268)

Emulsifier (HMDB: HMDB0000268)

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	0.12 g/L	ALOGPS
logP	2.07	ALOGPS
logP	1.86	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	13.86	ChemAxon
pKa (Strongest Basic)	-0.25	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	96.2 m³·mol⁻¹	ChemAxon
Polarizability	40 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	220.228	30932474
DeepCCS	[M+Na]+	194.445	30932474
AllCCS	[M+H]+	189.2	32859911
AllCCS	[M+H-H2O]+	186.6	32859911
AllCCS	[M+NH4]+	191.6	32859911
AllCCS	[M+Na]+	192.3	32859911
AllCCS	[M-H]-	190.6	32859911
AllCCS	[M+Na-2H]-	191.2	32859911
AllCCS	[M+HCOO]-	192.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tetrahydrocorticosterone	[H][C@@]12CC[C@H](C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C	2505.9	Standard polar	33892256
Tetrahydrocorticosterone	[H][C@@]12CC[C@H](C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C	3055.4	Standard non polar	33892256
Tetrahydrocorticosterone	[H][C@@]12CC[C@H](C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C	3228.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tetrahydrocorticosterone,1TMS,isomer #1	C[C@]12C[C@H](O)[C@H]3[C@@H](CC[C@@H]4C[C@H](O)CC[C@]34C)[C@@H]1CC[C@@H]2C(=O)CO[Si](C)(C)C	3123.7	Semi standard non polar	33892256
Tetrahydrocorticosterone,1TMS,isomer #2	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CC[C@@H]4C[C@H](O)CC[C@]34C)[C@@H]1CC[C@@H]2C(=O)CO	3062.5	Semi standard non polar	33892256
Tetrahydrocorticosterone,1TMS,isomer #3	C[C@]12C[C@H](O)[C@H]3[C@@H](CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]34C)[C@@H]1CC[C@@H]2C(=O)CO	3126.9	Semi standard non polar	33892256
Tetrahydrocorticosterone,1TMS,isomer #4	C[C@]12C[C@H](O)[C@H]3[C@@H](CC[C@@H]4C[C@H](O)CC[C@]34C)[C@@H]1CCC2=C(CO)O[Si](C)(C)C	3094.7	Semi standard non polar	33892256
Tetrahydrocorticosterone,1TMS,isomer #5	C[C@]12C[C@H](O)[C@H]3[C@@H](CC[C@@H]4C[C@H](O)CC[C@]34C)[C@@H]1CC[C@@H]2C(=CO)O[Si](C)(C)C	3070.6	Semi standard non polar	33892256
Tetrahydrocorticosterone,2TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CC[C@@H]4C[C@H](O)CC[C@]34C)[C@@H]1CC[C@@H]2C(=O)CO[Si](C)(C)C	3021.3	Semi standard non polar	33892256
Tetrahydrocorticosterone,2TMS,isomer #2	C[C@]12C[C@H](O)[C@H]3[C@@H](CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]34C)[C@@H]1CC[C@@H]2C(=O)CO[Si](C)(C)C	3103.3	Semi standard non polar	33892256
Tetrahydrocorticosterone,2TMS,isomer #3	C[C@]12C[C@H](O)[C@H]3[C@@H](CC[C@@H]4C[C@H](O)CC[C@]34C)[C@@H]1CCC2=C(CO[Si](C)(C)C)O[Si](C)(C)C	3119.8	Semi standard non polar	33892256
Tetrahydrocorticosterone,2TMS,isomer #4	C[C@]12C[C@H](O)[C@H]3[C@@H](CC[C@@H]4C[C@H](O)CC[C@]34C)[C@@H]1CC[C@@H]2C(=CO[Si](C)(C)C)O[Si](C)(C)C	3101.8	Semi standard non polar	33892256
Tetrahydrocorticosterone,2TMS,isomer #5	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]34C)[C@@H]1CC[C@@H]2C(=O)CO	3004.3	Semi standard non polar	33892256
Tetrahydrocorticosterone,2TMS,isomer #6	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CC[C@@H]4C[C@H](O)CC[C@]34C)[C@@H]1CCC2=C(CO)O[Si](C)(C)C	3018.2	Semi standard non polar	33892256
Tetrahydrocorticosterone,2TMS,isomer #7	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CC[C@@H]4C[C@H](O)CC[C@]34C)[C@@H]1CC[C@@H]2C(=CO)O[Si](C)(C)C	2983.2	Semi standard non polar	33892256
Tetrahydrocorticosterone,2TMS,isomer #8	C[C@]12C[C@H](O)[C@H]3[C@@H](CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]34C)[C@@H]1CCC2=C(CO)O[Si](C)(C)C	3106.9	Semi standard non polar	33892256
Tetrahydrocorticosterone,2TMS,isomer #9	C[C@]12C[C@H](O)[C@H]3[C@@H](CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]34C)[C@@H]1CC[C@@H]2C(=CO)O[Si](C)(C)C	3045.2	Semi standard non polar	33892256
Tetrahydrocorticosterone,3TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]34C)[C@@H]1CC[C@@H]2C(=O)CO[Si](C)(C)C	3001.9	Semi standard non polar	33892256
Tetrahydrocorticosterone,3TMS,isomer #2	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CC[C@@H]4C[C@H](O)CC[C@]34C)[C@@H]1CCC2=C(CO[Si](C)(C)C)O[Si](C)(C)C	3017.5	Semi standard non polar	33892256
Tetrahydrocorticosterone,3TMS,isomer #3	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CC[C@@H]4C[C@H](O)CC[C@]34C)[C@@H]1CC[C@@H]2C(=CO[Si](C)(C)C)O[Si](C)(C)C	3034.4	Semi standard non polar	33892256
Tetrahydrocorticosterone,3TMS,isomer #4	C[C@]12C[C@H](O)[C@H]3[C@@H](CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]34C)[C@@H]1CCC2=C(CO[Si](C)(C)C)O[Si](C)(C)C	3103.1	Semi standard non polar	33892256
Tetrahydrocorticosterone,3TMS,isomer #5	C[C@]12C[C@H](O)[C@H]3[C@@H](CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]34C)[C@@H]1CC[C@@H]2C(=CO[Si](C)(C)C)O[Si](C)(C)C	3098.0	Semi standard non polar	33892256
Tetrahydrocorticosterone,3TMS,isomer #6	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]34C)[C@@H]1CCC2=C(CO)O[Si](C)(C)C	3000.3	Semi standard non polar	33892256
Tetrahydrocorticosterone,3TMS,isomer #7	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]34C)[C@@H]1CC[C@@H]2C(=CO)O[Si](C)(C)C	2965.8	Semi standard non polar	33892256
Tetrahydrocorticosterone,4TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]34C)[C@@H]1CCC2=C(CO[Si](C)(C)C)O[Si](C)(C)C	3014.0	Semi standard non polar	33892256
Tetrahydrocorticosterone,4TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]34C)[C@@H]1CCC2=C(CO[Si](C)(C)C)O[Si](C)(C)C	3183.9	Standard non polar	33892256
Tetrahydrocorticosterone,4TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]34C)[C@@H]1CCC2=C(CO[Si](C)(C)C)O[Si](C)(C)C	3346.4	Standard polar	33892256
Tetrahydrocorticosterone,4TMS,isomer #2	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]34C)[C@@H]1CC[C@@H]2C(=CO[Si](C)(C)C)O[Si](C)(C)C	3057.7	Semi standard non polar	33892256
Tetrahydrocorticosterone,4TMS,isomer #2	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]34C)[C@@H]1CC[C@@H]2C(=CO[Si](C)(C)C)O[Si](C)(C)C	3083.5	Standard non polar	33892256
Tetrahydrocorticosterone,4TMS,isomer #2	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]34C)[C@@H]1CC[C@@H]2C(=CO[Si](C)(C)C)O[Si](C)(C)C	3401.1	Standard polar	33892256
Tetrahydrocorticosterone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(=O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3[C@@H](O)C[C@]12C	3416.3	Semi standard non polar	33892256
Tetrahydrocorticosterone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H]1C[C@]2(C)[C@@H](C(=O)CO)CC[C@H]2[C@@H]2CC[C@@H]3C[C@H](O)CC[C@]3(C)[C@@H]12	3315.1	Semi standard non polar	33892256
Tetrahydrocorticosterone,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1CC[C@]2(C)[C@H]3[C@@H](O)C[C@]4(C)[C@@H](C(=O)CO)CC[C@H]4[C@@H]3CC[C@@H]2C1	3378.7	Semi standard non polar	33892256
Tetrahydrocorticosterone,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(CO)=C1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3[C@@H](O)C[C@]12C	3382.5	Semi standard non polar	33892256
Tetrahydrocorticosterone,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=CO)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3[C@@H](O)C[C@]12C	3319.3	Semi standard non polar	33892256
Tetrahydrocorticosterone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(=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]3[C@@H](O)C[C@]12C	3620.9	Semi standard non polar	33892256
Tetrahydrocorticosterone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC(=O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]12C	3520.1	Semi standard non polar	33892256
Tetrahydrocorticosterone,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3[C@@H](O)C[C@]12C	3652.6	Semi standard non polar	33892256
Tetrahydrocorticosterone,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC=C(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]3[C@@H](O)C[C@]12C	3565.2	Semi standard non polar	33892256
Tetrahydrocorticosterone,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@H]1C[C@]2(C)[C@@H](C(=O)CO)CC[C@H]2[C@@H]2CC[C@@H]3C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]3(C)[C@@H]12	3460.8	Semi standard non polar	33892256
Tetrahydrocorticosterone,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(CO)=C1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]12C	3501.1	Semi standard non polar	33892256
Tetrahydrocorticosterone,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=CO)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]12C	3423.5	Semi standard non polar	33892256
Tetrahydrocorticosterone,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(CO)=C1CC[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]3[C@@H](O)C[C@]12C	3620.1	Semi standard non polar	33892256
Tetrahydrocorticosterone,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=CO)[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]3[C@@H](O)C[C@]12C	3524.3	Semi standard non polar	33892256
Tetrahydrocorticosterone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(=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]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]12C	3686.1	Semi standard non polar	33892256
Tetrahydrocorticosterone,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C1CC[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]3[C@@H](O)C[C@]12C	3847.6	Semi standard non polar	33892256
Tetrahydrocorticosterone,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC=C(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]3[C@@H](O)C[C@]12C	3771.0	Semi standard non polar	33892256
Tetrahydrocorticosterone,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]12C	3690.8	Semi standard non polar	33892256
Tetrahydrocorticosterone,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC=C(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]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]12C	3678.8	Semi standard non polar	33892256
Tetrahydrocorticosterone,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(CO)=C1CC[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]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]12C	3663.3	Semi standard non polar	33892256
Tetrahydrocorticosterone,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=CO)[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]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]12C	3618.6	Semi standard non polar	33892256
Tetrahydrocorticosterone,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C1CC[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]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]12C	3851.8	Semi standard non polar	33892256
Tetrahydrocorticosterone,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C1CC[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]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]12C	3984.0	Standard non polar	33892256
Tetrahydrocorticosterone,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C1CC[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]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]12C	3664.3	Standard polar	33892256
Tetrahydrocorticosterone,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC=C(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]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]12C	3882.1	Semi standard non polar	33892256
Tetrahydrocorticosterone,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC=C(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]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]12C	3858.9	Standard non polar	33892256
Tetrahydrocorticosterone,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC=C(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]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]12C	3680.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrocorticosterone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrocorticosterone GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrocorticosterone GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrocorticosterone GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrocorticosterone GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrocorticosterone GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrocorticosterone GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrocorticosterone GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrocorticosterone GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrocorticosterone GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrocorticosterone GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrocorticosterone GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrocorticosterone GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrocorticosterone GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrocorticosterone GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrocorticosterone GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrocorticosterone GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrocorticosterone GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrocorticosterone GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrocorticosterone GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrocorticosterone GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrocorticosterone GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrocorticosterone GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrocorticosterone GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrocorticosterone GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tetrahydrocorticosterone Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-0002-0009000000-cec330110dfc2d03e126	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tetrahydrocorticosterone Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-0592-9077000000-7adca5a0af60b9fda618	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tetrahydrocorticosterone Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-0udi-3490000000-84176a53f54507ead0c6	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tetrahydrocorticosterone EI-B (HITACHI M-80) , Positive-QTOF	splash10-01b9-1947000000-cbb72686416e9b705c28	2012-08-31	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrocorticosterone 10V, Positive-QTOF	splash10-0fsi-0019000000-3e07505796a0d0ccf759	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrocorticosterone 20V, Positive-QTOF	splash10-0159-0029000000-a684771622b2b677b05e	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrocorticosterone 40V, Positive-QTOF	splash10-0fmi-3193000000-258bcce49fc0fdfa367c	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrocorticosterone 10V, Negative-QTOF	splash10-0002-0009000000-604ddf044ec2555026ca	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrocorticosterone 20V, Negative-QTOF	splash10-05o1-1029000000-5f7d67b696b8216549c8	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrocorticosterone 40V, Negative-QTOF	splash10-0c2c-4094000000-6414e1ce977710e5f136	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrocorticosterone 10V, Positive-QTOF	splash10-0ue9-0009000000-0aa7b6bcf5326ebfd06d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrocorticosterone 20V, Positive-QTOF	splash10-0g59-1946000000-70f8a3a83793bdccde86	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrocorticosterone 40V, Positive-QTOF	splash10-014l-9360000000-b75838c5554768281848	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrocorticosterone 10V, Negative-QTOF	splash10-0002-0009000000-ce9bde525139d21c8d92	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrocorticosterone 20V, Negative-QTOF	splash10-00kb-0009000000-3c63ef8c1c108dd51eec	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrocorticosterone 40V, Negative-QTOF	splash10-0hg2-1049000000-d6e8731409c9d6502763	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Urine

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

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Detected and Quantified	0.0190-0.0571 umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	3841304	details
Urine	Detected and Quantified	0.0011 +/- 0.000014 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	12707870	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected and Quantified	0.042 +/- 0.017 umol/mmol creatinine	Adult (>18 years old)	Female	Pregnant with an anencephalic foetus	932595	details
Urine	Detected and Quantified	0.12 +/- 0.061 umol/mmol creatinine	Adult (>18 years old)	Female	Pregnant with a normal foetus	932595	details
Urine	Detected and Quantified	0.00719 umol/mmol creatinine	Infant (0-1 year old)	Female	Lipoid Adrenal Hyperplasia	3841304	details
Urine	Detected and Quantified	0.00063 +/- 0.00054 umol/mmol creatinine	Adult (>18 years old)	Female	Stress urinary incontinence	12707870	details

Associated Disorders and Diseases

Disease References

Lipoid Congenital Adrenal Hyperplasia
Hauffa BP, Miller WL, Grumbach MM, Conte FA, Kaplan SL: Congenital adrenal hyperplasia due to deficient cholesterol side-chain cleavage activity (20, 22-desmolase) in a patient treated for 18 years. Clin Endocrinol (Oxf). 1985 Nov;23(5):481-93. [PubMed:3841304 ]

Associated OMIM IDs

201710 (Lipoid Congenital Adrenal Hyperplasia)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

58996

KEGG Compound ID

C05476

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tetrahydrocorticosterone

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Higashi, Tatsuya; Yokoi, Hiroyuki; Maekubo, Hitoe; Honda, Ayako; Shimada, Kazutake. Studies on neurosteroids. XXIII. Analysis of tetrahydrocorticosterone isomers in the brain of rats exposed to immobilization using LC-MS. Steroids (2007), 72(13), 865-874.

Material Safety Data Sheet (MSDS)

Not Available

General References

Lee SH, Nam SY, Chung BC: Altered profile of endogenous steroids in the urine of patients with prolactinoma. Clin Biochem. 1998 Oct;31(7):529-35. [PubMed:9812172 ]
Cawood ML, Heys RF, Oakey RE: Corticosteroid production by the human foetus: evidence from analysis of urine from women pregnant with a normal or an anencephalic foetus. J Endocrinol. 1976 Jul;70(1):117-26. [PubMed:932595 ]
Fuster D, Escher G, Vogt B, Ackermann D, Dick B, Frey BM, Frey FJ: Furosemide inhibits 11beta-hydroxysteroid dehydrogenase type 2. Endocrinology. 1998 Sep;139(9):3849-54. [PubMed:9724039 ]
Akgun S, Ertel NH, Imperato-McGinley J, Sayli BS, Shackleton C: Familial male pseudohermaphroditism due to 5-alpha-reductase deficiency in a Turkish village. Am J Med. 1986 Aug;81(2):267-74. [PubMed:3740084 ]
Kodama M, Kodama T, Yoshida M, Totania R, Aoki K: Hormonal status of breast cancer. II. Abnormal urinary steroid excretion. J Natl Cancer Inst. 1975 Jun;54(6):1275-82. [PubMed:1133844 ]

Enzymes

Enzyme Details

1. Aldo-keto reductase family 1 member C4

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes the transformation of the potent androgen dihydrotestosterone (DHT) into the less active form, 5-alpha-androstan-3-alpha,17-beta-diol (3-alpha-diol). Also has some 20-alpha-hydroxysteroid dehydrogenase activity. The biotransformation of the pesticide chlordecone (kepone) to its corresponding alcohol leads to increased biliary excretion of the pesticide and concomitant reduction of its neurotoxicity since bile is the major excretory route.
Gene Name:: AKR1C4
Uniprot ID:: P17516
Molecular weight:: 37094.57

Reactions

Tetrahydrocorticosterone + NAD → 11b,21-Dihydroxy-5b-pregnane-3,20-dione + NADH + Hydrogen Ion	details
Tetrahydrocorticosterone + NADP → 11b,21-Dihydroxy-5b-pregnane-3,20-dione + NADPH + Hydrogen Ion	details

Enzyme Details

2. Corticosteroid 11-beta-dehydrogenase isozyme 2

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes the conversion of cortisol to the inactive metabolite cortisone. Modulates intracellular glucocorticoid levels, thus protecting the nonselective mineralocorticoid receptor from occupation by glucocorticoids.
Gene Name:: HSD11B2
Uniprot ID:: P80365
Molecular weight:: 44126.06

Enzyme Details

3. Corticosteroid 11-beta-dehydrogenase isozyme 1

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes reversibly the conversion of cortisol to the inactive metabolite cortisone. Catalyzes reversibly the conversion of 7-ketocholesterol to 7-beta-hydroxycholesterol. In intact cells, the reaction runs only in one direction, from 7-ketocholesterol to 7-beta-hydroxycholesterol (By similarity).
Gene Name:: HSD11B1
Uniprot ID:: P28845
Molecular weight:: 32400.665

Reactions

Tetrahydrocorticosterone + NADP → 3a,21-Dihydroxy-5b-pregnane-11,20-dione + NADPH + Hydrogen Ion	details

Showing metabocard for Tetrahydrocorticosterone (HMDB0000268)

MOL for HMDB0000268 (Tetrahydrocorticosterone)

3D MOL for HMDB0000268 (Tetrahydrocorticosterone)

3D SDF for HMDB0000268 (Tetrahydrocorticosterone)

3D-SDF for HMDB0000268 (Tetrahydrocorticosterone)

PDB for HMDB0000268 (Tetrahydrocorticosterone)

3D PDB for HMDB0000268 (Tetrahydrocorticosterone)

SMILES for HMDB0000268 (Tetrahydrocorticosterone)

INCHI for HMDB0000268 (Tetrahydrocorticosterone)

Structure for HMDB0000268 (Tetrahydrocorticosterone)

3D Structure for HMDB0000268 (Tetrahydrocorticosterone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions