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

enzymes (3) Show 3 proteins

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:06 UTC

HMDB ID

HMDB0000879

Secondary Accession Numbers

HMDB00879

Metabolite Identification

Common Name

Tetrahydrodeoxycorticosterone

Description

The neurosteroid allotetrahydrodeoxycorticosterone (THDOC) is an allosteric modulator of the GABA(A) receptor. Although the role of THDOC within the brain is undefined, recent studies indicate that stress induces THDOC to levels that can activate GABA(A) receptors. These results might have significant implications for human stress-sensitive conditions such as epilepsy, post-traumatic stress disorder and depression. (PMID 12628349 ).

Structure

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

 
  Mrv0541 02231218472D          
 
 28 31  0  0  0  0            999 V2000
    8.9881   -6.8038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2353   -6.3923    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.7049   -6.3849    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9730   -7.6263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5544   -6.8112    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2600   -5.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7049   -5.5548    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.1464   -6.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2713   -8.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5544   -7.6338    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8414   -6.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5715   -5.8567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9806   -5.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4332   -5.1398    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.1502   -5.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8414   -8.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1396   -6.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4332   -4.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1396   -7.6338    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.1388   -3.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6974   -4.7216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9828   -5.9634    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6974   -7.3579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2584   -7.2248    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5488   -8.4470    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4313   -8.0378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7291   -3.9146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8380   -4.3359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  9  1  0  0  0  0
  5 10  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  1  0  0  0
  6 13  1  0  0  0  0
  7 14  1  0  0  0  0
  8 15  1  0  0  0  0
 10 16  1  0  0  0  0
 11 17  1  0  0  0  0
 14 18  1  1  0  0  0
 16 19  1  0  0  0  0
 18 20  1  0  0  0  0
  7 13  1  0  0  0  0
  9 10  1  0  0  0  0
 14 15  1  0  0  0  0
 17 19  1  0  0  0  0
  7 21  1  1  0  0  0
  1  2  1  0  0  0  0
  1 22  1  1  0  0  0
  1  3  1  0  0  0  0
  3 23  1  6  0  0  0
  1  4  1  0  0  0  0
  2 24  1  6  0  0  0
  2  5  1  0  0  0  0
 10 25  1  6  0  0  0
  2  6  1  0  0  0  0
 19 26  1  6  0  0  0
  3  7  1  0  0  0  0
 18 27  2  0  0  0  0
  3  8  1  0  0  0  0
 20 28  1  0  0  0  0
M  END

HMDB0000879
     RDKit          3D
Tetrahydrodeoxycorticosterone
 58 61  0  0  0  0  0  0  0  0999 V2000
   -2.4170    1.1416    1.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2112    0.3890    0.2744 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9575    1.0981   -0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4263    0.9945   -0.7577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9622   -0.3516   -0.3786 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7993   -1.3023   -1.3707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2025   -0.8749    0.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7654   -1.0033    0.3859 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9719   -1.8747    1.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5892   -2.0117    0.7874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0439   -0.6184    0.7483 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7746    0.3196   -0.1226 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0847    1.6412   -0.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2430    1.4599   -0.9272 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0917    0.5679   -0.0714 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3797    1.2143    1.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3410    0.0838   -0.7202 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4243    1.0641   -0.7666 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3195    2.2094   -0.3047 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7212    0.7013   -1.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6385   -0.6088   -1.8413 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6796   -1.1488    0.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3749   -1.5773    0.7727 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3588   -0.7614    0.0724 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5647    1.8112    1.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5273    0.4692    2.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3132    1.8254    1.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6836    2.1926   -0.7746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5292    0.7313   -1.7920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8640    1.7666   -0.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8437    1.2339   -1.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0155   -0.2338   -0.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6017   -2.2151   -1.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6357   -1.8487    1.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3043   -0.0915    1.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7242   -1.4550   -0.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4474   -2.8883    1.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0223   -1.5054    2.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0476   -2.6152    1.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6504   -2.4515   -0.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0926   -0.2809    1.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7356   -0.1173   -1.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2311    1.9901    0.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6688    2.4596   -0.6000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0803    1.0101   -1.9171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7442    2.4485   -0.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2947    2.3228    1.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6988    0.9469    2.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4528    1.0221    1.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0904   -0.2885   -1.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5779    0.8595   -0.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9176    1.3675   -2.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1732   -1.1697   -1.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4652   -0.9322    0.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0034   -1.9859   -0.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1828   -2.6645    0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4369   -1.3170    1.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1879   -1.1479   -0.9493 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
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 17 22  1  0
 22 23  1  0
 23 24  1  0
  8  2  1  0
 24 11  1  0
 12  2  1  0
 24 15  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  1
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  6
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  1
 12 42  1  6
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 16 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  6
 20 51  1  0
 20 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  0
 23 57  1  0
 24 58  1  6
M  END

 
  Mrv0541 02231218472D          
 
 28 31  0  0  0  0            999 V2000
    8.9881   -6.8038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2353   -6.3923    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.7049   -6.3849    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9730   -7.6263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5544   -6.8112    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2600   -5.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7049   -5.5548    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.1464   -6.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2713   -8.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5544   -7.6338    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8414   -6.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5715   -5.8567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9806   -5.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4332   -5.1398    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.1502   -5.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8414   -8.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1396   -6.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4332   -4.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1396   -7.6338    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.1388   -3.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6974   -4.7216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9828   -5.9634    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6974   -7.3579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2584   -7.2248    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5488   -8.4470    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4313   -8.0378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7291   -3.9146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8380   -4.3359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  9  1  0  0  0  0
  5 10  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  1  0  0  0
  6 13  1  0  0  0  0
  7 14  1  0  0  0  0
  8 15  1  0  0  0  0
 10 16  1  0  0  0  0
 11 17  1  0  0  0  0
 14 18  1  1  0  0  0
 16 19  1  0  0  0  0
 18 20  1  0  0  0  0
  7 13  1  0  0  0  0
  9 10  1  0  0  0  0
 14 15  1  0  0  0  0
 17 19  1  0  0  0  0
  7 21  1  1  0  0  0
  1  2  1  0  0  0  0
  1 22  1  1  0  0  0
  1  3  1  0  0  0  0
  3 23  1  6  0  0  0
  1  4  1  0  0  0  0
  2 24  1  6  0  0  0
  2  5  1  0  0  0  0
 10 25  1  6  0  0  0
  2  6  1  0  0  0  0
 19 26  1  6  0  0  0
  3  7  1  0  0  0  0
 18 27  2  0  0  0  0
  3  8  1  0  0  0  0
 20 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000879

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H34O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h13-18,22-23H,3-12H2,1-2H3/t13-,14+,15-,16-,17-,18+,20-,21-/m0/s1

> <INCHI_KEY>
CYKYBWRSLLXBOW-GDYGHMJCSA-N

> <FORMULA>
C21H34O3

> <MOLECULAR_WEIGHT>
334.4929

> <EXACT_MASS>
334.250794954

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
39.48247006006489

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-1-[(1S,2S,5R,7S,10R,11S,14S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]ethan-1-one

> <ALOGPS_LOGP>
3.52

> <JCHEM_LOGP>
3.1696898879999997

> <ALOGPS_LOGS>
-4.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.296396321121705

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.864726509119038

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3569561391635827

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
94.60889999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.61e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetrahydrodeoxycorticosterone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000879
     RDKit          3D
Tetrahydrodeoxycorticosterone
 58 61  0  0  0  0  0  0  0  0999 V2000
   -2.4170    1.1416    1.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2112    0.3890    0.2744 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9575    1.0981   -0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4263    0.9945   -0.7577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9622   -0.3516   -0.3786 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7993   -1.3023   -1.3707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2025   -0.8749    0.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7654   -1.0033    0.3859 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9719   -1.8747    1.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5892   -2.0117    0.7874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0439   -0.6184    0.7483 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7746    0.3196   -0.1226 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0847    1.6412   -0.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2430    1.4599   -0.9272 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0917    0.5679   -0.0714 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3797    1.2143    1.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3410    0.0838   -0.7202 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4243    1.0641   -0.7666 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3195    2.2094   -0.3047 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7212    0.7013   -1.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6385   -0.6088   -1.8413 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6796   -1.1488    0.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3749   -1.5773    0.7727 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3588   -0.7614    0.0724 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5647    1.8112    1.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5273    0.4692    2.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3132    1.8254    1.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6836    2.1926   -0.7746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5292    0.7313   -1.7920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8640    1.7666   -0.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8437    1.2339   -1.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0155   -0.2338   -0.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6017   -2.2151   -1.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6357   -1.8487    1.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3043   -0.0915    1.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7242   -1.4550   -0.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4474   -2.8883    1.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0223   -1.5054    2.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0476   -2.6152    1.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6504   -2.4515   -0.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0926   -0.2809    1.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7356   -0.1173   -1.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2311    1.9901    0.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6688    2.4596   -0.6000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0803    1.0101   -1.9171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7442    2.4485   -0.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2947    2.3228    1.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6988    0.9469    2.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4528    1.0221    1.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0904   -0.2885   -1.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5779    0.8595   -0.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9176    1.3675   -2.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1732   -1.1697   -1.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4652   -0.9322    0.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0034   -1.9859   -0.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1828   -2.6645    0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4369   -1.3170    1.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1879   -1.1479   -0.9493 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
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 17 22  1  0
 22 23  1  0
 23 24  1  0
  8  2  1  0
 24 11  1  0
 12  2  1  0
 24 15  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  1
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  6
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  1
 12 42  1  6
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 16 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  6
 20 51  1  0
 20 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  0
 23 57  1  0
 24 58  1  6
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      16.778 -12.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      15.373 -11.932   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.116 -11.918   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.750 -14.236   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.102 -12.714   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.419 -10.383   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.116 -10.369   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      20.807 -11.926   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.440 -15.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.102 -14.250   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.771 -11.954   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.133 -10.933   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.764  -9.601   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      19.475  -9.594   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.814 -10.376   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.771 -15.024   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.461 -12.714   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      19.475  -8.073   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.461 -14.250   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      20.792  -7.326   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      18.102  -8.814   0.000  0.00  0.00           C+0
HETATM   22  H   UNK     0      16.768 -11.132   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0      18.102 -13.735   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      15.416 -13.486   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      14.091 -15.768   0.000  0.00  0.00           H+0
HETATM   26  O   UNK     0      10.138 -15.004   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      18.161  -7.307   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      22.098  -8.094   0.000  0.00  0.00           O+0
CONECT    1    2   22    3    4                                             
CONECT    2    1   24    5    6                                             
CONECT    3    1   23    7    8                                             
CONECT    4    9    1                                                       
CONECT    5   10   11   12    2                                             
CONECT    6   13    2                                                       
CONECT    7   14   13   21    3                                             
CONECT    8   15    3                                                       
CONECT    9    4   10                                                       
CONECT   10    5   16    9   25                                             
CONECT   11    5   17                                                       
CONECT   12    5                                                            
CONECT   13    6    7                                                       
CONECT   14    7   18   15                                                  
CONECT   15    8   14                                                       
CONECT   16   10   19                                                       
CONECT   17   11   19                                                       
CONECT   18   14   20   27                                                  
CONECT   19   16   17   26                                                  
CONECT   20   18   28                                                       
CONECT   21    7                                                            
CONECT   22    1                                                            
CONECT   23    3                                                            
CONECT   24    2                                                            
CONECT   25   10                                                            
CONECT   26   19                                                            
CONECT   27   18                                                            
CONECT   28   20                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

COMPND    HMDB0000879
HETATM    1  C1  UNL     1      -2.417   1.142   1.571  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.211   0.389   0.274  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.957   1.098  -0.828  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.426   0.994  -0.758  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.962  -0.352  -0.379  1.00  0.00           C  
HETATM    6  O1  UNL     1      -4.799  -1.302  -1.371  1.00  0.00           O  
HETATM    7  C6  UNL     1      -4.203  -0.875   0.848  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.765  -1.003   0.386  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.972  -1.875   1.324  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.589  -2.012   0.787  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.044  -0.618   0.748  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.775   0.320  -0.123  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.085   1.641  -0.175  1.00  0.00           C  
HETATM   14  C13 UNL     1       1.243   1.460  -0.927  1.00  0.00           C  
HETATM   15  C14 UNL     1       2.092   0.568  -0.071  1.00  0.00           C  
HETATM   16  C15 UNL     1       2.380   1.214   1.245  1.00  0.00           C  
HETATM   17  C16 UNL     1       3.341   0.084  -0.720  1.00  0.00           C  
HETATM   18  C17 UNL     1       4.424   1.064  -0.767  1.00  0.00           C  
HETATM   19  O2  UNL     1       4.320   2.209  -0.305  1.00  0.00           O  
HETATM   20  C18 UNL     1       5.721   0.701  -1.389  1.00  0.00           C  
HETATM   21  O3  UNL     1       5.638  -0.609  -1.841  1.00  0.00           O  
HETATM   22  C19 UNL     1       3.680  -1.149   0.106  1.00  0.00           C  
HETATM   23  C20 UNL     1       2.375  -1.577   0.773  1.00  0.00           C  
HETATM   24  C21 UNL     1       1.359  -0.761   0.072  1.00  0.00           C  
HETATM   25  H1  UNL     1      -1.565   1.811   1.803  1.00  0.00           H  
HETATM   26  H2  UNL     1      -2.527   0.469   2.445  1.00  0.00           H  
HETATM   27  H3  UNL     1      -3.313   1.825   1.514  1.00  0.00           H  
HETATM   28  H4  UNL     1      -2.684   2.193  -0.775  1.00  0.00           H  
HETATM   29  H5  UNL     1      -2.529   0.731  -1.792  1.00  0.00           H  
HETATM   30  H6  UNL     1      -4.864   1.767  -0.079  1.00  0.00           H  
HETATM   31  H7  UNL     1      -4.844   1.234  -1.773  1.00  0.00           H  
HETATM   32  H8  UNL     1      -6.016  -0.234  -0.051  1.00  0.00           H  
HETATM   33  H9  UNL     1      -4.602  -2.215  -1.012  1.00  0.00           H  
HETATM   34  H10 UNL     1      -4.636  -1.849   1.148  1.00  0.00           H  
HETATM   35  H11 UNL     1      -4.304  -0.091   1.615  1.00  0.00           H  
HETATM   36  H12 UNL     1      -2.724  -1.455  -0.627  1.00  0.00           H  
HETATM   37  H13 UNL     1      -2.447  -2.888   1.290  1.00  0.00           H  
HETATM   38  H14 UNL     1      -2.022  -1.505   2.357  1.00  0.00           H  
HETATM   39  H15 UNL     1       0.048  -2.615   1.464  1.00  0.00           H  
HETATM   40  H16 UNL     1      -0.650  -2.452  -0.224  1.00  0.00           H  
HETATM   41  H17 UNL     1       0.093  -0.281   1.792  1.00  0.00           H  
HETATM   42  H18 UNL     1      -0.736  -0.117  -1.153  1.00  0.00           H  
HETATM   43  H19 UNL     1       0.231   1.990   0.852  1.00  0.00           H  
HETATM   44  H20 UNL     1      -0.669   2.460  -0.600  1.00  0.00           H  
HETATM   45  H21 UNL     1       1.080   1.010  -1.917  1.00  0.00           H  
HETATM   46  H22 UNL     1       1.744   2.448  -0.998  1.00  0.00           H  
HETATM   47  H23 UNL     1       2.295   2.323   1.102  1.00  0.00           H  
HETATM   48  H24 UNL     1       1.699   0.947   2.056  1.00  0.00           H  
HETATM   49  H25 UNL     1       3.453   1.022   1.513  1.00  0.00           H  
HETATM   50  H26 UNL     1       3.090  -0.289  -1.754  1.00  0.00           H  
HETATM   51  H27 UNL     1       6.578   0.860  -0.701  1.00  0.00           H  
HETATM   52  H28 UNL     1       5.918   1.367  -2.279  1.00  0.00           H  
HETATM   53  H29 UNL     1       6.173  -1.170  -1.199  1.00  0.00           H  
HETATM   54  H30 UNL     1       4.465  -0.932   0.850  1.00  0.00           H  
HETATM   55  H31 UNL     1       4.003  -1.986  -0.546  1.00  0.00           H  
HETATM   56  H32 UNL     1       2.183  -2.664   0.614  1.00  0.00           H  
HETATM   57  H33 UNL     1       2.437  -1.317   1.844  1.00  0.00           H  
HETATM   58  H34 UNL     1       1.188  -1.148  -0.949  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    8   12
CONECT    3    4   28   29
CONECT    4    5   30   31
CONECT    5    6    7   32
CONECT    6   33
CONECT    7    8   34   35
CONECT    8    9   36
CONECT    9   10   37   38
CONECT   10   11   39   40
CONECT   11   12   24   41
CONECT   12   13   42
CONECT   13   14   43   44
CONECT   14   15   45   46
CONECT   15   16   17   24
CONECT   16   47   48   49
CONECT   17   18   22   50
CONECT   18   19   19   20
CONECT   20   21   51   52
CONECT   21   53
CONECT   22   23   54   55
CONECT   23   24   56   57
CONECT   24   58
END

HMDB0000879
     RDKit          3D
Tetrahydrodeoxycorticosterone
 58 61  0  0  0  0  0  0  0  0999 V2000
   -2.4170    1.1416    1.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2112    0.3890    0.2744 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9575    1.0981   -0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4263    0.9945   -0.7577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9622   -0.3516   -0.3786 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7993   -1.3023   -1.3707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2025   -0.8749    0.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7654   -1.0033    0.3859 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9719   -1.8747    1.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5892   -2.0117    0.7874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0439   -0.6184    0.7483 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7746    0.3196   -0.1226 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0847    1.6412   -0.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2430    1.4599   -0.9272 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0917    0.5679   -0.0714 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3797    1.2143    1.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3410    0.0838   -0.7202 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4243    1.0641   -0.7666 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3195    2.2094   -0.3047 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7212    0.7013   -1.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6385   -0.6088   -1.8413 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6796   -1.1488    0.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3749   -1.5773    0.7727 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3588   -0.7614    0.0724 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5647    1.8112    1.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5273    0.4692    2.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3132    1.8254    1.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6836    2.1926   -0.7746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5292    0.7313   -1.7920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8640    1.7666   -0.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8437    1.2339   -1.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0155   -0.2338   -0.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6017   -2.2151   -1.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6357   -1.8487    1.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3043   -0.0915    1.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7242   -1.4550   -0.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4474   -2.8883    1.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0223   -1.5054    2.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0476   -2.6152    1.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6504   -2.4515   -0.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0926   -0.2809    1.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7356   -0.1173   -1.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2311    1.9901    0.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6688    2.4596   -0.6000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0803    1.0101   -1.9171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7442    2.4485   -0.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2947    2.3228    1.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6988    0.9469    2.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4528    1.0221    1.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0904   -0.2885   -1.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5779    0.8595   -0.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9176    1.3675   -2.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1732   -1.1697   -1.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4652   -0.9322    0.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0034   -1.9859   -0.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1828   -2.6645    0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4369   -1.3170    1.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1879   -1.1479   -0.9493 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
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 17 22  1  0
 22 23  1  0
 23 24  1  0
  8  2  1  0
 24 11  1  0
 12  2  1  0
 24 15  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  1
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  6
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  1
 12 42  1  6
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 16 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  6
 20 51  1  0
 20 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  0
 23 57  1  0
 24 58  1  6
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5alpha-THDOC	Kegg
3alpha,21-Dihydroxy-5alpha-pregnan-20-one	Kegg
5a-THDOC	Generator
5Α-thdoc	Generator
3a,21-Dihydroxy-5a-pregnan-20-one	Generator
3Α,21-dihydroxy-5α-pregnan-20-one	Generator
3alpha,21-Dihydroxy-5beta-pregnan-20-one	HMDB
5-alpha-THDOC	HMDB
Allotetrahydrodeoxycorticosterone	HMDB
Deoxycorticosterone-21-aminopropane	HMDB
Tetrahydro-11-deoxycorticosterone	HMDB
3 alpha,21-Dihydroxy-5 beta-pregnan-20-one	HMDB
3 alpha,5 beta-Tetrahydrodeoxycorticosterone	HMDB
3 beta,5 alpha-Tetrahydrodeoxycorticosterone	HMDB
3,21-Dihydroxypregnan-20-one	HMDB
5alpha-Pregnan-3alpha,21-diol-20-one	HMDB
5alpha-Pregnane-3alpha,21-diol-20-one	HMDB
THDOC	HMDB
Pregnane-3,21-diol-20-one	HMDB
Tetrahydrodeoxycorticosterone, (3alpha,5alpha)-isomer	HMDB
Tetrahydrodeoxycorticosterone, (3beta,5alpha)-isomer	HMDB
Tetrahydrodesoxycorticosterone	HMDB

Chemical Formula

C₂₁H₃₄O₃

Average Molecular Weight

334.4929

Monoisotopic Molecular Weight

334.250794954

IUPAC Name

2-hydroxy-1-[(1S,2S,5R,7S,10R,11S,14S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]ethan-1-one

Traditional Name

tetrahydrodeoxycorticosterone

CAS Registry Number

567-03-3

SMILES

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

InChI Identifier

InChI=1S/C21H34O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h13-18,22-23H,3-12H2,1-2H3/t13-,14+,15-,16-,17-,18+,20-,21-/m0/s1

InChI Key

CYKYBWRSLLXBOW-GDYGHMJCSA-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
Pregnane-skeleton
20-oxosteroid
3-hydroxysteroid
3-alpha-hydroxysteroid
Oxosteroid
Alpha-hydroxy ketone
Cyclic alcohol
Secondary alcohol
Ketone
Organic oxygen compound
Organooxygen compound
Primary alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

21-hydroxy steroid (CHEBI:34461 )
Glycine conjugates (LMST05030013 )

Ontology

Physiological effect

Health effect

Major depressive disorder (HMDB: HMDB0000879)

Cancer

Thyroid cancer (HMDB: HMDB0000879)

Disposition

Biological location

Cytoplasm (HMDB: HMDB0000879)
Cell membrane (HMDB: HMDB0000879)

Biofluid or Excreta

Tissue substructure

Hepatic tissue (HMDB: HMDB0000879)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 16959481)

Excreta

Biofluid or Excreta

Urine (PMID: 6249834)
Feces (PMID: 26848182)

Cellular substructure

Membrane (HMDB: HMDB0000879)
Extracellular (HMDB: HMDB0000879)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0000879)

Source

Endogenous

Endogenous (HMDB: HMDB0000879)

Animal

Animal (HMDB: HMDB0000879)

Exogenous

Food

Food (HMDB: HMDB0000879)

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

Biochemical pathway

Alcoholism (HMDB: HMDB0000879)

Chemical reaction

Lipid peroxidation (HMDB: HMDB0000879)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0000879)

Cellular process

Cell signaling (HMDB: HMDB0000879)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0000879)

Molecular messenger

Hormone (HMDB: HMDB0000879)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0000879)

Emulsifier (HMDB: HMDB0000879)

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	0.026 g/L	ALOGPS
logP	3.52	ALOGPS
logP	3.17	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	13.86	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	94.61 m³·mol⁻¹	ChemAxon
Polarizability	39.48 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]+	180.918	31661259
DarkChem	[M-H]-	175.975	31661259
AllCCS	[M+H]+	186.309	32859911
AllCCS	[M-H]-	188.283	32859911
DeepCCS	[M-2H]-	220.803	30932474
DeepCCS	[M+Na]+	195.238	30932474
AllCCS	[M+H]+	186.3	32859911
AllCCS	[M+H-H2O]+	183.6	32859911
AllCCS	[M+NH4]+	188.8	32859911
AllCCS	[M+Na]+	189.5	32859911
AllCCS	[M-H]-	188.3	32859911
AllCCS	[M+Na-2H]-	188.9	32859911
AllCCS	[M+HCOO]-	189.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tetrahydrodeoxycorticosterone	[H][C@@]12CC[C@H](C(=O)CO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12C	2160.0	Standard polar	33892256
Tetrahydrodeoxycorticosterone	[H][C@@]12CC[C@H](C(=O)CO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12C	2848.3	Standard non polar	33892256
Tetrahydrodeoxycorticosterone	[H][C@@]12CC[C@H](C(=O)CO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12C	2996.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tetrahydrodeoxycorticosterone,1TMS,isomer #1	C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](C(=O)CO[Si](C)(C)C)CC[C@@H]12	2985.0	Semi standard non polar	33892256
Tetrahydrodeoxycorticosterone,1TMS,isomer #2	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](C(=O)CO)CC[C@@H]12	3006.1	Semi standard non polar	33892256
Tetrahydrodeoxycorticosterone,1TMS,isomer #3	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](O)CC[C@@]43C)[C@@H]1CCC2=C(CO)O[Si](C)(C)C	2937.3	Semi standard non polar	33892256
Tetrahydrodeoxycorticosterone,1TMS,isomer #4	C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](C(=CO)O[Si](C)(C)C)CC[C@@H]12	2941.8	Semi standard non polar	33892256
Tetrahydrodeoxycorticosterone,2TMS,isomer #1	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](C(=O)CO[Si](C)(C)C)CC[C@@H]12	2990.1	Semi standard non polar	33892256
Tetrahydrodeoxycorticosterone,2TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](O)CC[C@@]43C)[C@@H]1CCC2=C(CO[Si](C)(C)C)O[Si](C)(C)C	3012.0	Semi standard non polar	33892256
Tetrahydrodeoxycorticosterone,2TMS,isomer #3	C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](C(=CO[Si](C)(C)C)O[Si](C)(C)C)CC[C@@H]12	3003.2	Semi standard non polar	33892256
Tetrahydrodeoxycorticosterone,2TMS,isomer #4	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CCC2=C(CO)O[Si](C)(C)C	2983.7	Semi standard non polar	33892256
Tetrahydrodeoxycorticosterone,2TMS,isomer #5	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](C(=CO)O[Si](C)(C)C)CC[C@@H]12	2952.0	Semi standard non polar	33892256
Tetrahydrodeoxycorticosterone,3TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CCC2=C(CO[Si](C)(C)C)O[Si](C)(C)C	3033.1	Semi standard non polar	33892256
Tetrahydrodeoxycorticosterone,3TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CCC2=C(CO[Si](C)(C)C)O[Si](C)(C)C	3053.8	Standard non polar	33892256
Tetrahydrodeoxycorticosterone,3TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CCC2=C(CO[Si](C)(C)C)O[Si](C)(C)C	3362.5	Standard polar	33892256
Tetrahydrodeoxycorticosterone,3TMS,isomer #2	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](C(=CO[Si](C)(C)C)O[Si](C)(C)C)CC[C@@H]12	3014.5	Semi standard non polar	33892256
Tetrahydrodeoxycorticosterone,3TMS,isomer #2	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](C(=CO[Si](C)(C)C)O[Si](C)(C)C)CC[C@@H]12	2969.3	Standard non polar	33892256
Tetrahydrodeoxycorticosterone,3TMS,isomer #2	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](C(=CO[Si](C)(C)C)O[Si](C)(C)C)CC[C@@H]12	3384.8	Standard polar	33892256
Tetrahydrodeoxycorticosterone,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]3CC[C@]12C	3283.3	Semi standard non polar	33892256
Tetrahydrodeoxycorticosterone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H](C(=O)CO)CC[C@@H]32)C1	3249.6	Semi standard non polar	33892256
Tetrahydrodeoxycorticosterone,1TBDMS,isomer #3	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]3CC[C@]12C	3232.9	Semi standard non polar	33892256
Tetrahydrodeoxycorticosterone,1TBDMS,isomer #4	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]3CC[C@]12C	3195.3	Semi standard non polar	33892256
Tetrahydrodeoxycorticosterone,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]3CC[C@]12C	3528.4	Semi standard non polar	33892256
Tetrahydrodeoxycorticosterone,2TBDMS,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)CC[C@]4(C)[C@H]3CC[C@]12C	3565.0	Semi standard non polar	33892256
Tetrahydrodeoxycorticosterone,2TBDMS,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)CC[C@]4(C)[C@H]3CC[C@]12C	3490.9	Semi standard non polar	33892256
Tetrahydrodeoxycorticosterone,2TBDMS,isomer #4	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]3CC[C@]12C	3517.4	Semi standard non polar	33892256
Tetrahydrodeoxycorticosterone,2TBDMS,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[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3450.3	Semi standard non polar	33892256
Tetrahydrodeoxycorticosterone,3TBDMS,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]3CC[C@]12C	3805.9	Semi standard non polar	33892256
Tetrahydrodeoxycorticosterone,3TBDMS,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]3CC[C@]12C	3724.8	Standard non polar	33892256
Tetrahydrodeoxycorticosterone,3TBDMS,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]3CC[C@]12C	3654.6	Standard polar	33892256
Tetrahydrodeoxycorticosterone,3TBDMS,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]3CC[C@]12C	3753.2	Semi standard non polar	33892256
Tetrahydrodeoxycorticosterone,3TBDMS,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]3CC[C@]12C	3600.0	Standard non polar	33892256
Tetrahydrodeoxycorticosterone,3TBDMS,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]3CC[C@]12C	3662.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrodeoxycorticosterone GC-MS (Non-derivatized) - 70eV, Positive	splash10-05r0-0196000000-64a1fd698ec4c3241ddd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrodeoxycorticosterone GC-MS (2 TMS) - 70eV, Positive	splash10-03di-1110900000-7b3fa2dd630d949e0a05	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrodeoxycorticosterone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrodeoxycorticosterone GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrodeoxycorticosterone GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrodeoxycorticosterone GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrodeoxycorticosterone GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrodeoxycorticosterone GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrodeoxycorticosterone GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrodeoxycorticosterone GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrodeoxycorticosterone GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrodeoxycorticosterone GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrodeoxycorticosterone GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrodeoxycorticosterone GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrodeoxycorticosterone GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrodeoxycorticosterone GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrodeoxycorticosterone GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrodeoxycorticosterone GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrodeoxycorticosterone GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrodeoxycorticosterone GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-11-06	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 - Tetrahydrodeoxycorticosterone 10V, Positive-QTOF	splash10-014r-0039000000-fbe3bc4f80d70022eede	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrodeoxycorticosterone 20V, Positive-QTOF	splash10-014s-0196000000-a18bb17686131ac405ed	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrodeoxycorticosterone 40V, Positive-QTOF	splash10-0a4j-1191000000-3c4df4d65182d58267d4	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrodeoxycorticosterone 10V, Negative-QTOF	splash10-001i-0009000000-cfaa8c0de99a027f7eb7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrodeoxycorticosterone 20V, Negative-QTOF	splash10-0kur-2049000000-5582f42ba1bd76b52de1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrodeoxycorticosterone 40V, Negative-QTOF	splash10-0a4i-4092000000-3511eadb036a8910b388	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrodeoxycorticosterone 10V, Negative-QTOF	splash10-001i-0009000000-3b9bbceb7e7c6cb37f9a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrodeoxycorticosterone 20V, Negative-QTOF	splash10-0f89-0019000000-f0001403bdba14e2bf6c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrodeoxycorticosterone 40V, Negative-QTOF	splash10-0f89-0089000000-91f07645e31574724cf2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrodeoxycorticosterone 10V, Positive-QTOF	splash10-000i-0019000000-c5d82d2f86c8ce78130a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrodeoxycorticosterone 20V, Positive-QTOF	splash10-014s-0955000000-8d4884a7a7fed4ace8d8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrodeoxycorticosterone 40V, Positive-QTOF	splash10-052b-4930000000-4187c9aebfbeff89d19e	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.0052 +/- 0.0010 uM	Adult (>18 years old)	Both	Normal	16959481	details
Urine	Detected and Quantified	0.013 (0.011-0.015) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	6249834	details
Urine	Detected and Quantified	0.026 +/- 0.019 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	14643447	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.0056 +/- 0.0023 uM	Adult (>18 years old)	Both	Psychiatric disorder	16959481	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Inflammatory bowel disease	26848182	details
Urine	Detected and Quantified	0.045 (0.027-0.062) umol/mmol creatinine	Adult (>18 years old)	Both	Deficiency in the 11 beta-hydroxylation of corticosteroids	6249834	details
Urine	Detected and Quantified	0.0079 +/- 0.0056 umol/mmol creatinine	Adult (>18 years old)	Female	Thyroid cancer	14643447	details
Urine	Detected and Quantified	0.000299 umol/mmol creatinine	Infant (0-1 year old)	Female	Lipoid Adrenal Hyperplasia	3841304	details

Associated Disorders and Diseases

Disease References

Alcoholism
Nieminen LR, Makino KK, Mehta N, Virkkunen M, Kim HY, Hibbeln JR: Relationship between omega-3 fatty acids and plasma neuroactive steroids in alcoholism, depression and controls. Prostaglandins Leukot Essent Fatty Acids. 2006 Oct-Nov;75(4-5):309-14. Epub 2006 Sep 7. [PubMed:16959481 ]
Major depressive disorder
Nieminen LR, Makino KK, Mehta N, Virkkunen M, Kim HY, Hibbeln JR: Relationship between omega-3 fatty acids and plasma neuroactive steroids in alcoholism, depression and controls. Prostaglandins Leukot Essent Fatty Acids. 2006 Oct-Nov;75(4-5):309-14. Epub 2006 Sep 7. [PubMed:16959481 ]
Inflammatory bowel disease
Lee T, Clavel T, Smirnov K, Schmidt A, Lagkouvardos I, Walker A, Lucio M, Michalke B, Schmitt-Kopplin P, Fedorak R, Haller D: Oral versus intravenous iron replacement therapy distinctly alters the gut microbiota and metabolome in patients with IBD. Gut. 2017 May;66(5):863-871. doi: 10.1136/gutjnl-2015-309940. Epub 2016 Feb 4. [PubMed:26848182 ]
Thyroid cancer
Kim KM, Jung BH, Lho DS, Chung WY, Paeng KJ, Chung BC: Alteration of urinary profiles of endogenous steroids and polyunsaturated fatty acids in thyroid cancer. Cancer Lett. 2003 Dec 30;202(2):173-9. [PubMed:14643447 ]
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

608516 (Major depressive disorder)
201710 (Lipoid Congenital Adrenal Hyperplasia)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022296

KNApSAcK ID

Not Available

Chemspider ID

91953

KEGG Compound ID

C13713

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tetrahydrodeoxycorticosterone

METLIN ID

5840

PubChem Compound

101771

PDB ID

Not Available

ChEBI ID

805752

Food Biomarker Ontology

Not Available

VMH ID

CE5072

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Holland, Herbert L.; Ninniss, Ronald W.; Brown, Frances M. Stereochemistry of hydrogen loss during C-21 dehydroxylation of tetrahydrodeoxycorticosterone by Eubacterium lentum. Canadian Journal of Chemistry (1989), 67(10), 1590-5.

Material Safety Data Sheet (MSDS)

Not Available

General References

Ohse M, Matsuo M, Ishida A, Kuhara T: Screening and diagnosis of beta-ureidopropionase deficiency by gas chromatographic/mass spectrometric analysis of urine. J Mass Spectrom. 2002 Sep;37(9):954-62. [PubMed:12271438 ]
Van Kuilenburg AB, Van Lenthe H, Assmann B, Gohlich-Ratmann G, Hoffmann GF, Brautigam C, Wevers RA, Van Gennip AH: Detection of beta-ureidopropionase deficiency with HPLC-electrospray tandem mass spectrometry and confirmation of the defect at the enzyme level. J Inherit Metab Dis. 2001 Dec;24(7):725-32. [PubMed:11804209 ]
Raven PW, O'Dwyer AM, Taylor NF, Checkley SA: The relationship between the effects of metyrapone treatment on depressed mood and urinary steroid profiles. Psychoneuroendocrinology. 1996 Apr;21(3):277-86. [PubMed:8817726 ]
Schneider MA, Honour JW: Adrenal cortex, tumor, and peripheral production of deoxycorticosterone. Steroids. 1992 Jan;57(1):7-12. [PubMed:1316648 ]
de Lange WE, Doorenbos H: Incomplete virilization and subclinical mineralocorticoid excess in a boy with partial 17,20-desmolase/17 alpha-hydroxylase deficiency. Acta Endocrinol (Copenh). 1990 Feb;122(2):263-6. [PubMed:2156398 ]
Koepp P, Vollmin JA, Zachmann M, Curtius HC: Determination of urinary tetrahydro-11-deoxycortisol and tetrahydro-11-deoxycorticosterone by gas chromatography. Acta Endocrinol (Copenh). 1971 Apr;66(4):756-68. [PubMed:5108103 ]
Stahl M, Kapp JP, Zachmann M, Girard J: Effect of a single oral dose of metyrapone on secretion of growth hormone and urinary tetrahydro-11-deoxycortisol and tetrahydro-11-deoxycorticosterone excretion in children. Helv Paediatr Acta. 1972 Jun;27(2):147-53. [PubMed:4644861 ]
Reddy DS: Is there a physiological role for the neurosteroid THDOC in stress-sensitive conditions? Trends Pharmacol Sci. 2003 Mar;24(3):103-6. [PubMed:12628349 ]

Enzymes

Enzyme Details

1. Aldo-keto reductase family 1 member C3

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

Reactions

5alpha-Dihydrodeoxycorticosterone + NADPH + Hydrogen Ion → Tetrahydrodeoxycorticosterone + NADP	details

Enzyme Details

2. Aldo-keto reductase family 1 member C1

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

Reactions

5alpha-Dihydrodeoxycorticosterone + NADPH + Hydrogen Ion → Tetrahydrodeoxycorticosterone + NADP	details

Enzyme Details

3. Aldo-keto reductase family 1 member C2

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

Reactions

5alpha-Dihydrodeoxycorticosterone + NADPH + Hydrogen Ion → Tetrahydrodeoxycorticosterone + NADP	details

Showing metabocard for Tetrahydrodeoxycorticosterone (HMDB0000879)

MOL for HMDB0000879 (Tetrahydrodeoxycorticosterone)

3D MOL for HMDB0000879 (Tetrahydrodeoxycorticosterone)

3D SDF for HMDB0000879 (Tetrahydrodeoxycorticosterone)

3D-SDF for HMDB0000879 (Tetrahydrodeoxycorticosterone)

PDB for HMDB0000879 (Tetrahydrodeoxycorticosterone)

3D PDB for HMDB0000879 (Tetrahydrodeoxycorticosterone)

SMILES for HMDB0000879 (Tetrahydrodeoxycorticosterone)

INCHI for HMDB0000879 (Tetrahydrodeoxycorticosterone)

Structure for HMDB0000879 (Tetrahydrodeoxycorticosterone)

3D Structure for HMDB0000879 (Tetrahydrodeoxycorticosterone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions

Reactions