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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:03 UTC

HMDB ID

HMDB0000526

Secondary Accession Numbers

HMDB00526

Metabolite Identification

Common Name

5alpha-Tetrahydrocortisol

Description

5alpha-Tetrahydrocortisol is a normal human metabolite. However its increased ratio (5alpha-tetrahydrocortisol + tetrahydrocortisol) over tetrahydrocortisone in urine is the biochemical marker for the syndrome of apparent mineralocorticoid excess (AME). AME is a heritable form of hypertension due to an inborn error of cortisol metabolism and is characterized by hypokalemia and low renin levels despite subnormal or normal levels of aldosterone and other known mineralocorticoids. The syndrome is attributable to congenital deficiency of the enzyme 11 beta-hydroxydehydrogenase (11-beta-HSD), which converts cortisol to biologically inactive cortisone. This results in a prolonged half-life of cortisol, which acts at the kidney level as a potent mineralocorticoid (PMID: 8732999 ).

Structure

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


  Mrv1652310251919082D          

 30 33  0  0  0  0            999 V2000
10001.078110001.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.938710001.0374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.940710000.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7988 9998.1344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9407 9997.7209    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6533 9998.9679    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.366610000.2021    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10001.0781 9998.9679    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9395 9999.3743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.9395 9998.5492    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.6540 9998.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3685 9998.5492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2275 9999.7868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5130 9999.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5130 9998.5492    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.2275 9998.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.366410001.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.651910000.6208    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.6519 9999.7957    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3664 9999.3833    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.080910000.6207    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.0809 9999.7958    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.8655 9999.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.350410000.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.865510000.8757    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.865510001.7007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.579210002.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.294910001.7007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.149910002.1132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.579210001.2882    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  4  1  6  0  0  0
 16 10  1  0  0  0  0
 10  5  1  6  0  0  0
 13  9  1  0  0  0  0
  9  3  1  1  0  0  0
 18  2  1  1  0  0  0
 19  9  1  0  0  0  0
 19  6  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  0  0  0  0
 25 30  1  6  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  8  1  6  0  0  0
 17 21  1  0  0  0  0
 21  1  1  1  0  0  0
M  END

HMDB0000526
     RDKit          3D
5alpha-Tetrahydrocortisol
 60 63  0  0  0  0  0  0  0  0999 V2000
   -2.5055   -0.7617    1.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2088    0.2243    0.2739 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8189    1.5389    0.5989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2042    1.7690    0.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9287    0.5988   -0.4131 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0121    1.1103   -1.1753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1165   -0.2548   -1.3140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6779   -0.3464   -1.0378 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1917   -1.7730   -1.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7392   -1.9465   -0.9943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0913   -1.0824    0.0331 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7041    0.2995    0.1372 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0210    1.1279    1.1483 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0109    0.5938    2.4223 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4307    1.2992    0.7142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1136   -0.0132    0.6369 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3207   -0.6931    1.9523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3332   -0.8800   -0.3528 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1937   -2.0811   -0.4244 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5977   -1.4703   -0.4274 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4183    0.0096   -0.1074 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1719    0.6339   -1.3361 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5330    0.5922    0.6154 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8774    0.1687    1.6948 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2767    1.7329    0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7789    2.1086   -1.1943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0774   -0.4443    2.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5909   -0.8982    1.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1043   -1.7746    1.1802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1863    2.3852    0.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7424    1.6719    1.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2757    2.6060   -0.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8252    2.1554    1.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4682    0.0011    0.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6551    1.4763   -2.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5591   -1.2943   -1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2987    0.0501   -2.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1232    0.2337   -1.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4316   -2.0543   -2.2533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8282   -2.4879   -0.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976   -1.8310   -1.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5479   -3.0212   -0.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0835   -1.5626    1.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5193    0.7801   -0.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4438    2.1314    1.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1348    1.3419    3.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4896    1.8104   -0.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9243    1.9363    1.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1718   -1.4057    1.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4575   -1.2389    2.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5848    0.0751    2.7191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4185   -0.3311   -1.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9961   -2.6774   -1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0807   -2.7415    0.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0129   -1.6032   -1.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2531   -1.9439    0.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6612    0.1602   -2.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3667    1.5389   -0.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1289    2.6032    0.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4406    1.8478   -1.8899 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
 13 15  1  0
 15 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
  8  2  1  0
 18 11  1  0
 12  2  1  0
 21 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  1
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  6
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  1
 12 44  1  6
 13 45  1  1
 14 46  1  0
 15 47  1  0
 15 48  1  0
 17 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  6
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 22 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
M  END


  Mrv1652310251919082D          

 30 33  0  0  0  0            999 V2000
10001.078110001.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.938710001.0374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.940710000.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7988 9998.1344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9407 9997.7209    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6533 9998.9679    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.366610000.2021    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10001.0781 9998.9679    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9395 9999.3743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.9395 9998.5492    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.6540 9998.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3685 9998.5492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2275 9999.7868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5130 9999.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5130 9998.5492    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.2275 9998.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.366410001.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.651910000.6208    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.6519 9999.7957    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3664 9999.3833    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.080910000.6207    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.0809 9999.7958    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.8655 9999.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.350410000.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.865510000.8757    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.865510001.7007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.579210002.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.294910001.7007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.149910002.1132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.579210001.2882    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  4  1  6  0  0  0
 16 10  1  0  0  0  0
 10  5  1  6  0  0  0
 13  9  1  0  0  0  0
  9  3  1  1  0  0  0
 18  2  1  1  0  0  0
 19  9  1  0  0  0  0
 19  6  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  0  0  0  0
 25 30  1  6  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  8  1  6  0  0  0
 17 21  1  0  0  0  0
 21  1  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0000526

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@](O)(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/C21H34O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h12-16,18,22-24,26H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,18+,19-,20-,21-/m0/s1

> <INCHI_KEY>
AODPIQQILQLWGS-FDSHTENPSA-N

> <FORMULA>
C21H34O5

> <MOLECULAR_WEIGHT>
366.4917

> <EXACT_MASS>
366.240624198

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
41.31637667719077

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.38

> <JCHEM_LOGP>
1.1134999679999997

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.866131690656431

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.584777685879395

> <JCHEM_PKA_STRONGEST_BASIC>
-1.356956600538469

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
97.60139999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.66e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000526
     RDKit          3D
5alpha-Tetrahydrocortisol
 60 63  0  0  0  0  0  0  0  0999 V2000
   -2.5055   -0.7617    1.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2088    0.2243    0.2739 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8189    1.5389    0.5989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2042    1.7690    0.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9287    0.5988   -0.4131 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0121    1.1103   -1.1753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1165   -0.2548   -1.3140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6779   -0.3464   -1.0378 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1917   -1.7730   -1.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7392   -1.9465   -0.9943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0913   -1.0824    0.0331 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7041    0.2995    0.1372 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0210    1.1279    1.1483 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0109    0.5938    2.4223 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4307    1.2992    0.7142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1136   -0.0132    0.6369 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3207   -0.6931    1.9523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3332   -0.8800   -0.3528 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1937   -2.0811   -0.4244 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5977   -1.4703   -0.4274 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4183    0.0096   -0.1074 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1719    0.6339   -1.3361 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5330    0.5922    0.6154 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8774    0.1687    1.6948 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2767    1.7329    0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7789    2.1086   -1.1943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0774   -0.4443    2.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5909   -0.8982    1.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1043   -1.7746    1.1802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1863    2.3852    0.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7424    1.6719    1.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2757    2.6060   -0.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8252    2.1554    1.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4682    0.0011    0.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6551    1.4763   -2.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5591   -1.2943   -1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2987    0.0501   -2.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1232    0.2337   -1.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4316   -2.0543   -2.2533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8282   -2.4879   -0.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976   -1.8310   -1.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5479   -3.0212   -0.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0835   -1.5626    1.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5193    0.7801   -0.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4438    2.1314    1.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1348    1.3419    3.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4896    1.8104   -0.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9243    1.9363    1.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1718   -1.4057    1.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4575   -1.2389    2.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5848    0.0751    2.7191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4185   -0.3311   -1.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9961   -2.6774   -1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0807   -2.7415    0.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0129   -1.6032   -1.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2531   -1.9439    0.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6612    0.1602   -2.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3667    1.5389   -0.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1289    2.6032    0.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4406    1.8478   -1.8899 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
 13 15  1  0
 15 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
  8  2  1  0
 18 11  1  0
 12  2  1  0
 21 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  1
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  6
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  1
 12 44  1  6
 13 45  1  1
 14 46  1  0
 15 47  1  0
 15 48  1  0
 17 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  6
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 22 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
M  END

HEADER    PROTEIN                                 25-OCT-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-OCT-19         0                                  
HETATM    1  C   UNK     0    8668.6798669.377   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8664.6868668.603   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8664.6898667.044   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8660.6918663.184   0.000  0.00  0.00           O+0
HETATM    5  H   UNK     0    8664.6898662.412   0.000  0.00  0.00           H+0
HETATM    6  H   UNK     0    8666.0198664.740   0.000  0.00  0.00           H+0
HETATM    7  H   UNK     0    8667.3518667.044   0.000  0.00  0.00           H+0
HETATM    8  H   UNK     0    8668.6798664.740   0.000  0.00  0.00           H+0
HETATM    9  C   UNK     0    8664.6878665.499   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8664.6878663.959   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8666.0218663.189   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8667.3558663.959   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8663.3588666.269   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8662.0248665.499   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8662.0248663.959   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8663.3588663.189   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8667.3518668.595   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8666.0178667.825   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8666.0178666.285   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8667.3518665.515   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8668.6848667.825   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8668.6848666.285   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8670.1498665.809   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8671.0548667.055   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8670.1498668.301   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8670.1498669.841   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8671.4818670.611   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0    8672.8178669.841   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0    8668.8138670.611   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0    8671.4818669.071   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2   18                                                            
CONECT    3    9                                                            
CONECT    4   15                                                            
CONECT    5   10                                                            
CONECT    6   19                                                            
CONECT    7   20                                                            
CONECT    8   22                                                            
CONECT    9   10   13    3   19                                             
CONECT   10    9   11   16    5                                             
CONECT   11   10   12                                                       
CONECT   12   11   20                                                       
CONECT   13   14    9                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16    4                                                  
CONECT   16   15   10                                                       
CONECT   17   18   21                                                       
CONECT   18   17   19    2                                                  
CONECT   19   18   20    9    6                                             
CONECT   20   19   12    7   22                                             
CONECT   21   22   25   17    1                                             
CONECT   22   21   23   20    8                                             
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   26   30   21   24                                             
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26                                                            
CONECT   30   25                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0000526
HETATM    1  C1  UNL     1      -2.506  -0.762   1.384  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.209   0.224   0.274  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.819   1.539   0.599  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.204   1.769   0.148  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.929   0.599  -0.413  1.00  0.00           C  
HETATM    6  O1  UNL     1      -6.012   1.110  -1.175  1.00  0.00           O  
HETATM    7  C6  UNL     1      -4.116  -0.255  -1.314  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.678  -0.346  -1.038  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.192  -1.773  -1.183  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.739  -1.947  -0.994  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.091  -1.082   0.033  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.704   0.299   0.137  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.021   1.128   1.148  1.00  0.00           C  
HETATM   14  O2  UNL     1       0.011   0.594   2.422  1.00  0.00           O  
HETATM   15  C13 UNL     1       1.431   1.299   0.714  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.114  -0.013   0.637  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.321  -0.693   1.952  1.00  0.00           C  
HETATM   18  C16 UNL     1       1.333  -0.880  -0.353  1.00  0.00           C  
HETATM   19  C17 UNL     1       2.194  -2.081  -0.424  1.00  0.00           C  
HETATM   20  C18 UNL     1       3.598  -1.470  -0.427  1.00  0.00           C  
HETATM   21  C19 UNL     1       3.418   0.010  -0.107  1.00  0.00           C  
HETATM   22  O3  UNL     1       3.172   0.634  -1.336  1.00  0.00           O  
HETATM   23  C20 UNL     1       4.533   0.592   0.615  1.00  0.00           C  
HETATM   24  O4  UNL     1       4.877   0.169   1.695  1.00  0.00           O  
HETATM   25  C21 UNL     1       5.277   1.733   0.030  1.00  0.00           C  
HETATM   26  O5  UNL     1       4.779   2.109  -1.194  1.00  0.00           O  
HETATM   27  H1  UNL     1      -2.077  -0.444   2.349  1.00  0.00           H  
HETATM   28  H2  UNL     1      -3.591  -0.898   1.563  1.00  0.00           H  
HETATM   29  H3  UNL     1      -2.104  -1.775   1.180  1.00  0.00           H  
HETATM   30  H4  UNL     1      -2.186   2.385   0.196  1.00  0.00           H  
HETATM   31  H5  UNL     1      -2.742   1.672   1.719  1.00  0.00           H  
HETATM   32  H6  UNL     1      -4.276   2.606  -0.609  1.00  0.00           H  
HETATM   33  H7  UNL     1      -4.825   2.155   1.011  1.00  0.00           H  
HETATM   34  H8  UNL     1      -5.468   0.001   0.382  1.00  0.00           H  
HETATM   35  H9  UNL     1      -5.655   1.476  -2.000  1.00  0.00           H  
HETATM   36  H10 UNL     1      -4.559  -1.294  -1.269  1.00  0.00           H  
HETATM   37  H11 UNL     1      -4.299   0.050  -2.388  1.00  0.00           H  
HETATM   38  H12 UNL     1      -2.123   0.234  -1.836  1.00  0.00           H  
HETATM   39  H13 UNL     1      -2.432  -2.054  -2.253  1.00  0.00           H  
HETATM   40  H14 UNL     1      -2.828  -2.488  -0.586  1.00  0.00           H  
HETATM   41  H15 UNL     1      -0.198  -1.831  -1.977  1.00  0.00           H  
HETATM   42  H16 UNL     1      -0.548  -3.021  -0.706  1.00  0.00           H  
HETATM   43  H17 UNL     1      -0.084  -1.563   1.056  1.00  0.00           H  
HETATM   44  H18 UNL     1      -0.519   0.780  -0.869  1.00  0.00           H  
HETATM   45  H19 UNL     1      -0.444   2.131   1.214  1.00  0.00           H  
HETATM   46  H20 UNL     1       0.135   1.342   3.075  1.00  0.00           H  
HETATM   47  H21 UNL     1       1.490   1.810  -0.253  1.00  0.00           H  
HETATM   48  H22 UNL     1       1.924   1.936   1.495  1.00  0.00           H  
HETATM   49  H23 UNL     1       3.172  -1.406   1.945  1.00  0.00           H  
HETATM   50  H24 UNL     1       1.458  -1.239   2.343  1.00  0.00           H  
HETATM   51  H25 UNL     1       2.585   0.075   2.719  1.00  0.00           H  
HETATM   52  H26 UNL     1       1.418  -0.331  -1.331  1.00  0.00           H  
HETATM   53  H27 UNL     1       1.996  -2.677  -1.320  1.00  0.00           H  
HETATM   54  H28 UNL     1       2.081  -2.741   0.461  1.00  0.00           H  
HETATM   55  H29 UNL     1       4.013  -1.603  -1.453  1.00  0.00           H  
HETATM   56  H30 UNL     1       4.253  -1.944   0.304  1.00  0.00           H  
HETATM   57  H31 UNL     1       3.661   0.160  -2.037  1.00  0.00           H  
HETATM   58  H32 UNL     1       6.367   1.539  -0.033  1.00  0.00           H  
HETATM   59  H33 UNL     1       5.129   2.603   0.730  1.00  0.00           H  
HETATM   60  H34 UNL     1       5.441   1.848  -1.890  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3    8   12
CONECT    3    4   30   31
CONECT    4    5   32   33
CONECT    5    6    7   34
CONECT    6   35
CONECT    7    8   36   37
CONECT    8    9   38
CONECT    9   10   39   40
CONECT   10   11   41   42
CONECT   11   12   18   43
CONECT   12   13   44
CONECT   13   14   15   45
CONECT   14   46
CONECT   15   16   47   48
CONECT   16   17   18   21
CONECT   17   49   50   51
CONECT   18   19   52
CONECT   19   20   53   54
CONECT   20   21   55   56
CONECT   21   22   23
CONECT   22   57
CONECT   23   24   24   25
CONECT   25   26   58   59
CONECT   26   60
END

HMDB0000526
     RDKit          3D
5alpha-Tetrahydrocortisol
 60 63  0  0  0  0  0  0  0  0999 V2000
   -2.5055   -0.7617    1.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2088    0.2243    0.2739 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8189    1.5389    0.5989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2042    1.7690    0.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9287    0.5988   -0.4131 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0121    1.1103   -1.1753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1165   -0.2548   -1.3140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6779   -0.3464   -1.0378 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1917   -1.7730   -1.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7392   -1.9465   -0.9943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0913   -1.0824    0.0331 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7041    0.2995    0.1372 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0210    1.1279    1.1483 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0109    0.5938    2.4223 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4307    1.2992    0.7142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1136   -0.0132    0.6369 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3207   -0.6931    1.9523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3332   -0.8800   -0.3528 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1937   -2.0811   -0.4244 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5977   -1.4703   -0.4274 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4183    0.0096   -0.1074 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1719    0.6339   -1.3361 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5330    0.5922    0.6154 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8774    0.1687    1.6948 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2767    1.7329    0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7789    2.1086   -1.1943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0774   -0.4443    2.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5909   -0.8982    1.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1043   -1.7746    1.1802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1863    2.3852    0.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7424    1.6719    1.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2757    2.6060   -0.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8252    2.1554    1.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4682    0.0011    0.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6551    1.4763   -2.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5591   -1.2943   -1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2987    0.0501   -2.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1232    0.2337   -1.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4316   -2.0543   -2.2533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8282   -2.4879   -0.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976   -1.8310   -1.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5479   -3.0212   -0.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0835   -1.5626    1.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5193    0.7801   -0.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4438    2.1314    1.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1348    1.3419    3.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4896    1.8104   -0.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9243    1.9363    1.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1718   -1.4057    1.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4575   -1.2389    2.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5848    0.0751    2.7191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4185   -0.3311   -1.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9961   -2.6774   -1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0807   -2.7415    0.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0129   -1.6032   -1.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2531   -1.9439    0.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6612    0.1602   -2.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3667    1.5389   -0.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1289    2.6032    0.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4406    1.8478   -1.8899 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
 13 15  1  0
 15 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
  8  2  1  0
 18 11  1  0
 12  2  1  0
 21 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  1
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  6
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  1
 12 44  1  6
 13 45  1  1
 14 46  1  0
 15 47  1  0
 15 48  1  0
 17 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  6
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 22 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5a-Tetrahydrocortisol	Generator
5Α-tetrahydrocortisol	Generator
3,11,17,21-Tetrahydroxypregnan-20-one	HMDB
3a,11b,17,21-Tetrahydroxy-5a-pregnan-20-one	HMDB
3a,11b,17a,21-Tetrahydroxy-5a-pregnan-20-one	HMDB
3a,5a-Tetrahydrocortisol	HMDB
3a-Allotetrahydrocortisol	HMDB
3alpha, 5alpha-Tetrahydrocortisol	HMDB
3alpha,5alpha-Tetrahydrocortisol	HMDB
5a-Pregnane-3a,11b,17a,21-tetraol-20-one	HMDB
5a-Pregnane-3a,11b,17a,21-tetrol-20-one	HMDB
a-THF	HMDB
Allo-3a-tetrahydrocortisol	HMDB
Allo-3alpha-tetrahydrocortisol	HMDB
Allo-tetrahydrocortisol	HMDB
Allopregnane-3a,11b,17a,21-tetrol-20-one	HMDB
Allopregnane-3a,11b,21-tetrol-20-one	HMDB
Allopregnane-3alpha,11beta,17alpha,21-tetrol-20-one	HMDB
Allotetrahydro-compound F	HMDB
Allotetrahydro-cortisol	HMDB
Allotetrahydrocompound F	HMDB
Allotetrahydrocortisol	HMDB
alpha-THF	HMDB
ATHF	HMDB
Kendall'S compound c	HMDB
Reichstein'S substance C	HMDB
Tetrahydro-allocortisol	HMDB
Tetrahydroallocortisol	HMDB
Wintersteiner'S compound D	HMDB
Allotetrahydrocortisol, (3beta,5alpha,11beta)-isomer	HMDB
5AlphaTHF	HMDB
Allotetrahydrocortisol, (3alpha,5beta,11alpha)-isomer	HMDB
Allotetrahydrocortisol, (5alpha,11beta)-isomer	HMDB
Allotetrahydrocortisol, (3beta,5beta,11beta)-isomer	HMDB
(3alpha,5alpha,11beta)-3,11,17,21-Tetrahydroxypregnan-20-one	HMDB
(3Α,5α,11β)-3,11,17,21-tetrahydroxypregnan-20-one	HMDB
3alpha,11beta,17,21-Tetrahydroxy-5alpha-pregnan-20-one	HMDB
3alpha,11beta,17alpha,21-Tetrahydroxy-5alpha-pregnan-20-one	HMDB
3Α,11β,17,21-tetrahydroxy-5α-pregnan-20-one	HMDB
3Α,11β,17α,21-tetrahydroxy-5α-pregnan-20-one	HMDB
3Α,5α-tetrahydrocortisol	HMDB
5alpha-Pregnane-3alpha,11beta,17alpha,21-tetraol-20-one	HMDB
5alpha-Pregnane-3alpha,11beta,17alpha,21-tetrol-20-one	HMDB
5alpha-THF	HMDB
5Α-pregnane-3α,11β,17α,21-tetraol-20-one	HMDB
5Α-pregnane-3α,11β,17α,21-tetrol-20-one	HMDB
5Α-THF	HMDB
Allopregnane-3α,11β,17α,21-tetrol-20-one	HMDB
Allo-3α-tetrahydrocortisol	HMDB
Α-THF	HMDB
5alpha-Tetrahydrocortisol	HMDB

Chemical Formula

C₂₁H₃₄O₅

Average Molecular Weight

366.4917

Monoisotopic Molecular Weight

366.240624198

IUPAC Name

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

Traditional Name

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

CAS Registry Number

302-91-0

SMILES

[H][C@@]12CC[C@](O)(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/C21H34O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h12-16,18,22-24,26H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,18+,19-,20-,21-/m0/s1

InChI Key

AODPIQQILQLWGS-FDSHTENPSA-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
17-hydroxysteroid
Tertiary alcohol
Alpha-hydroxy ketone
Cyclic alcohol
Ketone
Secondary alcohol
Polyol
Primary alcohol
Alcohol
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives (LMST02030200 )

Ontology

Physiological effect

Health effect

Anorexia nervosa (HMDB: HMDB0000526)

Disposition

Biological location

Cell membrane (HMDB: HMDB0000526)

Biofluid or Excreta

Blood (HMDB: HMDB0000526)
Urine (HMDB: HMDB0000526)

Tissue substructure

Hepatic tissue (HMDB: HMDB0000526)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 2165347)

Excreta

Biofluid or Excreta

Urine (PMID: 15560936)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0000526)

Source

Endogenous

Endogenous (HMDB: HMDB0000526)

Animal

Animal (HMDB: HMDB0000526)

Exogenous

Food

Food (HMDB: HMDB0000526)

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: HMDB0000526)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0000526)

Cellular process

Cell signaling (HMDB: HMDB0000526)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0000526)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0000526)

Molecular messenger

Hormone (HMDB: HMDB0000526)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0000526)

Emulsifier (HMDB: HMDB0000526)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	244.5 °C	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	0.47 g/L	ALOGPS
logP	1.38	ALOGPS
logP	1.11	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	12.58	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	97.6 m³·mol⁻¹	ChemAxon
Polarizability	41.32 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]+	188.32	31661259
DarkChem	[M-H]-	182.525	31661259
AllCCS	[M+H]+	191.111	32859911
AllCCS	[M-H]-	193.265	32859911
DeepCCS	[M-2H]-	219.819	30932474
DeepCCS	[M+Na]+	194.052	30932474
AllCCS	[M+H]+	191.1	32859911
AllCCS	[M+H-H2O]+	188.7	32859911
AllCCS	[M+NH4]+	193.4	32859911
AllCCS	[M+Na]+	194.0	32859911
AllCCS	[M-H]-	193.3	32859911
AllCCS	[M+Na-2H]-	193.9	32859911
AllCCS	[M+HCOO]-	194.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5alpha-Tetrahydrocortisol	[H][C@@]12CC[C@](O)(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	2744.5	Standard polar	33892256
5alpha-Tetrahydrocortisol	[H][C@@]12CC[C@](O)(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	3136.9	Standard non polar	33892256
5alpha-Tetrahydrocortisol	[H][C@@]12CC[C@](O)(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	3281.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5alpha-Tetrahydrocortisol,1TMS,isomer #1	C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O[Si](C)(C)C)C(=O)CO	3241.4	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,1TMS,isomer #2	C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=O)CO[Si](C)(C)C	3187.9	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,1TMS,isomer #3	C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O[Si](C)(C)C)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=O)CO	3127.6	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,1TMS,isomer #4	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=O)CO	3205.2	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,1TMS,isomer #5	C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=CO)O[Si](C)(C)C	3152.1	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,2TMS,isomer #1	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O[Si](C)(C)C)C(=O)CO	3208.7	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,2TMS,isomer #10	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=CO)O[Si](C)(C)C	3111.6	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,2TMS,isomer #2	C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O[Si](C)(C)C)C[C@@]2(C)[C@H]1CC[C@]2(O[Si](C)(C)C)C(=O)CO	3115.0	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,2TMS,isomer #3	C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O[Si](C)(C)C)C(=O)CO[Si](C)(C)C	3252.2	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,2TMS,isomer #4	C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O[Si](C)(C)C)C(=CO)O[Si](C)(C)C	3170.0	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,2TMS,isomer #5	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=O)CO[Si](C)(C)C	3182.9	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,2TMS,isomer #6	C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O[Si](C)(C)C)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=O)CO[Si](C)(C)C	3088.8	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,2TMS,isomer #7	C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=CO[Si](C)(C)C)O[Si](C)(C)C	3151.4	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,2TMS,isomer #8	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O[Si](C)(C)C)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=O)CO	3062.5	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,2TMS,isomer #9	C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O[Si](C)(C)C)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=CO)O[Si](C)(C)C	3050.3	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,3TMS,isomer #1	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O[Si](C)(C)C)C[C@@]2(C)[C@H]1CC[C@]2(O[Si](C)(C)C)C(=O)CO	3099.3	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,3TMS,isomer #10	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O[Si](C)(C)C)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=CO)O[Si](C)(C)C	3021.8	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,3TMS,isomer #2	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O[Si](C)(C)C)C(=O)CO[Si](C)(C)C	3217.6	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,3TMS,isomer #3	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O[Si](C)(C)C)C(=CO)O[Si](C)(C)C	3125.0	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,3TMS,isomer #4	C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O[Si](C)(C)C)C[C@@]2(C)[C@H]1CC[C@]2(O[Si](C)(C)C)C(=O)CO[Si](C)(C)C	3138.6	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,3TMS,isomer #5	C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O[Si](C)(C)C)C[C@@]2(C)[C@H]1CC[C@]2(O[Si](C)(C)C)C(=CO)O[Si](C)(C)C	3074.1	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,3TMS,isomer #6	C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O[Si](C)(C)C)C(=CO[Si](C)(C)C)O[Si](C)(C)C	3187.6	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,3TMS,isomer #7	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O[Si](C)(C)C)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=O)CO[Si](C)(C)C	3070.1	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,3TMS,isomer #8	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=CO[Si](C)(C)C)O[Si](C)(C)C	3108.6	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,3TMS,isomer #9	C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O[Si](C)(C)C)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=CO[Si](C)(C)C)O[Si](C)(C)C	3054.6	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,4TMS,isomer #1	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O[Si](C)(C)C)C[C@@]2(C)[C@H]1CC[C@]2(O[Si](C)(C)C)C(=O)CO[Si](C)(C)C	3136.3	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,4TMS,isomer #2	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O[Si](C)(C)C)C[C@@]2(C)[C@H]1CC[C@]2(O[Si](C)(C)C)C(=CO)O[Si](C)(C)C	3068.9	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,4TMS,isomer #3	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O[Si](C)(C)C)C(=CO[Si](C)(C)C)O[Si](C)(C)C	3154.4	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,4TMS,isomer #4	C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O[Si](C)(C)C)C[C@@]2(C)[C@H]1CC[C@]2(O[Si](C)(C)C)C(=CO[Si](C)(C)C)O[Si](C)(C)C	3111.0	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,4TMS,isomer #5	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O[Si](C)(C)C)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=CO[Si](C)(C)C)O[Si](C)(C)C	3040.2	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,5TMS,isomer #1	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O[Si](C)(C)C)C[C@@]2(C)[C@H]1CC[C@]2(O[Si](C)(C)C)C(=CO[Si](C)(C)C)O[Si](C)(C)C	3092.9	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,5TMS,isomer #1	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O[Si](C)(C)C)C[C@@]2(C)[C@H]1CC[C@]2(O[Si](C)(C)C)C(=CO[Si](C)(C)C)O[Si](C)(C)C	3097.9	Standard non polar	33892256
5alpha-Tetrahydrocortisol,5TMS,isomer #1	C[C@]12CC[C@@H](O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2[C@@H](O[Si](C)(C)C)C[C@@]2(C)[C@H]1CC[C@]2(O[Si](C)(C)C)C(=CO[Si](C)(C)C)O[Si](C)(C)C	3333.8	Standard polar	33892256
5alpha-Tetrahydrocortisol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@]1(C(=O)CO)CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C	3496.9	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C	3472.2	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H]1C[C@@]2(C)[C@@H](CC[C@]2(O)C(=O)CO)[C@@H]2CC[C@H]3C[C@H](O)CC[C@]3(C)[C@@H]12	3380.9	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]3CC[C@]2(O)C(=O)CO)C1	3451.3	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=CO)[C@@]1(O)CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C	3388.7	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(=O)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C	3755.2	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=CO)[C@@]1(O)CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C	3575.2	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]3CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=O)CO)C1	3690.1	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H]1C[C@@]2(C)[C@@H](CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=O)CO)[C@@H]2CC[C@H]3C[C@H](O)CC[C@]3(C)[C@@H]12	3591.6	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=CO)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C	3644.0	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OCC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C	3684.2	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OCC(=O)[C@@]1(O)CC[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@@]21C	3590.8	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C	3622.3	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)O[C@H]1C[C@@]2(C)[C@@H](CC[C@]2(O)C(=O)CO)[C@@H]2CC[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]3(C)[C@@H]12	3524.5	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=CO)[C@@]1(O)CC[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@@]21C	3499.5	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(=O)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C	3952.6	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=CO)[C@@]1(O)CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	3675.8	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC(=O)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	3832.4	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C	3880.0	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@H]1C[C@@]2(C)[C@@H](CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=O)CO)[C@@H]2CC[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]3(C)[C@@H]12	3752.5	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=CO)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C	3830.5	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=CO)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	3753.3	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OCC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	3733.7	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C	3805.4	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	3721.8	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(=O)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	3978.6	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C	4074.6	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	3968.4	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=CO)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	3934.2	Semi standard non polar	33892256
5alpha-Tetrahydrocortisol,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	3875.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tetrahydrocortisol GC-MS (Non-derivatized) - 70eV, Positive	splash10-000j-3539000000-d7581fc3650c2eb0185b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tetrahydrocortisol GC-MS (4 TMS) - 70eV, Positive	splash10-000l-1200139000-f34c6af9d49af972f03b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tetrahydrocortisol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tetrahydrocortisol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tetrahydrocortisol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tetrahydrocortisol GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tetrahydrocortisol GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tetrahydrocortisol GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tetrahydrocortisol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tetrahydrocortisol GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tetrahydrocortisol GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tetrahydrocortisol GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tetrahydrocortisol GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tetrahydrocortisol GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tetrahydrocortisol GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tetrahydrocortisol GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tetrahydrocortisol GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tetrahydrocortisol GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tetrahydrocortisol GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tetrahydrocortisol GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tetrahydrocortisol GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tetrahydrocortisol GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tetrahydrocortisol GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tetrahydrocortisol GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tetrahydrocortisol GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Tetrahydrocortisol 10V, Positive-QTOF	splash10-0002-0019000000-5967aef805edb472d5a5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Tetrahydrocortisol 20V, Positive-QTOF	splash10-0532-0059000000-6e3db383f9bda6aa194a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Tetrahydrocortisol 40V, Positive-QTOF	splash10-01p9-1492000000-2266b6b18ef46f0eec05	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Tetrahydrocortisol 10V, Negative-QTOF	splash10-014i-0009000000-5471dbe684b873e5784d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Tetrahydrocortisol 20V, Negative-QTOF	splash10-0ap1-2039000000-d95c86b33b8f11b83354	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Tetrahydrocortisol 40V, Negative-QTOF	splash10-0a4i-9086000000-0e28c8ffdf44e3e921fe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Tetrahydrocortisol 10V, Negative-QTOF	splash10-014i-0009000000-8339b94cd560c336a8d4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Tetrahydrocortisol 20V, Negative-QTOF	splash10-014i-2009000000-76e08d0eac5051f615bf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Tetrahydrocortisol 40V, Negative-QTOF	splash10-100c-0039000000-af1a66b3967a8f31e2d4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Tetrahydrocortisol 10V, Positive-QTOF	splash10-015a-0009000000-249d6f44172a375b08be	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Tetrahydrocortisol 20V, Positive-QTOF	splash10-014i-1902000000-95c98bcfe0691617e5b5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Tetrahydrocortisol 40V, Positive-QTOF	splash10-00kb-8980000000-ea48ab8fad3384d8e0c6	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected and Quantified	0.14 (0.10-0.16) umol/mmol creatinine	Adult (>18 years old)	Male	Normal	11085621	details
Urine	Detected and Quantified	0.071 (0.048-0.095) umol/mmol creatinine	Adult (>18 years old)	Female	Normal	11085621	details
Urine	Detected and Quantified	0.19 +/- 0.026 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	15560936	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.023 +/- 0.009 uM	Adult (>18 years old)	Both	Anorexia nervosa	2165347	details
Urine	Detected and Quantified	0.13 +/- 0.029 umol/mmol creatinine	Adult (>18 years old)	Female	Eating disorder	15560936	details
Urine	Detected and Quantified	0.65 +/- 0.14 umol/mmol creatinine	Adult (>18 years old)	Female	Eating disorder	15560936	details

Associated Disorders and Diseases

Disease References

Anorexia nervosa
Vierhapper H, Kiss A, Nowotny P, Wiesnagrotzki S, Monder C, Waldhausl W: Metabolism of cortisol in anorexia nervosa. Acta Endocrinol (Copenh). 1990 Jun;122(6):753-8. [PubMed:2165347 ]

Associated OMIM IDs

606788 (Anorexia nervosa)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022094

KNApSAcK ID

Not Available

Chemspider ID

83726

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5511

PubChem Compound

92748

PDB ID

Not Available

ChEBI ID

89627

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Fukushima, David K.; Daum, Sol. Synthesis of Reichstein's substance C and related compounds. Journal of Organic Chemistry (1961), 26 520-3.

Material Safety Data Sheet (MSDS)

Not Available

General References

Ohdoi C, Nyhan WL, Kuhara T: Chemical diagnosis of Lesch-Nyhan syndrome using gas chromatography-mass spectrometry detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Jul 15;792(1):123-30. [PubMed:12829005 ]
Shackleton C, Malunowicz E: Apparent pregnene hydroxylation deficiency (APHD): seeking the parentage of an orphan metabolome. Steroids. 2003 Oct;68(9):707-17. [PubMed:14625002 ]
Mune T, White PC: Apparent mineralocorticoid excess: genotype is correlated with biochemical phenotype. Hypertension. 1996 Jun;27(6):1193-9. [PubMed:8641723 ]
Weykamp CW, Penders TJ, Schmidt NA, Borburgh AJ, van de Calseyde JF, Wolthers BJ: Steroid profile for urine: reference values. Clin Chem. 1989 Dec;35(12):2281-4. [PubMed:2591044 ]
Kerstens MN, van der Kleij FG, Boonstra AH, Sluiter WJ, van der Molen JC, Navis G, Dullaart RP: Angiotensin administration stimulates renal 11 beta-hydroxysteroid dehydrogenase activity in healthy men. Kidney Int. 2004 Jun;65(6):2065-70. [PubMed:15149319 ]
Mantero F, Palermo M, Petrelli MD, Tedde R, Stewart PM, Shackleton CH: Apparent mineralocorticoid excess: type I and type II. Steroids. 1996 Apr;61(4):193-6. [PubMed:8732999 ]

Showing metabocard for 5alpha-Tetrahydrocortisol (HMDB0000526)

MOL for HMDB0000526 (5alpha-Tetrahydrocortisol)

3D MOL for HMDB0000526 (5alpha-Tetrahydrocortisol)

3D SDF for HMDB0000526 (5alpha-Tetrahydrocortisol)

3D-SDF for HMDB0000526 (5alpha-Tetrahydrocortisol)

PDB for HMDB0000526 (5alpha-Tetrahydrocortisol)

3D PDB for HMDB0000526 (5alpha-Tetrahydrocortisol)

SMILES for HMDB0000526 (5alpha-Tetrahydrocortisol)

INCHI for HMDB0000526 (5alpha-Tetrahydrocortisol)

Structure for HMDB0000526 (5alpha-Tetrahydrocortisol)

3D Structure for HMDB0000526 (5alpha-Tetrahydrocortisol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra