NP-MRD: Showing NP-Card for Tetrahydrocortisone (NP0000211)

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Record Information

Version

2.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2024-09-17 15:41:16 UTC

NP-MRD ID

NP0000211

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tetrahydrocortisone

Description

Cortisol is a corticosteroid hormone that is involved in the response to stress; it increases blood pressure and blood sugar levels and suppresses the immune system. Synthetic cortisol, also known as hydrocortisone, is used as a drug mainly to fight allergies and inflammation. As an oral or injectable drug, cortisol is also known as hydrocortisone. It is used as an immunosuppressive drug, given by injection in the treatment of severe allergic reactions such as anaphylaxis and angioedema, in place of prednisolone in patients who need steroid treatment but cannot take oral medication, and peri-operatively in patients on long-term steroid treatment to prevent an Addisonian crisis.

Structure

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

Tetrahydrofuran.mol
  Mrv1652305271900302D          

 30 33  0  0  0  0            999 V2000
   -2.3857   -1.5496    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3857   -0.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6713   -0.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6713   -1.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9568   -1.5496    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2423   -1.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4722   -1.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4722   -0.7246    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1866   -0.3121    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9712   -0.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4562    0.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9712    0.7678    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7137    1.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3033    2.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1866    0.5129    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1866    1.3379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4722    0.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2423    0.5129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2423   -0.3121    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9568   -0.7246    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9568    0.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1002   -1.9621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7189    1.1165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1002    2.1611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9568    0.9254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9168    2.0289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9568   -2.3746    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2423   -1.1371    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4722    0.1004    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1866   -1.1371    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  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
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  0  0  0  0
  3 20  1  0  0  0  0
  5 20  1  0  0  0  0
 20 21  1  1  0  0  0
  1 22  1  1  0  0  0
 12 23  1  6  0  0  0
 14 24  1  0  0  0  0
 18 25  2  0  0  0  0
 13 26  2  0  0  0  0
  5 27  1  6  0  0  0
 19 28  1  6  0  0  0
  8 29  1  1  0  0  0
  9 30  1  6  0  0  0
M  END

HMDB0000903
     RDKit          3D
Tetrahydrocortisone
 58 61  0  0  0  0  0  0  0  0999 V2000
    2.1947   -1.5861    0.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1023   -0.2687   -0.5686 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7899   -0.3768   -1.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2667   -0.4539   -1.8412 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9789    0.2070   -0.7299 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1903   -0.4495   -0.5114 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2261    0.1982    0.5773 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8440    0.7533    0.2896 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1338    1.2014    1.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8185    0.6292    1.8040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0941   -0.0724    0.7283 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7037    0.2563   -0.6284 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1238   -0.1386   -1.7456 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2832   -0.7897   -2.6651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5496    0.2842   -1.7534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1256   -0.2366   -0.4620 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1276   -1.7463   -0.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3511    0.2841    0.7314 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1540   -0.2923    1.8474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5981   -0.1603    1.3453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4800    0.2787   -0.1218 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4553    1.6601   -0.1076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5690   -0.2387   -0.9421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7847   -1.4159   -1.1011 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4763    0.7211   -1.6301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1565    2.0443   -1.3933 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4705   -2.3376   -0.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2094   -1.4102    1.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2022   -2.0127   -0.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4181    0.4388   -2.5465 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4554   -1.3298   -2.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6364    0.0346   -2.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6375   -1.5105   -1.9516 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2273    1.2598   -0.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6088   -0.1391    0.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2326   -0.7475    1.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7273    0.9687    1.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0325    1.6114   -0.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8155    0.9961    2.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015    2.3332    1.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1554    1.4647    2.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8570   -0.0628    2.6996 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1758   -1.1642    0.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7396    1.3921   -0.6398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1151   -0.1994   -2.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6255    1.3798   -1.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1891   -2.2105   -0.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9302   -2.1897    0.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3306   -2.0700   -1.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5082    1.3890    0.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0154    0.1947    2.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9551   -1.3943    1.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0796    0.6031    1.9564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1423   -1.1124    1.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7354    2.0463    0.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5752    0.4969   -2.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4942    0.5581   -1.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6820    2.4314   -0.6327 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  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
  8  2  1  0
 18 11  1  0
 12  2  1  0
 21 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  6
  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  1
 15 45  1  0
 15 46  1  0
 17 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  1
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 22 55  1  0
 25 56  1  0
 25 57  1  0
 26 58  1  0
M  END

Tetrahydrofuran.mol
  Mrv1652305271900302D          

 30 33  0  0  0  0            999 V2000
   -2.3857   -1.5496    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3857   -0.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6713   -0.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6713   -1.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9568   -1.5496    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2423   -1.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4722   -1.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4722   -0.7246    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1866   -0.3121    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9712   -0.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4562    0.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9712    0.7678    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7137    1.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3033    2.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1866    0.5129    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1866    1.3379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4722    0.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2423    0.5129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2423   -0.3121    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9568   -0.7246    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9568    0.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1002   -1.9621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7189    1.1165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1002    2.1611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9568    0.9254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9168    2.0289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9568   -2.3746    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2423   -1.1371    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4722    0.1004    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1866   -1.1371    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  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
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  0  0  0  0
  3 20  1  0  0  0  0
  5 20  1  0  0  0  0
 20 21  1  1  0  0  0
  1 22  1  1  0  0  0
 12 23  1  6  0  0  0
 14 24  1  0  0  0  0
 18 25  2  0  0  0  0
 13 26  2  0  0  0  0
  5 27  1  6  0  0  0
 19 28  1  6  0  0  0
  8 29  1  1  0  0  0
  9 30  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0000211

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H32O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h12-15,18,22-23,26H,3-11H2,1-2H3/t12-,13-,14-,15-,18+,19-,20-,21-/m0/s1

> <INCHI_KEY>
SYGWGHVTLUBCEM-SDYDLROXSA-N

> <FORMULA>
C21H32O5

> <MOLECULAR_WEIGHT>
364.4758

> <EXACT_MASS>
364.224974134

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
40.47223298033221

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.04

> <JCHEM_LOGP>
1.4990142216666678

> <ALOGPS_LOGS>
-3.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.904492965642536

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.576202868308023

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3569620405321663

> <JCHEM_POLAR_SURFACE_AREA>
94.82999999999998

> <JCHEM_REFRACTIVITY>
96.67619999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.94e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000903
     RDKit          3D
Tetrahydrocortisone
 58 61  0  0  0  0  0  0  0  0999 V2000
    2.1947   -1.5861    0.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1023   -0.2687   -0.5686 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7899   -0.3768   -1.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2667   -0.4539   -1.8412 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9789    0.2070   -0.7299 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1903   -0.4495   -0.5114 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2261    0.1982    0.5773 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8440    0.7533    0.2896 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1338    1.2014    1.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8185    0.6292    1.8040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0941   -0.0724    0.7283 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7037    0.2563   -0.6284 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1238   -0.1386   -1.7456 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2832   -0.7897   -2.6651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5496    0.2842   -1.7534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1256   -0.2366   -0.4620 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1276   -1.7463   -0.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3511    0.2841    0.7314 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1540   -0.2923    1.8474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5981   -0.1603    1.3453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4800    0.2787   -0.1218 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4553    1.6601   -0.1076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5690   -0.2387   -0.9421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7847   -1.4159   -1.1011 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4763    0.7211   -1.6301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1565    2.0443   -1.3933 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4705   -2.3376   -0.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2094   -1.4102    1.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2022   -2.0127   -0.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4181    0.4388   -2.5465 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4554   -1.3298   -2.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6364    0.0346   -2.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6375   -1.5105   -1.9516 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2273    1.2598   -0.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6088   -0.1391    0.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2326   -0.7475    1.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7273    0.9687    1.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0325    1.6114   -0.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8155    0.9961    2.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015    2.3332    1.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1554    1.4647    2.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8570   -0.0628    2.6996 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1758   -1.1642    0.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7396    1.3921   -0.6398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1151   -0.1994   -2.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6255    1.3798   -1.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1891   -2.2105   -0.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9302   -2.1897    0.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3306   -2.0700   -1.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5082    1.3890    0.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0154    0.1947    2.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9551   -1.3943    1.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0796    0.6031    1.9564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1423   -1.1124    1.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7354    2.0463    0.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5752    0.4969   -2.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4942    0.5581   -1.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6820    2.4314   -0.6327 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  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
  8  2  1  0
 18 11  1  0
 12  2  1  0
 21 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  6
  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  1
 15 45  1  0
 15 46  1  0
 17 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  1
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 22 55  1  0
 25 56  1  0
 25 57  1  0
 26 58  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Tetrahydrofuran.mol                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      -4.453  -2.893   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.453  -1.353   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.120  -0.583   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.120  -3.663   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.786  -2.893   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.452  -3.663   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.881  -2.893   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.881  -1.353   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.215  -0.583   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.680  -1.059   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.585   0.187   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.680   1.433   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.199   3.389   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.299   4.433   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.215   0.957   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.215   2.497   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.881   1.727   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.452   0.957   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.452  -0.583   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.786  -1.353   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.786   0.187   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -5.787  -3.663   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.075   2.084   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.787   4.034   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -1.786   1.727   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.711   3.787   0.000  0.00  0.00           O+0
HETATM   27  H   UNK     0      -1.786  -4.433   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.452  -2.123   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.881   0.187   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.215  -2.123   0.000  0.00  0.00           H+0
CONECT    1    2    4   22                                                  
CONECT    2    1    3                                                       
CONECT    3    2   20                                                       
CONECT    4    1    5                                                       
CONECT    5    4    6   20   27                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   19   29                                             
CONECT    9    8   10   15   30                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   15   23                                             
CONECT   13   12   14   26                                                  
CONECT   14   13   24                                                       
CONECT   15   12    9   16   17                                             
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   25                                                  
CONECT   19   18    8   20   28                                             
CONECT   20   19    3    5   21                                             
CONECT   21   20                                                            
CONECT   22    1                                                            
CONECT   23   12                                                            
CONECT   24   14                                                            
CONECT   25   18                                                            
CONECT   26   13                                                            
CONECT   27    5                                                            
CONECT   28   19                                                            
CONECT   29    8                                                            
CONECT   30    9                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0000903
HETATM    1  C1  UNL     1       2.195  -1.586   0.177  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.102  -0.269  -0.569  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.790  -0.377  -1.879  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.267  -0.454  -1.841  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.979   0.207  -0.730  1.00  0.00           C  
HETATM    6  O1  UNL     1       6.190  -0.450  -0.511  1.00  0.00           O  
HETATM    7  C6  UNL     1       4.226   0.198   0.577  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.844   0.753   0.290  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.134   1.201   1.497  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.819   0.629   1.804  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.094  -0.072   0.728  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.704   0.256  -0.628  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.124  -0.139  -1.746  1.00  0.00           C  
HETATM   14  O2  UNL     1       0.283  -0.790  -2.665  1.00  0.00           O  
HETATM   15  C13 UNL     1      -1.550   0.284  -1.753  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.126  -0.237  -0.462  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.128  -1.746  -0.529  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.351   0.284   0.731  1.00  0.00           C  
HETATM   19  C17 UNL     1      -2.154  -0.292   1.847  1.00  0.00           C  
HETATM   20  C18 UNL     1      -3.598  -0.160   1.345  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.480   0.279  -0.122  1.00  0.00           C  
HETATM   22  O3  UNL     1      -3.455   1.660  -0.108  1.00  0.00           O  
HETATM   23  C20 UNL     1      -4.569  -0.239  -0.942  1.00  0.00           C  
HETATM   24  O4  UNL     1      -4.785  -1.416  -1.101  1.00  0.00           O  
HETATM   25  C21 UNL     1      -5.476   0.721  -1.630  1.00  0.00           C  
HETATM   26  O5  UNL     1      -5.156   2.044  -1.393  1.00  0.00           O  
HETATM   27  H1  UNL     1       1.471  -2.338  -0.178  1.00  0.00           H  
HETATM   28  H2  UNL     1       2.209  -1.410   1.253  1.00  0.00           H  
HETATM   29  H3  UNL     1       3.202  -2.013  -0.107  1.00  0.00           H  
HETATM   30  H4  UNL     1       2.418   0.439  -2.546  1.00  0.00           H  
HETATM   31  H5  UNL     1       2.455  -1.330  -2.405  1.00  0.00           H  
HETATM   32  H6  UNL     1       4.636   0.035  -2.795  1.00  0.00           H  
HETATM   33  H7  UNL     1       4.638  -1.511  -1.952  1.00  0.00           H  
HETATM   34  H8  UNL     1       5.227   1.260  -0.967  1.00  0.00           H  
HETATM   35  H9  UNL     1       6.609  -0.139   0.323  1.00  0.00           H  
HETATM   36  H10 UNL     1       4.233  -0.747   1.110  1.00  0.00           H  
HETATM   37  H11 UNL     1       4.727   0.969   1.230  1.00  0.00           H  
HETATM   38  H12 UNL     1       3.032   1.611  -0.426  1.00  0.00           H  
HETATM   39  H13 UNL     1       2.816   0.996   2.379  1.00  0.00           H  
HETATM   40  H14 UNL     1       2.102   2.333   1.484  1.00  0.00           H  
HETATM   41  H15 UNL     1       0.155   1.465   2.186  1.00  0.00           H  
HETATM   42  H16 UNL     1       0.857  -0.063   2.700  1.00  0.00           H  
HETATM   43  H17 UNL     1       0.176  -1.164   0.860  1.00  0.00           H  
HETATM   44  H18 UNL     1       0.740   1.392  -0.640  1.00  0.00           H  
HETATM   45  H19 UNL     1      -2.115  -0.199  -2.576  1.00  0.00           H  
HETATM   46  H20 UNL     1      -1.626   1.380  -1.748  1.00  0.00           H  
HETATM   47  H21 UNL     1      -1.189  -2.210  -0.235  1.00  0.00           H  
HETATM   48  H22 UNL     1      -2.930  -2.190   0.093  1.00  0.00           H  
HETATM   49  H23 UNL     1      -2.331  -2.070  -1.581  1.00  0.00           H  
HETATM   50  H24 UNL     1      -1.508   1.389   0.743  1.00  0.00           H  
HETATM   51  H25 UNL     1      -2.015   0.195   2.812  1.00  0.00           H  
HETATM   52  H26 UNL     1      -1.955  -1.394   1.882  1.00  0.00           H  
HETATM   53  H27 UNL     1      -4.080   0.603   1.956  1.00  0.00           H  
HETATM   54  H28 UNL     1      -4.142  -1.112   1.409  1.00  0.00           H  
HETATM   55  H29 UNL     1      -3.735   2.046   0.766  1.00  0.00           H  
HETATM   56  H30 UNL     1      -5.575   0.497  -2.712  1.00  0.00           H  
HETATM   57  H31 UNL     1      -6.494   0.558  -1.177  1.00  0.00           H  
HETATM   58  H32 UNL     1      -5.682   2.431  -0.633  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   14   15
CONECT   15   16   45   46
CONECT   16   17   18   21
CONECT   17   47   48   49
CONECT   18   19   50
CONECT   19   20   51   52
CONECT   20   21   53   54
CONECT   21   22   23
CONECT   22   55
CONECT   23   24   24   25
CONECT   25   26   56   57
CONECT   26   58
END

HMDB0000903
     RDKit          3D
Tetrahydrocortisone
 58 61  0  0  0  0  0  0  0  0999 V2000
    2.1947   -1.5861    0.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1023   -0.2687   -0.5686 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7899   -0.3768   -1.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2667   -0.4539   -1.8412 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9789    0.2070   -0.7299 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1903   -0.4495   -0.5114 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2261    0.1982    0.5773 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8440    0.7533    0.2896 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1338    1.2014    1.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8185    0.6292    1.8040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0941   -0.0724    0.7283 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7037    0.2563   -0.6284 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1238   -0.1386   -1.7456 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2832   -0.7897   -2.6651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5496    0.2842   -1.7534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1256   -0.2366   -0.4620 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1276   -1.7463   -0.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3511    0.2841    0.7314 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1540   -0.2923    1.8474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5981   -0.1603    1.3453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4800    0.2787   -0.1218 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4553    1.6601   -0.1076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5690   -0.2387   -0.9421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7847   -1.4159   -1.1011 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4763    0.7211   -1.6301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1565    2.0443   -1.3933 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4705   -2.3376   -0.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2094   -1.4102    1.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2022   -2.0127   -0.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4181    0.4388   -2.5465 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4554   -1.3298   -2.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6364    0.0346   -2.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6375   -1.5105   -1.9516 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2273    1.2598   -0.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6088   -0.1391    0.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2326   -0.7475    1.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7273    0.9687    1.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0325    1.6114   -0.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8155    0.9961    2.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015    2.3332    1.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1554    1.4647    2.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8570   -0.0628    2.6996 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1758   -1.1642    0.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7396    1.3921   -0.6398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1151   -0.1994   -2.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6255    1.3798   -1.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1891   -2.2105   -0.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9302   -2.1897    0.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3306   -2.0700   -1.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5082    1.3890    0.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0154    0.1947    2.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9551   -1.3943    1.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0796    0.6031    1.9564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1423   -1.1124    1.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7354    2.0463    0.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5752    0.4969   -2.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4942    0.5581   -1.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6820    2.4314   -0.6327 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  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
  8  2  1  0
 18 11  1  0
 12  2  1  0
 21 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  6
  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  1
 15 45  1  0
 15 46  1  0
 17 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  1
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 22 55  1  0
 25 56  1  0
 25 57  1  0
 26 58  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(3a,5b)-3,17,21-Trihydroxy-pregnane-11,20-dione	HMDB
3,17-Dihydroxy-17-hydroxyacetyl-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-11-one	HMDB
3a,17,21-Trihydroxy-5a-pregnane-11,20-dione	HMDB
3a,17,21-Trihydroxy-5b-pregnane-11,20-dione	HMDB
3alpha,17,21-Trihydroxy-5beta-pregnane-11,20-dione	HMDB
3alpha,17,21-Trihydroxypregnane-11,20-dione	HMDB
3b,17,21-Trihydroxy-5a-pregnane-11,20-dione	HMDB
5a-Pregnan-3b,17a,21-triol-11,20-dion	HMDB
Ba 2681	HMDB
Tetrahydro e	HMDB
Tetrahydro-cortisone	HMDB
Tetrahydrocompound e	HMDB
Tetrahydrocortison	HMDB
Urocortisone	HMDB

Chemical Formula

C₂₁H₃₂O₅

Average Mass

364.4758 Da

Monoisotopic Mass

364.22497 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

53-05-4

SMILES

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

InChI Identifier

InChI=1S/C21H32O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h12-15,18,22-23,26H,3-11H2,1-2H3/t12-,13-,14-,15-,18+,19-,20-,21-/m0/s1

InChI Key

SYGWGHVTLUBCEM-SDYDLROXSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	190 °C	Not Available
Boiling Point	239.40 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	203.2 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.176 (est)	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
Water Solubility	0.19 g/L	ALOGPS
logP	2.04	ALOGPS
logP	1.5	ChemAxon
logS	-3.3	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	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	96.68 m³·mol⁻¹	ChemAxon
Polarizability	40.47 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

External Links

HMDB ID

HMDB0000903

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022310

KNApSAcK ID

Not Available

Chemspider ID

16735652

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tetrahydrocortisone

METLIN ID

1915

PubChem Compound

12444617

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

rw1102021

References

General References

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 ]
Koren W, Grienspuhn A, Kuznetsov SR, Berezin M, Rosenthal T, Postnov YV: Enhanced Na+/H+ exchange in Cushing's syndrome reflects functional hypermineralocorticoidism. J Hypertens. 1998 Aug;16(8):1187-91. [PubMed:9794723 ]
Rosler A, Leiberman E, Rosenmann A, Ben-Uzilio R, Weidenfeld J: Prenatal diagnosis of 11beta-hydroxylase deficiency congenital adrenal hyperplasia. J Clin Endocrinol Metab. 1979 Oct;49(4):546-51. [PubMed:314453 ]
Stiefel P, Garcia-Morillo JS, Jimenez L, Pamies E, Miranda ML, Carneado J, Villar J, Leal-Cerro A: Role of ketoconazole treatment in urinary-free cortisol-to-cortisone and tetrahydrocortisol-to-tetrahydrocortisone ratios in nonectopic Cushing's syndrome. Endocrine. 2002 Aug;18(3):279-84. [PubMed:12450320 ]
Wallace AM, Banfield E, Ingram M, Fraser R, Swan L, Hillis WS, Connell JM: Glucocorticoids contribute to the heritability of leptin in Scottish adult female twins. Clin Endocrinol (Oxf). 2004 Jul;61(1):149-54. [PubMed:15212658 ]
Malunowicz EM, Romer TE, Urban M, Bossowski A: 11beta-hydroxysteroid dehydrogenase type 1 deficiency ('apparent cortisone reductase deficiency') in a 6-year-old boy. Horm Res. 2003;59(4):205-10. [PubMed:12649576 ]
Melander O, Frandsen E, Groop L, Hulthen UL: No evidence of a relation between 11beta-hydroxysteroid dehydrogenase type 2 activity and salt sensitivity. Am J Hypertens. 2003 Sep;16(9 Pt 1):729-33. [PubMed:12944030 ]
Vierhapper H, Nowotny P, Waldhausl W: Urinary steroid excretion rates in acromegaly. Horm Res. 2005;63(5):234-7. Epub 2005 May 17. [PubMed:15900108 ]

Showing NP-Card for Tetrahydrocortisone (NP0000211)

MOL for NP0000211 (Tetrahydrocortisone)

3D MOL for NP0000211 (Tetrahydrocortisone)

3D SDF for NP0000211 (Tetrahydrocortisone)

3D-SDF for NP0000211 (Tetrahydrocortisone)

PDB for NP0000211 (Tetrahydrocortisone)

3D PDB for NP0000211 (Tetrahydrocortisone)

SMILES for NP0000211 (Tetrahydrocortisone)

INCHI for NP0000211 (Tetrahydrocortisone)

Structure for NP0000211 (Tetrahydrocortisone)

3D Structure for NP0000211 (Tetrahydrocortisone)