NP-MRD: Showing NP-Card for 5a-Tetrahydrocorticosterone (NP0086587)

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Record Information

Version

2.0

Created at

2022-05-11 16:25:16 UTC

Updated at

2022-05-11 16:25:17 UTC

NP-MRD ID

NP0086587

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5a-Tetrahydrocorticosterone

Description

5A-Tetrahydrocorticosterone, also known as allothb, belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone. Thus, 5a-tetrahydrocorticosterone is considered to be a steroid lipid molecule. 5a-Tetrahydrocorticosterone was first documented in 1995 (PMID: 7473516). 5A-Tetrahydrocorticosterone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 16597193).

Structure

MOL 3D MOL SDF PDB SMILES InChI

5a-Tetrahydrocorticosterone.mol
  Mrv0541 02231218322D          

 29 32  0  0  0  0            999 V2000
   -2.3522   -1.4302    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3522   -0.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6377   -0.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6377   -1.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9233   -1.4302    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2088   -1.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5057   -1.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5057   -0.6052    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2201   -0.1927    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0048   -0.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4897    0.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0048    0.8872    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2597    1.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6763    2.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2201    0.6323    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2201    1.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5057    1.0448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2088    0.6323    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2088   -0.1927    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9233   -0.6052    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9233    0.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667    1.8434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8795    2.0417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9233    1.0448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0667   -1.8427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9233   -2.2552    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2088   -1.0177    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5057    0.2198    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2201   -1.0177    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
 13 22  2  0  0  0  0
 14 23  1  0  0  0  0
 18 24  1  1  0  0  0
  1 25  1  6  0  0  0
  5 26  1  6  0  0  0
 19 27  1  6  0  0  0
  8 28  1  1  0  0  0
  9 29  1  6  0  0  0
M  END

     RDKit          3D

 59 62  0  0  0  0  0  0  0  0999 V2000
    2.3249   -1.5716   -1.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1240   -0.5335   -0.0086 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4217   -1.0505    1.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0112   -1.4037    0.8353 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0741   -2.3678   -0.1690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7303   -0.1676    0.3787 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0553    0.3129   -0.9101 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7322    1.5517   -1.4468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1986    1.2635   -1.6916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8059    0.8976   -0.3575 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2971    0.7415   -0.5687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9442    0.4047    0.7554 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8932    1.4042    1.0231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9467    0.4430    1.8851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7659   -0.4639    1.6575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1938   -0.3170    0.2546 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5278   -1.5838   -0.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3186    0.6646   -0.5005 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2121    1.2393   -1.5207 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5814    1.1320   -0.8679 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4190    0.1710    0.3005 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5609   -0.7523    0.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4753   -1.9648    0.3652 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9141   -0.1735    0.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8751    1.2069    0.7049 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2972   -1.3475   -1.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5605   -1.5595   -1.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3666   -2.5761   -0.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4799   -0.2898    1.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9152   -2.0048    1.5169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5253   -1.8804    1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2145   -3.2379    0.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5174    0.6295    1.1308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1510   -0.4689   -1.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2814    1.7667   -2.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5891    2.4264   -0.7974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2879    0.4493   -2.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6603    2.1924   -2.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6245    1.7518    0.3299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5051    0.0173   -1.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6507    1.7376   -0.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4681   -0.5504    0.7646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2980    1.2956    1.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4780    0.0604    2.7940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6709    1.4793    2.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0084   -0.2025    2.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0419   -1.5224    1.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9277   -1.5702   -1.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2378   -2.4305    0.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5983   -1.6941   -0.7198 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2638    1.3613    0.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2243    0.6678   -2.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9262    2.3124   -1.6929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8118    2.1455   -0.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3556    0.7961   -1.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2547    0.7362    1.2584 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5588   -0.5537   -0.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3662   -0.5282    1.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7279    1.5084    1.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 21  2  1  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
  2 18  1  0
 16  6  1  0
  7 18  1  0
 16 10  1  0
 18 51  1  1
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 21 56  1  1
 24 57  1  0
 24 58  1  0
 25 59  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  1
  5 32  1  0
  6 33  1  1
  7 34  1  6
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  1
 11 40  1  0
 11 41  1  0
 12 42  1  6
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 17 48  1  0
 17 49  1  0
 17 50  1  0
M  END

5a-Tetrahydrocorticosterone.mol
  Mrv0541 02231218322D          

 29 32  0  0  0  0            999 V2000
   -2.3522   -1.4302    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3522   -0.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6377   -0.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6377   -1.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9233   -1.4302    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2088   -1.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5057   -1.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5057   -0.6052    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2201   -0.1927    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0048   -0.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4897    0.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0048    0.8872    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2597    1.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6763    2.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2201    0.6323    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2201    1.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5057    1.0448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2088    0.6323    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2088   -0.1927    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9233   -0.6052    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9233    0.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667    1.8434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8795    2.0417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9233    1.0448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0667   -1.8427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9233   -2.2552    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2088   -1.0177    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5057    0.2198    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2201   -1.0177    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
 13 22  2  0  0  0  0
 14 23  1  0  0  0  0
 18 24  1  1  0  0  0
  1 25  1  6  0  0  0
  5 26  1  6  0  0  0
 19 27  1  6  0  0  0
  8 28  1  1  0  0  0
  9 29  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0086587

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H34O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h12-17,19,22-24H,3-11H2,1-2H3/t12-,13+,14-,15-,16+,17-,19+,20-,21-/m0/s1

> <INCHI_KEY>
RHQQHZQUAMFINJ-NZTKVECHSA-N

> <FORMULA>
C21H34O4

> <MOLECULAR_WEIGHT>
350.4923

> <EXACT_MASS>
350.245709576

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
40.16321125147443

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(1S,2S,5R,7S,10S,11S,14S,15S,17S)-5,17-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-2-hydroxyethan-1-one

> <ALOGPS_LOGP>
2.07

> <JCHEM_LOGP>
1.8609250909999995

> <ALOGPS_LOGS>
-3.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.29639545517264

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.864724749113215

> <JCHEM_PKA_STRONGEST_BASIC>
-0.2504199529494925

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
96.20139999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.20e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
allotetrahydrocorticosterone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 5a-Tetrahydrocorticosterone.mol                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.391  -2.670   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.391  -1.130   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.057  -0.360   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.057  -3.440   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.723  -2.670   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.390  -3.440   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.944  -2.670   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.944  -1.130   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.278  -0.360   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.742  -0.836   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.647   0.410   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.742   1.656   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.218   3.121   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.129   4.210   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.278   1.180   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.278   2.720   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.944   1.950   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.390   1.180   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.390  -0.360   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.723  -1.130   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.723   0.410   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.725   3.441   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.642   3.811   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -1.723   1.950   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -5.725  -3.440   0.000  0.00  0.00           O+0
HETATM   26  H   UNK     0      -1.723  -4.210   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.390  -1.900   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.944   0.410   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.278  -1.900   0.000  0.00  0.00           H+0
CONECT    1    2    4   25                                                  
CONECT    2    1    3                                                       
CONECT    3    2   20                                                       
CONECT    4    1    5                                                       
CONECT    5    4    6   20   26                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   19   28                                             
CONECT    9    8   10   15   29                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14   22                                                  
CONECT   14   13   23                                                       
CONECT   15   12    9   16   17                                             
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18    8   20   27                                             
CONECT   20   19    3    5   21                                             
CONECT   21   20                                                            
CONECT   22   13                                                            
CONECT   23   14                                                            
CONECT   24   18                                                            
CONECT   25    1                                                            
CONECT   26    5                                                            
CONECT   27   19                                                            
CONECT   28    8                                                            
CONECT   29    9                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

View in JSmol

Synonyms

Value	Source
3a,11b,21-Trihydroxy-5a-pregnan-20-one	HMDB
3a,5a-Tetrahydrocorticosterone	HMDB
5a-Pregnane-3a,11b,21-triol-20-one	HMDB
Allotetrahydrocorticosterone	HMDB
5Α-tetrahydrocorticosterone	HMDB
Tetrahydrocorticosterone	HMDB
Tetrahydrocorticosterone, (3alpha,5beta,11alpha)-isomer	HMDB
Tetrahydrocorticosterone, (3beta,5alpha,11beta)-isomer	HMDB
Tetrahydrocorticosterone, (3beta,5beta)-isomer	HMDB
Tetrahydrocorticosterone, (5alpha)-isomer	HMDB
3 beta,11 beta,21-Trihydroxy-5 alpha-pregnan-20-one	HMDB
AlloTHB	HMDB
Allopregnane-3 beta,11 beta,21-triol-20-one	HMDB
Tetrahydrocorticosterone, (3alpha,5alpha)-isomer	HMDB
5a-Tetrahydrocorticosterone	Generator

Chemical Formula

C₂₁H₃₄O₄

Average Mass

350.4923 Da

Monoisotopic Mass

350.24571 Da

IUPAC Name

1-[(1S,2S,5R,7S,10S,11S,14S,15S,17S)-5,17-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-2-hydroxyethan-1-one

Traditional Name

allotetrahydrocorticosterone

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C21H34O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h12-17,19,22-24H,3-11H2,1-2H3/t12-,13+,14-,15-,16+,17-,19+,20-,21-/m0/s1

InChI Key

RHQQHZQUAMFINJ-NZTKVECHSA-N

Experimental Spectra

Not Available

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	¹H NMR Spectrum (1D, 100 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	¹H NMR Spectrum (1D, 1000 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	¹H NMR Spectrum (1D, 200 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	¹H NMR Spectrum (1D, 300 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	¹H NMR Spectrum (1D, 400 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	¹H NMR Spectrum (1D, 500 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	¹H NMR Spectrum (1D, 600 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	¹H NMR Spectrum (1D, 700 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	¹H NMR Spectrum (1D, 800 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
1D NMR	¹H NMR Spectrum (1D, 900 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
Oxosteroid
11-beta-hydroxysteroid
11-hydroxysteroid
3-alpha-hydroxysteroid
Cyclic alcohol
Alpha-hydroxy ketone
Ketone
Secondary alcohol
Alcohol
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Primary alcohol
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives (LMST02030142 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.07	ALOGPS
logP	1.86	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	13.86	ChemAxon
pKa (Strongest Basic)	-0.25	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	96.2 m³·mol⁻¹	ChemAxon
Polarizability	40.16 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

HMDB0000449

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022053

KNApSAcK ID

Not Available

Chemspider ID

91970

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5438

PubChem Compound

101790

PDB ID

Not Available

ChEBI ID

89328

Good Scents ID

Not Available

References

General References

Friel PN, Alexander T, Wright JV: Suppression of adrenal function by low-dose prednisone: assessment with 24-hour urinary steroid hormone profiles--a review of five cases. Altern Med Rev. 2006 Mar;11(1):40-6. [PubMed:16597193 ]
Soro A, Ingram MC, Tonolo G, Glorioso N, Fraser R: Mildly raised corticosterone excretion rates in patients with essential hypertension. J Hum Hypertens. 1995 Jun;9(6):391-3. [PubMed:7473516 ]

Showing NP-Card for 5a-Tetrahydrocorticosterone (NP0086587)

MOL for NP0086587 (5a-Tetrahydrocorticosterone)

3D MOL for NP0086587 (5a-Tetrahydrocorticosterone)

3D SDF for NP0086587 (5a-Tetrahydrocorticosterone)

3D-SDF for NP0086587 (5a-Tetrahydrocorticosterone)

PDB for NP0086587 (5a-Tetrahydrocorticosterone)

3D PDB for NP0086587 (5a-Tetrahydrocorticosterone)

SMILES for NP0086587 (5a-Tetrahydrocorticosterone)

INCHI for NP0086587 (5a-Tetrahydrocorticosterone)

Structure for NP0086587 (5a-Tetrahydrocorticosterone)

3D Structure for NP0086587 (5a-Tetrahydrocorticosterone)