NP-MRD: Showing NP-Card for 7b-Hydroxydehydroepiandrosterone (NP0087186)

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Record Information

Version

2.0

Created at

2022-05-11 16:42:30 UTC

Updated at

2022-05-11 16:42:30 UTC

NP-MRD ID

NP0087186

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7b-Hydroxydehydroepiandrosterone

Description

7B-Hydroxydehydroepiandrosterone, also known as 7beta-OH-dhea or 3b,7b-dihydroxy-5-androsten-17-one, belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. Thus, 7b-hydroxydehydroepiandrosterone is considered to be a steroid lipid molecule. Dehydroepiandrosterone (DHEA) is a precursor of testosterone. 7B-Hydroxydehydroepiandrosterone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv0541 02231219572D          

 25 28  0  0  1  0            999 V2000
   24.2297  -19.0483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2485  -15.5121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7628  -19.0655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7829  -17.3725    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.4973  -17.7849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.2117  -17.3725    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.2117  -16.5475    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.0322  -17.7906    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.7829  -16.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4973  -16.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5106  -18.6440    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.9922  -17.6239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0255  -18.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2676  -17.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9922  -16.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4737  -16.9600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7697  -19.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2117  -15.7226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0386  -16.9656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2539  -19.1033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4857  -17.7607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4788  -18.6557    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.3902  -17.0218    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.9721  -18.2435    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.4437  -18.0020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  1  0  0  0
  2 15  2  0  0  0  0
 22  3  1  1  0  0  0
  4  5  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  1  0  0  0  0
  4 23  1  6  0  0  0
  5  6  1  0  0  0  0
  5 11  1  0  0  0  0
  5 24  1  1  0  0  0
  6  7  1  0  0  0  0
  6 12  1  0  0  0  0
  6 25  1  6  0  0  0
  7 10  1  0  0  0  0
  7 15  1  0  0  0  0
  7 18  1  1  0  0  0
  8 13  1  0  0  0  0
  8 14  1  0  0  0  0
  8 19  1  1  0  0  0
  9 10  1  0  0  0  0
 11 17  1  0  0  0  0
 12 16  1  0  0  0  0
 13 17  2  0  0  0  0
 13 20  1  0  0  0  0
 14 21  1  0  0  0  0
 15 16  1  0  0  0  0
 20 22  1  0  0  0  0
 21 22  1  0  0  0  0
M  END

     RDKit          3D

 50 53  0  0  0  0  0  0  0  0999 V2000
    3.2637   -1.1927   -0.1635 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7636   -0.0980    0.7367 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9689   -0.6229    1.8662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6500   -1.1836    1.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0802   -0.1460    0.5588 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7923    0.2141   -0.6323 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9534    0.9512   -0.0366 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9506    1.5002   -0.9569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2293    1.5395   -0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9240    0.7372    1.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4985    0.7752    2.1704 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1034    0.9411   -1.7228 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0304    0.2103   -2.9206 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2833    1.3561   -1.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0330    0.7268   -0.5072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3996    1.2044   -0.2316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3197    0.1362    0.2469 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8498   -0.6007   -0.8418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7600   -0.7833    1.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2848   -0.6652    1.4534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4891   -0.4617    0.2012 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5922   -1.7136   -0.6409 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6570   -0.7599   -1.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1671   -1.6321    0.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5730   -2.0185   -0.3141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7950    0.0809    2.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5089   -1.5093    2.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8247   -2.0967    0.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0600   -1.5047    2.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1138    0.7820    1.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1328   -0.7780   -1.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5950    1.6885    0.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0768    1.0137   -1.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6932    2.5740   -1.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4537    2.5629    0.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0766    1.0792   -0.6764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6784    1.8607   -1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5053   -0.6547   -2.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6852    2.2155   -1.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8171    1.6034   -1.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4074    2.0348    0.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2345    0.6545    0.6655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5743   -0.0647   -1.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2187   -0.5440    2.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0304   -1.8515    1.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0648    0.1818    2.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9043   -1.5876    1.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0755   -2.5347   -0.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5587   -2.0551   -0.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1493   -1.5651   -1.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10  2  1  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
  2  7  1  0
 21  5  1  0
  6  7  1  0
 21 15  1  0
  7 32  1  1
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  1
  6 31  1  6
 12 37  1  6
 13 38  1  0
 14 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  1
 18 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 22 48  1  0
 22 49  1  0
 22 50  1  0
M  END

  Mrv0541 02231219572D          

 25 28  0  0  1  0            999 V2000
   24.2297  -19.0483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2485  -15.5121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7628  -19.0655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7829  -17.3725    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.4973  -17.7849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.2117  -17.3725    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.2117  -16.5475    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.0322  -17.7906    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.7829  -16.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4973  -16.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5106  -18.6440    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.9922  -17.6239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0255  -18.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2676  -17.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9922  -16.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4737  -16.9600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7697  -19.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2117  -15.7226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0386  -16.9656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2539  -19.1033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4857  -17.7607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4788  -18.6557    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.3902  -17.0218    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.9721  -18.2435    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.4437  -18.0020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  1  0  0  0
  2 15  2  0  0  0  0
 22  3  1  1  0  0  0
  4  5  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  1  0  0  0  0
  4 23  1  6  0  0  0
  5  6  1  0  0  0  0
  5 11  1  0  0  0  0
  5 24  1  1  0  0  0
  6  7  1  0  0  0  0
  6 12  1  0  0  0  0
  6 25  1  6  0  0  0
  7 10  1  0  0  0  0
  7 15  1  0  0  0  0
  7 18  1  1  0  0  0
  8 13  1  0  0  0  0
  8 14  1  0  0  0  0
  8 19  1  1  0  0  0
  9 10  1  0  0  0  0
 11 17  1  0  0  0  0
 12 16  1  0  0  0  0
 13 17  2  0  0  0  0
 13 20  1  0  0  0  0
 14 21  1  0  0  0  0
 15 16  1  0  0  0  0
 20 22  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0087186

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@@H](O)C=C2C[C@@H](O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C19H28O3/c1-18-7-5-12(20)9-11(18)10-15(21)17-13-3-4-16(22)19(13,2)8-6-14(17)18/h10,12-15,17,20-21H,3-9H2,1-2H3/t12-,13-,14-,15-,17-,18-,19-/m0/s1

> <INCHI_KEY>
OLPSAOWBSPXZEA-GCNMQWDSSA-N

> <FORMULA>
C19H28O3

> <MOLECULAR_WEIGHT>
304.4238

> <EXACT_MASS>
304.203844762

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
35.00396512352483

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,5S,9R,10R,11S,15S)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-one

> <ALOGPS_LOGP>
1.84

> <JCHEM_LOGP>
2.2088477183333333

> <ALOGPS_LOGS>
-3.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.25349888537043

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.20423342151809

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8087658381000774

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
86.0974

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.27e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7b-Hydroxy-DHEA

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      45.229 -35.557   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      47.131 -28.956   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      36.891 -35.589   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      42.528 -32.429   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      43.862 -33.198   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      45.195 -32.429   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      45.195 -30.889   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      41.127 -33.209   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      42.528 -30.889   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      43.862 -30.119   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      43.886 -34.802   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      46.652 -32.898   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      41.114 -34.813   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      39.700 -32.341   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      46.652 -30.420   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      47.551 -31.659   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      42.503 -35.615   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      45.195 -29.349   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      41.139 -31.669   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      39.674 -35.659   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      38.240 -33.153   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      38.227 -34.824   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0      43.662 -31.774   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      44.748 -34.055   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      45.628 -33.604   0.000  0.00  0.00           H+0
CONECT    1   11                                                            
CONECT    2   15                                                            
CONECT    3   22                                                            
CONECT    4    5    8    9   23                                             
CONECT    5    4    6   11   24                                             
CONECT    6    5    7   12   25                                             
CONECT    7    6   10   15   18                                             
CONECT    8    4   13   14   19                                             
CONECT    9    4   10                                                       
CONECT   10    7    9                                                       
CONECT   11    1    5   17                                                  
CONECT   12    6   16                                                       
CONECT   13    8   17   20                                                  
CONECT   14    8   21                                                       
CONECT   15    2    7   16                                                  
CONECT   16   12   15                                                       
CONECT   17   11   13                                                       
CONECT   18    7                                                            
CONECT   19    8                                                            
CONECT   20   13   22                                                       
CONECT   21   14   22                                                       
CONECT   22    3   20   21                                                  
CONECT   23    4                                                            
CONECT   24    5                                                            
CONECT   25    6                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Value	Source
7-Hydroxydehydroepiandrosterone, (3beta)-isomer	HMDB
7beta-OH-DHEA	HMDB
7beta-Hydroxydehydroepiandrosterone	HMDB
7 alpha-Hydroxydehydroepiandrosterone	HMDB
7-Hydroxydehydroepiandrosterone, (3beta,7beta)-isomer	HMDB
7-Hydroxydehydroepiandrosterone	HMDB
(3b,7b)-3,7-Dihydroxy-androst-5-en-17-one	HMDB
3b,7b-Dihydroxy-5-androsten-17-one	HMDB
3b,7b-Dihydroxy-5-androstene-17-one	HMDB
3b,7b-Dihydroxy-androst-5-en-17-one	HMDB
3b,7b-Dihydroxy-ost-5-en-17-one	HMDB
7-b-OH-DHEA	HMDB
7-beta-OH-DHEA	HMDB
7b-Hydroxy dehydroepiandrosterone	HMDB
7b-Hydroxy-dhea	HMDB
Androst-5-ene-3b,7b-diol-17-one	HMDB

Chemical Formula

C₁₉H₂₈O₃

Average Mass

304.4238 Da

Monoisotopic Mass

304.20384 Da

IUPAC Name

(1S,2R,5S,9R,10R,11S,15S)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-one

Traditional Name

7b-Hydroxy-DHEA

CAS Registry Number

Not Available

SMILES

[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@@H](O)C=C2C[C@@H](O)CC[C@]12C

InChI Identifier

InChI=1S/C19H28O3/c1-18-7-5-12(20)9-11(18)10-15(21)17-13-3-4-16(22)19(13,2)8-6-14(17)18/h10,12-15,17,20-21H,3-9H2,1-2H3/t12-,13-,14-,15-,17-,18-,19-/m0/s1

InChI Key

OLPSAOWBSPXZEA-GCNMQWDSSA-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 androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Androstane steroids

Direct Parent

Androgens and derivatives

Alternative Parents

Substituents

Androgen-skeleton
3-hydroxy-delta-5-steroid
3-hydroxysteroid
7-hydroxysteroid
7-alpha-hydroxysteroid
3-beta-hydroxysteroid
3-beta-hydroxy-delta-5-steroid
Oxosteroid
17-oxosteroid
Hydroxysteroid
Delta-5-steroid
Cyclic alcohol
Secondary alcohol
Ketone
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Alcohol
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

C19 steroids (androgens) and derivatives (LMST02020106 )

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	1.84	ALOGPS
logP	2.21	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	18.2	ChemAxon
pKa (Strongest Basic)	-0.81	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	86.1 m³·mol⁻¹	ChemAxon
Polarizability	35 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

HMDB0004624

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023384

KNApSAcK ID

Not Available

Chemspider ID

7993704

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9817954

PDB ID

Not Available

ChEBI ID

712193

Good Scents ID

Not Available

References

General References

Showing NP-Card for 7b-Hydroxydehydroepiandrosterone (NP0087186)

MOL for NP0087186 (7b-Hydroxydehydroepiandrosterone)

3D MOL for NP0087186 (7b-Hydroxydehydroepiandrosterone)

3D SDF for NP0087186 (7b-Hydroxydehydroepiandrosterone)

3D-SDF for NP0087186 (7b-Hydroxydehydroepiandrosterone)

PDB for NP0087186 (7b-Hydroxydehydroepiandrosterone)

3D PDB for NP0087186 (7b-Hydroxydehydroepiandrosterone)

SMILES for NP0087186 (7b-Hydroxydehydroepiandrosterone)

INCHI for NP0087186 (7b-Hydroxydehydroepiandrosterone)

Structure for NP0087186 (7b-Hydroxydehydroepiandrosterone)

3D Structure for NP0087186 (7b-Hydroxydehydroepiandrosterone)