NP-MRD: Showing NP-Card for 16alpha-Hydroxyandrost-4-ene-3,17-dione (NP0087633)

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Record Information

Version

2.0

Created at

2022-05-11 16:55:21 UTC

Updated at

2022-05-11 16:55:21 UTC

NP-MRD ID

NP0087633

Secondary Accession Numbers

None

Natural Product Identification

Common Name

16alpha-Hydroxyandrost-4-ene-3,17-dione

Description

16A-Hydroxyandrost-4-ene-3,17-dione, also known as 4-androsten-16alpha-ol-3,17-dione or 16alpha-ohad, 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, 16a-hydroxyandrost-4-ene-3,17-dione is considered to be a steroid lipid molecule. 16A-Hydroxyandrost-4-ene-3,17-dione is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 16alpha-Hydroxyandrost-4-ene-3,17-dione is found in Mus musculus. 16A-Hydroxyandrost-4-ene-3,17-dione exists in all living organisms, ranging from bacteria to humans.

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv0541 02231220512D          

 25 28  0  0  1  0            999 V2000
   13.3590  -11.1822    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8979  -11.1822    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0246  -10.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0567   -8.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9315  -12.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6036  -11.5631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6803  -11.0130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6967   -9.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3525  -10.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3688   -9.0992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5090  -12.1771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0027  -10.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1812  -11.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7586  -11.8343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5254  -10.7418    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.7750  -10.3990    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.1974  -10.2634    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.4222   -9.7323    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.8761   -9.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1029  -10.8774    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.1192   -9.4421    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0865  -12.3127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2434   -9.6540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0554   -8.3086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4247  -10.0292    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 20  3  1  1  0  0  0
 21  4  1  1  0  0  0
  5 13  1  0  0  0  0
  5  6  1  0  0  0  0
 15  6  1  0  0  0  0
  7  9  1  0  0  0  0
  7 14  1  0  0  0  0
 16  8  1  0  0  0  0
  8 10  1  0  0  0  0
  9 20  1  0  0  0  0
 10 21  1  0  0  0  0
 11 14  1  0  0  0  0
 11 13  2  0  0  0  0
 17 12  1  0  0  0  0
 12 18  1  0  0  0  0
 13 20  1  0  0  0  0
 14 22  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 20  1  0  0  0  0
 17 21  1  0  0  0  0
 18 23  1  6  0  0  0
 18 19  1  0  0  0  0
 19 21  1  0  0  0  0
 19 24  2  0  0  0  0
 16  2  1  6  0  0  0
 17  1  1  6  0  0  0
 15 25  1  1  0  0  0
M  END

     RDKit          3D

 48 51  0  0  0  0  0  0  0  0999 V2000
   -2.5000   -1.0995    1.4221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4344   -0.7666   -0.0448 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6218   -1.7382   -0.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2275   -1.7365   -0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3970   -0.3782   -0.3898 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4379    0.7178    0.2780 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1333    2.0320   -0.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5428    2.2554    0.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3509    1.0325    0.1690 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6743    1.1586    0.2718 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5256   -0.0304    0.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5686   -0.0883    0.8908 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0966   -1.1677   -0.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6604   -0.9949   -1.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8308   -0.3374    0.0104 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1378   -1.0957    1.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8184    0.6138   -0.2531 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8366    1.4827    0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1512    0.8622   -0.0788 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6312    1.6337   -1.1194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7924   -0.5314   -0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5622   -1.2058   -1.1751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4118   -0.6067    1.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6928   -2.1982    1.5063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6280   -0.7732    1.9950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0431   -2.7601   -0.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6018   -1.4590   -1.8782 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3801   -2.4621   -0.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3822   -1.9945    0.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3414   -0.1537   -1.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3527    0.6927    1.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1658    1.9235   -1.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5293    2.8774   -0.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9840    3.0767   -0.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4959    2.6011    1.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1352    2.1452    0.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7416   -1.1624   -1.5558 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2699   -2.1030   -0.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2707   -1.9876   -1.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6316   -0.3215   -1.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6069   -2.0829    1.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8423   -0.5466    1.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2380   -1.2948    1.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8037    0.8149   -1.3377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7636    1.3318    1.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7641    2.5466    0.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8744    0.7758    0.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1602    2.5025   -1.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 21  2  1  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
  2 17  1  0
 15  5  1  0
  6 17  1  0
 15  9  1  0
 17 44  1  6
 18 45  1  0
 18 46  1  0
 19 47  1  1
 20 48  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  6
  6 31  1  1
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 10 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 16 41  1  0
 16 42  1  0
 16 43  1  0
M  END

  Mrv0541 02231220512D          

 25 28  0  0  1  0            999 V2000
   13.3590  -11.1822    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8979  -11.1822    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0246  -10.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0567   -8.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9315  -12.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6036  -11.5631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6803  -11.0130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6967   -9.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3525  -10.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3688   -9.0992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5090  -12.1771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0027  -10.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1812  -11.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7586  -11.8343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5254  -10.7418    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.7750  -10.3990    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.1974  -10.2634    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.4222   -9.7323    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.8761   -9.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1029  -10.8774    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.1192   -9.4421    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0865  -12.3127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2434   -9.6540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0554   -8.3086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4247  -10.0292    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 20  3  1  1  0  0  0
 21  4  1  1  0  0  0
  5 13  1  0  0  0  0
  5  6  1  0  0  0  0
 15  6  1  0  0  0  0
  7  9  1  0  0  0  0
  7 14  1  0  0  0  0
 16  8  1  0  0  0  0
  8 10  1  0  0  0  0
  9 20  1  0  0  0  0
 10 21  1  0  0  0  0
 11 14  1  0  0  0  0
 11 13  2  0  0  0  0
 17 12  1  0  0  0  0
 12 18  1  0  0  0  0
 13 20  1  0  0  0  0
 14 22  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 20  1  0  0  0  0
 17 21  1  0  0  0  0
 18 23  1  6  0  0  0
 18 19  1  0  0  0  0
 19 21  1  0  0  0  0
 19 24  2  0  0  0  0
 16  2  1  6  0  0  0
 17  1  1  6  0  0  0
 15 25  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0087633

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12C[C@@H](O)C(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C19H26O3/c1-18-7-5-12(20)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(21)17(19)22/h9,13-16,21H,3-8,10H2,1-2H3/t13-,14+,15+,16-,18+,19+/m1/s1

> <INCHI_KEY>
SSBCZTXGVMMZOT-NBBHSKLNSA-N

> <FORMULA>
C19H26O3

> <MOLECULAR_WEIGHT>
302.4079

> <EXACT_MASS>
302.188194698

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
33.991129403085495

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,10R,11S,13R,15S)-13-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-5,14-dione

> <ALOGPS_LOGP>
2.32

> <JCHEM_LOGP>
3.0578850826666675

> <ALOGPS_LOGS>
-3.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.083368691594035

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.382230868379793

> <JCHEM_PKA_STRONGEST_BASIC>
-3.506411838826353

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
85.09969999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.66e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-androsten-16α-ol-3,17-dione

> <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  H   UNK     0      24.937 -20.873   0.000  0.00  0.00           H+0
HETATM    2  H   UNK     0      22.209 -20.873   0.000  0.00  0.00           H+0
HETATM    3  C   UNK     0      20.579 -18.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      24.373 -16.090   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.272 -22.477   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.527 -21.584   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.070 -20.558   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.834 -17.878   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.325 -19.665   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      23.088 -16.985   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.617 -22.731   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      26.138 -19.493   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.872 -21.838   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.216 -22.091   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      23.381 -20.051   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.980 -19.411   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      24.635 -19.158   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      26.921 -18.167   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      25.902 -17.013   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      20.725 -20.304   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      24.489 -17.625   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      16.961 -22.984   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      28.454 -18.021   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      26.237 -15.509   0.000  0.00  0.00           O+0
HETATM   25  H   UNK     0      23.193 -18.721   0.000  0.00  0.00           H+0
CONECT    1   17                                                            
CONECT    2   16                                                            
CONECT    3   20                                                            
CONECT    4   21                                                            
CONECT    5   13    6                                                       
CONECT    6    5   15                                                       
CONECT    7    9   14                                                       
CONECT    8   16   10                                                       
CONECT    9    7   20                                                       
CONECT   10    8   21                                                       
CONECT   11   14   13                                                       
CONECT   12   17   18                                                       
CONECT   13    5   11   20                                                  
CONECT   14    7   11   22                                                  
CONECT   15    6   16   17   25                                             
CONECT   16    8   15   20    2                                             
CONECT   17   12   15   21    1                                             
CONECT   18   12   23   19                                                  
CONECT   19   18   21   24                                                  
CONECT   20    3    9   13   16                                             
CONECT   21    4   10   17   19                                             
CONECT   22   14                                                            
CONECT   23   18                                                            
CONECT   24   19                                                            
CONECT   25   15                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Value	Source
4-Androsten-16alpha-ol-3,17-dione	ChEBI
4-Androsten-16a-ol-3,17-dione	Generator
4-Androsten-16α-ol-3,17-dione	Generator
16alpha-Hydroxyandrost-4-ene-3,17-dione	HMDB
16alpha-Hydroxyandrostenedione	HMDB
16-Hydroxyandrost-4-en-3,17-dione	HMDB
16 alpha-Hydroxyandrost-4-en-3,17-dione	HMDB
16-Hydroxyandrost-4-en-3,17-dione, (16alpha)-isomer	HMDB
16-Hydroxyandrost-4-en-3,17-dione, (16beta)-isomer	HMDB
16alpha-OHAD	HMDB
16a-Hydroxyandrost-4-ene-3,17-dione	Generator
16Α-hydroxyandrost-4-ene-3,17-dione	Generator

Chemical Formula

C₁₉H₂₆O₃

Average Mass

302.4079 Da

Monoisotopic Mass

302.18819 Da

IUPAC Name

(1S,2R,10R,11S,13R,15S)-13-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-5,14-dione

Traditional Name

4-androsten-16α-ol-3,17-dione

CAS Registry Number

Not Available

SMILES

[H][C@@]12C[C@@H](O)C(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C

InChI Identifier

InChI=1S/C19H26O3/c1-18-7-5-12(20)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(21)17(19)22/h9,13-16,21H,3-8,10H2,1-2H3/t13-,14+,15+,16-,18+,19+/m1/s1

InChI Key

SSBCZTXGVMMZOT-NBBHSKLNSA-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
Mus musculus	LOTUS Database	35616633
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-oxo-delta-4-steroid
3-oxosteroid
16-hydroxysteroid
16-alpha-hydroxysteroid
Oxosteroid
17-oxosteroid
Hydroxysteroid
Delta-4-steroid
Cyclohexenone
Cyclic alcohol
Cyclic ketone
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

3-oxo steroid (CHEBI:27582 )
17-oxo steroid (CHEBI:27582 )
androstanoid (CHEBI:27582 )
16alpha-hydroxy steroid (CHEBI:27582 )
C19 steroids (androgens) and derivatives (C05140 )
C19 steroids (androgens) and derivatives (LMST02020065 )

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	2.32	ALOGPS
logP	3.06	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	13.38	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	85.1 m³·mol⁻¹	ChemAxon
Polarizability	33.99 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

HMDB0006774

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB024076

KNApSAcK ID

Not Available

Chemspider ID

389474

KEGG Compound ID

C05140

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440574

PDB ID

Not Available

ChEBI ID

27582

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 16alpha-Hydroxyandrost-4-ene-3,17-dione (NP0087633)

MOL for NP0087633 (16alpha-Hydroxyandrost-4-ene-3,17-dione)

3D MOL for NP0087633 (16alpha-Hydroxyandrost-4-ene-3,17-dione)

3D SDF for NP0087633 (16alpha-Hydroxyandrost-4-ene-3,17-dione)

3D-SDF for NP0087633 (16alpha-Hydroxyandrost-4-ene-3,17-dione)

PDB for NP0087633 (16alpha-Hydroxyandrost-4-ene-3,17-dione)

3D PDB for NP0087633 (16alpha-Hydroxyandrost-4-ene-3,17-dione)

SMILES for NP0087633 (16alpha-Hydroxyandrost-4-ene-3,17-dione)

INCHI for NP0087633 (16alpha-Hydroxyandrost-4-ene-3,17-dione)

Structure for NP0087633 (16alpha-Hydroxyandrost-4-ene-3,17-dione)

3D Structure for NP0087633 (16alpha-Hydroxyandrost-4-ene-3,17-dione)