NP-MRD: Showing NP-Card for 16alpha-Hydroxydehydroisoandrosterone (NP0086559)

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Record Information

Version

2.0

Created at

2022-05-11 16:24:25 UTC

Updated at

2022-05-11 16:24:25 UTC

NP-MRD ID

NP0086559

Secondary Accession Numbers

None

Natural Product Identification

Common Name

16alpha-Hydroxydehydroisoandrosterone

Description

16A-Hydroxydehydroisoandrosterone, also known as 3b,16a-dihydroxy-androst-5-en-17-one or 5-androstene-3beta,16alpha-diol-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, 16a-hydroxydehydroisoandrosterone is considered to be a steroid lipid molecule. 16A-Hydroxydehydroisoandrosterone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 16alpha-Hydroxydehydroisoandrosterone is found in Homo sapiens and Mus musculus. 16A-Hydroxydehydroisoandrosterone exists in all living organisms, ranging from bacteria to humans.

Structure

MOL 3D MOL SDF PDB SMILES InChI

16a-Hydroxydehydroisoandrosterone.mol
  Mrv0541 02231218282D          

 25 28  0  0  0  0            999 V2000
   -2.4762   -1.3448    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4762   -0.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7617   -0.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7617   -1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0473   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3328   -1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3817   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3817   -0.5198    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0961   -0.1073    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8808   -0.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3657    0.3052    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8808    0.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0961    0.7177    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0961    1.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3817    1.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3328    0.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3328   -0.1073    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0473   -0.5198    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0473    0.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1357    1.7573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1907    0.3052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1907   -1.7573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3328   -0.9323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3817    0.3052    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0961   -0.9323    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  2  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  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
  3 18  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  1  0  0  0
 12 20  2  0  0  0  0
 11 21  1  6  0  0  0
  1 22  1  1  0  0  0
 17 23  1  6  0  0  0
  8 24  1  1  0  0  0
  9 25  1  6  0  0  0
M  END

     RDKit          3D

 50 53  0  0  0  0  0  0  0  0999 V2000
   -2.0079    1.3767    2.1240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4549    0.3937    1.0769 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0265   -0.9958    1.3826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6430   -1.3492    0.9818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0513   -0.6220   -0.1491 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5168    0.8031   -0.3225 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0329    1.2876   -1.6598 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3011    0.7667   -2.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9946   -0.1035   -1.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3283   -0.5420   -1.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1302   -1.2777   -0.8058 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8088   -0.4113    0.0614 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3737   -2.2917   -0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8892   -2.1321   -0.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4783   -0.6766   -0.0431 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9904    0.0683    1.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9937    0.7795   -0.3177 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7009    2.0539   -0.5415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0913    1.7598    0.0397 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9510    1.5135   -1.0337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9196    0.5617    0.9023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8004   -0.1083    1.3482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2819    2.4032    1.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9594    1.3042    2.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6204    1.1469    3.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7965   -1.6887    0.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1191   -1.1506    2.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0730   -1.2863    1.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6435   -2.4517    0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2930   -1.1474   -1.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060    1.4809    0.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0196    2.4092   -1.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8113    1.0316   -2.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7272    1.1454   -2.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1493   -1.2129   -2.6890 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9403    0.3009   -2.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9388   -1.8314   -1.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5343    0.0501   -0.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6038   -3.3404   -0.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6909   -2.2868    1.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4258   -2.6160   -0.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4641   -2.5881    0.8777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5625    0.9727    0.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1980    0.4270    1.8253 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6631   -0.5671    1.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3513    0.0086   -1.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7864    2.2365   -1.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2537    2.9505   -0.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4410    2.6425    0.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5925    0.8026   -0.8536 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  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  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 46  1  6
 18 47  1  0
 18 48  1  0
 19 49  1  1
 20 50  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
 10 35  1  0
 10 36  1  0
 11 37  1  6
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
M  END

16a-Hydroxydehydroisoandrosterone.mol
  Mrv0541 02231218282D          

 25 28  0  0  0  0            999 V2000
   -2.4762   -1.3448    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4762   -0.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7617   -0.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7617   -1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0473   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3328   -1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3817   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3817   -0.5198    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0961   -0.1073    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8808   -0.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3657    0.3052    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8808    0.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0961    0.7177    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0961    1.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3817    1.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3328    0.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3328   -0.1073    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0473   -0.5198    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0473    0.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1357    1.7573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1907    0.3052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1907   -1.7573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3328   -0.9323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3817    0.3052    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0961   -0.9323    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  2  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  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
  3 18  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  1  0  0  0
 12 20  2  0  0  0  0
 11 21  1  6  0  0  0
  1 22  1  1  0  0  0
 17 23  1  6  0  0  0
  8 24  1  1  0  0  0
  9 25  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0086559

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H28O3/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/h3,12-16,20-21H,4-10H2,1-2H3/t12-,13+,14-,15-,16+,18-,19-/m0/s1

> <INCHI_KEY>
QQIVKFZWLZJXJT-DNKQKWOHSA-N

> <FORMULA>
C19H28O3

> <MOLECULAR_WEIGHT>
304.4238

> <EXACT_MASS>
304.203844762

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
34.84882956250295

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,5S,10R,11S,13R,15S)-5,13-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-one

> <ALOGPS_LOGP>
2.42

> <JCHEM_LOGP>
2.490639134666667

> <ALOGPS_LOGS>
-3.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.20428950550259

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.382196791349628

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3972436788559572

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
86.15109999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.20e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
16a-Hydroxy-DHEA

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 16a-Hydroxydehydroisoandrosterone.mol             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.622  -2.510   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.622  -0.970   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.289  -0.200   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.289  -3.280   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.955  -2.510   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.621  -3.280   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.713  -2.510   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.713  -0.970   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.046  -0.200   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.511  -0.676   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.416   0.570   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.511   1.816   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.046   1.340   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.046   2.880   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.713   2.110   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.621   1.340   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.621  -0.200   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.955  -0.970   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.955   0.570   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.987   3.280   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.956   0.570   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -5.956  -3.280   0.000  0.00  0.00           O+0
HETATM   23  H   UNK     0      -0.621  -1.740   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.713   0.570   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.046  -1.740   0.000  0.00  0.00           H+0
CONECT    1    2    4   22                                                  
CONECT    2    1    3                                                       
CONECT    3    2   18                                                       
CONECT    4    1    5                                                       
CONECT    5    4    6   18                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   17   24                                             
CONECT    9    8   10   13   25                                             
CONECT   10    9   11                                                       
CONECT   11   10   12   21                                                  
CONECT   12   11   13   20                                                  
CONECT   13   12    9   14   15                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16    8   18   23                                             
CONECT   18   17    3    5   19                                             
CONECT   19   18                                                            
CONECT   20   12                                                            
CONECT   21   11                                                            
CONECT   22    1                                                            
CONECT   23   17                                                            
CONECT   24    8                                                            
CONECT   25    9                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Value	Source
16alpha-Hydroxydehydroisoandrosterone	ChEBI
3beta,16alpha-Dihydroxy-androst-5-en-17-one	ChEBI
5-Androstene-3beta,16alpha-diol-17-one	ChEBI
16Α-hydroxydehydroisoandrosterone	Generator
3b,16a-Dihydroxy-androst-5-en-17-one	Generator
3Β,16α-dihydroxy-androst-5-en-17-one	Generator
5-Androstene-3b,16a-diol-17-one	Generator
5-Androstene-3β,16α-diol-17-one	Generator
16 alpha-Hydroxy-dehydroepiandrosterone	HMDB
16-Hydroxydehydroandrosterone	HMDB
16-Hydroxydehydroepiandrosterone	HMDB
16a-Hydroxy-dhea	HMDB
16a-Hydroxydehydroandrosterone	HMDB
16a-Hydroxydehydroepiandrosterone	HMDB
3b,16a-Dihydroxyandrost-5-en-17-one	HMDB
Androst-5-ene-3b-16a-diol-17-one	HMDB
16alpha-Hydroxy-dehydroepiandrosterone	HMDB
3beta,16alpha-Dihydroxyandrost-5-en-17-one	HMDB
16 alpha-Hydroxydehydroisoandrosterone	HMDB
3,16-Dihydroxyandrost-5-en-17-one	HMDB
3 beta,16 beta-Dihydroxyandrost-5-en-17-one	HMDB
16 beta-Hydroxydehydroepiandrosterone	HMDB
3 beta,16 alpha-Dihydroxyandrost-5-en-17-one	HMDB
16-Hydroxydehydroepiandrosterone, (16beta)-isomer	HMDB
16-Hydroxydehydroepiandrosterone, (3alpha,16alpha)-isomer	HMDB
16Α-hydroxydehydroepiandrosterone	HMDB
16a-Hydroxydehydroisoandrosterone	Generator

Chemical Formula

C₁₉H₂₈O₃

Average Mass

304.4238 Da

Monoisotopic Mass

304.20384 Da

IUPAC Name

(1S,2R,5S,10R,11S,13R,15S)-5,13-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-one

Traditional Name

16a-Hydroxy-DHEA

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C19H28O3/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/h3,12-16,20-21H,4-10H2,1-2H3/t12-,13+,14-,15-,16+,18-,19-/m0/s1

InChI Key

QQIVKFZWLZJXJT-DNKQKWOHSA-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
Homo sapiens	LOTUS Database	35616633
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-hydroxy-delta-5-steroid
3-hydroxysteroid
3-beta-hydroxysteroid
16-hydroxysteroid
16-alpha-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

3beta-hydroxy steroid (CHEBI:27771 )
17-oxo steroid (CHEBI:27771 )
androstanoid (CHEBI:27771 )
16alpha-hydroxy steroid (CHEBI:27771 )
C19 steroids (androgens) and derivatives (C05139 )
C19 steroids (androgens) and derivatives (LMST02020064 )

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	2.42	ALOGPS
logP	2.49	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	13.38	ChemAxon
pKa (Strongest Basic)	-1.4	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	86.15 m³·mol⁻¹	ChemAxon
Polarizability	34.85 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