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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 22:35:30 UTC

Update Date

2021-09-23 22:35:30 UTC

HMDB ID

HMDB0303012

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Androsterol

Description

Androsterol 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. Androsterol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0303012
     RDKit          3D
Androsterol
 50 53  0  0  0  0  0  0  0  0999 V2000
   -2.6450   -0.0911   -1.8949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4199    0.7140   -0.6737 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7493    1.2823   -0.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4522    0.0238    0.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3511   -0.9697    0.6008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1342   -0.1316    0.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8301   -0.8341    0.5019 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2044   -0.7826    1.8870 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9293    0.1731    1.9691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8059    0.2532    0.9632 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9476    1.1792    0.9874 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1520    0.7014    0.2481 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0536    0.1373    1.1684 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8795   -0.3298   -0.7944 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4767   -0.3323   -1.3081 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5472   -0.6629   -0.1904 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7527   -2.1149    0.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0818   -0.4043   -0.5870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0440    0.9837   -1.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3178    1.6961   -0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4134   -1.1578   -1.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0756    0.4036   -2.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7187   -0.0402   -2.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5631    1.9228    0.6672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2888    1.7967   -1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0641    0.2860    1.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1396   -0.3703   -0.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3477   -1.8024   -0.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6054   -1.3681    1.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1698    0.5792    1.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0654   -1.9285    0.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9535   -0.4242    2.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0852   -1.7958    2.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0891    0.8287    2.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7117    2.2025    0.6286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2195    1.3198    2.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7132    1.5740   -0.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0245    0.7189    1.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5558   -0.1249   -1.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1841   -1.3643   -0.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2757    0.6413   -1.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4088   -1.1120   -2.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2296   -2.2162    1.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8112   -2.7018    0.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4609   -2.6299   -0.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0400   -1.0873   -1.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7905    1.6512   -0.6947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0707    1.0459   -2.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4733    2.5196   -1.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1905    2.1429    0.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  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  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  0
 19 20  1  0
  6  2  1  0
 18  7  1  0
 20  2  1  0
 16 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  6
  8 32  1  0
  8 33  1  0
  9 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  6
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 17 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  0
 20 50  1  0
M  END


  Mrv0541 02241212592D          

 21 24  0  0  0  0            999 V2000
   -3.4473   -0.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1618   -0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1618   -1.7384    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4473   -2.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7329   -1.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7329   -0.9134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0184   -0.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0184   -2.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039   -1.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039   -0.9134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3039    0.7367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0184    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5895   -0.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5895    0.3241    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1952    0.5791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1952   -0.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6801   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5895    1.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039   -0.0884    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7329   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8763   -2.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 13  1  0  0  0  0
  7 10  1  0  0  0  0
 12  7  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 15 14  1  0  0  0  0
 14 13  1  0  0  0  0
 13 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 17  1  0  0  0  0
 14 18  1  1  0  0  0
 10 19  1  1  0  0  0
  6 20  1  1  0  0  0
  3 21  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0303012

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC=C3C[C@@H](O)CC[C@]3(C)C1CC[C@]1(C)CCCC21

> <INCHI_IDENTIFIER>
InChI=1S/C19H30O/c1-18-9-3-4-16(18)15-6-5-13-12-14(20)7-11-19(13,2)17(15)8-10-18/h5,14-17,20H,3-4,6-12H2,1-2H3/t14-,15-,16?,17?,18-,19-/m0/s1

> <INCHI_KEY>
LYFPAZBMEUSVNA-CDVCEDLFSA-N

> <FORMULA>
C19H30O

> <MOLECULAR_WEIGHT>
274.4409

> <EXACT_MASS>
274.229665582

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
33.926387415486694

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,5S,10S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol

> <ALOGPS_LOGP>
4.81

> <JCHEM_LOGP>
4.028988416666667

> <ALOGPS_LOGS>
-5.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.20428950550382

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3972437702926293

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
83.9657

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.24e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,5S,10S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0303012
     RDKit          3D
Androsterol
 50 53  0  0  0  0  0  0  0  0999 V2000
   -2.6450   -0.0911   -1.8949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4199    0.7140   -0.6737 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7493    1.2823   -0.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4522    0.0238    0.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3511   -0.9697    0.6008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1342   -0.1316    0.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8301   -0.8341    0.5019 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2044   -0.7826    1.8870 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9293    0.1731    1.9691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8059    0.2532    0.9632 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9476    1.1792    0.9874 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1520    0.7014    0.2481 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0536    0.1373    1.1684 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8795   -0.3298   -0.7944 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4767   -0.3323   -1.3081 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5472   -0.6629   -0.1904 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7527   -2.1149    0.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0818   -0.4043   -0.5870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0440    0.9837   -1.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3178    1.6961   -0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4134   -1.1578   -1.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0756    0.4036   -2.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7187   -0.0402   -2.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5631    1.9228    0.6672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2888    1.7967   -1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0641    0.2860    1.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1396   -0.3703   -0.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3477   -1.8024   -0.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6054   -1.3681    1.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1698    0.5792    1.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0654   -1.9285    0.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9535   -0.4242    2.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0852   -1.7958    2.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0891    0.8287    2.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7117    2.2025    0.6286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2195    1.3198    2.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7132    1.5740   -0.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0245    0.7189    1.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5558   -0.1249   -1.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1841   -1.3643   -0.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2757    0.6413   -1.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4088   -1.1120   -2.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2296   -2.2162    1.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8112   -2.7018    0.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4609   -2.6299   -0.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0400   -1.0873   -1.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7905    1.6512   -0.6947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0707    1.0459   -2.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4733    2.5196   -1.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1905    2.1429    0.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  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  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  0
 19 20  1  0
  6  2  1  0
 18  7  1  0
 20  2  1  0
 16 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  6
  8 32  1  0
  8 33  1  0
  9 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  6
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 17 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  0
 20 50  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -6.435  -0.935   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.769  -1.705   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.769  -3.245   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.435  -4.015   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.101  -3.245   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.101  -1.705   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.768  -0.935   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.768  -4.015   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.434  -3.245   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.434  -1.705   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.434   1.375   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.768   0.605   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.100  -0.935   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.100   0.605   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.364   1.081   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.364  -1.411   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.270  -0.165   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.100   2.145   0.000  0.00  0.00           C+0
HETATM   19  H   UNK     0      -2.434  -0.165   0.000  0.00  0.00           H+0
HETATM   20  C   UNK     0      -5.101  -0.165   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -9.102  -4.015   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5   20                                             
CONECT    7    6   10   12                                                  
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   13    7   19                                             
CONECT   11   12   14                                                       
CONECT   12    7   11                                                       
CONECT   13   10   14   16                                                  
CONECT   14   11   15   13   18                                             
CONECT   15   14   17                                                       
CONECT   16   13   17                                                       
CONECT   17   15   16                                                       
CONECT   18   14                                                            
CONECT   19   10                                                            
CONECT   20    6                                                            
CONECT   21    3                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0303012
HETATM    1  C1  UNL     1      -2.645  -0.091  -1.895  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.420   0.714  -0.674  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.749   1.282  -0.221  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.452   0.024   0.252  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.351  -0.970   0.601  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.134  -0.132   0.568  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.830  -0.834   0.502  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.204  -0.783   1.887  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.929   0.173   1.969  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.806   0.253   0.963  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.948   1.179   0.987  1.00  0.00           C  
HETATM   12  C12 UNL     1       4.152   0.701   0.248  1.00  0.00           C  
HETATM   13  O1  UNL     1       5.054   0.137   1.168  1.00  0.00           O  
HETATM   14  C13 UNL     1       3.879  -0.330  -0.794  1.00  0.00           C  
HETATM   15  C14 UNL     1       2.477  -0.332  -1.308  1.00  0.00           C  
HETATM   16  C15 UNL     1       1.547  -0.663  -0.190  1.00  0.00           C  
HETATM   17  C16 UNL     1       1.753  -2.115   0.187  1.00  0.00           C  
HETATM   18  C17 UNL     1       0.082  -0.404  -0.587  1.00  0.00           C  
HETATM   19  C18 UNL     1      -0.044   0.984  -1.065  1.00  0.00           C  
HETATM   20  C19 UNL     1      -1.318   1.696  -0.739  1.00  0.00           C  
HETATM   21  H1  UNL     1      -2.413  -1.158  -1.823  1.00  0.00           H  
HETATM   22  H2  UNL     1      -2.076   0.404  -2.737  1.00  0.00           H  
HETATM   23  H3  UNL     1      -3.719  -0.040  -2.246  1.00  0.00           H  
HETATM   24  H4  UNL     1      -3.563   1.923   0.667  1.00  0.00           H  
HETATM   25  H5  UNL     1      -4.289   1.797  -1.026  1.00  0.00           H  
HETATM   26  H6  UNL     1      -5.064   0.286   1.139  1.00  0.00           H  
HETATM   27  H7  UNL     1      -5.140  -0.370  -0.519  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.348  -1.802  -0.129  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.605  -1.368   1.607  1.00  0.00           H  
HETATM   30  H10 UNL     1      -2.170   0.579   1.421  1.00  0.00           H  
HETATM   31  H11 UNL     1      -1.065  -1.928   0.332  1.00  0.00           H  
HETATM   32  H12 UNL     1      -0.953  -0.424   2.656  1.00  0.00           H  
HETATM   33  H13 UNL     1       0.085  -1.796   2.256  1.00  0.00           H  
HETATM   34  H14 UNL     1       1.089   0.829   2.826  1.00  0.00           H  
HETATM   35  H15 UNL     1       2.712   2.202   0.629  1.00  0.00           H  
HETATM   36  H16 UNL     1       3.219   1.320   2.075  1.00  0.00           H  
HETATM   37  H17 UNL     1       4.713   1.574  -0.196  1.00  0.00           H  
HETATM   38  H18 UNL     1       5.024   0.719   1.985  1.00  0.00           H  
HETATM   39  H19 UNL     1       4.556  -0.125  -1.675  1.00  0.00           H  
HETATM   40  H20 UNL     1       4.184  -1.364  -0.463  1.00  0.00           H  
HETATM   41  H21 UNL     1       2.276   0.641  -1.791  1.00  0.00           H  
HETATM   42  H22 UNL     1       2.409  -1.112  -2.097  1.00  0.00           H  
HETATM   43  H23 UNL     1       2.230  -2.216   1.195  1.00  0.00           H  
HETATM   44  H24 UNL     1       0.811  -2.702   0.125  1.00  0.00           H  
HETATM   45  H25 UNL     1       2.461  -2.630  -0.520  1.00  0.00           H  
HETATM   46  H26 UNL     1      -0.040  -1.087  -1.481  1.00  0.00           H  
HETATM   47  H27 UNL     1       0.791   1.651  -0.695  1.00  0.00           H  
HETATM   48  H28 UNL     1       0.071   1.046  -2.190  1.00  0.00           H  
HETATM   49  H29 UNL     1      -1.473   2.520  -1.464  1.00  0.00           H  
HETATM   50  H30 UNL     1      -1.190   2.143   0.281  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    6   20
CONECT    3    4   24   25
CONECT    4    5   26   27
CONECT    5    6   28   29
CONECT    6    7   30
CONECT    7    8   18   31
CONECT    8    9   32   33
CONECT    9   10   10   34
CONECT   10   11   16
CONECT   11   12   35   36
CONECT   12   13   14   37
CONECT   13   38
CONECT   14   15   39   40
CONECT   15   16   41   42
CONECT   16   17   18
CONECT   17   43   44   45
CONECT   18   19   46
CONECT   19   20   47   48
CONECT   20   49   50
END

HMDB0303012
     RDKit          3D
Androsterol
 50 53  0  0  0  0  0  0  0  0999 V2000
   -2.6450   -0.0911   -1.8949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4199    0.7140   -0.6737 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7493    1.2823   -0.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4522    0.0238    0.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3511   -0.9697    0.6008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1342   -0.1316    0.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8301   -0.8341    0.5019 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2044   -0.7826    1.8870 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9293    0.1731    1.9691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8059    0.2532    0.9632 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9476    1.1792    0.9874 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1520    0.7014    0.2481 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0536    0.1373    1.1684 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8795   -0.3298   -0.7944 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4767   -0.3323   -1.3081 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5472   -0.6629   -0.1904 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7527   -2.1149    0.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0818   -0.4043   -0.5870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0440    0.9837   -1.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3178    1.6961   -0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4134   -1.1578   -1.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0756    0.4036   -2.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7187   -0.0402   -2.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5631    1.9228    0.6672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2888    1.7967   -1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0641    0.2860    1.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1396   -0.3703   -0.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3477   -1.8024   -0.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6054   -1.3681    1.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1698    0.5792    1.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0654   -1.9285    0.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9535   -0.4242    2.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0852   -1.7958    2.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0891    0.8287    2.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7117    2.2025    0.6286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2195    1.3198    2.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7132    1.5740   -0.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0245    0.7189    1.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5558   -0.1249   -1.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1841   -1.3643   -0.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2757    0.6413   -1.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4088   -1.1120   -2.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2296   -2.2162    1.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8112   -2.7018    0.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4609   -2.6299   -0.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0400   -1.0873   -1.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7905    1.6512   -0.6947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0707    1.0459   -2.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4733    2.5196   -1.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1905    2.1429    0.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  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  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  0
 19 20  1  0
  6  2  1  0
 18  7  1  0
 20  2  1  0
 16 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  6
  8 32  1  0
  8 33  1  0
  9 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  6
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 17 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  0
 20 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₃₀O

Average Molecular Weight

274.4409

Monoisotopic Molecular Weight

274.229665582

IUPAC Name

(2R,5S,10S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol

Traditional Name

(2R,5S,10S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC=C3C[C@@H](O)CC[C@]3(C)C1CC[C@]1(C)CCCC21

InChI Identifier

InChI=1S/C19H30O/c1-18-9-3-4-16(18)15-6-5-13-12-14(20)7-11-19(13,2)17(15)8-10-18/h5,14-17,20H,3-4,6-12H2,1-2H3/t14-,15-,16?,17?,18-,19-/m0/s1

InChI Key

LYFPAZBMEUSVNA-CDVCEDLFSA-N

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-beta-hydroxysteroid
3-beta-hydroxy-delta-5-steroid
Hydroxysteroid
3-hydroxysteroid
3-hydroxy-delta-5-steroid
Delta-5-steroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Dandelion (FooDB: FOOD00181)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.81	ALOGPS
logP	4.03	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	18.2	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	83.97 m³·mol⁻¹	ChemAxon
Polarizability	33.93 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	172.514	32859911
AllCCS	[M+H-H2O]+	169.303	32859911
AllCCS	[M+Na]+	176.346	32859911
AllCCS	[M+NH4]+	175.491	32859911
AllCCS	[M-H]-	176.859	32859911
AllCCS	[M+Na-2H]-	177.019	32859911
AllCCS	[M+HCOO]-	177.328	32859911
DeepCCS	[M-2H]-	203.557	30932474
DeepCCS	[M+Na]+	178.756	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterol 10V, Positive-QTOF	splash10-0a6r-0090000000-ff8e6bbbfbe6999e0794	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterol 20V, Positive-QTOF	splash10-0a6r-1390000000-b69f1b09872ceca07562	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterol 40V, Positive-QTOF	splash10-0gdl-5590000000-5125f954a514dae4688c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterol 10V, Negative-QTOF	splash10-00di-0090000000-9dc0c762c1ffccdb3ebe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterol 20V, Negative-QTOF	splash10-00di-0090000000-a0ec2bf9c6f60bd2424e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterol 40V, Negative-QTOF	splash10-0a4l-1190000000-a40aca93227b0b9db718	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterol 10V, Positive-QTOF	splash10-056r-0090000000-005f01839597fbef8a8f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterol 20V, Positive-QTOF	splash10-0a6r-1690000000-f791cedc08f7ec72f6ed	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterol 40V, Positive-QTOF	splash10-001i-9710000000-519dad52d6466cc21438	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterol 10V, Negative-QTOF	splash10-00di-0090000000-c0274c5a0ec76c02edd6	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterol 20V, Negative-QTOF	splash10-00di-0090000000-c0274c5a0ec76c02edd6	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterol 40V, Negative-QTOF	splash10-05fr-0090000000-5fc598c8ce11cad5cd56	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB007261

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Androsterol (HMDB0303012)

MOL for HMDB0303012 (Androsterol)

3D MOL for HMDB0303012 (Androsterol)

3D SDF for HMDB0303012 (Androsterol)

3D-SDF for HMDB0303012 (Androsterol)

PDB for HMDB0303012 (Androsterol)

3D PDB for HMDB0303012 (Androsterol)

SMILES for HMDB0303012 (Androsterol)

INCHI for HMDB0303012 (Androsterol)

Structure for HMDB0303012 (Androsterol)

3D Structure for HMDB0303012 (Androsterol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra