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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:14:47 UTC

Update Date

2022-03-07 02:54:05 UTC

HMDB ID

HMDB0034406

Secondary Accession Numbers

HMDB34406

Metabolite Identification

Common Name

5alpha-Androst-16-en-3-one

Description

5alpha-Androst-16-en-3-one, also known as androstenone, belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favour the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. Thus, 5alpha-androst-16-en-3-one is considered to be a steroid lipid molecule. 5alpha-androst-16-en-3-one is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 5alpha-Androst-16-en-3-one is found in animal foods and causes boar taint in pigmeat product.

Structure

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

HMDB0034406
     RDKit          3D
5alpha-Androst-16-en-3-one
 48 51  0  0  0  0  0  0  0  0999 V2000
   -2.6791   -1.3947    0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7294   -0.2076   -0.5106 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1019    0.2359   -0.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3071    1.1907    0.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0418    1.4707    1.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0276    0.9981    0.0836 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7388    0.4957    0.6104 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0454    1.4241    1.5496 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2790    0.7548    1.9418 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0965    0.7301    0.6678 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5459    0.4950    0.9094 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1173   -0.6010    0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8788   -1.3962    0.6421 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7389   -0.7019   -1.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3195   -0.2175   -1.5566 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4746   -0.2652   -0.3056 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4825   -1.6610    0.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1067    0.2167   -0.6400 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5645   -0.6890   -1.5946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0296   -0.4726   -1.8112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8660   -2.0930    0.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6329   -1.9704    0.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7504   -1.0502    1.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8532   -0.1349   -1.2814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2392    1.7499    0.4827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0298    0.9875    2.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9700    2.5748    1.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8673    1.7165   -0.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8186   -0.4966    1.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1223    2.4258    1.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6392    1.4584    2.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0406   -0.2645    2.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7572    1.3689    2.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9688    1.7313    0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6729    0.2947    2.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1645    1.4157    0.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4742   -0.0523   -1.8717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8365   -1.7638   -1.6214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3832    0.8471   -1.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9169   -0.8384   -2.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4956   -1.9691    0.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7738   -2.3781   -0.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1952   -1.8005    1.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2262    1.2200   -1.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0811   -0.5365   -2.6055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3783   -1.7750   -1.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4520   -1.4303   -2.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2242    0.3575   -2.4944 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  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
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  6
  7 29  1  1
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  6
 11 35  1  0
 11 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  6
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
M  END


  Mrv1652305132018172D          

 24 27  0  0  0  0            999 V2000
 9999.287010000.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1461 9998.1335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.425910001.4527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.713910000.2022    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9999 9998.9674    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10001.4259 9998.9674    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2870 9997.7197    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2863 9999.3738    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.2863 9998.5487    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.0008 9998.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7153 9998.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5740 9999.7863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8595 9999.3738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8595 9998.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5740 9998.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.713610001.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.999110000.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9991 9999.7957    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.7136 9999.3833    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.428110000.6207    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.4281 9999.7958    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.2127 9999.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.697610000.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.212710000.8757    0.0000 C   0  0  0  0  0  0  0  0  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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14  2  2  0  0  0  0
 15  9  1  0  0  0  0
  9  7  1  6  0  0  0
 12  8  1  0  0  0  0
  8  1  1  1  0  0  0
 18  8  1  0  0  0  0
 18  5  1  6  0  0  0
 11 19  1  0  0  0  0
 19  4  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 20  1  0  0  0  0
 24 23  2  0  0  0  0
 19 21  1  0  0  0  0
 21  6  1  6  0  0  0
 16 20  1  0  0  0  0
 20  3  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0034406

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H28O/c1-18-9-3-4-16(18)15-6-5-13-12-14(20)7-11-19(13,2)17(15)8-10-18/h3,9,13,15-17H,4-8,10-12H2,1-2H3/t13-,15-,16-,17-,18-,19-/m0/s1

> <INCHI_KEY>
HFVMLYAGWXSTQI-QYXZOKGRSA-N

> <FORMULA>
C19H28O

> <MOLECULAR_WEIGHT>
272.432

> <EXACT_MASS>
272.214015522

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
32.94382506791493

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,7S,10R,11S,15R)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-13-en-5-one

> <ALOGPS_LOGP>
4.62

> <JCHEM_LOGP>
4.280147043

> <ALOGPS_LOGS>
-6.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.352808751886174

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
83.2042

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.14e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,7S,10R,11S,15R)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-13-en-5-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0034406
     RDKit          3D
5alpha-Androst-16-en-3-one
 48 51  0  0  0  0  0  0  0  0999 V2000
   -2.6791   -1.3947    0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7294   -0.2076   -0.5106 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1019    0.2359   -0.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3071    1.1907    0.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0418    1.4707    1.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0276    0.9981    0.0836 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7388    0.4957    0.6104 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0454    1.4241    1.5496 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2790    0.7548    1.9418 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0965    0.7301    0.6678 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5459    0.4950    0.9094 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1173   -0.6010    0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8788   -1.3962    0.6421 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7389   -0.7019   -1.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3195   -0.2175   -1.5566 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4746   -0.2652   -0.3056 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4825   -1.6610    0.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1067    0.2167   -0.6400 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5645   -0.6890   -1.5946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0296   -0.4726   -1.8112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8660   -2.0930    0.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6329   -1.9704    0.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7504   -1.0502    1.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8532   -0.1349   -1.2814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2392    1.7499    0.4827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0298    0.9875    2.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9700    2.5748    1.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8673    1.7165   -0.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8186   -0.4966    1.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1223    2.4258    1.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6392    1.4584    2.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0406   -0.2645    2.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7572    1.3689    2.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9688    1.7313    0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6729    0.2947    2.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1645    1.4157    0.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4742   -0.0523   -1.8717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8365   -1.7638   -1.6214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3832    0.8471   -1.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9169   -0.8384   -2.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4956   -1.9691    0.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7738   -2.3781   -0.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1952   -1.8005    1.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2262    1.2200   -1.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0811   -0.5365   -2.6055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3783   -1.7750   -1.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4520   -1.4303   -2.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2242    0.3575   -2.4944 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  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
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  6
  7 29  1  1
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  6
 11 35  1  0
 11 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  6
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
M  END

HEADER    PROTEIN                                 13-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-MAY-20         0                                  
HETATM    1  C   UNK     0    8665.3368667.044   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8661.3398663.183   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8669.3288669.378   0.000  0.00  0.00           C+0
HETATM    4  H   UNK     0    8667.9998667.044   0.000  0.00  0.00           H+0
HETATM    5  H   UNK     0    8666.6668664.739   0.000  0.00  0.00           H+0
HETATM    6  H   UNK     0    8669.3288664.739   0.000  0.00  0.00           H+0
HETATM    7  H   UNK     0    8665.3368662.410   0.000  0.00  0.00           H+0
HETATM    8  C   UNK     0    8665.3348665.498   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8665.3348663.958   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8666.6688663.188   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8668.0028663.958   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8664.0058666.268   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8662.6718665.498   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8662.6718663.958   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8664.0058663.188   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8667.9998668.595   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8666.6658667.825   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8666.6658666.285   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8667.9998665.515   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8669.3328667.825   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8669.3328666.285   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8670.7978665.809   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8671.7028667.055   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8670.7978668.301   0.000  0.00  0.00           C+0
CONECT    1    8                                                            
CONECT    2   14                                                            
CONECT    3   20                                                            
CONECT    4   19                                                            
CONECT    5   18                                                            
CONECT    6   21                                                            
CONECT    7    9                                                            
CONECT    8    9   12    1   18                                             
CONECT    9    8   10   15    7                                             
CONECT   10    9   11                                                       
CONECT   11   10   19                                                       
CONECT   12   13    8                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15    2                                                  
CONECT   15   14    9                                                       
CONECT   16   17   20                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19    8    5                                             
CONECT   19   18   11    4   21                                             
CONECT   20   21   24   16    3                                             
CONECT   21   20   22   19    6                                             
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   20   23                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0034406
HETATM    1  C1  UNL     1      -2.679  -1.395   0.424  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.729  -0.208  -0.511  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.102   0.236  -0.606  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.307   1.191   0.283  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.042   1.471   1.069  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.028   0.998   0.084  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.739   0.496   0.610  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.045   1.424   1.550  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.279   0.755   1.942  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.096   0.730   0.668  1.00  0.00           C  
HETATM   11  C11 UNL     1       3.546   0.495   0.909  1.00  0.00           C  
HETATM   12  C12 UNL     1       4.117  -0.601   0.119  1.00  0.00           C  
HETATM   13  O1  UNL     1       4.879  -1.396   0.642  1.00  0.00           O  
HETATM   14  C13 UNL     1       3.739  -0.702  -1.317  1.00  0.00           C  
HETATM   15  C14 UNL     1       2.319  -0.217  -1.557  1.00  0.00           C  
HETATM   16  C15 UNL     1       1.475  -0.265  -0.306  1.00  0.00           C  
HETATM   17  C16 UNL     1       1.482  -1.661   0.253  1.00  0.00           C  
HETATM   18  C17 UNL     1       0.107   0.217  -0.640  1.00  0.00           C  
HETATM   19  C18 UNL     1      -0.565  -0.689  -1.595  1.00  0.00           C  
HETATM   20  C19 UNL     1      -2.030  -0.473  -1.811  1.00  0.00           C  
HETATM   21  H1  UNL     1      -1.866  -2.093   0.214  1.00  0.00           H  
HETATM   22  H2  UNL     1      -3.633  -1.970   0.237  1.00  0.00           H  
HETATM   23  H3  UNL     1      -2.750  -1.050   1.467  1.00  0.00           H  
HETATM   24  H4  UNL     1      -4.853  -0.135  -1.281  1.00  0.00           H  
HETATM   25  H5  UNL     1      -5.239   1.750   0.483  1.00  0.00           H  
HETATM   26  H6  UNL     1      -3.030   0.987   2.037  1.00  0.00           H  
HETATM   27  H7  UNL     1      -2.970   2.575   1.140  1.00  0.00           H  
HETATM   28  H8  UNL     1      -1.867   1.716  -0.723  1.00  0.00           H  
HETATM   29  H9  UNL     1      -0.819  -0.497   1.123  1.00  0.00           H  
HETATM   30  H10 UNL     1       0.122   2.426   1.145  1.00  0.00           H  
HETATM   31  H11 UNL     1      -0.639   1.458   2.486  1.00  0.00           H  
HETATM   32  H12 UNL     1       1.041  -0.265   2.249  1.00  0.00           H  
HETATM   33  H13 UNL     1       1.757   1.369   2.707  1.00  0.00           H  
HETATM   34  H14 UNL     1       1.969   1.731   0.194  1.00  0.00           H  
HETATM   35  H15 UNL     1       3.673   0.295   2.010  1.00  0.00           H  
HETATM   36  H16 UNL     1       4.164   1.416   0.728  1.00  0.00           H  
HETATM   37  H17 UNL     1       4.474  -0.052  -1.872  1.00  0.00           H  
HETATM   38  H18 UNL     1       3.836  -1.764  -1.621  1.00  0.00           H  
HETATM   39  H19 UNL     1       2.383   0.847  -1.865  1.00  0.00           H  
HETATM   40  H20 UNL     1       1.917  -0.838  -2.380  1.00  0.00           H  
HETATM   41  H21 UNL     1       0.496  -1.969   0.611  1.00  0.00           H  
HETATM   42  H22 UNL     1       1.774  -2.378  -0.550  1.00  0.00           H  
HETATM   43  H23 UNL     1       2.195  -1.800   1.088  1.00  0.00           H  
HETATM   44  H24 UNL     1       0.226   1.220  -1.145  1.00  0.00           H  
HETATM   45  H25 UNL     1      -0.081  -0.536  -2.606  1.00  0.00           H  
HETATM   46  H26 UNL     1      -0.378  -1.775  -1.373  1.00  0.00           H  
HETATM   47  H27 UNL     1      -2.452  -1.430  -2.218  1.00  0.00           H  
HETATM   48  H28 UNL     1      -2.224   0.358  -2.494  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    6   20
CONECT    3    4    4   24
CONECT    4    5   25
CONECT    5    6   26   27
CONECT    6    7   28
CONECT    7    8   18   29
CONECT    8    9   30   31
CONECT    9   10   32   33
CONECT   10   11   16   34
CONECT   11   12   35   36
CONECT   12   13   13   14
CONECT   14   15   37   38
CONECT   15   16   39   40
CONECT   16   17   18
CONECT   17   41   42   43
CONECT   18   19   44
CONECT   19   20   45   46
CONECT   20   47   48
END

HMDB0034406
     RDKit          3D
5alpha-Androst-16-en-3-one
 48 51  0  0  0  0  0  0  0  0999 V2000
   -2.6791   -1.3947    0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7294   -0.2076   -0.5106 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1019    0.2359   -0.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3071    1.1907    0.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0418    1.4707    1.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0276    0.9981    0.0836 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7388    0.4957    0.6104 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0454    1.4241    1.5496 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2790    0.7548    1.9418 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0965    0.7301    0.6678 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5459    0.4950    0.9094 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1173   -0.6010    0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8788   -1.3962    0.6421 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7389   -0.7019   -1.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3195   -0.2175   -1.5566 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4746   -0.2652   -0.3056 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4825   -1.6610    0.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1067    0.2167   -0.6400 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5645   -0.6890   -1.5946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0296   -0.4726   -1.8112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8660   -2.0930    0.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6329   -1.9704    0.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7504   -1.0502    1.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8532   -0.1349   -1.2814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2392    1.7499    0.4827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0298    0.9875    2.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9700    2.5748    1.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8673    1.7165   -0.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8186   -0.4966    1.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1223    2.4258    1.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6392    1.4584    2.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0406   -0.2645    2.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7572    1.3689    2.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9688    1.7313    0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6729    0.2947    2.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1645    1.4157    0.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4742   -0.0523   -1.8717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8365   -1.7638   -1.6214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3832    0.8471   -1.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9169   -0.8384   -2.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4956   -1.9691    0.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7738   -2.3781   -0.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1952   -1.8005    1.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2262    1.2200   -1.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0811   -0.5365   -2.6055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3783   -1.7750   -1.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4520   -1.4303   -2.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2242    0.3575   -2.4944 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  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
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  6
  7 29  1  1
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  6
 11 35  1  0
 11 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  6
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Androstenone	ChEBI
5a-Androst-16-en-3-one	Generator
5Α-androst-16-en-3-one	Generator
Androst-16-en-3-one	HMDB
5 alpha-Androst-16-en-3-one	HMDB
AEON steroid	HMDB
Androst-16-en-3-one, (5beta)-isomer	HMDB
(5alpha)-Androst-16-en-3-one	HMDB
(5Α)-androst-16-en-3-one	HMDB
16,(5alpha)-Androsten-3-one	HMDB
16,(5Α)-androsten-3-one	HMDB
5alpha-Androst-16-ene-3-one	HMDB
5alpha-Androstenone	HMDB
5Α-androst-16-ene-3-one	HMDB
5Α-androstenone	HMDB
5alpha-Androst-16-en-3-one	HMDB

Chemical Formula

C₁₉H₂₈O

Average Molecular Weight

272.432

Monoisotopic Molecular Weight

272.214015522

IUPAC Name

(1S,2S,7S,10R,11S,15R)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-13-en-5-one

Traditional Name

(1S,2S,7S,10R,11S,15R)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-13-en-5-one

CAS Registry Number

18339-16-7

SMILES

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

InChI Identifier

InChI=1S/C19H28O/c1-18-9-3-4-16(18)15-6-5-13-12-14(20)7-11-19(13,2)17(15)8-10-18/h3,9,13,15-17H,4-8,10-12H2,1-2H3/t13-,15-,16-,17-,18-,19-/m0/s1

InChI Key

HFVMLYAGWXSTQI-QYXZOKGRSA-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-oxo-5-alpha-steroid
Oxosteroid
3-oxosteroid
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3-oxo steroid (CHEBI:37894 )
androstanoid (CHEBI:37894 )
C19 steroids (androgens) and derivatives (LMST02020079 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0034406)
Membrane (HMDB: HMDB0034406)

Biofluid or Excreta

Urine (HMDB: HMDB0034406)

Tissue substructure

Hepatic tissue (HMDB: HMDB0034406)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034406)

Source

Endogenous

Endogenous (HMDB: HMDB0034406)

Plant

Plant (HMDB: HMDB0034406)

Animal

Animal (HMDB: HMDB0034406)

Exogenous

Food

Food (HMDB: HMDB0034406)

Herb and spice

Spice

Wild celery (FooDB: FOOD00015)

Vegetable

Root vegetable

Parsnip (FooDB: FOOD00129)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0034406)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0034406)

Cellular process

Cell signaling (HMDB: HMDB0034406)

System process

Reproduction (HMDB: HMDB0034406)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0034406)

Role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	140 - 141 °C	Not Available
Boiling Point	371.00 to 372.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	3.16 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	5.568 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00021 g/L	ALOGPS
logP	4.62	ALOGPS
logP	4.28	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	83.2 m³·mol⁻¹	ChemAxon
Polarizability	32.94 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
DeepCCS	[M-2H]-	197.562	30932474
DeepCCS	[M+Na]+	173.031	30932474
AllCCS	[M+H]+	169.9	32859911
AllCCS	[M+H-H2O]+	166.7	32859911
AllCCS	[M+NH4]+	172.9	32859911
AllCCS	[M+Na]+	173.7	32859911
AllCCS	[M-H]-	176.7	32859911
AllCCS	[M+Na-2H]-	176.8	32859911
AllCCS	[M+HCOO]-	176.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5alpha-Androst-16-en-3-one	[H][C@@]12CC=C[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12C	2165.3	Standard polar	33892256
5alpha-Androst-16-en-3-one	[H][C@@]12CC=C[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12C	2270.3	Standard non polar	33892256
5alpha-Androst-16-en-3-one	[H][C@@]12CC=C[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12C	2320.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5alpha-Androst-16-en-3-one,1TMS,isomer #1	C[C@@]12C=CC[C@H]1[C@@H]1CC[C@H]3CC(O[Si](C)(C)C)=CC[C@]3(C)[C@H]1CC2	2386.6	Semi standard non polar	33892256
5alpha-Androst-16-en-3-one,1TMS,isomer #1	C[C@@]12C=CC[C@H]1[C@@H]1CC[C@H]3CC(O[Si](C)(C)C)=CC[C@]3(C)[C@H]1CC2	2204.9	Standard non polar	33892256
5alpha-Androst-16-en-3-one,1TMS,isomer #2	C[C@@]12C=CC[C@H]1[C@@H]1CC[C@H]3C=C(O[Si](C)(C)C)CC[C@]3(C)[C@H]1CC2	2375.0	Semi standard non polar	33892256
5alpha-Androst-16-en-3-one,1TMS,isomer #2	C[C@@]12C=CC[C@H]1[C@@H]1CC[C@H]3C=C(O[Si](C)(C)C)CC[C@]3(C)[C@H]1CC2	2232.3	Standard non polar	33892256
5alpha-Androst-16-en-3-one,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)[C@@H](CC[C@H]3[C@@H]4CC=C[C@@]4(C)CC[C@@H]32)C1	2642.4	Semi standard non polar	33892256
5alpha-Androst-16-en-3-one,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)[C@@H](CC[C@H]3[C@@H]4CC=C[C@@]4(C)CC[C@@H]32)C1	2405.0	Standard non polar	33892256
5alpha-Androst-16-en-3-one,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C[C@@H]2CC[C@H]3[C@@H]4CC=C[C@@]4(C)CC[C@@H]3[C@@]2(C)CC1	2621.1	Semi standard non polar	33892256
5alpha-Androst-16-en-3-one,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C[C@@H]2CC[C@H]3[C@@H]4CC=C[C@@]4(C)CC[C@@H]3[C@@]2(C)CC1	2440.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Androst-16-en-3-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Androst-16-en-3-one 10V, Positive-QTOF	splash10-00di-0190000000-de4dfd97d926ab07b89b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Androst-16-en-3-one 20V, Positive-QTOF	splash10-05fr-1290000000-6f5b179317e592e83174	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Androst-16-en-3-one 40V, Positive-QTOF	splash10-1029-3590000000-72a108ce86fc26b6dd66	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Androst-16-en-3-one 10V, Negative-QTOF	splash10-00di-0090000000-aa03a22349c3b98dd5ff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Androst-16-en-3-one 20V, Negative-QTOF	splash10-00di-0090000000-767700b9189fcf71f4da	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Androst-16-en-3-one 40V, Negative-QTOF	splash10-052f-4190000000-9f20045d168687f5cc80	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Androst-16-en-3-one 10V, Negative-QTOF	splash10-00di-0090000000-c4728b358ec3c0d7d18c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Androst-16-en-3-one 20V, Negative-QTOF	splash10-00di-0090000000-c4728b358ec3c0d7d18c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Androst-16-en-3-one 40V, Negative-QTOF	splash10-00xr-0090000000-41f1062cc2af3d0c4a1e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Androst-16-en-3-one 10V, Positive-QTOF	splash10-00di-0090000000-b64fbd7855590abc7a52	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Androst-16-en-3-one 20V, Positive-QTOF	splash10-06xt-1960000000-db209cc7fc98d53c0afb	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Androst-16-en-3-one 40V, Positive-QTOF	splash10-0059-6900000000-2ff94cac50baf33126d1	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

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

FDB012796

KNApSAcK ID

Not Available

Chemspider ID

5254715

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Androstenone

METLIN ID

Not Available

PubChem Compound

6852393

PDB ID

Not Available

ChEBI ID

37894

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1211791

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 5alpha-Androst-16-en-3-one (HMDB0034406)

MOL for HMDB0034406 (5alpha-Androst-16-en-3-one)

3D MOL for HMDB0034406 (5alpha-Androst-16-en-3-one)

3D SDF for HMDB0034406 (5alpha-Androst-16-en-3-one)

3D-SDF for HMDB0034406 (5alpha-Androst-16-en-3-one)

PDB for HMDB0034406 (5alpha-Androst-16-en-3-one)

3D PDB for HMDB0034406 (5alpha-Androst-16-en-3-one)

SMILES for HMDB0034406 (5alpha-Androst-16-en-3-one)

INCHI for HMDB0034406 (5alpha-Androst-16-en-3-one)

Structure for HMDB0034406 (5alpha-Androst-16-en-3-one)

3D Structure for HMDB0034406 (5alpha-Androst-16-en-3-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra