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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (29) Show 29 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:48:59 UTC

HMDB ID

HMDB0000031

Secondary Accession Numbers

HMDB00031

Metabolite Identification

Common Name

Androsterone

Description

Androsterone is an inactive breakdown metabolite of testosterone, the product of a reaction mediated by the enzyme oxidative 17beta-hydroxysteroid dehydrogenase (EC 1.1.1.51, 17beta-HSD). Androsterone can also be metabolized from other adrenal androgens such as dehydroepiandrosterone, dihydrotestosterone, or androstenedione, and is considered an inactive end product. However, it can be a physiological effector in its own right. Androsterone might be converted back to dihydrotestosterone. Humans (and other primates) are unique among mammals in having high levels of circulating androsterone glucuronide, a process that is the major role of uridine-diphospho-glucuronosyltransferase enzymes (EC 2.4.1.17, UGT) for glucuronidation of steroid metabolism in humans. Conjugation of androsterone is a pathway found in all vertebrates and it is widely recognized that the liver is a major site of glucuronidation. However, it is now clear that extrahepatic tissues are also involved in the conjugation of compounds to which these tissues are exposed. High levels of androsterone glucuronide found in the human prostate, breast cyst fluid, and ovary follicular fluid suggest that glucuronidation of 5alpha-reduced C19 steroids occurs in these tissues as well. In doping control, the ratio of androsterone/etiocholanolone provides valuable information that allows the assignment of a urine specimen to a particular person or the identification of urine samples with identical steroid profiles; this is particularly important to detect attempts of urine manipulation including urine alteration and substitution (PMID: 9188497 , 17017935 , 14643063 , 12943709 , 9699884 , 17260133 ).

Structure

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

      
  Mrv1652303182019222D          

 25 28  0  0  0  0            999 V2000
 9999.308010000.3853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.445010001.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4450 9999.1515    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1715 9998.3172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3080 9997.9063    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.732310000.3853    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.0216 9999.1515    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.733610001.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.019110000.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0191 9999.9765    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.7336 9999.5641    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.3071 9999.5578    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.3071 9998.7327    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.0216 9998.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7361 9998.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5965 9999.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8820 9999.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8820 9998.7327    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.5965 9998.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.232710001.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.448110000.8016    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.4481 9999.9766    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.2327 9999.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.717610000.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.487610001.8412    0.0000 O   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
 18  4  1  6  0  0  0
 16 12  1  0  0  0  0
 19 13  1  0  0  0  0
 13  5  1  6  0  0  0
 12  1  1  1  0  0  0
 10 12  1  0  0  0  0
 15 11  1  0  0  0  0
 11  6  1  1  0  0  0
 10  7  1  6  0  0  0
 20 21  1  0  0  0  0
 20 24  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  8 21  1  0  0  0  0
 11 22  1  0  0  0  0
 21  2  1  1  0  0  0
 22  3  1  6  0  0  0
 20 25  2  0  0  0  0
M  END

HMDB0000031
     RDKit          3D
Androsterone
 51 54  0  0  0  0  0  0  0  0999 V2000
   -3.2186    0.3498    1.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9154   -0.4817   -0.0548 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2087   -1.7527    0.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8526   -1.4827    0.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0420   -0.6094   -0.0768 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8116    0.6758   -0.2958 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0380    1.7542   -0.9426 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3806    1.8850   -0.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0207    0.4988   -0.6364 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4877    0.5368   -0.6075 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1721   -0.2635    0.4259 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4902   -0.5310   -0.0165 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5490   -1.5596    0.7752 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0952   -1.6803    0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3597   -0.3853    0.3789 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3491    0.2186    1.7644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0301    0.2840   -1.0504 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9158    1.3648   -1.5065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3031    0.7088   -1.5297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1353   -0.6042   -0.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8641   -1.5401   -0.9546 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1188    1.4266    0.9191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3136    0.2136    1.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6163    0.0409    2.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0808   -2.3213   -0.6794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7515   -2.4022    0.9729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9117   -1.0654    1.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3653   -2.4932    0.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0068   -1.1196   -1.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1301    1.0177    0.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1077    1.6593   -2.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5469    2.7340   -0.7042 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5453    2.3415    0.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9002    2.5366   -1.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6806    0.1263   -1.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9300    0.2564   -1.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8099    1.6130   -0.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3223    0.3758    1.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6695   -0.0783   -0.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7148   -1.7298    1.8791 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0677   -2.4350    0.2907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9808   -2.1940   -0.5541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6460   -2.3487    1.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3560    0.6078    2.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0794    1.0127    1.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5896   -0.5726    2.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7549   -0.4322   -1.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8897    2.2773   -0.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6571    1.6123   -2.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9463    1.3438   -0.8847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6771    0.6106   -2.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  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
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 17  2  1  0
 20  2  1  0
 15  5  1  0
 15  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  6
  6 30  1  1
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  6
 10 36  1  0
 10 37  1  0
 11 38  1  1
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  6
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
M  END

      
  Mrv1652303182019222D          

 25 28  0  0  0  0            999 V2000
 9999.308010000.3853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.445010001.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4450 9999.1515    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1715 9998.3172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3080 9997.9063    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.732310000.3853    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.0216 9999.1515    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.733610001.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.019110000.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0191 9999.9765    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.7336 9999.5641    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.3071 9999.5578    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.3071 9998.7327    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.0216 9998.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7361 9998.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5965 9999.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8820 9999.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8820 9998.7327    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.5965 9998.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.232710001.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.448110000.8016    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.4481 9999.9766    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.2327 9999.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.717610000.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.487610001.8412    0.0000 O   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
 18  4  1  6  0  0  0
 16 12  1  0  0  0  0
 19 13  1  0  0  0  0
 13  5  1  6  0  0  0
 12  1  1  1  0  0  0
 10 12  1  0  0  0  0
 15 11  1  0  0  0  0
 11  6  1  1  0  0  0
 10  7  1  6  0  0  0
 20 21  1  0  0  0  0
 20 24  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  8 21  1  0  0  0  0
 11 22  1  0  0  0  0
 21  2  1  1  0  0  0
 22  3  1  6  0  0  0
 20 25  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000031

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-16,20H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,18-,19-/m0/s1

> <INCHI_KEY>
QGXBDMJGAMFCBF-HLUDHZFRSA-N

> <FORMULA>
C19H30O2

> <MOLECULAR_WEIGHT>
290.4403

> <EXACT_MASS>
290.224580204

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
34.5565776096787

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,5R,7S,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-one

> <ALOGPS_LOGP>
3.71

> <JCHEM_LOGP>
3.7672845366666667

> <ALOGPS_LOGS>
-4.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.96171995034024

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.296396321120497

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3569559187002107

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
83.80889999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.37e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5R,7S,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0000031
     RDKit          3D
Androsterone
 51 54  0  0  0  0  0  0  0  0999 V2000
   -3.2186    0.3498    1.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9154   -0.4817   -0.0548 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2087   -1.7527    0.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8526   -1.4827    0.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0420   -0.6094   -0.0768 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8116    0.6758   -0.2958 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0380    1.7542   -0.9426 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3806    1.8850   -0.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0207    0.4988   -0.6364 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4877    0.5368   -0.6075 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1721   -0.2635    0.4259 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4902   -0.5310   -0.0165 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5490   -1.5596    0.7752 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0952   -1.6803    0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3597   -0.3853    0.3789 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3491    0.2186    1.7644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0301    0.2840   -1.0504 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9158    1.3648   -1.5065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3031    0.7088   -1.5297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1353   -0.6042   -0.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8641   -1.5401   -0.9546 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1188    1.4266    0.9191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3136    0.2136    1.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6163    0.0409    2.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0808   -2.3213   -0.6794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7515   -2.4022    0.9729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9117   -1.0654    1.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3653   -2.4932    0.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0068   -1.1196   -1.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1301    1.0177    0.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1077    1.6593   -2.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5469    2.7340   -0.7042 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5453    2.3415    0.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9002    2.5366   -1.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6806    0.1263   -1.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9300    0.2564   -1.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8099    1.6130   -0.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3223    0.3758    1.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6695   -0.0783   -0.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7148   -1.7298    1.8791 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0677   -2.4350    0.2907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9808   -2.1940   -0.5541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6460   -2.3487    1.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3560    0.6078    2.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0794    1.0127    1.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5896   -0.5726    2.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7549   -0.4322   -1.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8897    2.2773   -0.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6571    1.6123   -2.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9463    1.3438   -0.8847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6771    0.6106   -2.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  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
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 17  2  1  0
 20  2  1  0
 15  5  1  0
 15  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  6
  6 30  1  1
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  6
 10 36  1  0
 10 37  1  0
 11 38  1  1
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  6
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
M  END

HEADER    PROTEIN                                 18-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-MAR-20         0                                  
HETATM    1  C   UNK     0    8665.3758667.386   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8669.3648669.708   0.000  0.00  0.00           C+0
HETATM    3  H   UNK     0    8669.3648665.083   0.000  0.00  0.00           H+0
HETATM    4  O   UNK     0    8661.3878663.525   0.000  0.00  0.00           O+0
HETATM    5  H   UNK     0    8665.3758662.758   0.000  0.00  0.00           H+0
HETATM    6  H   UNK     0    8668.0348667.386   0.000  0.00  0.00           H+0
HETATM    7  H   UNK     0    8666.7078665.083   0.000  0.00  0.00           H+0
HETATM    8  C   UNK     0    8668.0368668.933   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8666.7028668.163   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8666.7028666.623   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8668.0368665.853   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8665.3738665.841   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8665.3738664.301   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8666.7078663.531   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8668.0418664.301   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8664.0478666.611   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8662.7138665.841   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8662.7138664.301   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8664.0478663.531   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8670.8348668.639   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8669.3708668.163   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8669.3708666.623   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8670.8348666.147   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8671.7408667.393   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0    8671.3108670.104   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   21                                                            
CONECT    3   22                                                            
CONECT    4   18                                                            
CONECT    5   13                                                            
CONECT    6   11                                                            
CONECT    7   10                                                            
CONECT    8    9   21                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12    7                                             
CONECT   11   10   15    6   22                                             
CONECT   12   13   16    1   10                                             
CONECT   13   12   14   19    5                                             
CONECT   14   13   15                                                       
CONECT   15   14   11                                                       
CONECT   16   17   12                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19    4                                                  
CONECT   19   18   13                                                       
CONECT   20   21   24   25                                                  
CONECT   21   20   22    8    2                                             
CONECT   22   21   23   11    3                                             
CONECT   23   22   24                                                       
CONECT   24   20   23                                                       
CONECT   25   20                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0000031
HETATM    1  C1  UNL     1      -3.219   0.350   1.165  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.915  -0.482  -0.055  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.209  -1.753   0.251  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.853  -1.483   0.825  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.042  -0.609  -0.077  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.812   0.676  -0.296  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.038   1.754  -0.943  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.381   1.885  -0.512  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.021   0.499  -0.636  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.488   0.537  -0.608  1.00  0.00           C  
HETATM   11  C11 UNL     1       4.172  -0.263   0.426  1.00  0.00           C  
HETATM   12  O1  UNL     1       5.490  -0.531  -0.017  1.00  0.00           O  
HETATM   13  C12 UNL     1       3.549  -1.560   0.775  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.095  -1.680   0.442  1.00  0.00           C  
HETATM   15  C14 UNL     1       1.360  -0.385   0.379  1.00  0.00           C  
HETATM   16  C15 UNL     1       1.349   0.219   1.764  1.00  0.00           C  
HETATM   17  C16 UNL     1      -2.030   0.284  -1.050  1.00  0.00           C  
HETATM   18  C17 UNL     1      -2.916   1.365  -1.506  1.00  0.00           C  
HETATM   19  C18 UNL     1      -4.303   0.709  -1.530  1.00  0.00           C  
HETATM   20  C19 UNL     1      -4.135  -0.604  -0.850  1.00  0.00           C  
HETATM   21  O2  UNL     1      -4.864  -1.540  -0.955  1.00  0.00           O  
HETATM   22  H1  UNL     1      -3.119   1.427   0.919  1.00  0.00           H  
HETATM   23  H2  UNL     1      -4.314   0.214   1.408  1.00  0.00           H  
HETATM   24  H3  UNL     1      -2.616   0.041   2.023  1.00  0.00           H  
HETATM   25  H4  UNL     1      -2.081  -2.321  -0.679  1.00  0.00           H  
HETATM   26  H5  UNL     1      -2.751  -2.402   0.973  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.912  -1.065   1.857  1.00  0.00           H  
HETATM   28  H7  UNL     1      -0.365  -2.493   0.959  1.00  0.00           H  
HETATM   29  H8  UNL     1       0.007  -1.120  -1.075  1.00  0.00           H  
HETATM   30  H9  UNL     1      -1.130   1.018   0.725  1.00  0.00           H  
HETATM   31  H10 UNL     1      -0.108   1.659  -2.043  1.00  0.00           H  
HETATM   32  H11 UNL     1      -0.547   2.734  -0.704  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.545   2.341   0.460  1.00  0.00           H  
HETATM   34  H13 UNL     1       1.900   2.537  -1.266  1.00  0.00           H  
HETATM   35  H14 UNL     1       1.681   0.126  -1.648  1.00  0.00           H  
HETATM   36  H15 UNL     1       3.930   0.256  -1.609  1.00  0.00           H  
HETATM   37  H16 UNL     1       3.810   1.613  -0.477  1.00  0.00           H  
HETATM   38  H17 UNL     1       4.322   0.376   1.345  1.00  0.00           H  
HETATM   39  H18 UNL     1       5.670  -0.078  -0.886  1.00  0.00           H  
HETATM   40  H19 UNL     1       3.715  -1.730   1.879  1.00  0.00           H  
HETATM   41  H20 UNL     1       4.068  -2.435   0.291  1.00  0.00           H  
HETATM   42  H21 UNL     1       1.981  -2.194  -0.554  1.00  0.00           H  
HETATM   43  H22 UNL     1       1.646  -2.349   1.235  1.00  0.00           H  
HETATM   44  H23 UNL     1       0.356   0.608   2.060  1.00  0.00           H  
HETATM   45  H24 UNL     1       2.079   1.013   1.912  1.00  0.00           H  
HETATM   46  H25 UNL     1       1.590  -0.573   2.534  1.00  0.00           H  
HETATM   47  H26 UNL     1      -1.755  -0.432  -1.843  1.00  0.00           H  
HETATM   48  H27 UNL     1      -2.890   2.277  -0.919  1.00  0.00           H  
HETATM   49  H28 UNL     1      -2.657   1.612  -2.572  1.00  0.00           H  
HETATM   50  H29 UNL     1      -4.946   1.344  -0.885  1.00  0.00           H  
HETATM   51  H30 UNL     1      -4.677   0.611  -2.558  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   17   20
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   15   29
CONECT    6    7   17   30
CONECT    7    8   31   32
CONECT    8    9   33   34
CONECT    9   10   15   35
CONECT   10   11   36   37
CONECT   11   12   13   38
CONECT   12   39
CONECT   13   14   40   41
CONECT   14   15   42   43
CONECT   15   16
CONECT   16   44   45   46
CONECT   17   18   47
CONECT   18   19   48   49
CONECT   19   20   50   51
CONECT   20   21   21
END

HMDB0000031
     RDKit          3D
Androsterone
 51 54  0  0  0  0  0  0  0  0999 V2000
   -3.2186    0.3498    1.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9154   -0.4817   -0.0548 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2087   -1.7527    0.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8526   -1.4827    0.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0420   -0.6094   -0.0768 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8116    0.6758   -0.2958 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0380    1.7542   -0.9426 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3806    1.8850   -0.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0207    0.4988   -0.6364 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4877    0.5368   -0.6075 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1721   -0.2635    0.4259 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4902   -0.5310   -0.0165 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5490   -1.5596    0.7752 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0952   -1.6803    0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3597   -0.3853    0.3789 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3491    0.2186    1.7644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0301    0.2840   -1.0504 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9158    1.3648   -1.5065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3031    0.7088   -1.5297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1353   -0.6042   -0.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8641   -1.5401   -0.9546 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1188    1.4266    0.9191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3136    0.2136    1.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6163    0.0409    2.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0808   -2.3213   -0.6794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7515   -2.4022    0.9729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9117   -1.0654    1.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3653   -2.4932    0.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0068   -1.1196   -1.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1301    1.0177    0.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1077    1.6593   -2.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5469    2.7340   -0.7042 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5453    2.3415    0.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9002    2.5366   -1.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6806    0.1263   -1.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9300    0.2564   -1.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8099    1.6130   -0.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3223    0.3758    1.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6695   -0.0783   -0.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7148   -1.7298    1.8791 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0677   -2.4350    0.2907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9808   -2.1940   -0.5541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6460   -2.3487    1.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3560    0.6078    2.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0794    1.0127    1.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5896   -0.5726    2.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7549   -0.4322   -1.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8897    2.2773   -0.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6571    1.6123   -2.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9463    1.3438   -0.8847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6771    0.6106   -2.5580 H   0  0  0  0  0  0  0  0  0  0  0  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
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  6 17  1  0
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 17  2  1  0
 20  2  1  0
 15  5  1  0
 15  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
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  4 27  1  0
  4 28  1  0
  5 29  1  6
  6 30  1  1
  7 31  1  0
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  8 33  1  0
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  9 35  1  6
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 17 47  1  6
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3alpha,5alpha)-3-Hydroxyandrostan-17-one	ChEBI
3-Epihydroxyetioallocholan-17-one	ChEBI
3alpha-Hydroxy-5alpha-androstan-17-one	ChEBI
3alpha-Hydroxyetioallocholan-17-one	ChEBI
5alpha-Androstane-3alpha-ol-17-one	ChEBI
5alpha-Androsterone	ChEBI
Androkinine	ChEBI
Androtine	ChEBI
cis-Androsterone	ChEBI
(3a,5a)-3-Hydroxyandrostan-17-one	Generator
(3Α,5α)-3-hydroxyandrostan-17-one	Generator
3a-Hydroxy-5a-androstan-17-one	Generator
3Α-hydroxy-5α-androstan-17-one	Generator
3a-Hydroxyetioallocholan-17-one	Generator
3Α-hydroxyetioallocholan-17-one	Generator
5a-Androstane-3a-ol-17-one	Generator
5Α-androstane-3α-ol-17-one	Generator
5a-Androsterone	Generator
5Α-androsterone	Generator
3-alpha-Hydroxy-5-alpha-androstan-17-one	HMDB
3 alpha Hydroxy 5 alpha androstan 17 one	HMDB
5 alpha Androstan 3 alpha ol 17 one	HMDB
5 alpha-Androstan-3 alpha-ol-17-one	HMDB
Epiandrosterone	HMDB
3-alpha-Hydroxy-17-androstanone	HMDB
3-alpha-Hydroxy-5-alpha-androstane-17-one	HMDB
3-alpha-Hydroxy-5alpha-androstan-17-one	HMDB
3-alpha-Hydroxyetioallocholan-17-one	HMDB
3-Hydroxy-(3-alpha,5-alpha)-androstan-17-one	HMDB
3-Hydroxyandrostan-17-one	HMDB
3alpha-Hydroxy-17-androstanone	HMDB
5-alpha-Androstan-3-alpha-ol-17-one	HMDB
5-alpha-Androstane-3alpha-ol-17-one	HMDB
5-alpha-Androsterone	HMDB
Androstanon-3-alpha-ol-17-one	HMDB
Atromide ici	HMDB
3Α-hydroxy-17-androstanone	HMDB
3Α-hydroxy-5α-androstane-17-one	HMDB
5Α-androstan-17-one-3α-ol	HMDB
5Α-androstan-3α-ol-17-one	HMDB
3alpha-Hydroxy-5alpha-androstane-17-one	HMDB
5alpha-Androstan-17-one-3alpha-ol	HMDB
5alpha-Androstan-3alpha-ol-17-one	HMDB
Androsterone	HMDB

Chemical Formula

C₁₉H₃₀O₂

Average Molecular Weight

290.4403

Monoisotopic Molecular Weight

290.224580204

IUPAC Name

(1S,2S,5R,7S,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-one

Traditional Name

(1S,2S,5R,7S,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-one

CAS Registry Number

53-41-8

SMILES

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

InChI Identifier

InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-16,20H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,18-,19-/m0/s1

InChI Key

QGXBDMJGAMFCBF-HLUDHZFRSA-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-hydroxysteroid
3-alpha-hydroxysteroid
Oxosteroid
17-oxosteroid
Hydroxysteroid
Cyclic alcohol
Secondary alcohol
Ketone
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3alpha-hydroxy steroid (CHEBI:16032 )
17-oxo steroid (CHEBI:16032 )
androstanoid (CHEBI:16032 )
C19 steroids (androgens) and derivatives (C00523 )
Androstane and derivatives (C00523 )
C19 steroids (androgens) and derivatives (LMST02020001 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 17716701)
Cerebrospinal Fluid (CSF) (PMID: 16585475)

Organ

Excreta

Biofluid or Excreta

Urine (PMID: 2946134)

Cellular substructure

Organelle

Endoplasmic reticulum (HMDB: HMDB0000031)

Source

Exogenous

Exogenous (HMDB: HMDB0000031)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0000031)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Androstenedione Metabolism (PathBank: SMP0087421)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	185 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.012 mg/mL at 23 °C	Not Available
LogP	3.69	HANSCH,C ET AL. (1995)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0063 g/L	ALOGPS
logP	3.71	ALOGPS
logP	3.77	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	18.3	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	83.81 m³·mol⁻¹	ChemAxon
Polarizability	34.56 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]+	175.902	32859911
AllCCS	[M-H]-	178.968	32859911
DeepCCS	[M-2H]-	203.921	30932474
DeepCCS	[M+Na]+	178.774	30932474
AllCCS	[M+H]+	175.9	32859911
AllCCS	[M+H-H2O]+	172.8	32859911
AllCCS	[M+NH4]+	178.8	32859911
AllCCS	[M+Na]+	179.6	32859911
AllCCS	[M-H]-	179.0	32859911
AllCCS	[M+Na-2H]-	179.2	32859911
AllCCS	[M+HCOO]-	179.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.74 minutes	32390414
Predicted by Siyang on May 30, 2022	15.9518 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.51 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2548.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	411.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	206.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	189.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	494.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	642.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	656.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	106.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1266.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	454.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1493.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	368.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	428.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	294.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	415.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	23.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Androsterone	[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12C	2294.0	Standard polar	33892256
Androsterone	[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12C	2445.5	Standard non polar	33892256
Androsterone	[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12C	2635.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Androsterone,1TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CCC2=O	2570.6	Semi standard non polar	33892256
Androsterone,1TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](O)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	2576.5	Semi standard non polar	33892256
Androsterone,2TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	2600.9	Semi standard non polar	33892256
Androsterone,2TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	2517.3	Standard non polar	33892256
Androsterone,2TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	2936.0	Standard polar	33892256
Androsterone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1CC[C@@]2(C)[C@@H](CC[C@H]3[C@@H]4CCC(=O)[C@@]4(C)CC[C@@H]32)C1	2814.7	Semi standard non polar	33892256
Androsterone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	2849.6	Semi standard non polar	33892256
Androsterone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3133.8	Semi standard non polar	33892256
Androsterone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	2774.2	Standard non polar	33892256
Androsterone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3181.2	Standard polar	33892256

Spectra

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane (predicted from logP)
Endoplasmic reticulum

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)
Urine

Tissue Locations

Intestine
Prostate
Testis

Pathways

Name	SMPDB/PathBank	KEGG
Androstenedione Metabolism		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.00065 (0.00053-0.00088) uM	Adult (>18 years old)	Both	Normal	17716701	details
Blood	Detected and Quantified	0.12 +/- 0.014 uM	Adult (>18 years old)	Male	Normal	10625505	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22944140	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected and Quantified	0.66 umol/mmol creatinine	Children (1-13 years old)	Both	Normal	2946134	details
Urine	Detected and Quantified	6.69 +/- 1.65 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	6211346	details
Urine	Detected and Quantified	0.36 (0.11-0.67) umol/mmol creatinine	Adult (>18 years old)	Female	Normal	8187312	details
Urine	Detected and Quantified	0.27 (0.23-0.33) umol/mmol creatinine	Adult (>18 years old)	Male	Normal	11085621	details
Urine	Detected and Quantified	0.16 (0.11-0.18) umol/mmol creatinine	Adult (>18 years old)	Female	Normal	11085621	details
Urine	Detected and Quantified	0.69-96.48 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	David F. Putnam C...	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Schizophrenia	22944140	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.00007167 +/- 0.000119 uM	Adult (>18 years old)	Not Specified	Leuprolide acetate-induced hypogonadism	16585475	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.000142 +/- 0.00009475 uM	Adult (>18 years old)	Not Specified	Leuprolide acetate-induced hypogonadism with testosterone replacment	16585475	details
Urine	Detected and Quantified	0.77 +/- 0.08 umol/mmol creatinine	Adult (>18 years old)	Female	Hirsutism	8187312	details
Urine	Detected and Quantified	0.000092 +/- 0.000082 umol/mmol creatinine	Adult (>18 years old)	Both	Stress urinary incontinence	12707870	details

Associated Disorders and Diseases

Disease References

Schizophrenia
Bicikova M, Hill M, Ripova D, Mohr P, Hampl R: Determination of steroid metabolome as a possible tool for laboratory diagnosis of schizophrenia. J Steroid Biochem Mol Biol. 2013 Jan;133:77-83. doi: 10.1016/j.jsbmb.2012.08.009. Epub 2012 Aug 24. [PubMed:22944140 ]
Hirsutism
Gilad S, Chayen R, Tordjman K, Kisch E, Stern N: Assessment of 5 alpha-reductase activity in hirsute women: comparison of serum androstanediol glucuronide with urinary androsterone and aetiocholanolone excretion. Clin Endocrinol (Oxf). 1994 Apr;40(4):459-64. [PubMed:8187312 ]

Associated OMIM IDs

181500 (Schizophrenia)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021881

KNApSAcK ID

Not Available

Chemspider ID

5668

KEGG Compound ID

C00523

BioCyc ID

Not Available

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

16032

Food Biomarker Ontology

Not Available

VMH ID

ANDRSTRN

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Marker, Russell E. Androsterone. Journal of the American Chemical Society (1935), 57 1755-6.

Material Safety Data Sheet (MSDS)

Not Available

General References

Biswas MG, Russell DW: Expression cloning and characterization of oxidative 17beta- and 3alpha-hydroxysteroid dehydrogenases from rat and human prostate. J Biol Chem. 1997 Jun 20;272(25):15959-66. [PubMed:9188497 ]
Muller L, Phillipou G: Quantification of 5 alpha- and 5 beta-androstanediols in urine by gas chromatography-mass spectrometry. Clin Chem. 1987 Feb;33(2 Pt 1):256-60. [PubMed:3802509 ]
Schonberger W, Benes P, Morsches B, Zabel B, Scheidt E: [Improvement in the longitudinal growth in Ullrich-Turner syndrome with oxandrolone. Function of urinary excretion of steroid hormones]. Dtsch Med Wochenschr. 1982 Jul 2;107(26):1008-11. [PubMed:6211346 ]
Kim YS, Zhang H, Kim HY: Profiling neurosteroids in cerebrospinal fluids and plasma by gas chromatography/electron capture negative chemical ionization mass spectrometry. Anal Biochem. 2000 Jan 15;277(2):187-95. [PubMed:10625505 ]
Labows JN, Preti G, Hoelzle E, Leyden J, Kligman A: Steroid analysis of human apocrine secretion. Steroids. 1979 Sep;34(3):249-58. [PubMed:158859 ]
Raju U, Kadner S, Levitz M, Kaganowicz A, Blaustein A: Glucosiduronidation and esterification of androsterone by human breast tumors in vitro. Steroids. 1981 Apr;37(4):399-407. [PubMed:7245287 ]
Kaminski RM, Marini H, Kim WJ, Rogawski MA: Anticonvulsant activity of androsterone and etiocholanolone. Epilepsia. 2005 Jun;46(6):819-27. [PubMed:15946323 ]
Grosse J, Anielski P, Hemmersbach P, Lund H, Mueller RK, Rautenberg C, Thieme D: Formation of 19-norsteroids by in situ demethylation of endogenous steroids in stored urine samples. Steroids. 2005 Jul;70(8):499-506. Epub 2005 Mar 29. [PubMed:15894033 ]
Toth I, Faredin I: Steroids excreted by human skin. II. C19-steroid sulphates in human axillary sweat. Acta Med Hung. 1985;42(1-2):21-8. [PubMed:3162156 ]
Teller WM, Homoki J, Wudy S, Schlickenrieder JH: Adrenarche is dissociated from gonadarche--studies in patients with Turner's syndrome. Acta Endocrinol Suppl (Copenh). 1986;279:232-40. [PubMed:2946134 ]
Mitamura K, Setaka M, Shimada K, Honma S, Namiki M, Koh E, Mizokami A: Determination of sulfates of androsterone and epiandrosterone in human serum using isotope diluted liquid chromatography-electrospray ionization-mass spectrometry. Biomed Chromatogr. 2005 Dec;19(10):796-801. [PubMed:15954157 ]
Tchedam Ngatcha B, Luu-The V, Labrie F, Poirier D: Androsterone 3alpha-ether-3beta-substituted and androsterone 3beta-substituted derivatives as inhibitors of type 3 17beta-hydroxysteroid dehydrogenase: chemical synthesis and structure-activity relationship. J Med Chem. 2005 Aug 11;48(16):5257-68. [PubMed:16078844 ]
Hammond GL: Endogenous steroid levels in the human prostate from birth to old age: a comparison of normal and diseased tissues. J Endocrinol. 1978 Jul;78(1):7-19. [PubMed:79632 ]
Thevis M, Geyer H, Mareck U, Sigmund G, Henke J, Henke L, Schanzer W: Detection of manipulation in doping control urine sample collection: a multidisciplinary approach to determine identical urine samples. Anal Bioanal Chem. 2007 Aug;388(7):1539-43. Epub 2007 Jan 27. [PubMed:17260133 ]
Matsuzaki Y, Honda A: Dehydroepiandrosterone and its derivatives: potentially novel anti-proliferative and chemopreventive agents. Curr Pharm Des. 2006;12(26):3411-21. [PubMed:17017935 ]
Belanger A, Pelletier G, Labrie F, Barbier O, Chouinard S: Inactivation of androgens by UDP-glucuronosyltransferase enzymes in humans. Trends Endocrinol Metab. 2003 Dec;14(10):473-9. [PubMed:14643063 ]
Barbier O, Belanger A: The cynomolgus monkey (Macaca fascicularis) is the best animal model for the study of steroid glucuronidation. J Steroid Biochem Mol Biol. 2003 Jun;85(2-5):235-45. [PubMed:12943709 ]
Belanger A, Hum DW, Beaulieu M, Levesque E, Guillemette C, Tchernof A, Belanger G, Turgeon D, Dubois S: Characterization and regulation of UDP-glucuronosyltransferases in steroid target tissues. J Steroid Biochem Mol Biol. 1998 Apr;65(1-6):301-10. [PubMed:9699884 ]
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 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Only showing the first 10 proteins. There are 29 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Aldo-keto reductase family 1 member C4

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes the transformation of the potent androgen dihydrotestosterone (DHT) into the less active form, 5-alpha-androstan-3-alpha,17-beta-diol (3-alpha-diol). Also has some 20-alpha-hydroxysteroid dehydrogenase activity. The biotransformation of the pesticide chlordecone (kepone) to its corresponding alcohol leads to increased biliary excretion of the pesticide and concomitant reduction of its neurotoxicity since bile is the major excretory route.
Gene Name:: AKR1C4
Uniprot ID:: P17516
Molecular weight:: 37094.57

Reactions

Androsterone + NAD → Androstanedione + NADH + Hydrogen Ion	details
Androsterone + NADP → Androstanedione + NADPH + Hydrogen Ion	details

Enzyme Details

2. Bile salt sulfotransferase

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfonation of steroids and bile acids in the liver and adrenal glands.
Gene Name:: SULT2A1
Uniprot ID:: Q06520
Molecular weight:: 33779.57

References

Chang HJ, Shi R, Rehse P, Lin SX: Identifying androsterone (ADT) as a cognate substrate for human dehydroepiandrosterone sulfotransferase (DHEA-ST) important for steroid homeostasis: structure of the enzyme-ADT complex. J Biol Chem. 2004 Jan 23;279(4):2689-96. Epub 2003 Oct 21. [PubMed:14573603 ]

Enzyme Details

3. Aldo-keto reductase family 1 member C3

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes the conversion of aldehydes and ketones to alcohols. Catalyzes the reduction of prostaglandin (PG) D2, PGH2 and phenanthrenequinone (PQ) and the oxidation of 9-alpha,11-beta-PGF2 to PGD2. Functions as a bi-directional 3-alpha-, 17-beta- and 20-alpha HSD. Can interconvert active androgens, estrogens and progestins with their cognate inactive metabolites. Preferentially transforms androstenedione (4-dione) to testosterone.
Gene Name:: AKR1C3
Uniprot ID:: P42330
Molecular weight:: 36866.91

Enzyme Details

4. Aldo-keto reductase family 1 member C1

General function:: Involved in oxidoreductase activity
Specific function:: Converts progesterone to its inactive form, 20-alpha-dihydroxyprogesterone (20-alpha-OHP). In the liver and intestine, may have a role in the transport of bile. May have a role in monitoring the intrahepatic bile acid concentration. Has a low bile-binding ability. May play a role in myelin formation.
Gene Name:: AKR1C1
Uniprot ID:: Q04828
Molecular weight:: 36788.02

Enzyme Details

5. Aldo-keto reductase family 1 member C2

General function:: Involved in oxidoreductase activity
Specific function:: Works in concert with the 5-alpha/5-beta-steroid reductases to convert steroid hormones into the 3-alpha/5-alpha and 3-alpha/5-beta-tetrahydrosteroids. Catalyzes the inactivation of the most potent androgen 5-alpha-dihydrotestosterone (5-alpha-DHT) to 5-alpha-androstane-3-alpha,17-beta-diol (3-alpha-diol). Has a high bile-binding ability.
Gene Name:: AKR1C2
Uniprot ID:: P52895
Molecular weight:: 15747.91

Enzyme Details

6. UDP-glucuronosyltransferase 2B28

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme has glucuronidating capacity with steroid substrates such as 5-beta-androstane 3-alpha,17-beta-diol, estradiol, ADT, eugenol and bile acids. Only isoform 1 seems to be active.
Gene Name:: UGT2B28
Uniprot ID:: Q9BY64
Molecular weight:: 38742.9

Reactions

Androsterone + Uridine diphosphate glucuronic acid → Androsterone glucuronide + Uridine 5'-diphosphate	details

Enzyme Details

7. UDP-glucuronosyltransferase 2B4

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme is active on polyhydroxylated estrogens (such as estriol, 4-hydroxyestrone and 2-hydroxyestriol) and xenobiotics (such as 4-methylumbelliferone, 1-naphthol, 4-nitrophenol, 2-aminophenol, 4-hydroxybiphenyl and menthol). It is capable of 6 alpha-hydroxyglucuronidation of hyodeoxycholic acid.
Gene Name:: UGT2B4
Uniprot ID:: P06133
Molecular weight:: 60512.035

Reactions

Androsterone + Uridine diphosphate glucuronic acid → Androsterone glucuronide + Uridine 5'-diphosphate	details

Enzyme Details

8. UDP-glucuronosyltransferase 1-4

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate.
Gene Name:: UGT1A4
Uniprot ID:: P22310
Molecular weight:: 60024.535

Reactions

Androsterone + Uridine diphosphate glucuronic acid → Androsterone glucuronide + Uridine 5'-diphosphate	details

Enzyme Details

9. UDP-glucuronosyltransferase 2B10

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds.
Gene Name:: UGT2B10
Uniprot ID:: P36537
Molecular weight:: 60773.485

Reactions

Androsterone + Uridine diphosphate glucuronic acid → Androsterone glucuronide + Uridine 5'-diphosphate	details

Enzyme Details

10. UDP-glucuronosyltransferase 2B7

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. Its unique specificity for 3,4-catechol estrogens and estriol suggests it may play an important role in regulating the level and activity of these potent and active estrogen metabolites. Is also active with androsterone, hyodeoxycholic acid and tetrachlorocatechol (in vitro).
Gene Name:: UGT2B7
Uniprot ID:: P16662
Molecular weight:: 60720.15

Reactions

Androsterone + Uridine diphosphate glucuronic acid → Androsterone glucuronide + Uridine 5'-diphosphate	details

References

Coffman BL, King CD, Rios GR, Tephly TR: The glucuronidation of opioids, other xenobiotics, and androgens by human UGT2B7Y(268) and UGT2B7H(268). Drug Metab Dispos. 1998 Jan;26(1):73-7. [PubMed:9443856 ]

Only showing the first 10 proteins. There are 29 proteins in total.

Show all enzymes and transporters

Showing metabocard for Androsterone (HMDB0000031)

MOL for HMDB0000031 (Androsterone)

3D MOL for HMDB0000031 (Androsterone)

3D SDF for HMDB0000031 (Androsterone)

3D-SDF for HMDB0000031 (Androsterone)

PDB for HMDB0000031 (Androsterone)

3D PDB for HMDB0000031 (Androsterone)

SMILES for HMDB0000031 (Androsterone)

INCHI for HMDB0000031 (Androsterone)

Structure for HMDB0000031 (Androsterone)

3D Structure for HMDB0000031 (Androsterone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

Enzymes

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