Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 15:12:08 UTC

Update Date

2021-09-14 15:41:24 UTC

HMDB ID

HMDB0002759

Secondary Accession Numbers

HMDB02759

Metabolite Identification

Common Name

Androsterone sulfate

Description

Androsterone sulfate (Andros-S) is the most abundant 5-alpha-reduced androgen metabolite in serum (PMID: 8380602 ). Androsterone sulfate is clinically recognized as one of the major androgen metabolites found in urine. It is a cognate substrate for human dehydroepiandrosterone sulfotransferase, which catalyzes the transfer of the sulfonate group from 3'-phosphoadenosine-5'-phosphosulfate to dehydroepiandrosterone (DHEA) (PMID: 14573603 ). Androsterone sulfate has been identified in the human placenta (PMID: 32033212 ).

Structure

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

Untitled Document-3
  Mrv0541 02231219352D          

 29 32  0  0  0  0            999 V2000
   -1.3492   -0.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3492   -1.1385    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6348   -1.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797   -1.1385    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0797   -0.3135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6348    0.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942   -1.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086   -1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086   -0.3135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7942    0.0990    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2231    0.0990    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2231    0.9240    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5086    1.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942    0.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0077   -0.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4927    0.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0077    1.1789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2627    1.9635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0637   -1.5510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7782   -1.1385    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3657   -0.4241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4927   -0.7260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1907   -1.8530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797    0.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4366    1.7209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086    0.5115    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797   -1.9635    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2231   -0.7260    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942   -0.7260    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 10  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 12  1  0  0  0  0
 17 18  2  0  0  0  0
  2 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 20 23  2  0  0  0  0
  5 24  1  1  0  0  0
 12 25  1  1  0  0  0
  9 26  1  1  0  0  0
  4 27  1  6  0  0  0
 11 28  1  6  0  0  0
 10 29  1  6  0  0  0
M  END

HMDB0002759
     RDKit          3D
Androsterone sulfate
 55 58  0  0  0  0  0  0  0  0999 V2000
   -3.8400   -1.0047   -1.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4029    0.2869   -0.5644 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6572    1.1917   -1.4795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1958    1.2038   -1.3771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5463    0.5692   -0.2188 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3684   -0.5242    0.4438 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7135   -0.9537    1.7313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7251   -1.3118    1.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5230   -0.3032    0.8019 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8749   -0.8787    0.5515 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7582   -0.0372   -0.3233 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4940    0.8921    0.4121 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1414    0.5965    0.3427 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.5494   -0.3641    1.4407 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4021   -0.0584   -1.0065 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0575    1.9728    0.4694 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0586    0.6318   -1.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6762    1.1033   -1.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8496    0.0414   -0.5109 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8069   -1.2023   -1.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6619    0.1136    0.7438 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6481   -0.6245    1.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9427    0.0974    1.2121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6533    0.9223   -0.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2338    1.8667   -0.4655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9008   -1.2687   -0.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7840   -0.8830   -2.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2415   -1.8810   -0.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0024    0.9336   -2.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0804    2.2293   -1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7687    0.7302   -2.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8308    2.2729   -1.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4002    1.3359    0.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3763   -1.3745   -0.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2616   -1.8561    2.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8687   -0.1802    2.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1684   -1.3077    2.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9185   -2.3023    1.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5832    0.6436    1.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3897   -0.9951    1.5298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7460   -1.9137    0.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5114   -0.7454   -0.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5218    2.7771    0.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6635    1.5487   -1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0962    0.0084   -2.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2450    1.5360   -2.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7726    1.9480   -0.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8650   -1.4334   -1.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4510   -2.0889   -0.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2475   -1.0420   -2.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5027    1.1266    1.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7159   -1.6946    1.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4624   -0.4827    2.6136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2694    0.7611    2.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7674   -0.6292    1.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 11 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  6
  6 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 21  2  1  0
 24  2  1  0
 19  5  1  0
 19  9  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  1
  6 34  1  6
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  1
 10 40  1  0
 10 41  1  0
 11 42  1  6
 16 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 20 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  1
 22 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
M  END

Untitled Document-3
  Mrv0541 02231219352D          

 29 32  0  0  0  0            999 V2000
   -1.3492   -0.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3492   -1.1385    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6348   -1.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797   -1.1385    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0797   -0.3135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6348    0.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942   -1.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086   -1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086   -0.3135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7942    0.0990    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2231    0.0990    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2231    0.9240    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5086    1.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942    0.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0077   -0.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4927    0.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0077    1.1789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2627    1.9635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0637   -1.5510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7782   -1.1385    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3657   -0.4241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4927   -0.7260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1907   -1.8530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797    0.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4366    1.7209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086    0.5115    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797   -1.9635    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2231   -0.7260    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942   -0.7260    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 10  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 12  1  0  0  0  0
 17 18  2  0  0  0  0
  2 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 20 23  2  0  0  0  0
  5 24  1  1  0  0  0
 12 25  1  1  0  0  0
  9 26  1  1  0  0  0
  4 27  1  6  0  0  0
 11 28  1  6  0  0  0
 10 29  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0002759

> <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](CC[C@]12C)OS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H30O5S/c1-18-9-7-13(24-25(21,22)23)11-12(18)3-4-14-15-5-6-17(20)19(15,2)10-8-16(14)18/h12-16H,3-11H2,1-2H3,(H,21,22,23)/t12-,13+,14-,15-,16-,18-,19-/m0/s1

> <INCHI_KEY>
ZMITXKRGXGRMKS-HLUDHZFRSA-N

> <FORMULA>
C19H30O5S

> <MOLECULAR_WEIGHT>
370.504

> <EXACT_MASS>
370.18139476

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
40.01089322333445

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(1S,2S,5R,7S,10R,11S,15S)-2,15-dimethyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxidanesulfonic acid

> <ALOGPS_LOGP>
0.45

> <JCHEM_LOGP>
3.8222703046666666

> <ALOGPS_LOGS>
-4.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.961719950339404

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.3307185708846694

> <JCHEM_PKA_STRONGEST_BASIC>
-7.475645879362316

> <JCHEM_POLAR_SURFACE_AREA>
80.67000000000002

> <JCHEM_REFRACTIVITY>
93.80069999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.81e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dheas

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002759
     RDKit          3D
Androsterone sulfate
 55 58  0  0  0  0  0  0  0  0999 V2000
   -3.8400   -1.0047   -1.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4029    0.2869   -0.5644 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6572    1.1917   -1.4795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1958    1.2038   -1.3771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5463    0.5692   -0.2188 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3684   -0.5242    0.4438 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7135   -0.9537    1.7313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7251   -1.3118    1.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5230   -0.3032    0.8019 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8749   -0.8787    0.5515 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7582   -0.0372   -0.3233 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4940    0.8921    0.4121 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1414    0.5965    0.3427 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.5494   -0.3641    1.4407 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4021   -0.0584   -1.0065 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0575    1.9728    0.4694 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0586    0.6318   -1.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6762    1.1033   -1.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8496    0.0414   -0.5109 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8069   -1.2023   -1.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6619    0.1136    0.7438 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6481   -0.6245    1.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9427    0.0974    1.2121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6533    0.9223   -0.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2338    1.8667   -0.4655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9008   -1.2687   -0.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7840   -0.8830   -2.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2415   -1.8810   -0.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0024    0.9336   -2.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0804    2.2293   -1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7687    0.7302   -2.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8308    2.2729   -1.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4002    1.3359    0.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3763   -1.3745   -0.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2616   -1.8561    2.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8687   -0.1802    2.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1684   -1.3077    2.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9185   -2.3023    1.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5832    0.6436    1.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3897   -0.9951    1.5298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7460   -1.9137    0.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5114   -0.7454   -0.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5218    2.7771    0.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6635    1.5487   -1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0962    0.0084   -2.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2450    1.5360   -2.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7726    1.9480   -0.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8650   -1.4334   -1.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4510   -2.0889   -0.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2475   -1.0420   -2.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5027    1.1266    1.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7159   -1.6946    1.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4624   -0.4827    2.6136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2694    0.7611    2.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7674   -0.6292    1.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 11 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  6
  6 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 21  2  1  0
 24  2  1  0
 19  5  1  0
 19  9  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  1
  6 34  1  6
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  1
 10 40  1  0
 10 41  1  0
 11 42  1  6
 16 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 20 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  1
 22 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Untitled Document-3                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -2.519  -0.585   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.519  -2.125   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.185  -2.895   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.149  -2.125   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.149  -0.585   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.185   0.185   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.483  -2.895   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.816  -2.125   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.816  -0.585   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.483   0.185   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.150   0.185   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.150   1.725   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.816   2.495   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.483   1.725   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.614  -0.291   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.520   0.955   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.614   2.201   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.090   3.665   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -3.852  -2.895   0.000  0.00  0.00           O+0
HETATM   20  S   UNK     0      -5.186  -2.125   0.000  0.00  0.00           S+0
HETATM   21  O   UNK     0      -4.416  -0.792   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -6.520  -1.355   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -5.956  -3.459   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.149   0.955   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.548   3.212   0.000  0.00  0.00           C+0
HETATM   26  H   UNK     0       2.816   0.955   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.149  -3.665   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       4.150  -1.355   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.483  -1.355   0.000  0.00  0.00           H+0
CONECT    1    2    6                                                       
CONECT    2    1    3   19                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7   27                                             
CONECT    5    4    6   10   24                                             
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   26                                             
CONECT   10    9    5   14   29                                             
CONECT   11    9   12   15   28                                             
CONECT   12   11   13   17   25                                             
CONECT   13   12   14                                                       
CONECT   14   13   10                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   18                                                  
CONECT   18   17                                                            
CONECT   19    2   20                                                       
CONECT   20   19   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20                                                            
CONECT   24    5                                                            
CONECT   25   12                                                            
CONECT   26    9                                                            
CONECT   27    4                                                            
CONECT   28   11                                                            
CONECT   29   10                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0002759
HETATM    1  C1  UNL     1      -3.840  -1.005  -1.177  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.403   0.287  -0.564  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.657   1.192  -1.480  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.196   1.204  -1.377  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.546   0.569  -0.219  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.368  -0.524   0.444  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.713  -0.954   1.731  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.725  -1.312   1.594  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.523  -0.303   0.802  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.875  -0.879   0.551  1.00  0.00           C  
HETATM   11  C11 UNL     1       3.758  -0.037  -0.323  1.00  0.00           C  
HETATM   12  O1  UNL     1       4.494   0.892   0.412  1.00  0.00           O  
HETATM   13  S1  UNL     1       6.141   0.597   0.343  1.00  0.00           S  
HETATM   14  O2  UNL     1       6.549  -0.364   1.441  1.00  0.00           O  
HETATM   15  O3  UNL     1       6.402  -0.058  -1.007  1.00  0.00           O  
HETATM   16  O4  UNL     1       7.058   1.973   0.469  1.00  0.00           O  
HETATM   17  C12 UNL     1       3.059   0.632  -1.451  1.00  0.00           C  
HETATM   18  C13 UNL     1       1.676   1.103  -1.148  1.00  0.00           C  
HETATM   19  C14 UNL     1       0.850   0.041  -0.511  1.00  0.00           C  
HETATM   20  C15 UNL     1       0.807  -1.202  -1.364  1.00  0.00           C  
HETATM   21  C16 UNL     1      -2.662   0.114   0.744  1.00  0.00           C  
HETATM   22  C17 UNL     1      -3.648  -0.624   1.541  1.00  0.00           C  
HETATM   23  C18 UNL     1      -4.943   0.097   1.212  1.00  0.00           C  
HETATM   24  C19 UNL     1      -4.653   0.922  -0.002  1.00  0.00           C  
HETATM   25  O5  UNL     1      -5.234   1.867  -0.466  1.00  0.00           O  
HETATM   26  H1  UNL     1      -4.901  -1.269  -0.965  1.00  0.00           H  
HETATM   27  H2  UNL     1      -3.784  -0.883  -2.284  1.00  0.00           H  
HETATM   28  H3  UNL     1      -3.242  -1.881  -0.878  1.00  0.00           H  
HETATM   29  H4  UNL     1      -3.002   0.934  -2.527  1.00  0.00           H  
HETATM   30  H5  UNL     1      -3.080   2.229  -1.323  1.00  0.00           H  
HETATM   31  H6  UNL     1      -0.769   0.730  -2.312  1.00  0.00           H  
HETATM   32  H7  UNL     1      -0.831   2.273  -1.446  1.00  0.00           H  
HETATM   33  H8  UNL     1      -0.400   1.336   0.591  1.00  0.00           H  
HETATM   34  H9  UNL     1      -1.376  -1.374  -0.231  1.00  0.00           H  
HETATM   35  H10 UNL     1      -1.262  -1.856   2.085  1.00  0.00           H  
HETATM   36  H11 UNL     1      -0.869  -0.180   2.512  1.00  0.00           H  
HETATM   37  H12 UNL     1       1.168  -1.308   2.629  1.00  0.00           H  
HETATM   38  H13 UNL     1       0.918  -2.302   1.184  1.00  0.00           H  
HETATM   39  H14 UNL     1       1.583   0.644   1.398  1.00  0.00           H  
HETATM   40  H15 UNL     1       3.390  -0.995   1.530  1.00  0.00           H  
HETATM   41  H16 UNL     1       2.746  -1.914   0.156  1.00  0.00           H  
HETATM   42  H17 UNL     1       4.511  -0.745  -0.769  1.00  0.00           H  
HETATM   43  H18 UNL     1       6.522   2.777   0.230  1.00  0.00           H  
HETATM   44  H19 UNL     1       3.664   1.549  -1.720  1.00  0.00           H  
HETATM   45  H20 UNL     1       3.096   0.008  -2.389  1.00  0.00           H  
HETATM   46  H21 UNL     1       1.245   1.536  -2.062  1.00  0.00           H  
HETATM   47  H22 UNL     1       1.773   1.948  -0.407  1.00  0.00           H  
HETATM   48  H23 UNL     1       1.865  -1.433  -1.636  1.00  0.00           H  
HETATM   49  H24 UNL     1       0.451  -2.089  -0.791  1.00  0.00           H  
HETATM   50  H25 UNL     1       0.248  -1.042  -2.290  1.00  0.00           H  
HETATM   51  H26 UNL     1      -2.503   1.127   1.162  1.00  0.00           H  
HETATM   52  H27 UNL     1      -3.716  -1.695   1.259  1.00  0.00           H  
HETATM   53  H28 UNL     1      -3.462  -0.483   2.614  1.00  0.00           H  
HETATM   54  H29 UNL     1      -5.269   0.761   2.042  1.00  0.00           H  
HETATM   55  H30 UNL     1      -5.767  -0.629   1.012  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   21   24
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   19   33
CONECT    6    7   21   34
CONECT    7    8   35   36
CONECT    8    9   37   38
CONECT    9   10   19   39
CONECT   10   11   40   41
CONECT   11   12   17   42
CONECT   12   13
CONECT   13   14   14   15   15
CONECT   13   16
CONECT   16   43
CONECT   17   18   44   45
CONECT   18   19   46   47
CONECT   19   20
CONECT   20   48   49   50
CONECT   21   22   51
CONECT   22   23   52   53
CONECT   23   24   54   55
CONECT   24   25   25
END

HMDB0002759
     RDKit          3D
Androsterone sulfate
 55 58  0  0  0  0  0  0  0  0999 V2000
   -3.8400   -1.0047   -1.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4029    0.2869   -0.5644 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6572    1.1917   -1.4795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1958    1.2038   -1.3771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5463    0.5692   -0.2188 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3684   -0.5242    0.4438 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7135   -0.9537    1.7313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7251   -1.3118    1.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5230   -0.3032    0.8019 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8749   -0.8787    0.5515 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7582   -0.0372   -0.3233 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4940    0.8921    0.4121 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1414    0.5965    0.3427 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.5494   -0.3641    1.4407 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4021   -0.0584   -1.0065 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0575    1.9728    0.4694 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0586    0.6318   -1.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6762    1.1033   -1.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8496    0.0414   -0.5109 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8069   -1.2023   -1.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6619    0.1136    0.7438 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6481   -0.6245    1.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9427    0.0974    1.2121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6533    0.9223   -0.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2338    1.8667   -0.4655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9008   -1.2687   -0.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7840   -0.8830   -2.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2415   -1.8810   -0.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0024    0.9336   -2.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0804    2.2293   -1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7687    0.7302   -2.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8308    2.2729   -1.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4002    1.3359    0.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3763   -1.3745   -0.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2616   -1.8561    2.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8687   -0.1802    2.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1684   -1.3077    2.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9185   -2.3023    1.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5832    0.6436    1.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3897   -0.9951    1.5298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7460   -1.9137    0.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5114   -0.7454   -0.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5218    2.7771    0.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6635    1.5487   -1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0962    0.0084   -2.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2450    1.5360   -2.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7726    1.9480   -0.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8650   -1.4334   -1.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4510   -2.0889   -0.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2475   -1.0420   -2.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5027    1.1266    1.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7159   -1.6946    1.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4624   -0.4827    2.6136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2694    0.7611    2.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7674   -0.6292    1.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 11 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  6
  6 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 21  2  1  0
 24  2  1  0
 19  5  1  0
 19  9  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  1
  6 34  1  6
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  1
 10 40  1  0
 10 41  1  0
 11 42  1  6
 16 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 20 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  1
 22 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3alpha-Hydroxy-5alpha-androstan-17-one 3-sulfate	ChEBI
5alpha-Androstane-3alpha-ol-17-one sulfate	ChEBI
3a-Hydroxy-5a-androstan-17-one 3-sulfate	Generator
3a-Hydroxy-5a-androstan-17-one 3-sulfuric acid	Generator
3a-Hydroxy-5a-androstan-17-one 3-sulphate	Generator
3a-Hydroxy-5a-androstan-17-one 3-sulphuric acid	Generator
3alpha-Hydroxy-5alpha-androstan-17-one 3-sulfuric acid	Generator
3alpha-Hydroxy-5alpha-androstan-17-one 3-sulphate	Generator
3alpha-Hydroxy-5alpha-androstan-17-one 3-sulphuric acid	Generator
3Α-hydroxy-5α-androstan-17-one 3-sulfate	Generator
3Α-hydroxy-5α-androstan-17-one 3-sulfuric acid	Generator
3Α-hydroxy-5α-androstan-17-one 3-sulphate	Generator
3Α-hydroxy-5α-androstan-17-one 3-sulphuric acid	Generator
5a-Androstane-3a-ol-17-one sulfate	Generator
5a-Androstane-3a-ol-17-one sulfuric acid	Generator
5a-Androstane-3a-ol-17-one sulphate	Generator
5a-Androstane-3a-ol-17-one sulphuric acid	Generator
5alpha-Androstane-3alpha-ol-17-one sulfuric acid	Generator
5alpha-Androstane-3alpha-ol-17-one sulphate	Generator
5alpha-Androstane-3alpha-ol-17-one sulphuric acid	Generator
5Α-androstane-3α-ol-17-one sulfate	Generator
5Α-androstane-3α-ol-17-one sulfuric acid	Generator
5Α-androstane-3α-ol-17-one sulphate	Generator
5Α-androstane-3α-ol-17-one sulphuric acid	Generator
Androsterone sulfuric acid	Generator
Androsterone sulphate	Generator
Androsterone sulphuric acid	Generator
3alpha-Sulfate-5alpha-androstan-17-one	HMDB
5alpha-Androsterone sulfate	HMDB
5alpha-Androsterone sulphate	HMDB
Andros-S	HMDB
Androsterone 3alpha-sulfate	HMDB
Androsterone 3alpha-sulphate	HMDB
Androsterone monosulfate	HMDB
Androsterone monosulphate	HMDB
Androsterone sulfate, (3alpha,5beta)-isomer	HMDB
Androsterone sulfate, (3beta,5alpha)-isomer	HMDB
Androsterone sulfate, (3beta,5beta)-isomer	HMDB
Androsterone sulfate, sodium salt	HMDB
Androsterone sulfate, sodium salt, (3alpha,5beta)-isomer	HMDB
Androsterone sulfate, sodium salt, (3beta,5alpha)-isomer	HMDB
Epiandrosterone sulfate	HMDB
Androsterone sulfate	MeSH

Chemical Formula

C₁₉H₃₀O₅S

Average Molecular Weight

370.504

Monoisotopic Molecular Weight

370.18139476

IUPAC Name

[(1S,2S,5R,7S,10R,11S,15S)-2,15-dimethyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxidanesulfonic acid

Traditional Name

dheas

CAS Registry Number

2479-86-9

SMILES

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

InChI Identifier

InChI=1S/C19H30O5S/c1-18-9-7-13(24-25(21,22)23)11-12(18)3-4-14-15-5-6-17(20)19(15,2)10-8-16(14)18/h12-16H,3-11H2,1-2H3,(H,21,22,23)/t12-,13+,14-,15-,16-,18-,19-/m0/s1

InChI Key

ZMITXKRGXGRMKS-HLUDHZFRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Sulfated steroids

Direct Parent

Sulfated steroids

Alternative Parents

Substituents

Sulfated steroid skeleton
Androstane-skeleton
17-oxosteroid
Oxosteroid
Sulfuric acid ester
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Organic sulfuric acid or derivatives
Ketone
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

steroid sulfate (CHEBI:83037 )
17-oxo steroid (CHEBI:83037 )
androstanoid (CHEBI:83037 )
Sulfates (LMST05020001 )

Ontology

Not Available

Adipose tissue (HMDB: HMDB0002759)
Adipose tissue (HMDB: HMDB0002759)

Epithelium

Epidermis (HMDB: HMDB0002759)

Muscle tissue

Skeletal muscle (HMDB: HMDB0002759)

Nervous tissue

Hepatic tissue (HMDB: HMDB0002759)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0002759)

Cellular substructure

Organelle

Endoplasmic reticulum (HMDB: HMDB0002759)

Tissue substructure

Muscle (HMDB: HMDB0002759)

Organ substructure

Organ

Gland

Adrenal Gland (HMDB: HMDB0002759)
Adrenal Gland (HMDB: HMDB0002759)

Excreta

Biofluid or Excreta

Urine (PMID: 18501914)
Feces (PMID: 27275383)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0002759)

Source

Endogenous

Endogenous (HMDB: HMDB0002759)

Animal

Animal (HMDB: HMDB0002759)

Exogenous

Food

Food (HMDB: HMDB0002759)

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)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0002759)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0002759)
Androgen and Estrogen Metabolism (HMDB: HMDB0002759)

Lipid metabolism pathway (HMDB: HMDB0002759)

Cellular process

Cell signaling (HMDB: HMDB0002759)

Biochemical process

Lipid transport (HMDB: HMDB0002759)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0002759)

Molecular messenger

Hormone (HMDB: HMDB0002759)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0002759)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0048 g/L	ALOGPS
logP	0.45	ALOGPS
logP	3.82	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	-1.3	ChemAxon
pKa (Strongest Basic)	-7.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.67 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	93.8 m³·mol⁻¹	ChemAxon
Polarizability	40.01 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	189.017	31661259
DarkChem	[M-H]-	177.582	31661259
DeepCCS	[M-2H]-	225.083	30932474
DeepCCS	[M+Na]+	199.463	30932474
AllCCS	[M+H]+	189.8	32859911
AllCCS	[M+H-H2O]+	187.4	32859911
AllCCS	[M+NH4]+	192.0	32859911
AllCCS	[M+Na]+	192.7	32859911
AllCCS	[M-H]-	187.6	32859911
AllCCS	[M+Na-2H]-	188.1	32859911
AllCCS	[M+HCOO]-	188.8	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.	7.34 minutes	32390414
Predicted by Siyang on May 30, 2022	17.9211 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.74 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2830.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	447.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	220.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	198.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	586.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	719.7 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	806.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	91.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1391.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	511.3 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	1684.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	385.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	474.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	295.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	379.2 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	48.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Androsterone sulfate	[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@@H](CC[C@]12C)OS(O)(=O)=O	3214.2	Standard polar	33892256
Androsterone sulfate	[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@@H](CC[C@]12C)OS(O)(=O)=O	2906.0	Standard non polar	33892256
Androsterone sulfate	[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@@H](CC[C@]12C)OS(O)(=O)=O	3154.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Androsterone sulfate,1TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CCC2=O	3104.8	Semi standard non polar	33892256
Androsterone sulfate,1TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CCC2=O	3016.3	Standard non polar	33892256
Androsterone sulfate,1TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CCC2=O	3797.1	Standard polar	33892256
Androsterone sulfate,1TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](OS(=O)(=O)O)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3074.9	Semi standard non polar	33892256
Androsterone sulfate,1TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](OS(=O)(=O)O)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	2848.6	Standard non polar	33892256
Androsterone sulfate,1TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](OS(=O)(=O)O)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3829.1	Standard polar	33892256
Androsterone sulfate,2TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3103.7	Semi standard non polar	33892256
Androsterone sulfate,2TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3070.7	Standard non polar	33892256
Androsterone sulfate,2TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3742.0	Standard polar	33892256
Androsterone sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)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	3329.3	Semi standard non polar	33892256
Androsterone sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)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	3337.2	Standard non polar	33892256
Androsterone sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)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	3919.5	Standard polar	33892256
Androsterone sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[C@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	3332.0	Semi standard non polar	33892256
Androsterone sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[C@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	3116.1	Standard non polar	33892256
Androsterone sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[C@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C	3979.4	Standard polar	33892256
Androsterone sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3577.9	Semi standard non polar	33892256
Androsterone sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3609.4	Standard non polar	33892256
Androsterone sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]12C	3910.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Androsterone sulfate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-0198000000-4c5a7a41e009f264e2de	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Androsterone sulfate 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 - Androsterone sulfate 10V, Positive-QTOF	splash10-00di-0049000000-bebc98c547fc3453b68a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterone sulfate 20V, Positive-QTOF	splash10-00di-0091000000-bcf45b9068c011eeccc9	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterone sulfate 40V, Positive-QTOF	splash10-0lxt-4592000000-35783b6b3e3984a95594	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterone sulfate 10V, Negative-QTOF	splash10-014i-0029000000-0159b1c3007356200d05	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterone sulfate 20V, Negative-QTOF	splash10-000i-1092000000-8a8f3a15b4b976801efb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterone sulfate 40V, Negative-QTOF	splash10-00ei-6090000000-e541f7c26cb75cbe027c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterone sulfate 10V, Negative-QTOF	splash10-014i-0009000000-0295bc1386cdfbdd92bf	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterone sulfate 20V, Negative-QTOF	splash10-014i-1009000000-4b958c48d4c246f8639b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterone sulfate 40V, Negative-QTOF	splash10-0002-9005000000-ccff0fd3b8b51e423206	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterone sulfate 10V, Positive-QTOF	splash10-00di-0019000000-ed6f6b38f66a512fd98c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterone sulfate 20V, Positive-QTOF	splash10-0fk9-0292000000-16d0ae2e88a442fd375b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Androsterone sulfate 40V, Positive-QTOF	splash10-052b-3920000000-49e4315f36f0eafbe6ca	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane (predicted from logP)
Endoplasmic reticulum

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Adipose Tissue
Adrenal Cortex
Adrenal Gland
Adrenal Medulla
Epidermis
Kidney
Liver
Ovary
Placenta
Skeletal Muscle
Testis

Pathways

Name	SMPDB/PathBank	KEGG
Androgen and Estrogen Metabolism

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	11.1 (0.80-21.4) uM	Adult (>18 years old)	Male	Normal	978-0-911910-19-3	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Urine	Detected and Quantified	0.39 (0.0069-0.81) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	18501914	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023062

KNApSAcK ID

Not Available

Chemspider ID

140383

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Androsterone sulfate

METLIN ID

3559

PubChem Compound

159663

PDB ID

Not Available

ChEBI ID

83037

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Pelzer, Helmut; Staib, Wolfgang. Conjugated steroids. I. High-voltage paper electrophoresis of conjugated 17-keto steroids. Clinica Chimica Acta (1957), 2 407-15.

Material Safety Data Sheet (MSDS)

Not Available

General 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 ]
Zwicker H, Rittmaster RS: Androsterone sulfate: physiology and clinical significance in hirsute women. J Clin Endocrinol Metab. 1993 Jan;76(1):112-6. [PubMed:8380602 ]
PLAGER JE: THE BINDING OF ANDROSTERONE SULFATE, ETHIOCHOLANOLONE SULFATE, AND DEHYDROISOANDROSTERONE SULFATE BY HUMAN PLASMA PROTEIN. J Clin Invest. 1965 Jul;44:1234-9. [PubMed:14328399 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Enzymes

Enzyme Details

1. Sulfotransferase family cytosolic 2B member 1

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of many hormones, neurotransmitters, drugs and xenobiotic compounds. Sulfonation increases the water solubility of most compounds, and therefore their renal excretion, but it can also result in bioactivation to form active metabolites. Sulfates hydroxysteroids like DHEA. Isoform 1 preferentially sulfonates cholesterol, and isoform 2 avidly sulfonates pregnenolone but not cholesterol.
Gene Name:: SULT2B1
Uniprot ID:: O00204
Molecular weight:: 39598.595

Enzyme Details

2. Steryl-sulfatase

General function:: Involved in catalytic activity
Specific function:: Conversion of sulfated steroid precursors to estrogens during pregnancy.
Gene Name:: STS
Uniprot ID:: P08842
Molecular weight:: 65491.72

Showing metabocard for Androsterone sulfate (HMDB0002759)

MOL for HMDB0002759 (Androsterone sulfate)

3D MOL for HMDB0002759 (Androsterone sulfate)

3D SDF for HMDB0002759 (Androsterone sulfate)

3D-SDF for HMDB0002759 (Androsterone sulfate)

PDB for HMDB0002759 (Androsterone sulfate)

3D PDB for HMDB0002759 (Androsterone sulfate)

SMILES for HMDB0002759 (Androsterone sulfate)

INCHI for HMDB0002759 (Androsterone sulfate)

Structure for HMDB0002759 (Androsterone sulfate)

3D Structure for HMDB0002759 (Androsterone sulfate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes