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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:03 UTC

HMDB ID

HMDB0000550

Secondary Accession Numbers

HMDB00550

Metabolite Identification

Common Name

5-Androstenetriol

Description

5-Androstenetriol belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. Thus, 5-androstenetriol is considered to be a steroid. Based on a literature review a small amount of articles have been published on 5-Androstenetriol.

Structure

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

HMDB00550.mol
  Mrv0541 02231218352D          

 25 28  0  0  0  0            999 V2000
   -2.4779   -1.3435    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4779   -0.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7617   -0.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7617   -1.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0485   -1.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323   -1.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3838   -1.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3838   -0.5185    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0971   -0.1060    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8820   -0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3662    0.3065    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8820    0.9739    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0971    0.7190    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0971    1.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3838    1.1315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323    0.7190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323   -0.1060    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0485   -0.5185    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0485    0.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323   -0.9310    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3838    0.3065    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0971   -0.9310    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1912   -1.7560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1398    1.7588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1912    0.3065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
  3 18  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  1  0  0  0
 17 20  1  6  0  0  0
  8 21  1  1  0  0  0
  9 22  1  6  0  0  0
  1 23  1  1  0  0  0
 12 24  1  1  0  0  0
 11 25  1  6  0  0  0
M  END

HMDB0000550
     RDKit          3D
5-Androstenetriol
 52 55  0  0  0  0  0  0  0  0999 V2000
    2.4965   -0.3210    1.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4808    0.4577    0.4187 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6229    1.6457    0.5724 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3833    1.6964   -0.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3326    0.4078   -0.4467 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5740   -0.8126   -0.2360 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0978   -1.9335   -0.9721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4546   -2.0672   -0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1480   -1.1027    0.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5039   -1.3818    0.6934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5249   -0.3449    0.3962 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4558   -0.3471    1.4597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9805    1.0561    0.3125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6961    1.1568   -0.4316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6345    0.2749    0.2544 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5952    0.7688    1.6859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8772   -0.3804   -0.7229 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9389   -1.3575   -0.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1270   -0.3980   -1.1441 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9583    0.2011   -2.3863 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8567    0.6667   -0.0895 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7720    0.4157    0.9480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6742    0.0498    2.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3720   -1.3944    1.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4362   -0.0686    2.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3516    1.8080    1.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2456    2.5556    0.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6081    2.2440   -1.1868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3471    2.3861    0.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5644    0.3622   -1.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5096   -1.0388    0.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1386   -1.7300   -2.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4932   -2.8671   -0.8459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9032   -3.0717   -0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4494   -1.6186    1.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8793   -2.3494    0.2451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1333   -0.6087   -0.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8641    0.5473    1.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9190    1.5561    1.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3850    2.2037   -0.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6882    0.4994    2.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8421    1.8587    1.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4519    0.2666    2.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8167    0.3226   -1.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2028   -2.0261   -0.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8085   -1.9755   -1.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0836   -0.8978   -1.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8254    1.1922   -2.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0548    1.6831   -0.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9780   -0.5680    0.9791 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  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 17  2  1  0
 21  2  1  0
 15  5  1  0
 15  9  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  6
  6 31  1  1
  7 32  1  0
  7 33  1  0
  8 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  6
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  6
 18 47  1  0
 18 48  1  0
 19 49  1  6
 20 50  1  0
 21 51  1  6
 22 52  1  0
M  END

HMDB00550.mol
  Mrv0541 02231218352D          

 25 28  0  0  0  0            999 V2000
   -2.4779   -1.3435    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4779   -0.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7617   -0.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7617   -1.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0485   -1.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323   -1.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3838   -1.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3838   -0.5185    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0971   -0.1060    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8820   -0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3662    0.3065    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8820    0.9739    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0971    0.7190    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0971    1.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3838    1.1315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323    0.7190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323   -0.1060    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0485   -0.5185    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0485    0.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323   -0.9310    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3838    0.3065    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0971   -0.9310    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1912   -1.7560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1398    1.7588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1912    0.3065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
  3 18  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  1  0  0  0
 17 20  1  6  0  0  0
  8 21  1  1  0  0  0
  9 22  1  6  0  0  0
  1 23  1  1  0  0  0
 12 24  1  1  0  0  0
 11 25  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0000550

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H30O3/c1-18-7-5-12(20)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(21)17(19)22/h3,12-17,20-22H,4-10H2,1-2H3/t12-,13+,14-,15-,16+,17-,18-,19-/m0/s1

> <INCHI_KEY>
GUGSXATYPSGVAY-DHKQUUGRSA-N

> <FORMULA>
C19H30O3

> <MOLECULAR_WEIGHT>
306.4397

> <EXACT_MASS>
306.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
35.870017208068695

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.17

> <JCHEM_LOGP>
1.723273742666667

> <ALOGPS_LOGS>
-3.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.159249456373555

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.623893402267957

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3972437702926341

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
86.84269999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.91e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-androstenetriol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000550
     RDKit          3D
5-Androstenetriol
 52 55  0  0  0  0  0  0  0  0999 V2000
    2.4965   -0.3210    1.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4808    0.4577    0.4187 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6229    1.6457    0.5724 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3833    1.6964   -0.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3326    0.4078   -0.4467 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5740   -0.8126   -0.2360 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0978   -1.9335   -0.9721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4546   -2.0672   -0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1480   -1.1027    0.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5039   -1.3818    0.6934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5249   -0.3449    0.3962 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4558   -0.3471    1.4597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9805    1.0561    0.3125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6961    1.1568   -0.4316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6345    0.2749    0.2544 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5952    0.7688    1.6859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8772   -0.3804   -0.7229 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9389   -1.3575   -0.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1270   -0.3980   -1.1441 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9583    0.2011   -2.3863 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8567    0.6667   -0.0895 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7720    0.4157    0.9480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6742    0.0498    2.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3720   -1.3944    1.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4362   -0.0686    2.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3516    1.8080    1.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2456    2.5556    0.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6081    2.2440   -1.1868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3471    2.3861    0.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5644    0.3622   -1.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5096   -1.0388    0.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1386   -1.7300   -2.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4932   -2.8671   -0.8459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9032   -3.0717   -0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4494   -1.6186    1.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8793   -2.3494    0.2451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1333   -0.6087   -0.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8641    0.5473    1.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9190    1.5561    1.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7441    1.6527   -0.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8145    0.7257   -1.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3850    2.2037   -0.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6882    0.4994    2.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8421    1.8587    1.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4519    0.2666    2.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8167    0.3226   -1.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2028   -2.0261   -0.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8085   -1.9755   -1.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0836   -0.8978   -1.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8254    1.1922   -2.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0548    1.6831   -0.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9780   -0.5680    0.9791 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  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 17  2  1  0
 21  2  1  0
 15  5  1  0
 15  9  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  6
  6 31  1  1
  7 32  1  0
  7 33  1  0
  8 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  6
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  6
 18 47  1  0
 18 48  1  0
 19 49  1  6
 20 50  1  0
 21 51  1  6
 22 52  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: HMDB00550.mol                                     
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.625  -2.508   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.625  -0.968   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.289  -0.198   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.289  -3.283   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.957  -2.508   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.620  -3.283   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.716  -2.508   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.716  -0.968   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.048  -0.198   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.513  -0.674   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.417   0.572   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.513   1.818   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.048   1.342   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.048   2.882   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.716   2.112   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.620   1.342   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.620  -0.198   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.957  -0.968   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.957   0.572   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0      -0.620  -1.738   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0       0.716   0.572   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0       2.048  -1.738   0.000  0.00  0.00           H+0
HETATM   23  O   UNK     0      -5.957  -3.278   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       3.994   3.283   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.957   0.572   0.000  0.00  0.00           O+0
CONECT    1    2    4   23                                                  
CONECT    2    1    3                                                       
CONECT    3    2   18                                                       
CONECT    4    1    5                                                       
CONECT    5    4    6   18                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   17   21                                             
CONECT    9    8   10   13   22                                             
CONECT   10    9   11                                                       
CONECT   11   10   12   25                                                  
CONECT   12   11   13   24                                                  
CONECT   13   12    9   14   15                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16    8   18   20                                             
CONECT   18   17    3    5   19                                             
CONECT   19   18                                                            
CONECT   20   17                                                            
CONECT   21    8                                                            
CONECT   22    9                                                            
CONECT   23    1                                                            
CONECT   24   12                                                            
CONECT   25   11                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0000550
HETATM    1  C1  UNL     1       2.497  -0.321   1.712  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.481   0.458   0.419  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.623   1.646   0.572  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.383   1.696  -0.223  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.333   0.408  -0.447  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.574  -0.813  -0.236  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.098  -1.934  -0.972  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.455  -2.067  -0.394  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.148  -1.103   0.151  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.504  -1.382   0.693  1.00  0.00           C  
HETATM   11  C11 UNL     1      -4.525  -0.345   0.396  1.00  0.00           C  
HETATM   12  O1  UNL     1      -5.456  -0.347   1.460  1.00  0.00           O  
HETATM   13  C12 UNL     1      -3.980   1.056   0.312  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.696   1.157  -0.432  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.634   0.275   0.254  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.595   0.769   1.686  1.00  0.00           C  
HETATM   17  C16 UNL     1       1.877  -0.380  -0.723  1.00  0.00           C  
HETATM   18  C17 UNL     1       2.939  -1.357  -0.971  1.00  0.00           C  
HETATM   19  C18 UNL     1       4.127  -0.398  -1.144  1.00  0.00           C  
HETATM   20  O2  UNL     1       3.958   0.201  -2.386  1.00  0.00           O  
HETATM   21  C19 UNL     1       3.857   0.667  -0.089  1.00  0.00           C  
HETATM   22  O3  UNL     1       4.772   0.416   0.948  1.00  0.00           O  
HETATM   23  H1  UNL     1       1.674   0.050   2.391  1.00  0.00           H  
HETATM   24  H2  UNL     1       2.372  -1.394   1.596  1.00  0.00           H  
HETATM   25  H3  UNL     1       3.436  -0.069   2.246  1.00  0.00           H  
HETATM   26  H4  UNL     1       1.352   1.808   1.658  1.00  0.00           H  
HETATM   27  H5  UNL     1       2.246   2.556   0.326  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.608   2.244  -1.187  1.00  0.00           H  
HETATM   29  H7  UNL     1      -0.347   2.386   0.295  1.00  0.00           H  
HETATM   30  H8  UNL     1      -0.564   0.362  -1.556  1.00  0.00           H  
HETATM   31  H9  UNL     1       0.510  -1.039   0.845  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.139  -1.730  -2.053  1.00  0.00           H  
HETATM   33  H11 UNL     1       0.493  -2.867  -0.846  1.00  0.00           H  
HETATM   34  H12 UNL     1      -1.903  -3.072  -0.436  1.00  0.00           H  
HETATM   35  H13 UNL     1      -3.449  -1.619   1.798  1.00  0.00           H  
HETATM   36  H14 UNL     1      -3.879  -2.349   0.245  1.00  0.00           H  
HETATM   37  H15 UNL     1      -5.133  -0.609  -0.510  1.00  0.00           H  
HETATM   38  H16 UNL     1      -5.864   0.547   1.585  1.00  0.00           H  
HETATM   39  H17 UNL     1      -3.919   1.556   1.303  1.00  0.00           H  
HETATM   40  H18 UNL     1      -4.744   1.653  -0.262  1.00  0.00           H  
HETATM   41  H19 UNL     1      -2.814   0.726  -1.445  1.00  0.00           H  
HETATM   42  H20 UNL     1      -2.385   2.204  -0.470  1.00  0.00           H  
HETATM   43  H21 UNL     1      -0.688   0.499   2.221  1.00  0.00           H  
HETATM   44  H22 UNL     1      -1.842   1.859   1.723  1.00  0.00           H  
HETATM   45  H23 UNL     1      -2.452   0.267   2.216  1.00  0.00           H  
HETATM   46  H24 UNL     1       1.817   0.323  -1.584  1.00  0.00           H  
HETATM   47  H25 UNL     1       3.203  -2.026  -0.155  1.00  0.00           H  
HETATM   48  H26 UNL     1       2.809  -1.976  -1.882  1.00  0.00           H  
HETATM   49  H27 UNL     1       5.084  -0.898  -1.015  1.00  0.00           H  
HETATM   50  H28 UNL     1       3.825   1.192  -2.317  1.00  0.00           H  
HETATM   51  H29 UNL     1       4.055   1.683  -0.478  1.00  0.00           H  
HETATM   52  H30 UNL     1       4.978  -0.568   0.979  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   17   21
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6   15   30
CONECT    6    7   17   31
CONECT    7    8   32   33
CONECT    8    9    9   34
CONECT    9   10   15
CONECT   10   11   35   36
CONECT   11   12   13   37
CONECT   12   38
CONECT   13   14   39   40
CONECT   14   15   41   42
CONECT   15   16
CONECT   16   43   44   45
CONECT   17   18   46
CONECT   18   19   47   48
CONECT   19   20   21   49
CONECT   20   50
CONECT   21   22   51
CONECT   22   52
END

HMDB0000550
     RDKit          3D
5-Androstenetriol
 52 55  0  0  0  0  0  0  0  0999 V2000
    2.4965   -0.3210    1.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4808    0.4577    0.4187 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6229    1.6457    0.5724 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3833    1.6964   -0.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3326    0.4078   -0.4467 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5740   -0.8126   -0.2360 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0978   -1.9335   -0.9721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4546   -2.0672   -0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1480   -1.1027    0.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5039   -1.3818    0.6934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5249   -0.3449    0.3962 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4558   -0.3471    1.4597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9805    1.0561    0.3125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6961    1.1568   -0.4316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6345    0.2749    0.2544 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5952    0.7688    1.6859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8772   -0.3804   -0.7229 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9389   -1.3575   -0.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1270   -0.3980   -1.1441 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9583    0.2011   -2.3863 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8567    0.6667   -0.0895 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7720    0.4157    0.9480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6742    0.0498    2.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3720   -1.3944    1.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4362   -0.0686    2.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3516    1.8080    1.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2456    2.5556    0.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6081    2.2440   -1.1868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3471    2.3861    0.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5644    0.3622   -1.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5096   -1.0388    0.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1386   -1.7300   -2.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4932   -2.8671   -0.8459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9032   -3.0717   -0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4494   -1.6186    1.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8793   -2.3494    0.2451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1333   -0.6087   -0.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8641    0.5473    1.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9190    1.5561    1.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7441    1.6527   -0.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8145    0.7257   -1.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3850    2.2037   -0.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6882    0.4994    2.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8421    1.8587    1.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4519    0.2666    2.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8167    0.3226   -1.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2028   -2.0261   -0.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8085   -1.9755   -1.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0836   -0.8978   -1.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8254    1.1922   -2.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0548    1.6831   -0.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9780   -0.5680    0.9791 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  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 17  2  1  0
 21  2  1  0
 15  5  1  0
 15  9  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  6
  6 31  1  1
  7 32  1  0
  7 33  1  0
  8 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  6
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  6
 18 47  1  0
 18 48  1  0
 19 49  1  6
 20 50  1  0
 21 51  1  6
 22 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Androstene-3 beta,16 alpha,17 beta-triol	HMDB
5-Androstene-3,16,17-triol	HMDB

Chemical Formula

C₁₉H₃₀O₃

Average Molecular Weight

306.4397

Monoisotopic Molecular Weight

306.219494826

IUPAC Name

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

Traditional Name

5-androstenetriol

CAS Registry Number

4150-30-5

SMILES

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

InChI Identifier

InChI=1S/C19H30O3/c1-18-7-5-12(20)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(21)17(19)22/h3,12-17,20-22H,4-10H2,1-2H3/t12-,13+,14-,15-,16+,17-,18-,19-/m0/s1

InChI Key

GUGSXATYPSGVAY-DHKQUUGRSA-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-hydroxy-delta-5-steroid
3-hydroxysteroid
Hydroxysteroid
3-beta-hydroxy-delta-5-steroid
16-alpha-hydroxysteroid
16-hydroxysteroid
3-beta-hydroxysteroid
17-hydroxysteroid
Delta-5-steroid
Cyclic alcohol
Secondary alcohol
Polyol
Organooxygen compound
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

C19 steroids (androgens) and derivatives (LMST02020099 )

Ontology

Not Available

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	0.19 g/L	ALOGPS
logP	2.17	ALOGPS
logP	1.72	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	13.62	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	86.84 m³·mol⁻¹	ChemAxon
Polarizability	35.87 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]+	172.574	31661259
DarkChem	[M-H]-	169.051	31661259
AllCCS	[M+H]+	179.423	32859911
AllCCS	[M-H]-	180.783	32859911
DeepCCS	[M-2H]-	207.477	30932474
DeepCCS	[M+Na]+	181.596	30932474
AllCCS	[M+H]+	179.4	32859911
AllCCS	[M+H-H2O]+	176.5	32859911
AllCCS	[M+NH4]+	182.1	32859911
AllCCS	[M+Na]+	182.9	32859911
AllCCS	[M-H]-	180.8	32859911
AllCCS	[M+Na-2H]-	181.0	32859911
AllCCS	[M+HCOO]-	181.3	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.	4.72 minutes	32390414
Predicted by Siyang on May 30, 2022	11.8726 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.88 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2314.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	221.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	171.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	171.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	259.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	486.3 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	528.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	110.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	915.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	404.8 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	1342.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	310.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	368.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	389.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	320.7 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	55.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Androstenetriol	[H][C@@]12C[C@@H](O)[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C	2795.2	Standard polar	33892256
5-Androstenetriol	[H][C@@]12C[C@@H](O)[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C	2693.2	Standard non polar	33892256
5-Androstenetriol	[H][C@@]12C[C@@H](O)[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C	2815.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Androstenetriol,1TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](O)CC[C@@]43C)[C@@H]1C[C@@H](O[Si](C)(C)C)[C@@H]2O	2749.7	Semi standard non polar	33892256
5-Androstenetriol,1TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](O)CC[C@@]43C)[C@@H]1C[C@@H](O)[C@@H]2O[Si](C)(C)C	2766.9	Semi standard non polar	33892256
5-Androstenetriol,1TMS,isomer #3	C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](O[Si](C)(C)C)CC[C@@]43C)[C@@H]1C[C@@H](O)[C@@H]2O	2736.0	Semi standard non polar	33892256
5-Androstenetriol,2TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](O[Si](C)(C)C)CC[C@@]43C)[C@@H]1C[C@@H](O[Si](C)(C)C)[C@@H]2O	2795.8	Semi standard non polar	33892256
5-Androstenetriol,2TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](O)CC[C@@]43C)[C@@H]1C[C@@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C	2840.8	Semi standard non polar	33892256
5-Androstenetriol,2TMS,isomer #3	C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](O[Si](C)(C)C)CC[C@@]43C)[C@@H]1C[C@@H](O)[C@@H]2O[Si](C)(C)C	2820.8	Semi standard non polar	33892256
5-Androstenetriol,3TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](O[Si](C)(C)C)CC[C@@]43C)[C@@H]1C[C@@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C	2832.6	Semi standard non polar	33892256
5-Androstenetriol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1C[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]2(C)[C@H]1O	3041.1	Semi standard non polar	33892256
5-Androstenetriol,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)C[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	3060.2	Semi standard non polar	33892256
5-Androstenetriol,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4C[C@@H](O)[C@H](O)[C@@]4(C)CC[C@@H]32)C1	3032.2	Semi standard non polar	33892256
5-Androstenetriol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@]4(C)CC[C@@H]32)C1	3338.3	Semi standard non polar	33892256
5-Androstenetriol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1C[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]2(C)[C@H]1O[Si](C)(C)C(C)(C)C	3399.5	Semi standard non polar	33892256
5-Androstenetriol,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4C[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@]4(C)CC[C@@H]32)C1	3368.4	Semi standard non polar	33892256
5-Androstenetriol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@]4(C)CC[C@@H]32)C1	3617.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Androstenetriol GC-MS (Non-derivatized) - 70eV, Positive	splash10-03fr-0090000000-92a740780401e8faa587	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Androstenetriol GC-MS (3 TMS) - 70eV, Positive	splash10-0a4i-1013980000-19f683f12fe72ee4fbe8	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Androstenetriol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Androstenetriol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Androstenetriol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Androstenetriol GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Androstenetriol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Androstenetriol GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Androstenetriol GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Androstenetriol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Androstenetriol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Androstenetriol GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Androstenetriol GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Androstenetriol GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Androstenetriol GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Androstenetriol GC-MS (TBDMS_3_1) - 70eV, Positive	Not Available	2021-11-05	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 - 5-Androstenetriol 10V, Positive-QTOF	splash10-052r-0194000000-011fe8294b03cd99c307	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Androstenetriol 20V, Positive-QTOF	splash10-0079-0291000000-93f8ce400365e9f77412	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Androstenetriol 40V, Positive-QTOF	splash10-106r-4790000000-f11bb35212636b0fc7cd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Androstenetriol 10V, Negative-QTOF	splash10-0a4i-0039000000-42eb9903da1420867cd1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Androstenetriol 20V, Negative-QTOF	splash10-0a4r-0098000000-b323ec779ce3d7281f9b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Androstenetriol 40V, Negative-QTOF	splash10-059i-0190000000-357cc1f239acaff5ed32	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Androstenetriol 10V, Negative-QTOF	splash10-0a4i-0009000000-a47a32e502bdb7f0b448	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Androstenetriol 20V, Negative-QTOF	splash10-0a4i-0049000000-520068843a797c5fce13	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Androstenetriol 40V, Negative-QTOF	splash10-0py0-0097000000-2eb4bc803bec5671cb71	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Androstenetriol 10V, Positive-QTOF	splash10-0a4r-0089000000-9b686589b3ff478d194e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Androstenetriol 20V, Positive-QTOF	splash10-05g1-0962000000-19f3c0d5ec8146c37421	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Androstenetriol 40V, Positive-QTOF	splash10-0002-2930000000-88bac32bf4cdeadf6505	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Detected and Quantified	0.098 (0.092-0.12) umol/mmol creatinine	Adult (>18 years old)	Male	Normal	11085621	details
Urine	Detected and Quantified	0.068 (0.041-0.18) umol/mmol creatinine	Adult (>18 years old)	Female	Normal	11085621	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022110

KNApSAcK ID

Not Available

Chemspider ID

7993771

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5534

PubChem Compound

9818021

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Huffman, Max N. Steroid esters from steroid ethers. (1952), US 2585553 19520212 CAN 46:52034 AN 1952:52034

Material Safety Data Sheet (MSDS)

Not Available

General References

Grondal S, Eriksson B, Hagenas L, Werner S, Curstedt T: Steroid profile in urine: a useful tool in the diagnosis and follow up of adrenocortical carcinoma. Acta Endocrinol (Copenh). 1990 May;122(5):656-63. [PubMed:2141212 ]
Remer T, Boye KR, Hartmann MF, Wudy SA: Urinary markers of adrenarche: reference values in healthy subjects, aged 3-18 years. J Clin Endocrinol Metab. 2005 Apr;90(4):2015-21. Epub 2005 Jan 25. [PubMed:15671100 ]

Showing metabocard for 5-Androstenetriol (HMDB0000550)

MOL for HMDB0000550 (5-Androstenetriol)

3D MOL for HMDB0000550 (5-Androstenetriol)

3D SDF for HMDB0000550 (5-Androstenetriol)

3D-SDF for HMDB0000550 (5-Androstenetriol)

PDB for HMDB0000550 (5-Androstenetriol)

3D PDB for HMDB0000550 (5-Androstenetriol)

SMILES for HMDB0000550 (5-Androstenetriol)

INCHI for HMDB0000550 (5-Androstenetriol)

Structure for HMDB0000550 (5-Androstenetriol)

3D Structure for HMDB0000550 (5-Androstenetriol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra