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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (6) Show 6 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-17 00:54:49 UTC

Update Date

2022-03-07 03:17:43 UTC

HMDB ID

HMDB0060339

Secondary Accession Numbers

HMDB60339

Metabolite Identification

Common Name

11beta,17beta-Dihydroxy-4-androsten-3-one

Description

11beta,17beta-Dihydroxy-4-androsten-3-one, also known as 11-hydroxytestosterone or (11b,17b)-11,17-dihydroxyandrost-4-en-3-one, 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. 11beta,17beta-Dihydroxy-4-androsten-3-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0060339
     RDKit          3D
11beta,17beta-Dihydroxy-4-androsten-3-one
 50 53  0  0  0  0  0  0  0  0999 V2000
   -2.4142   -1.3900   -0.8395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2891    0.0712   -0.5442 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5136    0.8388   -1.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0968    0.3482   -1.5711 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0111   -0.9151   -2.1255 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5424    0.4178   -0.2363 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2462   -0.1727    0.8883 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3394    0.2969    2.1990 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8001    0.2614    2.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5666    0.3465    1.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7727    0.8721    0.9791 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5491    0.9695   -0.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4971    1.7595   -0.4059 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1488    0.0371   -1.3622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6371    0.1151   -1.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9250   -0.1893   -0.1974 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8891   -1.6893   -0.0293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6401    0.3248    0.8097 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6177   -0.3112    1.7256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9598    0.0881    1.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6672    0.6136   -0.2636 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5952    0.2397   -1.2169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2772   -1.7858   -0.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6744   -1.5070   -1.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5333   -1.9831   -0.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4916    1.9018   -1.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9799    0.8099   -2.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4533    1.0659   -2.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4913   -1.0293   -2.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6856    1.5110    0.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1951   -1.2960    0.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0732    1.3273    2.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1271   -0.3385    2.9931 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1950   -0.6445    2.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1477    1.1307    2.9234 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2013    1.2476    1.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5127   -0.9734   -1.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5495    0.4657   -2.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4227    1.1697   -1.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3217   -0.5908   -2.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0273   -2.1875   -0.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7996   -2.1226   -0.5353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9524   -1.9786    1.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6449    1.4123    0.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5660    0.0224    2.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5632   -1.4282    1.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6768   -0.7368    1.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3875    0.8981    1.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5923    1.7277   -0.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6339    0.9791   -1.8967 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  1
  7 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 18  2  1  0
 21  2  1  0
 16  6  1  0
 16 10  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  6
  5 29  1  0
  6 30  1  1
  7 31  1  1
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 11 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  1
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  1
 22 50  1  0
M  END


  Mrv0541 05161317542D          

 22 25  0  0  0  0            999 V2000
    2.6232    0.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    0.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    2.7844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399    2.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    2.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867    1.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2475    0.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4354    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990    0.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5596    1.8632    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7475    1.7180    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8111    0.4566    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3574    0.9689    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0914    1.2325    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9035    1.3777    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4672    0.9421    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3399    1.8134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3429   -0.1741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8637    0.3176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 11  3  1  0  0  0  0
 11  9  2  0  0  0  0
 12  7  1  0  0  0  0
 12  9  1  0  0  0  0
 13  4  1  6  0  0  0
 14  5  1  1  0  0  0
 14 13  1  0  0  0  0
 15 10  1  0  0  0  0
 16  6  1  0  0  0  0
 17 13  1  0  0  0  0
 17 15  1  0  0  0  0
 18  1  1  1  0  0  0
 18  8  1  0  0  0  0
 18 11  1  0  0  0  0
 17 18  1  1  0  0  0
 19  2  1  1  0  0  0
 19 10  1  0  0  0  0
 19 14  1  0  0  0  0
 19 16  1  0  0  0  0
 20 12  2  0  0  0  0
 15 21  1  1  0  0  0
 16 22  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0060339

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CC[C@@H]2O

> <INCHI_IDENTIFIER>
InChI=1S/C19H28O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-17,21-22H,3-8,10H2,1-2H3/t13-,14-,15-,16-,17+,18-,19-/m0/s1

> <INCHI_KEY>
YQDZGFAYWGWSJK-SLMGBJJTSA-N

> <FORMULA>
C19H28O3

> <MOLECULAR_WEIGHT>
304.4238

> <EXACT_MASS>
304.203844762

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
34.82593116988009

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,10S,11S,14S,15S,17S)-14,17-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

> <ALOGPS_LOGP>
1.81

> <JCHEM_LOGP>
2.056658500666667

> <ALOGPS_LOGS>
-3.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.112652389170865

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.483112915121072

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8462904177952044

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
86.02229999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.05e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11α-hydroxytestosterone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060339
     RDKit          3D
11beta,17beta-Dihydroxy-4-androsten-3-one
 50 53  0  0  0  0  0  0  0  0999 V2000
   -2.4142   -1.3900   -0.8395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2891    0.0712   -0.5442 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5136    0.8388   -1.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0968    0.3482   -1.5711 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0111   -0.9151   -2.1255 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5424    0.4178   -0.2363 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2462   -0.1727    0.8883 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3394    0.2969    2.1990 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8001    0.2614    2.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5666    0.3465    1.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7727    0.8721    0.9791 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5491    0.9695   -0.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4971    1.7595   -0.4059 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1488    0.0371   -1.3622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6371    0.1151   -1.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9250   -0.1893   -0.1974 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8891   -1.6893   -0.0293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6401    0.3248    0.8097 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6177   -0.3112    1.7256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9598    0.0881    1.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6672    0.6136   -0.2636 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5952    0.2397   -1.2169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2772   -1.7858   -0.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6744   -1.5070   -1.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5333   -1.9831   -0.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4916    1.9018   -1.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9799    0.8099   -2.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4533    1.0659   -2.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4913   -1.0293   -2.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6856    1.5110    0.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1951   -1.2960    0.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0732    1.3273    2.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1271   -0.3385    2.9931 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1950   -0.6445    2.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1477    1.1307    2.9234 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2013    1.2476    1.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5127   -0.9734   -1.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5495    0.4657   -2.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4227    1.1697   -1.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3217   -0.5908   -2.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0273   -2.1875   -0.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7996   -2.1226   -0.5353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9524   -1.9786    1.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6449    1.4123    0.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5660    0.0224    2.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5632   -1.4282    1.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6768   -0.7368    1.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3875    0.8981    1.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5923    1.7277   -0.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6339    0.9791   -1.8967 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  1
  7 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 18  2  1  0
 21  2  1  0
 16  6  1  0
 16 10  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  6
  5 29  1  0
  6 30  1  1
  7 31  1  1
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 11 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  1
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  1
 22 50  1  0
M  END

HEADER    PROTEIN                                 16-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-MAY-13         0                                  
HETATM    1  C   UNK     0       4.897   1.123   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.200   0.373   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.950   5.198   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.434   4.926   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.180   4.152   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.095   3.288   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.929   1.665   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.413   1.394   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.459   4.291   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.865   0.581   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.943   4.020   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.452   3.114   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.911   3.478   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.395   3.207   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.381   0.852   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.667   1.809   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.904   2.301   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.420   2.572   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.872   1.759   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.968   3.385   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.373  -0.325   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.612   0.593   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2   19                                                            
CONECT    3    4   11                                                       
CONECT    4    3   13                                                       
CONECT    5    6   14                                                       
CONECT    6    5   16                                                       
CONECT    7    8   12                                                       
CONECT    8    7   18                                                       
CONECT    9   11   12                                                       
CONECT   10   15   19                                                       
CONECT   11    3    9   18                                                  
CONECT   12    7    9   20                                                  
CONECT   13    4   14   17                                                  
CONECT   14    5   13   19                                                  
CONECT   15   10   17   21                                                  
CONECT   16    6   19   22                                                  
CONECT   17   13   15   18                                                  
CONECT   18    1    8   11   17                                             
CONECT   19    2   10   14   16                                             
CONECT   20   12                                                            
CONECT   21   15                                                            
CONECT   22   16                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

COMPND    HMDB0060339
HETATM    1  C1  UNL     1      -2.414  -1.390  -0.839  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.289   0.071  -0.544  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.514   0.839  -1.547  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.097   0.348  -1.571  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.011  -0.915  -2.126  1.00  0.00           O  
HETATM    6  C5  UNL     1       0.542   0.418  -0.236  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.246  -0.173   0.888  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.339   0.297   2.199  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.800   0.261   2.292  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.567   0.347   1.026  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.773   0.872   0.979  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.549   0.970  -0.243  1.00  0.00           C  
HETATM   13  O2  UNL     1       5.497   1.760  -0.406  1.00  0.00           O  
HETATM   14  C12 UNL     1       4.149   0.037  -1.362  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.637   0.115  -1.472  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.925  -0.189  -0.197  1.00  0.00           C  
HETATM   17  C15 UNL     1       1.889  -1.689  -0.029  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.640   0.325   0.810  1.00  0.00           C  
HETATM   19  C17 UNL     1      -2.618  -0.311   1.726  1.00  0.00           C  
HETATM   20  C18 UNL     1      -3.960   0.088   1.105  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.667   0.614  -0.264  1.00  0.00           C  
HETATM   22  O3  UNL     1      -4.595   0.240  -1.217  1.00  0.00           O  
HETATM   23  H1  UNL     1      -3.277  -1.786  -0.253  1.00  0.00           H  
HETATM   24  H2  UNL     1      -2.674  -1.507  -1.902  1.00  0.00           H  
HETATM   25  H3  UNL     1      -1.533  -1.983  -0.538  1.00  0.00           H  
HETATM   26  H4  UNL     1      -1.492   1.902  -1.235  1.00  0.00           H  
HETATM   27  H5  UNL     1      -1.980   0.810  -2.542  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.453   1.066  -2.249  1.00  0.00           H  
HETATM   29  H7  UNL     1      -0.491  -1.029  -2.949  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.686   1.511   0.012  1.00  0.00           H  
HETATM   31  H9  UNL     1      -0.195  -1.296   0.906  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.073   1.327   2.389  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.127  -0.338   2.993  1.00  0.00           H  
HETATM   34  H12 UNL     1       2.195  -0.645   2.830  1.00  0.00           H  
HETATM   35  H13 UNL     1       2.148   1.131   2.923  1.00  0.00           H  
HETATM   36  H14 UNL     1       4.201   1.248   1.897  1.00  0.00           H  
HETATM   37  H15 UNL     1       4.513  -0.973  -1.169  1.00  0.00           H  
HETATM   38  H16 UNL     1       4.550   0.466  -2.304  1.00  0.00           H  
HETATM   39  H17 UNL     1       2.423   1.170  -1.812  1.00  0.00           H  
HETATM   40  H18 UNL     1       2.322  -0.591  -2.250  1.00  0.00           H  
HETATM   41  H19 UNL     1       1.027  -2.188  -0.459  1.00  0.00           H  
HETATM   42  H20 UNL     1       2.800  -2.123  -0.535  1.00  0.00           H  
HETATM   43  H21 UNL     1       1.952  -1.979   1.037  1.00  0.00           H  
HETATM   44  H22 UNL     1      -1.645   1.412   0.980  1.00  0.00           H  
HETATM   45  H23 UNL     1      -2.566   0.022   2.765  1.00  0.00           H  
HETATM   46  H24 UNL     1      -2.563  -1.428   1.714  1.00  0.00           H  
HETATM   47  H25 UNL     1      -4.677  -0.737   1.117  1.00  0.00           H  
HETATM   48  H26 UNL     1      -4.387   0.898   1.758  1.00  0.00           H  
HETATM   49  H27 UNL     1      -3.592   1.728  -0.198  1.00  0.00           H  
HETATM   50  H28 UNL     1      -4.634   0.979  -1.897  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   18   21
CONECT    3    4   26   27
CONECT    4    5    6   28
CONECT    5   29
CONECT    6    7   16   30
CONECT    7    8   18   31
CONECT    8    9   32   33
CONECT    9   10   34   35
CONECT   10   11   11   16
CONECT   11   12   36
CONECT   12   13   13   14
CONECT   14   15   37   38
CONECT   15   16   39   40
CONECT   16   17
CONECT   17   41   42   43
CONECT   18   19   44
CONECT   19   20   45   46
CONECT   20   21   47   48
CONECT   21   22   49
CONECT   22   50
END

HMDB0060339
     RDKit          3D
11beta,17beta-Dihydroxy-4-androsten-3-one
 50 53  0  0  0  0  0  0  0  0999 V2000
   -2.4142   -1.3900   -0.8395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2891    0.0712   -0.5442 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5136    0.8388   -1.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0968    0.3482   -1.5711 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0111   -0.9151   -2.1255 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5424    0.4178   -0.2363 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2462   -0.1727    0.8883 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3394    0.2969    2.1990 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8001    0.2614    2.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5666    0.3465    1.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7727    0.8721    0.9791 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5491    0.9695   -0.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4971    1.7595   -0.4059 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1488    0.0371   -1.3622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6371    0.1151   -1.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9250   -0.1893   -0.1974 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8891   -1.6893   -0.0293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6401    0.3248    0.8097 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6177   -0.3112    1.7256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9598    0.0881    1.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6672    0.6136   -0.2636 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5952    0.2397   -1.2169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2772   -1.7858   -0.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6744   -1.5070   -1.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5333   -1.9831   -0.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4916    1.9018   -1.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9799    0.8099   -2.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4533    1.0659   -2.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4913   -1.0293   -2.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6856    1.5110    0.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1951   -1.2960    0.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0732    1.3273    2.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1271   -0.3385    2.9931 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1950   -0.6445    2.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1477    1.1307    2.9234 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2013    1.2476    1.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5127   -0.9734   -1.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5495    0.4657   -2.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4227    1.1697   -1.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3217   -0.5908   -2.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0273   -2.1875   -0.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7996   -2.1226   -0.5353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9524   -1.9786    1.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6449    1.4123    0.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5660    0.0224    2.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5632   -1.4282    1.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6768   -0.7368    1.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3875    0.8981    1.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5923    1.7277   -0.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6339    0.9791   -1.8967 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  1
  7 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 18  2  1  0
 21  2  1  0
 16  6  1  0
 16 10  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  6
  5 29  1  0
  6 30  1  1
  7 31  1  1
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 11 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  1
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  1
 22 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(11beta,17beta)-11,17-Dihydroxyandrost-4-en-3-one	ChEBI
11-Hydroxytestosterone	ChEBI
11beta,17beta-Dihydroxyandrost-4-ene-3-one	ChEBI
11beta-Hydroxytestosterone	Kegg
(11b,17b)-11,17-Dihydroxyandrost-4-en-3-one	Generator
(11Β,17β)-11,17-dihydroxyandrost-4-en-3-one	Generator
11b,17b-Dihydroxyandrost-4-ene-3-one	Generator
11Β,17β-dihydroxyandrost-4-ene-3-one	Generator
11b-Hydroxytestosterone	Generator
11Β-hydroxytestosterone	Generator
11b,17b-Dihydroxy-4-androsten-3-one	Generator
11Β,17β-dihydroxy-4-androsten-3-one	Generator
11-Hydroxytestosterone, (11alpha,17beta)-isomer	HMDB
11 beta-Hydroxytestosterone	HMDB
11 alpha-Hydroxytestosterone	HMDB
11-Hydroxytestosterone, (9beta,10alpha,11alpha,17beta)-isomer	HMDB
11-Hydroxytestosterone, (9beta,10alpha,11beta,17beta)-isomer	HMDB

Chemical Formula

C₁₉H₂₈O₃

Average Molecular Weight

304.4238

Monoisotopic Molecular Weight

304.203844762

IUPAC Name

(1S,2R,10S,11S,14S,15S,17S)-14,17-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

Traditional Name

11α-hydroxytestosterone

CAS Registry Number

Not Available

SMILES

C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CC[C@@H]2O

InChI Identifier

InChI=1S/C19H28O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-17,21-22H,3-8,10H2,1-2H3/t13-,14-,15-,16-,17+,18-,19-/m0/s1

InChI Key

YQDZGFAYWGWSJK-SLMGBJJTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Androstane steroids

Direct Parent

Androgens and derivatives

Alternative Parents

Substituents

Androgen-skeleton
3-oxo-delta-4-steroid
3-oxosteroid
17-hydroxysteroid
11-hydroxysteroid
11-beta-hydroxysteroid
Oxosteroid
Hydroxysteroid
Delta-4-steroid
Cyclohexenone
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Alcohol
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3-hydroxy steroid (CHEBI:81481 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0060339)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.09 g/L	ALOGPS
logP	1.81	ALOGPS
logP	2.06	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	14.48	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	86.02 m³·mol⁻¹	ChemAxon
Polarizability	34.83 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]+	173.797	31661259
DarkChem	[M-H]-	169.887	31661259
DeepCCS	[M-2H]-	209.623	30932474
DeepCCS	[M+Na]+	184.346	30932474
AllCCS	[M+H]+	177.7	32859911
AllCCS	[M+H-H2O]+	174.7	32859911
AllCCS	[M+NH4]+	180.5	32859911
AllCCS	[M+Na]+	181.4	32859911
AllCCS	[M-H]-	180.5	32859911
AllCCS	[M+Na-2H]-	180.6	32859911
AllCCS	[M+HCOO]-	180.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
11beta,17beta-Dihydroxy-4-androsten-3-one	C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CC[C@@H]2O	3867.7	Standard polar	33892256
11beta,17beta-Dihydroxy-4-androsten-3-one	C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CC[C@@H]2O	2748.8	Standard non polar	33892256
11beta,17beta-Dihydroxy-4-androsten-3-one	C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CC[C@@H]2O	3037.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
11beta,17beta-Dihydroxy-4-androsten-3-one,1TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2O	2869.2	Semi standard non polar	33892256
11beta,17beta-Dihydroxy-4-androsten-3-one,1TMS,isomer #2	C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2O[Si](C)(C)C	2926.4	Semi standard non polar	33892256
11beta,17beta-Dihydroxy-4-androsten-3-one,1TMS,isomer #3	C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2O	2770.9	Semi standard non polar	33892256
11beta,17beta-Dihydroxy-4-androsten-3-one,2TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2O[Si](C)(C)C	2847.6	Semi standard non polar	33892256
11beta,17beta-Dihydroxy-4-androsten-3-one,2TMS,isomer #2	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2O	2703.5	Semi standard non polar	33892256
11beta,17beta-Dihydroxy-4-androsten-3-one,2TMS,isomer #3	C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2O[Si](C)(C)C	2805.6	Semi standard non polar	33892256
11beta,17beta-Dihydroxy-4-androsten-3-one,3TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2O[Si](C)(C)C	2728.9	Semi standard non polar	33892256
11beta,17beta-Dihydroxy-4-androsten-3-one,3TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2O[Si](C)(C)C	2824.6	Standard non polar	33892256
11beta,17beta-Dihydroxy-4-androsten-3-one,3TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2O[Si](C)(C)C	3065.7	Standard polar	33892256
11beta,17beta-Dihydroxy-4-androsten-3-one,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1C[C@]2(C)[C@@H](O)CC[C@H]2[C@@H]2CCC3=CC(=O)CC[C@]3(C)[C@@H]12	3105.3	Semi standard non polar	33892256
11beta,17beta-Dihydroxy-4-androsten-3-one,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@@H](O)C[C@]12C	3179.3	Semi standard non polar	33892256
11beta,17beta-Dihydroxy-4-androsten-3-one,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@H]1[C@@H]3CC[C@H](O)[C@@]3(C)C[C@H](O)[C@@H]12	3056.2	Semi standard non polar	33892256
11beta,17beta-Dihydroxy-4-androsten-3-one,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1C[C@]2(C)[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]2CCC3=CC(=O)CC[C@]3(C)[C@@H]12	3350.5	Semi standard non polar	33892256
11beta,17beta-Dihydroxy-4-androsten-3-one,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@H]1[C@@H]3CC[C@H](O)[C@@]3(C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]12	3181.4	Semi standard non polar	33892256
11beta,17beta-Dihydroxy-4-androsten-3-one,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@H]1[C@@H]3CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@]3(C)C[C@H](O)[C@@H]12	3322.5	Semi standard non polar	33892256
11beta,17beta-Dihydroxy-4-androsten-3-one,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@H]1[C@@H]3CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@]3(C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]12	3408.4	Semi standard non polar	33892256
11beta,17beta-Dihydroxy-4-androsten-3-one,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@H]1[C@@H]3CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@]3(C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]12	3494.6	Standard non polar	33892256
11beta,17beta-Dihydroxy-4-androsten-3-one,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)CC[C@H]1[C@@H]3CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@]3(C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]12	3383.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 11beta,17beta-Dihydroxy-4-androsten-3-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a70-1490000000-dc3a8637553ec30a81af	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11beta,17beta-Dihydroxy-4-androsten-3-one GC-MS (2 TMS) - 70eV, Positive	splash10-001i-6416900000-47f5e5efe9ebc3c0c60c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11beta,17beta-Dihydroxy-4-androsten-3-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11beta,17beta-Dihydroxy-4-androsten-3-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11beta,17beta-Dihydroxy-4-androsten-3-one 10V, Positive-QTOF	splash10-00kr-0092000000-d9d4c1c317457f2cd8b1	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11beta,17beta-Dihydroxy-4-androsten-3-one 20V, Positive-QTOF	splash10-0ap0-0190000000-4c7bbe3784b787407369	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11beta,17beta-Dihydroxy-4-androsten-3-one 40V, Positive-QTOF	splash10-0aor-4290000000-12d89219e86f42485bd3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11beta,17beta-Dihydroxy-4-androsten-3-one 10V, Negative-QTOF	splash10-0udi-0049000000-636215ca584ee024fa71	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11beta,17beta-Dihydroxy-4-androsten-3-one 20V, Negative-QTOF	splash10-0udr-0098000000-a05c39e18149db0aee36	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11beta,17beta-Dihydroxy-4-androsten-3-one 40V, Negative-QTOF	splash10-05g3-2090000000-3f14dd2657cd68ffee03	2017-10-06	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C18075

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

114920

PDB ID

Not Available

ChEBI ID

81481

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. Estradiol 17-beta-dehydrogenase 2

General function:: Involved in oxidoreductase activity
Specific function:: Capable of catalyzing the interconversion of testosterone and androstenedione, as well as estradiol and estrone. Also has 20-alpha-HSD activity. Uses NADH while EDH17B3 uses NADPH.
Gene Name:: HSD17B2
Uniprot ID:: P37059
Molecular weight:: 42784.75

Reactions

11beta,17beta-Dihydroxy-4-androsten-3-one + NAD → 11b-Hydroxyandrost-4-ene-3,17-dione + NADH + Hydrogen Ion	details
11beta,17beta-Dihydroxy-4-androsten-3-one + NADP → 11b-Hydroxyandrost-4-ene-3,17-dione + NADPH + Hydrogen Ion	details

Enzyme Details

2. Estradiol 17-beta-dehydrogenase 8

General function:: Involved in oxidoreductase activity
Specific function:: NAD-dependent 17-beta-hydroxysteroid dehydrogenase with highest activity towards estradiol. Has very low activity towards testosterone. The heteroteramer with CBR4 has NADH-dependent 3-ketoacyl-acyl carrier protein reductase activity. May play a role in biosynthesis of fatty acids in mitochondria.
Gene Name:: HSD17B8
Uniprot ID:: Q92506
Molecular weight:: 26973.56

Reactions

11beta,17beta-Dihydroxy-4-androsten-3-one + NAD → 11b-Hydroxyandrost-4-ene-3,17-dione + NADH + Hydrogen Ion	details
11beta,17beta-Dihydroxy-4-androsten-3-one + NADP → 11b-Hydroxyandrost-4-ene-3,17-dione + NADPH + Hydrogen Ion	details

Enzyme Details

3. Estradiol 17-beta-dehydrogenase 1

General function:: Involved in estradiol 17-beta-dehydrogenase activity
Specific function:: Favors the reduction of estrogens and androgens. Also has 20-alpha-HSD activity. Uses preferentially NADH.
Gene Name:: HSD17B1
Uniprot ID:: P14061
Molecular weight:: 34949.715

Reactions

11beta,17beta-Dihydroxy-4-androsten-3-one + NAD → 11b-Hydroxyandrost-4-ene-3,17-dione + NADH + Hydrogen Ion	details
11beta,17beta-Dihydroxy-4-androsten-3-one + NADP → 11b-Hydroxyandrost-4-ene-3,17-dione + NADPH + Hydrogen Ion	details

Enzyme Details

4. 3-keto-steroid reductase

General function:: Involved in oxidoreductase activity
Specific function:: Responsible for the reduction of the keto group on the C-3 of sterols.
Gene Name:: HSD17B7
Uniprot ID:: P56937
Molecular weight:: 38205.77

Reactions

11beta,17beta-Dihydroxy-4-androsten-3-one + NAD → 11b-Hydroxyandrost-4-ene-3,17-dione + NADH + Hydrogen Ion	details
11beta,17beta-Dihydroxy-4-androsten-3-one + NADP → 11b-Hydroxyandrost-4-ene-3,17-dione + NADPH + Hydrogen Ion	details

Enzyme Details

5. 17-beta-hydroxysteroid dehydrogenase type 6

General function:: Involved in oxidoreductase activity
Specific function:: NAD-dependent oxidoreductase with broad substrate specificity that shows both oxidative and reductive activity (in vitro). Has 17-beta-hydroxysteroid dehydrogenase activity towards various steroids (in vitro). Converts 5-alpha-androstan-3-alpha,17-beta-diol to androsterone and estradiol to estrone (in vitro). Has 3-alpha-hydroxysteroid dehydrogenase activity towards androsterone (in vitro). Has retinol dehydrogenase activity towards all-trans-retinol (in vitro). Can convert androsterone to epi-androsterone. Androsterone is first oxidized to 5-alpha-androstane-3,17-dione and then reduced to epi-andosterone. Can act on both C-19 and C-21 3-alpha-hydroxysteroids.
Gene Name:: HSD17B6
Uniprot ID:: O14756
Molecular weight:: 35965.41

Reactions

11beta,17beta-Dihydroxy-4-androsten-3-one + NAD → 11b-Hydroxyandrost-4-ene-3,17-dione + NADH + Hydrogen Ion	details
11beta,17beta-Dihydroxy-4-androsten-3-one + NADP → 11b-Hydroxyandrost-4-ene-3,17-dione + NADPH + Hydrogen Ion	details

Enzyme Details

6. Estradiol 17-beta-dehydrogenase 12

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes the transformation of estrone (E1) into estradiol (E2), suggesting a central role in estrogen formation. Its strong expression in ovary and mammary gland suggest that it may constitute the major enzyme responsible for the conversion of E1 to E2 in women. Also has 3-ketoacyl-CoA reductase activity, reducing both long chain 3-ketoacyl-CoAs and long chain fatty acyl-CoAs, suggesting a role in long fatty acid elongation.
Gene Name:: HSD17B12
Uniprot ID:: Q53GQ0
Molecular weight:: 34323.875

Reactions

11beta,17beta-Dihydroxy-4-androsten-3-one + NAD → 11b-Hydroxyandrost-4-ene-3,17-dione + NADH + Hydrogen Ion	details
11beta,17beta-Dihydroxy-4-androsten-3-one + NADP → 11b-Hydroxyandrost-4-ene-3,17-dione + NADPH + Hydrogen Ion	details

Showing metabocard for 11beta,17beta-Dihydroxy-4-androsten-3-one (HMDB0060339)

MOL for HMDB0060339 (11beta,17beta-Dihydroxy-4-androsten-3-one)

3D MOL for HMDB0060339 (11beta,17beta-Dihydroxy-4-androsten-3-one)

3D SDF for HMDB0060339 (11beta,17beta-Dihydroxy-4-androsten-3-one)

3D-SDF for HMDB0060339 (11beta,17beta-Dihydroxy-4-androsten-3-one)

PDB for HMDB0060339 (11beta,17beta-Dihydroxy-4-androsten-3-one)

3D PDB for HMDB0060339 (11beta,17beta-Dihydroxy-4-androsten-3-one)

SMILES for HMDB0060339 (11beta,17beta-Dihydroxy-4-androsten-3-one)

INCHI for HMDB0060339 (11beta,17beta-Dihydroxy-4-androsten-3-one)

Structure for HMDB0060339 (11beta,17beta-Dihydroxy-4-androsten-3-one)

3D Structure for HMDB0060339 (11beta,17beta-Dihydroxy-4-androsten-3-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions

Reactions

Reactions

Reactions

Reactions