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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2007-04-12 15:14:23 UTC

Update Date

2022-03-07 02:49:29 UTC

HMDB ID

HMDB0005832

Secondary Accession Numbers

HMDB05832

Metabolite Identification

Common Name

6b-Hydroxymethandienone

Description

6b-Hydroxymethandienone is a metabolite of the androgen metandienone metabolite, excreted in the urine. Metandienone has been used in horse doping and by weightlifters and body builders. It is of note to consider that the use of anabolic steroids for an extended period of time reduces the excretion of endogenous metabolites, making the detection of doping a little more difficult. (PMID: 16040239 , 757586 , 9001954 , 2745643 , 12375280 , 8539789 , 1400752 , 757586 , 17610244 ).

Structure

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

HMDB00344.mol
  Mrv0541 02231220302D          

 26 29  0  0  0  0            999 V2000
   -2.1951   -0.9402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1951   -0.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4806    0.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4806   -1.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7662   -0.9402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0517   -1.3527    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6628   -0.9402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6628   -0.1152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3772    0.2973    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1619    0.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6468    0.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1619    1.3772    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3772    1.1223    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3772    1.9473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6628    1.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0517    1.1223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0517    0.2973    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7662   -0.1152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7662    0.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9096   -1.3527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9623    2.1777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9096    1.7259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0517   -2.1777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0517   -0.5277    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6628    0.7098    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3772   -0.5277    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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 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
  1 20  2  0  0  0  0
 12 21  1  1  0  0  0
 12 22  1  6  0  0  0
  6 23  1  1  0  0  0
 17 24  1  6  0  0  0
  8 25  1  1  0  0  0
  9 26  1  6  0  0  0
M  END

HMDB0005832
     RDKit          3D
6b-Hydroxymethandienone
 51 54  0  0  0  0  0  0  0  0999 V2000
    2.2611   -1.3731    1.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1816   -0.9104    0.2087 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7835   -1.9467   -0.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8541   -1.7923   -1.3736 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5013   -0.4999   -1.4192 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5200   -0.3544   -2.1432 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9552    0.6151   -0.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8894    0.4064    0.1201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3291    1.5400    0.8969 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2177    1.7033    1.9882 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9637    1.3276    1.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0934    0.3326    0.7775 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7833   -0.6210   -0.1905 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1017   -1.7879   -0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4198   -1.3117   -1.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0508   -0.2953   -0.1255 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4141   -0.8580    1.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0726    0.8787   -0.0005 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8937    1.8914    0.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2523    1.7555   -0.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2415    0.3894   -0.6917 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1727    0.5433   -2.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4384   -0.2381   -0.3758 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368   -0.5524    2.3164 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2906   -1.7798    2.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3295   -2.9283   -0.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2294   -2.6127   -1.9438 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4825    1.5520   -0.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4106    2.5006    0.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6856    2.0684    2.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4261    2.3253    1.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0020    1.1855    2.5521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3390   -0.3232    1.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8471   -0.0309   -1.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3528   -2.4464   -1.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0809    1.8441    0.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.1068    1.0434   -2.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1372    0.4034   -0.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
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  5  7  1  0
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  8  9  1  0
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 16 17  1  1
 16 18  1  0
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 19 20  1  0
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 21 22  1  0
 21 23  1  6
  8  2  1  0
 18 12  1  0
 13  2  1  0
 21 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  4 28  1  0
  7 29  1  0
  9 30  1  6
 10 31  1  0
 11 32  1  0
 11 33  1  0
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 22 48  1  0
 22 49  1  0
 22 50  1  0
 23 51  1  0
M  END

HMDB00344.mol
  Mrv0541 02231220302D          

 26 29  0  0  0  0            999 V2000
   -2.1951   -0.9402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1951   -0.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4806    0.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4806   -1.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7662   -0.9402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0517   -1.3527    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6628   -0.9402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6628   -0.1152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3772    0.2973    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1619    0.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6468    0.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1619    1.3772    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3772    1.1223    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3772    1.9473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6628    1.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0517    1.1223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0517    0.2973    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7662   -0.1152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7662    0.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9096   -1.3527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9623    2.1777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9096    1.7259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0517   -2.1777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0517   -0.5277    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3772   -0.5277    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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  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
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 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
  1 20  2  0  0  0  0
 12 21  1  1  0  0  0
 12 22  1  6  0  0  0
  6 23  1  1  0  0  0
 17 24  1  6  0  0  0
  8 25  1  1  0  0  0
  9 26  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0005832

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C[C@@H](O)C2=CC(=O)C=C[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O3/c1-18-7-4-12(21)10-16(18)17(22)11-13-14(18)5-8-19(2)15(13)6-9-20(19,3)23/h4,7,10,13-15,17,22-23H,5-6,8-9,11H2,1-3H3/t13-,14+,15+,17-,18-,19+,20+/m1/s1

> <INCHI_KEY>
OBCJFTMGLMNCTJ-INIPNLRTSA-N

> <FORMULA>
C20H28O3

> <MOLECULAR_WEIGHT>
316.4345

> <EXACT_MASS>
316.203844762

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
35.84884663139703

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,8R,10R,11S,14S,15S)-8,14-dihydroxy-2,14,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-5-one

> <ALOGPS_LOGP>
2.62

> <JCHEM_LOGP>
2.413012388666666

> <ALOGPS_LOGS>
-3.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.53443737466467

> <JCHEM_PKA_STRONGEST_BASIC>
-0.528090722086258

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
91.67679999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.30e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6b-hydroxydianabol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0005832
     RDKit          3D
6b-Hydroxymethandienone
 51 54  0  0  0  0  0  0  0  0999 V2000
    2.2611   -1.3731    1.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1816   -0.9104    0.2087 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7835   -1.9467   -0.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8541   -1.7923   -1.3736 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5013   -0.4999   -1.4192 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5200   -0.3544   -2.1432 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9552    0.6151   -0.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8894    0.4064    0.1201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3291    1.5400    0.8969 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2177    1.7033    1.9882 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9637    1.3276    1.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0934    0.3326    0.7775 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7833   -0.6210   -0.1905 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1017   -1.7879   -0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4198   -1.3117   -1.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0508   -0.2953   -0.1255 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4141   -0.8580    1.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0726    0.8787   -0.0005 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8937    1.8914    0.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2523    1.7555   -0.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2415    0.3894   -0.6917 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1727    0.5433   -2.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4384   -0.2381   -0.3758 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368   -0.5524    2.3164 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2906   -1.7798    2.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0068   -2.1890    1.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3295   -2.9283   -0.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2294   -2.6127   -1.9438 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4825    1.5520   -0.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4106    2.5006    0.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6856    2.0684    2.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4261    2.3253    1.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0020    1.1855    2.5521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3390   -0.3232    1.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8471   -0.0309   -1.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3528   -2.4464   -1.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2442   -2.4133    0.4435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0775   -2.1857   -1.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2412   -0.8550   -2.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4168   -0.1225    2.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4800   -1.2204    1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8256   -1.7202    1.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7946    1.1958   -1.0033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4864    2.9086    0.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9546    1.8462    1.7621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3337    2.5180   -0.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0809    1.8441    0.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2628    1.0769   -2.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1945   -0.4829   -2.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1068    1.0434   -2.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1372    0.4034   -0.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  6
  8  2  1  0
 18 12  1  0
 13  2  1  0
 21 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  4 28  1  0
  7 29  1  0
  9 30  1  6
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  1
 13 35  1  6
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  6
 19 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 22 48  1  0
 22 49  1  0
 22 50  1  0
 23 51  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: HMDB00344.mol                                     
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.098  -1.755   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.098  -0.215   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.764   0.555   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.764  -2.525   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.430  -1.755   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.097  -2.525   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.237  -1.755   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.237  -0.215   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.571   0.555   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.036   0.079   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.941   1.325   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.036   2.571   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.571   2.095   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.571   3.635   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.237   2.865   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.097   2.095   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.097   0.555   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.430  -0.215   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.430   1.325   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -5.431  -2.525   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       3.663   4.065   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.431   3.222   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.097  -4.065   0.000  0.00  0.00           O+0
HETATM   24  H   UNK     0      -0.097  -0.985   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.237   1.325   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.571  -0.985   0.000  0.00  0.00           H+0
CONECT    1    2    4   20                                                  
CONECT    2    1    3                                                       
CONECT    3    2   18                                                       
CONECT    4    1    5                                                       
CONECT    5    4    6   18                                                  
CONECT    6    5    7   23                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   17   25                                             
CONECT    9    8   10   13   26                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   21   22                                             
CONECT   13   12    9   14   15                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16    8   18   24                                             
CONECT   18   17    3    5   19                                             
CONECT   19   18                                                            
CONECT   20    1                                                            
CONECT   21   12                                                            
CONECT   22   12                                                            
CONECT   23    6                                                            
CONECT   24   17                                                            
CONECT   25    8                                                            
CONECT   26    9                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

COMPND    HMDB0005832
HETATM    1  C1  UNL     1       2.261  -1.373   1.671  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.182  -0.910   0.209  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.783  -1.947  -0.611  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.854  -1.792  -1.374  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.501  -0.500  -1.419  1.00  0.00           C  
HETATM    6  O1  UNL     1       5.520  -0.354  -2.143  1.00  0.00           O  
HETATM    7  C6  UNL     1       3.955   0.615  -0.619  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.889   0.406   0.120  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.329   1.540   0.897  1.00  0.00           C  
HETATM   10  O2  UNL     1       3.218   1.703   1.988  1.00  0.00           O  
HETATM   11  C9  UNL     1       0.964   1.328   1.427  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.093   0.333   0.777  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.783  -0.621  -0.190  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.102  -1.788  -0.438  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.420  -1.312  -1.005  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.051  -0.295  -0.125  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.414  -0.858   1.225  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.073   0.879  -0.000  1.00  0.00           C  
HETATM   19  C17 UNL     1      -1.894   1.891   0.679  1.00  0.00           C  
HETATM   20  C18 UNL     1      -3.252   1.755  -0.006  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.241   0.389  -0.692  1.00  0.00           C  
HETATM   22  C20 UNL     1      -3.173   0.543  -2.197  1.00  0.00           C  
HETATM   23  O3  UNL     1      -4.438  -0.238  -0.376  1.00  0.00           O  
HETATM   24  H1  UNL     1       2.637  -0.552   2.316  1.00  0.00           H  
HETATM   25  H2  UNL     1       1.291  -1.780   2.014  1.00  0.00           H  
HETATM   26  H3  UNL     1       3.007  -2.189   1.760  1.00  0.00           H  
HETATM   27  H4  UNL     1       2.330  -2.928  -0.607  1.00  0.00           H  
HETATM   28  H5  UNL     1       4.229  -2.613  -1.944  1.00  0.00           H  
HETATM   29  H6  UNL     1       4.482   1.552  -0.697  1.00  0.00           H  
HETATM   30  H7  UNL     1       2.411   2.501   0.332  1.00  0.00           H  
HETATM   31  H8  UNL     1       2.686   2.068   2.742  1.00  0.00           H  
HETATM   32  H9  UNL     1       0.426   2.325   1.346  1.00  0.00           H  
HETATM   33  H10 UNL     1       1.002   1.186   2.552  1.00  0.00           H  
HETATM   34  H11 UNL     1      -0.339  -0.323   1.593  1.00  0.00           H  
HETATM   35  H12 UNL     1       0.847  -0.031  -1.155  1.00  0.00           H  
HETATM   36  H13 UNL     1       0.353  -2.446  -1.225  1.00  0.00           H  
HETATM   37  H14 UNL     1      -0.244  -2.413   0.443  1.00  0.00           H  
HETATM   38  H15 UNL     1      -2.077  -2.186  -1.175  1.00  0.00           H  
HETATM   39  H16 UNL     1      -1.241  -0.855  -2.008  1.00  0.00           H  
HETATM   40  H17 UNL     1      -2.417  -0.122   2.026  1.00  0.00           H  
HETATM   41  H18 UNL     1      -3.480  -1.220   1.129  1.00  0.00           H  
HETATM   42  H19 UNL     1      -1.826  -1.720   1.529  1.00  0.00           H  
HETATM   43  H20 UNL     1      -0.795   1.196  -1.003  1.00  0.00           H  
HETATM   44  H21 UNL     1      -1.486   2.909   0.424  1.00  0.00           H  
HETATM   45  H22 UNL     1      -1.955   1.846   1.762  1.00  0.00           H  
HETATM   46  H23 UNL     1      -3.334   2.518  -0.808  1.00  0.00           H  
HETATM   47  H24 UNL     1      -4.081   1.844   0.704  1.00  0.00           H  
HETATM   48  H25 UNL     1      -2.263   1.077  -2.521  1.00  0.00           H  
HETATM   49  H26 UNL     1      -3.194  -0.483  -2.617  1.00  0.00           H  
HETATM   50  H27 UNL     1      -4.107   1.043  -2.518  1.00  0.00           H  
HETATM   51  H28 UNL     1      -5.137   0.403  -0.091  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    8   13
CONECT    3    4    4   27
CONECT    4    5   28
CONECT    5    6    6    7
CONECT    7    8    8   29
CONECT    8    9
CONECT    9   10   11   30
CONECT   10   31
CONECT   11   12   32   33
CONECT   12   13   18   34
CONECT   13   14   35
CONECT   14   15   36   37
CONECT   15   16   38   39
CONECT   16   17   18   21
CONECT   17   40   41   42
CONECT   18   19   43
CONECT   19   20   44   45
CONECT   20   21   46   47
CONECT   21   22   23
CONECT   22   48   49   50
CONECT   23   51
END

HMDB0005832
     RDKit          3D
6b-Hydroxymethandienone
 51 54  0  0  0  0  0  0  0  0999 V2000
    2.2611   -1.3731    1.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1816   -0.9104    0.2087 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7835   -1.9467   -0.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8541   -1.7923   -1.3736 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5013   -0.4999   -1.4192 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5200   -0.3544   -2.1432 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9552    0.6151   -0.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8894    0.4064    0.1201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3291    1.5400    0.8969 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2177    1.7033    1.9882 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9637    1.3276    1.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0934    0.3326    0.7775 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7833   -0.6210   -0.1905 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1017   -1.7879   -0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4198   -1.3117   -1.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0508   -0.2953   -0.1255 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4141   -0.8580    1.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0726    0.8787   -0.0005 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8937    1.8914    0.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2523    1.7555   -0.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2415    0.3894   -0.6917 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1727    0.5433   -2.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4384   -0.2381   -0.3758 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368   -0.5524    2.3164 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2906   -1.7798    2.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0068   -2.1890    1.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3295   -2.9283   -0.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2294   -2.6127   -1.9438 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4825    1.5520   -0.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4106    2.5006    0.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6856    2.0684    2.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4261    2.3253    1.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0020    1.1855    2.5521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3390   -0.3232    1.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8471   -0.0309   -1.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3528   -2.4464   -1.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2442   -2.4133    0.4435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0775   -2.1857   -1.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2412   -0.8550   -2.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4168   -0.1225    2.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4800   -1.2204    1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8256   -1.7202    1.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7946    1.1958   -1.0033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4864    2.9086    0.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9546    1.8462    1.7621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3337    2.5180   -0.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0809    1.8441    0.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2628    1.0769   -2.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1945   -0.4829   -2.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1068    1.0434   -2.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1372    0.4034   -0.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  6
  8  2  1  0
 18 12  1  0
 13  2  1  0
 21 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  4 28  1  0
  7 29  1  0
  9 30  1  6
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  1
 13 35  1  6
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  6
 19 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 22 48  1  0
 22 49  1  0
 22 50  1  0
 23 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(6b,17b)-6,17-Dihydroxy-17-methyl-androsta-1,4-dien-3-one	HMDB
6b,17b-Dihydroxy-17-methyl-androsta-1,4-dien-3-one	HMDB
6b-Hydroxydianabol	HMDB
6b-Hydroxymethandrostenolone	HMDB

Chemical Formula

C₂₀H₂₈O₃

Average Molecular Weight

316.4345

Monoisotopic Molecular Weight

316.203844762

IUPAC Name

(1S,2R,8R,10R,11S,14S,15S)-8,14-dihydroxy-2,14,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-5-one

Traditional Name

6b-hydroxydianabol

CAS Registry Number

33526-41-9

SMILES

[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C[C@@H](O)C2=CC(=O)C=C[C@]12C

InChI Identifier

InChI=1S/C20H28O3/c1-18-7-4-12(21)10-16(18)17(22)11-13-14(18)5-8-19(2)15(13)6-9-20(19,3)23/h4,7,10,13-15,17,22-23H,5-6,8-9,11H2,1-3H3/t13-,14+,15+,17-,18-,19+,20+/m1/s1

InChI Key

OBCJFTMGLMNCTJ-INIPNLRTSA-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-1,4-steroid
3-oxosteroid
17-hydroxysteroid
Oxosteroid
6-hydroxysteroid
Hydroxysteroid
Delta-1,4-steroid
Cyclic alcohol
Tertiary alcohol
Cyclic ketone
Secondary alcohol
Ketone
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0005832)
Cell membrane (HMDB: HMDB0005832)

Biofluid or Excreta

Urine (HMDB: HMDB0005832)

Tissue substructure

Hepatic tissue (HMDB: HMDB0005832)

Cellular substructure

Extracellular (HMDB: HMDB0005832)
Membrane (HMDB: HMDB0005832)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0005832)

Source

Endogenous

Endogenous (HMDB: HMDB0005832)

Animal

Animal (HMDB: HMDB0005832)

Exogenous

Food

Food (HMDB: HMDB0005832)

Animal origin

Poultry

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
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)

Equine

Horse (FooDB: FOOD00378)

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)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0005832)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0005832)

Cellular process

Cell signaling (HMDB: HMDB0005832)

System process

Reproduction (HMDB: HMDB0005832)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0005832)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0005832)

Molecular messenger

Signaling molecule (HMDB: HMDB0005832)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0005832)

Emulsifier (HMDB: HMDB0005832)

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	0.13 g/L	ALOGPS
logP	2.62	ALOGPS
logP	2.41	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	14.53	ChemAxon
pKa (Strongest Basic)	-0.53	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	91.68 m³·mol⁻¹	ChemAxon
Polarizability	35.85 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]+	175.012	31661259
DarkChem	[M-H]-	170.81	31661259
DeepCCS	[M-2H]-	209.639	30932474
DeepCCS	[M+Na]+	183.983	30932474
AllCCS	[M+H]+	178.8	32859911
AllCCS	[M+H-H2O]+	175.8	32859911
AllCCS	[M+NH4]+	181.6	32859911
AllCCS	[M+Na]+	182.3	32859911
AllCCS	[M-H]-	184.7	32859911
AllCCS	[M+Na-2H]-	184.8	32859911
AllCCS	[M+HCOO]-	185.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6b-Hydroxymethandienone	[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C[C@@H](O)C2=CC(=O)C=C[C@]12C	3415.7	Standard polar	33892256
6b-Hydroxymethandienone	[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C[C@@H](O)C2=CC(=O)C=C[C@]12C	2710.2	Standard non polar	33892256
6b-Hydroxymethandienone	[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C[C@@H](O)C2=CC(=O)C=C[C@]12C	3024.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6b-Hydroxymethandienone,1TMS,isomer #1	C[C@]12C=CC(=O)C=C1[C@H](O)C[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC[C@]2(C)O[Si](C)(C)C	2962.8	Semi standard non polar	33892256
6b-Hydroxymethandienone,1TMS,isomer #2	C[C@]12C=CC(=O)C=C1[C@H](O[Si](C)(C)C)C[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC[C@]2(C)O	2939.1	Semi standard non polar	33892256
6b-Hydroxymethandienone,2TMS,isomer #1	C[C@]12C=CC(=O)C=C1[C@H](O[Si](C)(C)C)C[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC[C@]2(C)O[Si](C)(C)C	2936.9	Semi standard non polar	33892256
6b-Hydroxymethandienone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@]1(C)CC[C@H]2[C@@H]3C[C@@H](O)C4=CC(=O)C=C[C@]4(C)[C@H]3CC[C@@]21C	3205.5	Semi standard non polar	33892256
6b-Hydroxymethandienone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1C[C@@H]2[C@H](CC[C@@]3(C)[C@H]2CC[C@]3(C)O)[C@@]2(C)C=CC(=O)C=C12	3193.7	Semi standard non polar	33892256
6b-Hydroxymethandienone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1C[C@@H]2[C@H](CC[C@@]3(C)[C@H]2CC[C@]3(C)O[Si](C)(C)C(C)(C)C)[C@@]2(C)C=CC(=O)C=C12	3401.5	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 - 6b-Hydroxymethandienone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ukj-0592000000-5c587db71915b7f745d9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6b-Hydroxymethandienone GC-MS (2 TMS) - 70eV, Positive	splash10-002b-4234900000-61a5337db6621fc5bef5	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6b-Hydroxymethandienone 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 - 6b-Hydroxymethandienone 10V, Positive-QTOF	splash10-000t-0092000000-5895e4b865d6d32e6c22	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6b-Hydroxymethandienone 20V, Positive-QTOF	splash10-000t-0190000000-61be85dce027bd95d308	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6b-Hydroxymethandienone 40V, Positive-QTOF	splash10-05v0-3290000000-d6f6e99de49064f16ddc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6b-Hydroxymethandienone 10V, Negative-QTOF	splash10-014i-0049000000-8591676ba45f009be5e8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6b-Hydroxymethandienone 20V, Negative-QTOF	splash10-014j-0098000000-45a0e7b9cb41bc3e25b0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6b-Hydroxymethandienone 40V, Negative-QTOF	splash10-0002-0190000000-bc5b69c787b6a3cf983c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6b-Hydroxymethandienone 10V, Negative-QTOF	splash10-014i-0009000000-d337ec43015bf5d00be6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6b-Hydroxymethandienone 20V, Negative-QTOF	splash10-014i-0019000000-4b20c3056a9293051876	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6b-Hydroxymethandienone 40V, Negative-QTOF	splash10-0671-0391000000-b690824c05d4dc1ecdc5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6b-Hydroxymethandienone 10V, Positive-QTOF	splash10-014j-0097000000-cfa23bedd70d14ce08c4	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6b-Hydroxymethandienone 20V, Positive-QTOF	splash10-05n4-1972000000-6f8b2da223795e39466a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6b-Hydroxymethandienone 40V, Positive-QTOF	splash10-052f-3970000000-3e72eb66848076ae35f6	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023778

KNApSAcK ID

Not Available

Chemspider ID

10363911

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13241205

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

Pryakhina, Z. A.; Grinenko, G. S.; Lisitsa, L. I.; Gritsina, G. I. On the dehydrogenation of methytestosterone by selenious acid. Khimiko-Farmatsevticheskii Zhurnal (1976), 10(1), 115-17.

Material Safety Data Sheet (MSDS)

Not Available

General References

Hungerford NL, Sortais B, Smart CG, McKinney AR, Ridley DD, Stenhouse AM, Suann CJ, Munn KJ, Sillence MN, McLeod MD: Analysis of anabolic steroids in the horse: development of a generic ELISA for the screening of 17alpha-alkyl anabolic steroid metabolites. J Steroid Biochem Mol Biol. 2005 Aug;96(3-4):317-34. [PubMed:16040239 ]
Georgakopoulos CG, Vonaparti A, Stamou M, Kiousi P, Lyris E, Angelis YS, Tsoupras G, Wuest B, Nielen MW, Panderi I, Koupparis M: Preventive doping control analysis: liquid and gas chromatography time-of-flight mass spectrometry for detection of designer steroids. Rapid Commun Mass Spectrom. 2007;21(15):2439-46. [PubMed:17610244 ]
Marcos J, Pascual JA, de la Torre X, Segura J: Fast screening of anabolic steroids and other banned doping substances in human urine by gas chromatography/tandem mass spectrometry. J Mass Spectrom. 2002 Oct;37(10):1059-73. [PubMed:12375280 ]
Schanzer W, Horning S, Donike M: Metabolism of anabolic steroids in humans: synthesis of 6 beta-hydroxy metabolites of 4-chloro-1,2-dehydro-17 alpha-methyltestosterone, fluoxymesterone, and metandienone. Steroids. 1995 Apr;60(4):353-66. [PubMed:8539789 ]
Durbeck HW, Buker I, Scheulen B, Telin B: Gas chromatographic and capillary column gas chromatographic--mass spectrometric determination of synthetic anabolic steroids. I. Methandienone and its metabolites. J Chromatogr. 1978 Dec 21;167:117-24. [PubMed:757586 ]
Bowers LD, Borts DJ: Separation and confirmation of anabolic steroids with quadrupole ion trap tandem mass spectrometry. J Chromatogr B Biomed Appl. 1996 Dec 6;687(1):69-78. [PubMed:9001954 ]
Harrison LM, Martin D, Gotlin RW, Fennessey PV: Effect of extended use of single anabolic steroids on urinary steroid excretion and metabolism. J Chromatogr. 1989 Apr 7;489(1):121-6. [PubMed:2745643 ]
Hagedorn HW, Schulz R, Friedrich A: Detection of methandienone (methandrostenolone) and metabolites in horse urine by gas chromatography-mass spectrometry. J Chromatogr. 1992 Jun 10;577(2):195-203. [PubMed:1400752 ]

Showing metabocard for 6b-Hydroxymethandienone (HMDB0005832)

MOL for HMDB0005832 (6b-Hydroxymethandienone)

3D MOL for HMDB0005832 (6b-Hydroxymethandienone)

3D SDF for HMDB0005832 (6b-Hydroxymethandienone)

3D-SDF for HMDB0005832 (6b-Hydroxymethandienone)

PDB for HMDB0005832 (6b-Hydroxymethandienone)

3D PDB for HMDB0005832 (6b-Hydroxymethandienone)

SMILES for HMDB0005832 (6b-Hydroxymethandienone)

INCHI for HMDB0005832 (6b-Hydroxymethandienone)

Structure for HMDB0005832 (6b-Hydroxymethandienone)

3D Structure for HMDB0005832 (6b-Hydroxymethandienone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra