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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2007-05-22 20:04:38 UTC

Update Date

2021-09-14 15:40:23 UTC

HMDB ID

HMDB0006259

Secondary Accession Numbers

HMDB06259

Metabolite Identification

Common Name

6beta-Hydroxytestosterone

Description

6beta-Hydroxytestosterone, also known as 4-androsten-6b,17b-diol-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. Thus, 6beta-hydroxytestosterone is considered to be a steroid. Based on a literature review a significant number of articles have been published on 6beta-Hydroxytestosterone.

Structure

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

 
  Mrv0541 02231220352D          
 
 25 28  0  0  1  0            999 V2000
   11.9042  -12.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9042  -13.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6187  -13.7189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3332  -13.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3332  -12.4814    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.6187  -12.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0476  -13.7189    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.7621  -13.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7621  -12.4814    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.0476  -12.0689    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.4767  -12.0689    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.4767  -11.2439    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.7621  -10.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0476  -11.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9055  -12.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9055  -11.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1910  -10.8315    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.0492  -12.8939    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.4930  -12.8939    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7930  -11.6564    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.4930  -10.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1942  -10.0065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1646  -13.7337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3314  -11.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0581  -14.5678    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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 10 18  1  6  0  0  0
 11 19  1  6  0  0  0
  9 20  1  1  0  0  0
 12 21  1  1  0  0  0
 17 22  1  1  0  0  0
  2 23  2  0  0  0  0
  5 24  1  1  0  0  0
  7 25  1  1  0  0  0
M  END

HMDB0006259
     RDKit          3D
6beta-Hydroxytestosterone
 50 53  0  0  0  0  0  0  0  0999 V2000
   -2.1687    0.4685    1.7356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3834   -0.2607    0.4507 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8475   -1.6425    0.4288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3746   -1.5668    0.7734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3682   -0.7369   -0.2060 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2625    0.5826   -0.5298 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3656    1.1145   -1.7903 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7606    0.6697   -2.0447 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5492    1.7254   -2.5756 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4949    0.1151   -0.9062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8093    0.1014   -0.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5647   -0.4499    0.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7185   -0.1026    0.5213 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8901   -1.4753    1.0750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4490   -1.6916    0.7365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7767   -0.4507    0.2545 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8207    0.5738    1.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7349    0.4834   -0.7290 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4801    1.7705   -0.6676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9058    1.3556   -0.2840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8288   -0.1345    0.0418 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7141   -0.4963    1.0328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1547    0.8193    2.1606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7663   -0.2127    2.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5060    1.3378    1.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3714   -2.3562    1.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8942   -2.0107   -0.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1933   -1.2990    1.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0082   -2.6252    0.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4494   -1.3094   -1.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0480    1.3564    0.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2451    2.2275   -1.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2922    0.7429   -2.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7586   -0.0928   -2.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2318    1.3681   -3.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3512    0.5047   -1.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825   -1.2138    2.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4511   -2.4247    0.9279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230   -2.0108    1.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3005   -2.4839   -0.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8482    1.6162    0.9736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8056    0.4364    1.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    0.4189    2.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0133   -0.0388   -1.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0994    2.4772    0.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5174    2.2946   -1.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2585    1.9062    0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5803    1.4534   -1.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9652   -0.7022   -0.9049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6082   -0.1323    0.7824 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 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
  6 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  5  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  0
  4 29  1  0
  5 30  1  6
  6 31  1  1
  7 32  1  0
  7 33  1  0
  8 34  1  6
  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  6
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  6
 22 50  1  0
M  END

 
  Mrv0541 02231220352D          
 
 25 28  0  0  1  0            999 V2000
   11.9042  -12.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9042  -13.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6187  -13.7189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3332  -13.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3332  -12.4814    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.6187  -12.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0476  -13.7189    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.7621  -13.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7621  -12.4814    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.0476  -12.0689    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.4767  -12.0689    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.4767  -11.2439    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.7621  -10.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0476  -11.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9055  -12.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9055  -11.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1910  -10.8315    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.0492  -12.8939    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.4930  -12.8939    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7930  -11.6564    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.4930  -10.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1942  -10.0065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1646  -13.7337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3314  -11.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0581  -14.5678    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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 10 18  1  6  0  0  0
 11 19  1  6  0  0  0
  9 20  1  1  0  0  0
 12 21  1  1  0  0  0
 17 22  1  1  0  0  0
  2 23  2  0  0  0  0
  5 24  1  1  0  0  0
  7 25  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0006259

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H28O3/c1-18-7-5-11(20)9-15(18)16(21)10-12-13-3-4-17(22)19(13,2)8-6-14(12)18/h9,12-14,16-17,21-22H,3-8,10H2,1-2H3/t12-,13-,14-,16+,17-,18+,19-/m0/s1

> <INCHI_KEY>
XSEGWEUVSZRCBC-ZVBLRVHNSA-N

> <FORMULA>
C19H28O3

> <MOLECULAR_WEIGHT>
304.4238

> <EXACT_MASS>
304.203844762

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
34.68790212065346

> <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-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

> <ALOGPS_LOGP>
2.09

> <JCHEM_LOGP>
2.134612230666667

> <ALOGPS_LOGS>
-3.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.37770476917711

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.545772486560175

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8839872665979221

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
85.94529999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.52e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6β-hydroxytestosterone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006259
     RDKit          3D
6beta-Hydroxytestosterone
 50 53  0  0  0  0  0  0  0  0999 V2000
   -2.1687    0.4685    1.7356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3834   -0.2607    0.4507 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8475   -1.6425    0.4288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3746   -1.5668    0.7734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3682   -0.7369   -0.2060 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2625    0.5826   -0.5298 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3656    1.1145   -1.7903 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7606    0.6697   -2.0447 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5492    1.7254   -2.5756 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4949    0.1151   -0.9062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8093    0.1014   -0.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5647   -0.4499    0.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7185   -0.1026    0.5213 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8901   -1.4753    1.0750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4490   -1.6916    0.7365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7767   -0.4507    0.2545 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8207    0.5738    1.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7349    0.4834   -0.7290 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4801    1.7705   -0.6676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9058    1.3556   -0.2840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8288   -0.1345    0.0418 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7141   -0.4963    1.0328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1547    0.8193    2.1606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7663   -0.2127    2.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5060    1.3378    1.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3714   -2.3562    1.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8942   -2.0107   -0.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1933   -1.2990    1.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0082   -2.6252    0.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4494   -1.3094   -1.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0480    1.3564    0.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2451    2.2275   -1.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2922    0.7429   -2.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7586   -0.0928   -2.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2318    1.3681   -3.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3512    0.5047   -1.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825   -1.2138    2.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4511   -2.4247    0.9279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230   -2.0108    1.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3005   -2.4839   -0.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8482    1.6162    0.9736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8056    0.4364    1.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    0.4189    2.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0133   -0.0388   -1.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0994    2.4772    0.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5174    2.2946   -1.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2585    1.9062    0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5803    1.4534   -1.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9652   -0.7022   -0.9049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6082   -0.1323    0.7824 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 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
  6 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  5  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  0
  4 29  1  0
  5 30  1  6
  6 31  1  1
  7 32  1  0
  7 33  1  0
  8 34  1  6
  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  6
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  6
 22 50  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      22.221 -23.299   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      22.221 -24.839   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      23.555 -25.609   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      24.889 -24.839   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      24.889 -23.299   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.555 -22.529   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      26.222 -25.609   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      27.556 -24.839   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      27.556 -23.299   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      26.222 -22.529   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      28.890 -22.529   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      28.890 -20.989   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      27.556 -20.219   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      26.222 -20.989   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      31.557 -22.529   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      31.557 -20.989   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      30.223 -20.219   0.000  0.00  0.00           C+0
HETATM   18  H   UNK     0      26.225 -24.069   0.000  0.00  0.00           H+0
HETATM   19  H   UNK     0      28.920 -24.069   0.000  0.00  0.00           H+0
HETATM   20  H   UNK     0      27.614 -21.759   0.000  0.00  0.00           H+0
HETATM   21  C   UNK     0      28.920 -19.449   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      30.229 -18.679   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      20.841 -25.636   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      24.885 -21.714   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      26.242 -27.193   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   23                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10   24                                             
CONECT    6    5    1                                                       
CONECT    7    4    8   25                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11   20                                             
CONECT   10    9    5   14   18                                             
CONECT   11    9   12   15   19                                             
CONECT   12   11   13   17   21                                             
CONECT   13   12   14                                                       
CONECT   14   13   10                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   22                                                  
CONECT   18   10                                                            
CONECT   19   11                                                            
CONECT   20    9                                                            
CONECT   21   12                                                            
CONECT   22   17                                                            
CONECT   23    2                                                            
CONECT   24    5                                                            
CONECT   25    7                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0006259
HETATM    1  C1  UNL     1      -2.169   0.468   1.736  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.383  -0.261   0.451  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.847  -1.643   0.429  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.375  -1.567   0.773  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.368  -0.737  -0.206  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.263   0.583  -0.530  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.366   1.114  -1.790  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.761   0.670  -2.045  1.00  0.00           C  
HETATM    9  O1  UNL     1       2.549   1.725  -2.576  1.00  0.00           O  
HETATM   10  C9  UNL     1       2.495   0.115  -0.906  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.809   0.101  -0.889  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.565  -0.450   0.241  1.00  0.00           C  
HETATM   13  O2  UNL     1       5.719  -0.103   0.521  1.00  0.00           O  
HETATM   14  C12 UNL     1       3.890  -1.475   1.075  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.449  -1.692   0.736  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.777  -0.451   0.254  1.00  0.00           C  
HETATM   17  C15 UNL     1       1.821   0.574   1.364  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.735   0.483  -0.729  1.00  0.00           C  
HETATM   19  C17 UNL     1      -2.480   1.770  -0.668  1.00  0.00           C  
HETATM   20  C18 UNL     1      -3.906   1.356  -0.284  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.829  -0.135   0.042  1.00  0.00           C  
HETATM   22  O3  UNL     1      -4.714  -0.496   1.033  1.00  0.00           O  
HETATM   23  H1  UNL     1      -3.155   0.819   2.161  1.00  0.00           H  
HETATM   24  H2  UNL     1      -1.766  -0.213   2.540  1.00  0.00           H  
HETATM   25  H3  UNL     1      -1.506   1.338   1.680  1.00  0.00           H  
HETATM   26  H4  UNL     1      -2.371  -2.356   1.089  1.00  0.00           H  
HETATM   27  H5  UNL     1      -1.894  -2.011  -0.632  1.00  0.00           H  
HETATM   28  H6  UNL     1      -0.193  -1.299   1.831  1.00  0.00           H  
HETATM   29  H7  UNL     1       0.008  -2.625   0.675  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.449  -1.309  -1.158  1.00  0.00           H  
HETATM   31  H9  UNL     1      -0.048   1.356   0.258  1.00  0.00           H  
HETATM   32  H10 UNL     1       0.245   2.227  -1.862  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.292   0.743  -2.636  1.00  0.00           H  
HETATM   34  H12 UNL     1       1.759  -0.093  -2.866  1.00  0.00           H  
HETATM   35  H13 UNL     1       3.232   1.368  -3.203  1.00  0.00           H  
HETATM   36  H14 UNL     1       4.351   0.505  -1.723  1.00  0.00           H  
HETATM   37  H15 UNL     1       3.983  -1.214   2.146  1.00  0.00           H  
HETATM   38  H16 UNL     1       4.451  -2.425   0.928  1.00  0.00           H  
HETATM   39  H17 UNL     1       1.923  -2.011   1.676  1.00  0.00           H  
HETATM   40  H18 UNL     1       2.301  -2.484  -0.037  1.00  0.00           H  
HETATM   41  H19 UNL     1       1.848   1.616   0.974  1.00  0.00           H  
HETATM   42  H20 UNL     1       2.806   0.436   1.885  1.00  0.00           H  
HETATM   43  H21 UNL     1       1.046   0.419   2.132  1.00  0.00           H  
HETATM   44  H22 UNL     1      -2.013  -0.039  -1.657  1.00  0.00           H  
HETATM   45  H23 UNL     1      -2.099   2.477   0.097  1.00  0.00           H  
HETATM   46  H24 UNL     1      -2.517   2.295  -1.665  1.00  0.00           H  
HETATM   47  H25 UNL     1      -4.258   1.906   0.612  1.00  0.00           H  
HETATM   48  H26 UNL     1      -4.580   1.453  -1.155  1.00  0.00           H  
HETATM   49  H27 UNL     1      -3.965  -0.702  -0.905  1.00  0.00           H  
HETATM   50  H28 UNL     1      -5.608  -0.132   0.782  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   18   21
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6   16   30
CONECT    6    7   18   31
CONECT    7    8   32   33
CONECT    8    9   10   34
CONECT    9   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

HMDB0006259
     RDKit          3D
6beta-Hydroxytestosterone
 50 53  0  0  0  0  0  0  0  0999 V2000
   -2.1687    0.4685    1.7356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3834   -0.2607    0.4507 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8475   -1.6425    0.4288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3746   -1.5668    0.7734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3682   -0.7369   -0.2060 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2625    0.5826   -0.5298 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3656    1.1145   -1.7903 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7606    0.6697   -2.0447 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5492    1.7254   -2.5756 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4949    0.1151   -0.9062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8093    0.1014   -0.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5647   -0.4499    0.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7185   -0.1026    0.5213 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8901   -1.4753    1.0750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4490   -1.6916    0.7365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7767   -0.4507    0.2545 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8207    0.5738    1.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7349    0.4834   -0.7290 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4801    1.7705   -0.6676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9058    1.3556   -0.2840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8288   -0.1345    0.0418 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7141   -0.4963    1.0328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1547    0.8193    2.1606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7663   -0.2127    2.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5060    1.3378    1.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3714   -2.3562    1.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8942   -2.0107   -0.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1933   -1.2990    1.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0082   -2.6252    0.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4494   -1.3094   -1.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0480    1.3564    0.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2451    2.2275   -1.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2922    0.7429   -2.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7586   -0.0928   -2.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2318    1.3681   -3.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3512    0.5047   -1.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825   -1.2138    2.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4511   -2.4247    0.9279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230   -2.0108    1.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3005   -2.4839   -0.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8482    1.6162    0.9736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8056    0.4364    1.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    0.4189    2.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0133   -0.0388   -1.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0994    2.4772    0.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5174    2.2946   -1.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2585    1.9062    0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5803    1.4534   -1.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9652   -0.7022   -0.9049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6082   -0.1323    0.7824 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 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
  6 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  5  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  0
  4 29  1  0
  5 30  1  6
  6 31  1  1
  7 32  1  0
  7 33  1  0
  8 34  1  6
  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  6
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  6
 22 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(6beta,17beta)-6,17-Dihydroxyandrost-4-en-3-one	ChEBI
4-Androsten-6beta,17beta-diol-3-one	ChEBI
6beta,17beta-Dihydroxy-4-androsten-3-one	ChEBI
6beta,17beta-Dihydroxyandrost-4-en-3-one	ChEBI
(6b,17b)-6,17-Dihydroxyandrost-4-en-3-one	Generator
(6Β,17β)-6,17-dihydroxyandrost-4-en-3-one	Generator
4-Androsten-6b,17b-diol-3-one	Generator
4-Androsten-6β,17β-diol-3-one	Generator
6b,17b-Dihydroxy-4-androsten-3-one	Generator
6Β,17β-dihydroxy-4-androsten-3-one	Generator
6b,17b-Dihydroxyandrost-4-en-3-one	Generator
6Β,17β-dihydroxyandrost-4-en-3-one	Generator
6b-Hydroxytestosterone	Generator
6Β-hydroxytestosterone	Generator
6 beta-Hydroxytestosterone	MeSH
6 beta-Hydroxytestosterone, (17beta)-isomer	MeSH
6 beta-Hydroxytestosterone, (6alpha,17beta)-isomer	MeSH
6 beta Hydroxy testosterone	HMDB
6,17-Dihydroxy-(6b,17b)-androst-4-en-3-one	HMDB
6,17-Dihydroxy-(6beta,17beta)-androst-4-en-3-one	HMDB
6,17-Dihydroxyandrost-4-en-3-one (acd/name 4.0)	HMDB

Chemical Formula

C₁₉H₂₈O₃

Average Molecular Weight

304.4238

Monoisotopic Molecular Weight

304.203844762

IUPAC Name

(1S,2R,8R,10R,11S,14S,15S)-8,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

Traditional Name

6β-hydroxytestosterone

CAS Registry Number

62-99-7

SMILES

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

InChI Identifier

InChI=1S/C19H28O3/c1-18-7-5-11(20)9-15(18)16(21)10-12-13-3-4-17(22)19(13,2)8-6-14(12)18/h9,12-14,16-17,21-22H,3-8,10H2,1-2H3/t12-,13-,14-,16+,17-,18+,19-/m0/s1

InChI Key

XSEGWEUVSZRCBC-ZVBLRVHNSA-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
Oxosteroid
6-hydroxysteroid
Hydroxysteroid
Delta-4-steroid
Cyclohexenone
Cyclic 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

3-oxo steroid (CHEBI:34477 )
17beta-hydroxy steroid (CHEBI:34477 )
6beta-hydroxy steroid (CHEBI:34477 )
androstanoid (CHEBI:34477 )
C19 steroids (androgens) and derivatives (LMST02020054 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0006259)

Cellular substructure

Organelle

Endoplasmic reticulum (HMDB: HMDB0006259)

Organ

Liver (HMDB: HMDB0006259)
Kidney (HMDB: HMDB0006259)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0006259)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0006259)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0006259)

Source

Endogenous

Endogenous (HMDB: HMDB0006259)

Animal

Animal (HMDB: HMDB0006259)

Exogenous

Food

Food (HMDB: HMDB0006259)

Animal origin

Poultry

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

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Equine

Horse (FooDB: FOOD00378)

Process

Role

Biological role

Membrane stabilizer (HMDB: HMDB0006259)

Molecular messenger

Hormone (HMDB: HMDB0006259)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0006259)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	172 °C	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	0.095 g/L	ALOGPS
logP	2.09	ALOGPS
logP	2.13	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	14.55	ChemAxon
pKa (Strongest Basic)	-0.88	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	85.95 m³·mol⁻¹	ChemAxon
Polarizability	34.69 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]+	174.514	31661259
DarkChem	[M-H]-	171.843	31661259
DeepCCS	[M-2H]-	210.448	30932474
DeepCCS	[M+Na]+	185.224	30932474
AllCCS	[M+H]+	177.8	32859911
AllCCS	[M+H-H2O]+	174.7	32859911
AllCCS	[M+NH4]+	180.6	32859911
AllCCS	[M+Na]+	181.4	32859911
AllCCS	[M-H]-	180.4	32859911
AllCCS	[M+Na-2H]-	180.5	32859911
AllCCS	[M+HCOO]-	180.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.42 minutes	32390414
Predicted by Siyang on May 30, 2022	11.9807 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.18 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2313.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	233.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	174.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	171.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	294.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	481.5 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	533.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	106.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	933.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	410.5 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	1371.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	295.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	384.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	312.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	314.7 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	52.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6beta-Hydroxytestosterone	[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C[C@@H](O)C2=CC(=O)CC[C@]12C	3412.1	Standard polar	33892256
6beta-Hydroxytestosterone	[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C[C@@H](O)C2=CC(=O)CC[C@]12C	2708.4	Standard non polar	33892256
6beta-Hydroxytestosterone	[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C[C@@H](O)C2=CC(=O)CC[C@]12C	3007.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6beta-Hydroxytestosterone,1TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](C[C@@H](O)C4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2O[Si](C)(C)C	2884.3	Semi standard non polar	33892256
6beta-Hydroxytestosterone,1TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](C[C@@H](O[Si](C)(C)C)C4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2O	2871.5	Semi standard non polar	33892256
6beta-Hydroxytestosterone,1TMS,isomer #3	C[C@]12CC[C@H]3[C@@H](C[C@@H](O)C4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2O	2776.8	Semi standard non polar	33892256
6beta-Hydroxytestosterone,2TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](C[C@@H](O[Si](C)(C)C)C4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2O[Si](C)(C)C	2835.4	Semi standard non polar	33892256
6beta-Hydroxytestosterone,2TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](C[C@@H](O)C4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2O[Si](C)(C)C	2787.6	Semi standard non polar	33892256
6beta-Hydroxytestosterone,2TMS,isomer #3	C[C@]12CC[C@H]3[C@@H](C[C@@H](O[Si](C)(C)C)C4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2O	2747.9	Semi standard non polar	33892256
6beta-Hydroxytestosterone,3TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](C[C@@H](O[Si](C)(C)C)C4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2O[Si](C)(C)C	2729.4	Semi standard non polar	33892256
6beta-Hydroxytestosterone,3TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](C[C@@H](O[Si](C)(C)C)C4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2O[Si](C)(C)C	2789.1	Standard non polar	33892256
6beta-Hydroxytestosterone,3TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](C[C@@H](O[Si](C)(C)C)C4=CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2O[Si](C)(C)C	3081.3	Standard polar	33892256
6beta-Hydroxytestosterone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1CC[C@H]2[C@@H]3C[C@@H](O)C4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	3134.3	Semi standard non polar	33892256
6beta-Hydroxytestosterone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1C[C@H]2[C@@H]3CC[C@H](O)[C@@]3(C)CC[C@@H]2[C@@]2(C)CCC(=O)C=C12	3104.6	Semi standard non polar	33892256
6beta-Hydroxytestosterone,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)[C@H](O)C[C@H]1[C@@H]3CC[C@H](O)[C@@]3(C)CC[C@@H]12	3061.3	Semi standard non polar	33892256
6beta-Hydroxytestosterone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1CC[C@H]2[C@@H]3C[C@@H](O[Si](C)(C)C(C)(C)C)C4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	3306.8	Semi standard non polar	33892256
6beta-Hydroxytestosterone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)[C@H](O)C[C@H]1[C@@H]3CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@]3(C)CC[C@@H]12	3321.9	Semi standard non polar	33892256
6beta-Hydroxytestosterone,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1[C@@H]3CC[C@H](O)[C@@]3(C)CC[C@@H]12	3236.8	Semi standard non polar	33892256
6beta-Hydroxytestosterone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1[C@@H]3CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@]3(C)CC[C@@H]12	3454.9	Semi standard non polar	33892256
6beta-Hydroxytestosterone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1[C@@H]3CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@]3(C)CC[C@@H]12	3423.0	Standard non polar	33892256
6beta-Hydroxytestosterone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1)[C@H](O[Si](C)(C)C(C)(C)C)C[C@H]1[C@@H]3CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@]3(C)CC[C@@H]12	3396.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 6beta-Hydroxytestosterone GC-MS (Non-derivatized) - 70eV, Positive	splash10-002r-0490000000-fbce40562e85113343e0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6beta-Hydroxytestosterone GC-MS (2 TMS) - 70eV, Positive	splash10-001i-3201900000-19a880626afdcb624da4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6beta-Hydroxytestosterone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6beta-Hydroxytestosterone 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 - 6beta-Hydroxytestosterone 10V, Positive-QTOF	splash10-00kr-0092000000-489bed8773fcd0c13de6	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6beta-Hydroxytestosterone 20V, Positive-QTOF	splash10-00kr-0090000000-f07fc698e115a5f1c7cb	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6beta-Hydroxytestosterone 40V, Positive-QTOF	splash10-0pvl-3490000000-3c10f54e817114fb8e5a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6beta-Hydroxytestosterone 10V, Negative-QTOF	splash10-0udi-0049000000-2030860ac7b87d34beb0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6beta-Hydroxytestosterone 20V, Negative-QTOF	splash10-0udr-0097000000-0f7ab0e063794ee5cfd2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6beta-Hydroxytestosterone 40V, Negative-QTOF	splash10-00dr-1190000000-d45875a741e3ea1e7526	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6beta-Hydroxytestosterone 10V, Positive-QTOF	splash10-0a4i-0019000000-9b79f62ea088c74b3a3d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6beta-Hydroxytestosterone 20V, Positive-QTOF	splash10-0a6r-1794000000-57b269ff6c81d8c47be7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6beta-Hydroxytestosterone 40V, Positive-QTOF	splash10-0a4i-3910000000-eed8482fba4fd9079a6f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6beta-Hydroxytestosterone 10V, Negative-QTOF	splash10-0udi-0009000000-93986d59045cc7fce551	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6beta-Hydroxytestosterone 20V, Negative-QTOF	splash10-0udi-0009000000-93986d59045cc7fce551	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6beta-Hydroxytestosterone 40V, Negative-QTOF	splash10-0gbi-0092000000-1bd122937767d0574fc2	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane
Endoplasmic reticulum

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

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	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

FDB023864

KNApSAcK ID

Not Available

Chemspider ID

18558308

KEGG Compound ID

C14497

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

18603089

PDB ID

Not Available

ChEBI ID

34477

Food Biomarker Ontology

Not Available

VMH ID

6HTSTSTERONE

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Furuta Takashi; Suzuki Atsushi; Matsuzawa Mitsuhiro; Shibasaki Hiromi; Kasuya Yasuji Syntheses of stable isotope-labeled 6 beta-hydroxycortisol, 6 beta-hydroxycortisone, and 6 beta-hydroxytestosterone. Steroids (2003), 68(7-8), 693-703.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Testino SA Jr, Ozarowski J, Thurston AW, Arrendale RF, Patonay G: Determination of testosterone and 6beta-hydroxytestosterone by gas chromatography-selected ion monitoring-mass spectrometry for the characterization of cytochrome p450 3A activity. J Chromatogr B Biomed Sci Appl. 1999 Oct 29;734(1):73-81. [PubMed:10574192 ]

Showing metabocard for 6beta-Hydroxytestosterone (HMDB0006259)

MOL for HMDB0006259 (6beta-Hydroxytestosterone)

3D MOL for HMDB0006259 (6beta-Hydroxytestosterone)

3D SDF for HMDB0006259 (6beta-Hydroxytestosterone)

3D-SDF for HMDB0006259 (6beta-Hydroxytestosterone)

PDB for HMDB0006259 (6beta-Hydroxytestosterone)

3D PDB for HMDB0006259 (6beta-Hydroxytestosterone)

SMILES for HMDB0006259 (6beta-Hydroxytestosterone)

INCHI for HMDB0006259 (6beta-Hydroxytestosterone)

Structure for HMDB0006259 (6beta-Hydroxytestosterone)

3D Structure for HMDB0006259 (6beta-Hydroxytestosterone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra