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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 15:12:24 UTC

Update Date

2022-03-07 02:49:17 UTC

HMDB ID

HMDB0002984

Secondary Accession Numbers

HMDB02984

Metabolite Identification

Common Name

11-Hydroxyandrosterone

Description

11-Hydroxyandrosterone 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, 11-hydroxyandrosterone is considered to be a steroid. Based on a literature review a significant number of articles have been published on 11-Hydroxyandrosterone.

Structure

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


  Mrv0541 02231219372D          

 26 29  0  0  1  0            999 V2000
   15.5125  -11.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5125  -12.2466    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.2270  -12.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9414  -12.2466    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.9414  -11.4216    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.2270  -11.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6559  -12.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3704  -12.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3704  -11.4216    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.6559  -11.0091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.0848  -11.0091    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.0848  -10.1841    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.3704   -9.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6559  -10.1841    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.8695  -11.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3544  -10.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8695   -9.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1244   -9.1446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1711   -9.3636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9414   -9.7716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9414  -10.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3704  -10.5966    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7980  -12.6591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9414  -13.0716    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.1711  -11.8296    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.6559  -11.8341    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 10  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 12  1  0  0  0  0
 17 18  2  0  0  0  0
 12 19  1  1  0  0  0
 14 20  1  1  0  0  0
  5 21  1  1  0  0  0
  9 22  1  1  0  0  0
  2 23  1  6  0  0  0
  4 24  1  6  0  0  0
 11 25  1  6  0  0  0
 10 26  1  6  0  0  0
M  END

HMDB0002984
     RDKit          3D
11-Hydroxyandrosterone
 52 55  0  0  0  0  0  0  0  0999 V2000
   -3.2536    0.8746   -1.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8660    0.5753    0.2625 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0174    1.6746    0.8154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6301    1.7003    0.2864 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5529    2.3190   -0.9570 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0249    0.3506    0.3020 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8433   -0.6960   -0.3943 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1941   -2.0392   -0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2594   -2.0238   -0.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0020   -1.0074    0.1791 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4604   -1.1287   -0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2304    0.1333   -0.0341 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4807   -0.1414    0.5737 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6241    1.2730    0.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1669    1.4442    0.5731 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4348    0.3551   -0.1684 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5550    0.6083   -1.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0835   -0.7119    0.3993 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0892   -1.7437    0.1226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2655   -1.2245    0.9444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0625    0.2569    1.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8128    0.9662    1.6832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4376    1.2179   -1.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9997    1.7104   -1.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7575    0.0432   -1.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5092    2.6465    0.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0711    1.6676    1.9301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0211    2.3501    0.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1094    3.1396   -0.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0424    0.0251    1.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0950   -0.3797   -1.4356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149   -2.7035   -1.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3254   -2.4747    0.6558 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6766   -3.0236   -0.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4312   -1.8302   -1.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7201   -1.2272    1.2266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6172   -1.6150   -1.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8635   -1.8867    0.6807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.4629   -1.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3317   -0.8006    1.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1149    2.2182    0.2967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9598    1.2283    1.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8795    2.4112    0.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7261    1.4918    1.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3890   -0.0021   -2.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7949    1.6935   -1.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6512    0.3171   -2.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8006   -0.7779    1.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7286   -2.7214    0.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3744   -1.8803   -0.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1011   -1.6165    1.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2282   -1.4985    0.5199 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  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
  7 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  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  1
  5 29  1  0
  6 30  1  1
  7 31  1  6
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  1
 11 37  1  0
 11 38  1  0
 12 39  1  6
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 17 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  1
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
M  END


  Mrv0541 02231219372D          

 26 29  0  0  1  0            999 V2000
   15.5125  -11.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5125  -12.2466    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.2270  -12.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9414  -12.2466    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.9414  -11.4216    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.2270  -11.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6559  -12.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3704  -12.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3704  -11.4216    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.6559  -11.0091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.0848  -11.0091    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.0848  -10.1841    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.3704   -9.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6559  -10.1841    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.8695  -11.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3544  -10.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8695   -9.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1244   -9.1446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1711   -9.3636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9414   -9.7716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9414  -10.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3704  -10.5966    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7980  -12.6591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9414  -13.0716    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.1711  -11.8296    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.6559  -11.8341    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 10  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 12  1  0  0  0  0
 17 18  2  0  0  0  0
 12 19  1  1  0  0  0
 14 20  1  1  0  0  0
  5 21  1  1  0  0  0
  9 22  1  1  0  0  0
  2 23  1  6  0  0  0
  4 24  1  6  0  0  0
 11 25  1  6  0  0  0
 10 26  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0002984

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H30O3/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/h11-15,17,20-21H,3-10H2,1-2H3/t11-,12+,13-,14-,15-,17+,18-,19-/m0/s1

> <INCHI_KEY>
PIXFHVWJOVNKQK-PTXZMSDUSA-N

> <FORMULA>
C19H30O3

> <MOLECULAR_WEIGHT>
306.4397

> <EXACT_MASS>
306.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
35.217756527853766

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,5R,7S,10S,11S,15S,17S)-5,17-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-one

> <ALOGPS_LOGP>
2.40

> <JCHEM_LOGP>
2.4585197396666674

> <ALOGPS_LOGS>
-3.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.296395455171393

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.889387662141466

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3569562987745698

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
85.40139999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.05e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11-hydroxyandrosterone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002984
     RDKit          3D
11-Hydroxyandrosterone
 52 55  0  0  0  0  0  0  0  0999 V2000
   -3.2536    0.8746   -1.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8660    0.5753    0.2625 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0174    1.6746    0.8154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6301    1.7003    0.2864 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5529    2.3190   -0.9570 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0249    0.3506    0.3020 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8433   -0.6960   -0.3943 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1941   -2.0392   -0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2594   -2.0238   -0.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0020   -1.0074    0.1791 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4604   -1.1287   -0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2304    0.1333   -0.0341 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4807   -0.1414    0.5737 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6241    1.2730    0.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1669    1.4442    0.5731 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4348    0.3551   -0.1684 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5550    0.6083   -1.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0835   -0.7119    0.3993 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0892   -1.7437    0.1226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2655   -1.2245    0.9444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0625    0.2569    1.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8128    0.9662    1.6832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4376    1.2179   -1.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9997    1.7104   -1.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7575    0.0432   -1.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5092    2.6465    0.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0711    1.6676    1.9301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0211    2.3501    0.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1094    3.1396   -0.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0424    0.0251    1.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0950   -0.3797   -1.4356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149   -2.7035   -1.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3254   -2.4747    0.6558 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6766   -3.0236   -0.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4312   -1.8302   -1.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7201   -1.2272    1.2266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6172   -1.6150   -1.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8635   -1.8867    0.6807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.4629   -1.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3317   -0.8006    1.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1149    2.2182    0.2967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9598    1.2283    1.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8795    2.4112    0.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7261    1.4918    1.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3890   -0.0021   -2.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7949    1.6935   -1.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6512    0.3171   -2.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8006   -0.7779    1.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7286   -2.7214    0.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3744   -1.8803   -0.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1011   -1.6165    1.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2282   -1.4985    0.5199 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  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
  7 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  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  1
  5 29  1  0
  6 30  1  1
  7 31  1  6
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  1
 11 37  1  0
 11 38  1  0
 12 39  1  6
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 17 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  1
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      28.957 -21.320   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      28.957 -22.860   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      30.290 -23.630   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      31.624 -22.860   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      31.624 -21.320   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      30.290 -20.550   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      32.958 -23.630   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      34.291 -22.860   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      34.291 -21.320   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      32.958 -20.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      35.625 -20.550   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      35.625 -19.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      34.291 -18.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      32.958 -19.010   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      37.090 -21.026   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      37.995 -19.780   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      37.090 -18.535   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      37.566 -17.070   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      35.786 -17.479   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      31.624 -18.240   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      31.624 -19.780   0.000  0.00  0.00           C+0
HETATM   22  H   UNK     0      34.291 -19.780   0.000  0.00  0.00           H+0
HETATM   23  O   UNK     0      27.623 -23.630   0.000  0.00  0.00           O+0
HETATM   24  H   UNK     0      31.624 -24.400   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      35.786 -22.082   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0      32.958 -22.090   0.000  0.00  0.00           H+0
CONECT    1    2    6                                                       
CONECT    2    1    3   23                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7   24                                             
CONECT    5    4    6   10   21                                             
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   22                                             
CONECT   10    9    5   14   26                                             
CONECT   11    9   12   15   25                                             
CONECT   12   11   13   17   19                                             
CONECT   13   12   14                                                       
CONECT   14   13   10   20                                                  
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   18                                                  
CONECT   18   17                                                            
CONECT   19   12                                                            
CONECT   20   14                                                            
CONECT   21    5                                                            
CONECT   22    9                                                            
CONECT   23    2                                                            
CONECT   24    4                                                            
CONECT   25   11                                                            
CONECT   26   10                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

COMPND    HMDB0002984
HETATM    1  C1  UNL     1      -3.254   0.875  -1.154  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.866   0.575   0.263  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.017   1.675   0.815  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.630   1.700   0.286  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.553   2.319  -0.957  1.00  0.00           O  
HETATM    6  C5  UNL     1       0.025   0.351   0.302  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.843  -0.696  -0.394  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.194  -2.039  -0.356  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.259  -2.024  -0.692  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.002  -1.007   0.179  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.460  -1.129  -0.047  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.230   0.133  -0.034  1.00  0.00           C  
HETATM   13  O2  UNL     1       5.481  -0.141   0.574  1.00  0.00           O  
HETATM   14  C12 UNL     1       3.624   1.273   0.679  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.167   1.444   0.573  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.435   0.355  -0.168  1.00  0.00           C  
HETATM   17  C15 UNL     1       1.555   0.608  -1.652  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.083  -0.712   0.399  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.089  -1.744   0.123  1.00  0.00           C  
HETATM   20  C18 UNL     1      -4.265  -1.225   0.944  1.00  0.00           C  
HETATM   21  C19 UNL     1      -4.062   0.257   1.045  1.00  0.00           C  
HETATM   22  O3  UNL     1      -4.813   0.966   1.683  1.00  0.00           O  
HETATM   23  H1  UNL     1      -2.438   1.218  -1.792  1.00  0.00           H  
HETATM   24  H2  UNL     1      -4.000   1.710  -1.115  1.00  0.00           H  
HETATM   25  H3  UNL     1      -3.757   0.043  -1.663  1.00  0.00           H  
HETATM   26  H4  UNL     1      -2.509   2.646   0.519  1.00  0.00           H  
HETATM   27  H5  UNL     1      -2.071   1.668   1.930  1.00  0.00           H  
HETATM   28  H6  UNL     1      -0.021   2.350   0.981  1.00  0.00           H  
HETATM   29  H7  UNL     1      -1.109   3.140  -0.894  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.042   0.025   1.385  1.00  0.00           H  
HETATM   31  H9  UNL     1      -1.095  -0.380  -1.436  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.715  -2.703  -1.069  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.325  -2.475   0.656  1.00  0.00           H  
HETATM   34  H12 UNL     1       1.677  -3.024  -0.439  1.00  0.00           H  
HETATM   35  H13 UNL     1       1.431  -1.830  -1.759  1.00  0.00           H  
HETATM   36  H14 UNL     1       1.720  -1.227   1.227  1.00  0.00           H  
HETATM   37  H15 UNL     1       3.617  -1.615  -1.054  1.00  0.00           H  
HETATM   38  H16 UNL     1       3.864  -1.887   0.681  1.00  0.00           H  
HETATM   39  H17 UNL     1       4.508   0.463  -1.078  1.00  0.00           H  
HETATM   40  H18 UNL     1       5.332  -0.801   1.323  1.00  0.00           H  
HETATM   41  H19 UNL     1       4.115   2.218   0.297  1.00  0.00           H  
HETATM   42  H20 UNL     1       3.960   1.228   1.757  1.00  0.00           H  
HETATM   43  H21 UNL     1       1.880   2.411   0.065  1.00  0.00           H  
HETATM   44  H22 UNL     1       1.726   1.492   1.595  1.00  0.00           H  
HETATM   45  H23 UNL     1       2.389  -0.002  -2.103  1.00  0.00           H  
HETATM   46  H24 UNL     1       1.795   1.694  -1.804  1.00  0.00           H  
HETATM   47  H25 UNL     1       0.651   0.317  -2.221  1.00  0.00           H  
HETATM   48  H26 UNL     1      -1.801  -0.778   1.489  1.00  0.00           H  
HETATM   49  H27 UNL     1      -2.729  -2.721   0.530  1.00  0.00           H  
HETATM   50  H28 UNL     1      -3.374  -1.880  -0.916  1.00  0.00           H  
HETATM   51  H29 UNL     1      -4.101  -1.617   1.981  1.00  0.00           H  
HETATM   52  H30 UNL     1      -5.228  -1.499   0.520  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   16   36
CONECT   11   12   37   38
CONECT   12   13   14   39
CONECT   13   40
CONECT   14   15   41   42
CONECT   15   16   43   44
CONECT   16   17
CONECT   17   45   46   47
CONECT   18   19   48
CONECT   19   20   49   50
CONECT   20   21   51   52
CONECT   21   22   22
END

HMDB0002984
     RDKit          3D
11-Hydroxyandrosterone
 52 55  0  0  0  0  0  0  0  0999 V2000
   -3.2536    0.8746   -1.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8660    0.5753    0.2625 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0174    1.6746    0.8154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6301    1.7003    0.2864 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5529    2.3190   -0.9570 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0249    0.3506    0.3020 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8433   -0.6960   -0.3943 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1941   -2.0392   -0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2594   -2.0238   -0.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0020   -1.0074    0.1791 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4604   -1.1287   -0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2304    0.1333   -0.0341 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4807   -0.1414    0.5737 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6241    1.2730    0.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1669    1.4442    0.5731 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4348    0.3551   -0.1684 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5550    0.6083   -1.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0835   -0.7119    0.3993 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0892   -1.7437    0.1226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2655   -1.2245    0.9444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0625    0.2569    1.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8128    0.9662    1.6832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4376    1.2179   -1.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9997    1.7104   -1.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7575    0.0432   -1.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5092    2.6465    0.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0711    1.6676    1.9301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0211    2.3501    0.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1094    3.1396   -0.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0424    0.0251    1.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0950   -0.3797   -1.4356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149   -2.7035   -1.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3254   -2.4747    0.6558 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6766   -3.0236   -0.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4312   -1.8302   -1.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7201   -1.2272    1.2266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6172   -1.6150   -1.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8635   -1.8867    0.6807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.4629   -1.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3317   -0.8006    1.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1149    2.2182    0.2967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9598    1.2283    1.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8795    2.4112    0.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7261    1.4918    1.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3890   -0.0021   -2.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7949    1.6935   -1.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6512    0.3171   -2.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8006   -0.7779    1.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7286   -2.7214    0.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3744   -1.8803   -0.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1011   -1.6165    1.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2282   -1.4985    0.5199 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  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
  7 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  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  1
  5 29  1  0
  6 30  1  1
  7 31  1  6
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  1
 11 37  1  0
 11 38  1  0
 12 39  1  6
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 17 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  1
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
11beta-Hydroxyandrosterone	Kegg
11b-Hydroxyandrosterone	Generator
11Β-hydroxyandrosterone	Generator
11-beta-Hydroxyandrosterone	HMDB
11-Hydroxy-androsterone	HMDB
11-Hydroxyetiocholanolone	HMDB, MeSH
11beta-Hydroxy-androsterone	HMDB
11 beta-Hydroxyandrosterone	MeSH, HMDB
11 beta-Hydroxyandrosterone, (3alpha,5alpha)-isomer	MeSH, HMDB
11 beta-Hydroxyandrosterone, (3alpha,5alpha,11alpha)-isomer	MeSH, HMDB
11 beta-Hydroxyandrosterone, (3alpha,5beta)-isomer	MeSH, HMDB
11 beta-Hydroxyandrosterone, (3alpha,5beta,11alpha)-isomer	MeSH, HMDB
11 beta-Hydroxyandrosterone, (3alpha,5beta,11beta)-isomer	MeSH, HMDB
11 beta-Hydroxyandrosterone, (3beta,5alpha,11beta)-isomer	MeSH, HMDB
11 beta-Hydroxyandrosterone, (3beta,5beta,11beta)-isomer	MeSH, HMDB
11 beta-Hydroxyetiocholanolone	MeSH, HMDB
3alpha,11beta-Dihydroxy-5beta-androstan-17-one	MeSH, HMDB

Chemical Formula

C₁₉H₃₀O₃

Average Molecular Weight

306.4397

Monoisotopic Molecular Weight

306.219494826

IUPAC Name

(1S,2S,5R,7S,10S,11S,15S,17S)-5,17-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-one

Traditional Name

11-hydroxyandrosterone

CAS Registry Number

57-61-4

SMILES

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

InChI Identifier

InChI=1S/C19H30O3/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/h11-15,17,20-21H,3-10H2,1-2H3/t11-,12+,13-,14-,15-,17+,18-,19-/m0/s1

InChI Key

PIXFHVWJOVNKQK-PTXZMSDUSA-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-hydroxysteroid
Hydroxysteroid
17-oxosteroid
Oxosteroid
11-beta-hydroxysteroid
11-hydroxysteroid
3-alpha-hydroxysteroid
Cyclic alcohol
Ketone
Secondary alcohol
Organooxygen compound
Organic oxygen compound
Carbonyl group
Alcohol
Hydrocarbon derivative
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3-hydroxy steroid (CHEBI:34350 )
C19 steroids (androgens) and derivatives (LMST02020086 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0002984)

Cellular substructure

Organ

Excreta

Biofluid or Excreta

Urine (PMID: 11085621)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0002984)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0002984)

Source

Endogenous

Endogenous (HMDB: HMDB0002984)

Animal

Animal (HMDB: HMDB0002984)

Exogenous

Food

Food (HMDB: HMDB0002984)

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)

Exogenous (HMDB: HMDB0002984)

Process

Role

Biological role

Membrane stabilizer (HMDB: HMDB0002984)

Molecular messenger

Hormone (HMDB: HMDB0002984)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0002984)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	251.1 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.1 g/L	ALOGPS
logP	2.4	ALOGPS
logP	2.46	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	14.89	ChemAxon
pKa (Strongest Basic)	-1.4	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	85.4 m³·mol⁻¹	ChemAxon
Polarizability	35.22 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]+	173.469	31661259
DarkChem	[M-H]-	168.394	31661259
DeepCCS	[M-2H]-	210.465	30932474
DeepCCS	[M+Na]+	184.899	30932474
AllCCS	[M+H]+	178.8	32859911
AllCCS	[M+H-H2O]+	175.9	32859911
AllCCS	[M+NH4]+	181.6	32859911
AllCCS	[M+Na]+	182.4	32859911
AllCCS	[M-H]-	180.9	32859911
AllCCS	[M+Na-2H]-	181.1	32859911
AllCCS	[M+HCOO]-	181.5	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.	5.15 minutes	32390414
Predicted by Siyang on May 30, 2022	12.1406 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.97 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2383.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	225.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	179.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	171.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	385.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	510.6 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	520.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	113.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	945.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	427.1 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	1371.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	282.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	378.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	326.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	306.4 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	61.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
11-Hydroxyandrosterone	[H][C@@]12CCC(=O)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12C	2610.2	Standard polar	33892256
11-Hydroxyandrosterone	[H][C@@]12CCC(=O)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12C	2662.9	Standard non polar	33892256
11-Hydroxyandrosterone	[H][C@@]12CCC(=O)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12C	2866.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
11-Hydroxyandrosterone,1TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CC[C@H]4C[C@H](O)CC[C@@]43C)[C@@H]1CCC2=O	2694.7	Semi standard non polar	33892256
11-Hydroxyandrosterone,1TMS,isomer #2	C[C@]12C[C@H](O)[C@H]3[C@@H](CC[C@H]4C[C@H](O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CCC2=O	2723.4	Semi standard non polar	33892256
11-Hydroxyandrosterone,1TMS,isomer #3	C[C@]12C[C@H](O)[C@H]3[C@@H](CC[C@H]4C[C@H](O)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	2724.5	Semi standard non polar	33892256
11-Hydroxyandrosterone,2TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CC[C@H]4C[C@H](O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CCC2=O	2645.3	Semi standard non polar	33892256
11-Hydroxyandrosterone,2TMS,isomer #2	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CC[C@H]4C[C@H](O)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	2631.9	Semi standard non polar	33892256
11-Hydroxyandrosterone,2TMS,isomer #3	C[C@]12C[C@H](O)[C@H]3[C@@H](CC[C@H]4C[C@H](O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	2714.0	Semi standard non polar	33892256
11-Hydroxyandrosterone,3TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CC[C@H]4C[C@H](O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	2622.8	Semi standard non polar	33892256
11-Hydroxyandrosterone,3TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CC[C@H]4C[C@H](O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	2712.2	Standard non polar	33892256
11-Hydroxyandrosterone,3TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CC[C@H]4C[C@H](O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC=C2O[Si](C)(C)C	3013.1	Standard polar	33892256
11-Hydroxyandrosterone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1C[C@]2(C)C(=O)CC[C@H]2[C@@H]2CC[C@H]3C[C@H](O)CC[C@]3(C)[C@@H]12	2949.4	Semi standard non polar	33892256
11-Hydroxyandrosterone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1CC[C@@]2(C)[C@@H](CC[C@H]3[C@@H]4CCC(=O)[C@@]4(C)C[C@H](O)[C@@H]32)C1	2988.4	Semi standard non polar	33892256
11-Hydroxyandrosterone,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3[C@@H](O)C[C@]12C	2994.2	Semi standard non polar	33892256
11-Hydroxyandrosterone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1C[C@]2(C)C(=O)CC[C@H]2[C@@H]2CC[C@H]3C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]3(C)[C@@H]12	3134.7	Semi standard non polar	33892256
11-Hydroxyandrosterone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]12C	3116.4	Semi standard non polar	33892256
11-Hydroxyandrosterone,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3[C@@H](O)C[C@]12C	3223.9	Semi standard non polar	33892256
11-Hydroxyandrosterone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]12C	3298.3	Semi standard non polar	33892256
11-Hydroxyandrosterone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]12C	3101.8	Standard non polar	33892256
11-Hydroxyandrosterone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]12C	3322.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Hydroxyandrosterone GC-MS (Non-derivatized) - 70eV, Positive	splash10-03fs-0490000000-845f1333bf38189468d4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Hydroxyandrosterone GC-MS (2 TMS) - 70eV, Positive	splash10-0019-1646900000-5f3db467d73d551ea523	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Hydroxyandrosterone 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 - 11-Hydroxyandrosterone 10V, Positive-QTOF	splash10-052r-0092000000-7ee9333f2ca834b6dc41	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxyandrosterone 20V, Positive-QTOF	splash10-059i-0190000000-ce3d130e38421477defc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxyandrosterone 40V, Positive-QTOF	splash10-0a6r-4290000000-29cdb28119cfafcfeccc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxyandrosterone 10V, Negative-QTOF	splash10-0a4i-0049000000-0583782d3fbeec16854d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxyandrosterone 20V, Negative-QTOF	splash10-0a4r-0097000000-81d91167799b4dbad7ec	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxyandrosterone 40V, Negative-QTOF	splash10-01rf-3090000000-758543fa8bec7808bdcf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxyandrosterone 10V, Negative-QTOF	splash10-0a4i-0009000000-a47a32e502bdb7f0b448	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxyandrosterone 20V, Negative-QTOF	splash10-0a4i-0019000000-1134d785f6f919e12d2b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxyandrosterone 40V, Negative-QTOF	splash10-0udi-2059000000-3ef680fe7da1ffe71ae2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxyandrosterone 10V, Positive-QTOF	splash10-0a4r-0079000000-01b6a8fdd7a9d5002e49	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxyandrosterone 20V, Positive-QTOF	splash10-0002-3982000000-977ebfec91fc6f4060f5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxyandrosterone 40V, Positive-QTOF	splash10-014j-3920000000-7d1d2e192fc64a2e28fb	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Ovary
Testis

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Detected and Quantified	0.15 (0.11-0.15) umol/mmol creatinine	Adult (>18 years old)	Male	Normal	11085621	details
Urine	Detected and Quantified	0.069 (0.047-0.088) umol/mmol creatinine	Adult (>18 years old)	Female	Normal	11085621	details
Urine	Detected and Quantified	0.000073 +/- 0.000028 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	12707870	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected and Quantified	0.00013 +/- 0.000093 umol/mmol creatinine	Adult (>18 years old)	Female	Stress urinary incontinence	12707870	details

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

FDB023089

KNApSAcK ID

Not Available

Chemspider ID

8461834

KEGG Compound ID

C14606

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

3178

PubChem Compound

10286365

PDB ID

Not Available

ChEBI ID

34350

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1157181

References

Synthesis Reference

Klyne, W.; Ridley, Sheila. Urinary steroids and related compounds. I. 11-Substituted derivatives of androsterone. Journal of the Chemical Society (1956), 4825-8.

Material Safety Data Sheet (MSDS)

Not Available

General References

Akgun S, Ertel NH, Imperato-McGinley J, Sayli BS, Shackleton C: Familial male pseudohermaphroditism due to 5-alpha-reductase deficiency in a Turkish village. Am J Med. 1986 Aug;81(2):267-74. [PubMed:3740084 ]
Pucsok JM, Gyore I, Hollosi I, Soos E, Ali Ghasemi NR, Frenkl R: Urine steroid profile of judo competitors affected by acute physical exercises. J Chromatogr Sci. 2005 Sep;43(8):438-40. [PubMed:16212787 ]
Ball KD, Levell MJ, Pickup ME: The effect of ibuprofen on the excretion of steroid metabolites. Clin Chim Acta. 1982 Sep 1;124(1):23-9. [PubMed:7127837 ]
Norli HR, Esbensen K, Westad F, Birkeland KI, Hemmersbach P: Chemometric evaluation of urinary steroid profiles in doping control. J Steroid Biochem Mol Biol. 1995 Jul;54(1-2):83-8. [PubMed:7632620 ]
Vierhapper H, Nowotny P, Waldhausl W: Stimulation of gonadal steroid synthesis by chronic excess of adrenocorticotropin in patients with adrenocortical insufficiency. J Clin Invest. 1986 Apr;77(4):1063-70. [PubMed:3007576 ]

Showing metabocard for 11-Hydroxyandrosterone (HMDB0002984)

MOL for HMDB0002984 (11-Hydroxyandrosterone)

3D MOL for HMDB0002984 (11-Hydroxyandrosterone)

3D SDF for HMDB0002984 (11-Hydroxyandrosterone)

3D-SDF for HMDB0002984 (11-Hydroxyandrosterone)

PDB for HMDB0002984 (11-Hydroxyandrosterone)

3D PDB for HMDB0002984 (11-Hydroxyandrosterone)

SMILES for HMDB0002984 (11-Hydroxyandrosterone)

INCHI for HMDB0002984 (11-Hydroxyandrosterone)

Structure for HMDB0002984 (11-Hydroxyandrosterone)

3D Structure for HMDB0002984 (11-Hydroxyandrosterone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra