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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-04 18:54:15 UTC

Update Date

2021-09-14 15:40:19 UTC

HMDB ID

HMDB0060710

Secondary Accession Numbers

HMDB60710

Metabolite Identification

Common Name

17-Hydroxymethylethisterone

Description

17-Hydroxymethylethisterone is a metabolite of danazol. Danazol is a derivative of the synthetic steroid ethisterone, a modified testosterone. Also known as 17alpha-ethinyl testosterone. Before becoming available as a generic drug, Danazol was marketed as Danocrine in the United States. It was approved by the U.S. Food and Drug Administration (FDA) as the first drug to specifically treat endometriosis in the early 1970s. Although effective for endometriosis, its use is limited by its masculinizing side-effects. (Wikipedia)

Structure

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


  Mrv0541 07041311542D          

 25 28  0  0  0  0            999 V2000
    1.4440   -2.7799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2561   -2.6347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2049   -3.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0171   -3.0516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1278   -3.3123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  3  0  0  0  0
  6  5  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 14 12  1  0  0  0  0
 14 13  1  6  0  0  0
 15  5  1  0  0  0  0
 15 11  2  0  0  0  0
 16  6  1  6  0  0  0
 17  7  1  1  0  0  0
 17 16  1  0  0  0  0
 18  8  1  1  0  0  0
 18 16  1  0  0  0  0
 19 11  1  0  0  0  0
 19 14  1  0  0  0  0
 20  2  1  1  0  0  0
 20 12  1  0  0  0  0
 20 15  1  0  0  0  0
 20 17  1  0  0  0  0
 21  3  1  1  0  0  0
 21  9  1  0  0  0  0
 21 18  1  0  0  0  0
 22  4  1  0  0  0  0
 22 10  1  0  0  0  0
 22 21  1  0  0  0  0
 23 13  1  0  0  0  0
 24 19  2  0  0  0  0
 25 22  1  0  0  0  0
M  END

HMDB0060710
     RDKit          3D
17-Hydroxymethylethisterone
 55 58  0  0  0  0  0  0  0  0999 V2000
   -4.7159    0.1974    2.7994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3853    0.2323    1.6445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9595    0.2711    0.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7374    1.2591   -0.3769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2731   -1.0290   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0437   -1.2346   -1.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9845   -0.7847   -0.4113 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6355   -0.5745   -0.9617 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0290   -1.8798   -1.4924 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2795   -1.5137   -2.1319 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1769   -0.9586   -1.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3831   -1.4856   -0.9791 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2810   -0.9625    0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2976   -1.6161    0.4204 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9536    0.3661    0.6199 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8182    0.6347    1.8330 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1460    0.6085    1.4180 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4812    0.2622    1.0389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6592    0.1315   -0.2255 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7276    1.4481   -0.9675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2439   -0.1601    0.1993 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2925    0.9699    0.9972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7556    0.8976    1.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5154    0.5518    0.0737 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3447    1.6412   -0.9569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9943    0.1576    3.8319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8940    1.0161   -1.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2711   -1.8464    0.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1985   -0.9716   -1.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0986   -0.6521   -2.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9216   -2.3251   -1.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9338   -1.4648    0.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5916    0.1415   -1.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1934   -2.4873   -0.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6685   -2.3662   -2.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1483   -0.7267   -2.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7316   -2.3784   -2.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7190   -2.2896   -1.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0714    1.1225   -0.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6250    1.6150    2.2649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6709   -0.2055    2.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1926    0.7876    0.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4208   -0.6540    1.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2247    1.1628    1.6036 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6533    1.4648   -1.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8475    1.6321   -1.5903 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8448    2.2776   -0.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2932   -1.0595    0.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2365    0.9507    1.9967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0012    1.9724    0.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0572    1.8613    1.7586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9100    0.1191    2.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3919    2.1615   -0.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1357    2.4120   -0.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5827    1.3003   -1.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  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  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  6
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  6
 24  3  1  0
 24  7  1  0
 21  8  1  0
 19 11  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  1
  8 33  1  6
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 12 38  1  0
 15 39  1  6
 16 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 20 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  1
 22 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
M  END


  Mrv0541 07041311542D          

 25 28  0  0  0  0            999 V2000
    1.4440   -2.7799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2561   -2.6347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2049   -3.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0171   -3.0516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1278   -3.3123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  3  0  0  0  0
  6  5  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 14 12  1  0  0  0  0
 14 13  1  6  0  0  0
 15  5  1  0  0  0  0
 15 11  2  0  0  0  0
 16  6  1  6  0  0  0
 17  7  1  1  0  0  0
 17 16  1  0  0  0  0
 18  8  1  1  0  0  0
 18 16  1  0  0  0  0
 19 11  1  0  0  0  0
 19 14  1  0  0  0  0
 20  2  1  1  0  0  0
 20 12  1  0  0  0  0
 20 15  1  0  0  0  0
 20 17  1  0  0  0  0
 21  3  1  1  0  0  0
 21  9  1  0  0  0  0
 21 18  1  0  0  0  0
 22  4  1  0  0  0  0
 22 10  1  0  0  0  0
 22 21  1  0  0  0  0
 23 13  1  0  0  0  0
 24 19  2  0  0  0  0
 25 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060710

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)[C@H](CO)C[C@]34C)[C@@H]1CCC2(O)C#C

> <INCHI_IDENTIFIER>
InChI=1S/C22H30O3/c1-4-22(25)10-8-18-16-6-5-15-11-19(24)14(13-23)12-20(15,2)17(16)7-9-21(18,22)3/h1,11,14,16-18,23,25H,5-10,12-13H2,2-3H3/t14-,16+,17-,18-,20-,21-,22?/m0/s1

> <INCHI_KEY>
JGJFMZZHCOKXHX-RIONBYPISA-N

> <FORMULA>
C22H30O3

> <MOLECULAR_WEIGHT>
342.4718

> <EXACT_MASS>
342.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
39.58477397536942

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,4S,10R,11S,15S)-14-ethynyl-14-hydroxy-4-(hydroxymethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

> <ALOGPS_LOGP>
2.57

> <JCHEM_LOGP>
2.7794901790000006

> <ALOGPS_LOGS>
-4.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.594931942547007

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.298878544342674

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6635513882265864

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
98.24879999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.52e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,4S,10R,11S,15S)-14-ethynyl-14-hydroxy-4-(hydroxymethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060710
     RDKit          3D
17-Hydroxymethylethisterone
 55 58  0  0  0  0  0  0  0  0999 V2000
   -4.7159    0.1974    2.7994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3853    0.2323    1.6445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9595    0.2711    0.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7374    1.2591   -0.3769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2731   -1.0290   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0437   -1.2346   -1.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9845   -0.7847   -0.4113 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6355   -0.5745   -0.9617 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0290   -1.8798   -1.4924 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2795   -1.5137   -2.1319 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1769   -0.9586   -1.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3831   -1.4856   -0.9791 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2810   -0.9625    0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2976   -1.6161    0.4204 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9536    0.3661    0.6199 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8182    0.6347    1.8330 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1460    0.6085    1.4180 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4812    0.2622    1.0389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6592    0.1315   -0.2255 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7276    1.4481   -0.9675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2439   -0.1601    0.1993 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2925    0.9699    0.9972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7556    0.8976    1.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5154    0.5518    0.0737 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3447    1.6412   -0.9569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9943    0.1576    3.8319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8940    1.0161   -1.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2711   -1.8464    0.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1985   -0.9716   -1.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0986   -0.6521   -2.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9216   -2.3251   -1.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9338   -1.4648    0.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5916    0.1415   -1.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1934   -2.4873   -0.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6685   -2.3662   -2.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1483   -0.7267   -2.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7316   -2.3784   -2.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7190   -2.2896   -1.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0714    1.1225   -0.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6250    1.6150    2.2649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6709   -0.2055    2.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1926    0.7876    0.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4208   -0.6540    1.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2247    1.1628    1.6036 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6533    1.4648   -1.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8475    1.6321   -1.5903 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8448    2.2776   -0.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2932   -1.0595    0.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2365    0.9507    1.9967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0012    1.9724    0.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0572    1.8613    1.7586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9100    0.1191    2.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3919    2.1615   -0.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1357    2.4120   -0.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5827    1.3003   -1.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  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  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  6
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  6
 24  3  1  0
 24  7  1  0
 21  8  1  0
 19 11  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  1
  8 33  1  6
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 12 38  1  0
 15 39  1  6
 16 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 20 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  1
 22 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
M  END

HEADER    PROTEIN                                 04-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JUL-13         0                                  
HETATM    1  C   UNK     0       2.695  -5.189   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.291  -5.332   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.595  -6.083   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.211  -4.918   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.345  -1.258   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.829  -1.529   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.775  -5.603   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.574  -2.303   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.259  -5.874   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.299  -3.168   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.854  -2.164   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.807  -5.061   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.316  -5.968   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.323  -4.790   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.338  -2.435   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.306  -2.978   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.299  -4.155   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.790  -3.249   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.846  -3.342   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.815  -3.884   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.267  -4.697   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.727  -4.647   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      16.832  -5.696   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      16.362  -3.071   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.839  -6.183   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2   20                                                            
CONECT    3   21                                                            
CONECT    4    1   22                                                       
CONECT    5    6   15                                                       
CONECT    6    5   16                                                       
CONECT    7    9   17                                                       
CONECT    8   10   18                                                       
CONECT    9    7   21                                                       
CONECT   10    8   22                                                       
CONECT   11   15   19                                                       
CONECT   12   14   20                                                       
CONECT   13   14   23                                                       
CONECT   14   12   13   19                                                  
CONECT   15    5   11   20                                                  
CONECT   16    6   17   18                                                  
CONECT   17    7   16   20                                                  
CONECT   18    8   16   21                                                  
CONECT   19   11   14   24                                                  
CONECT   20    2   12   15   17                                             
CONECT   21    3    9   18   22                                             
CONECT   22    4   10   21   25                                             
CONECT   23   13                                                            
CONECT   24   19                                                            
CONECT   25   22                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0060710
HETATM    1  C1  UNL     1      -4.716   0.197   2.799  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.385   0.232   1.645  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.960   0.271   0.249  1.00  0.00           C  
HETATM    4  O1  UNL     1      -4.737   1.259  -0.377  1.00  0.00           O  
HETATM    5  C4  UNL     1      -4.273  -1.029  -0.467  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.044  -1.235  -1.335  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.985  -0.785  -0.411  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.636  -0.574  -0.962  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.029  -1.880  -1.492  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.279  -1.514  -2.132  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.177  -0.959  -1.077  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.383  -1.486  -0.979  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.281  -0.963   0.043  1.00  0.00           C  
HETATM   14  O2  UNL     1       5.298  -1.616   0.420  1.00  0.00           O  
HETATM   15  C13 UNL     1       3.954   0.366   0.620  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.818   0.635   1.833  1.00  0.00           C  
HETATM   17  O3  UNL     1       6.146   0.608   1.418  1.00  0.00           O  
HETATM   18  C15 UNL     1       2.481   0.262   1.039  1.00  0.00           C  
HETATM   19  C16 UNL     1       1.659   0.131  -0.226  1.00  0.00           C  
HETATM   20  C17 UNL     1       1.728   1.448  -0.968  1.00  0.00           C  
HETATM   21  C18 UNL     1       0.244  -0.160   0.199  1.00  0.00           C  
HETATM   22  C19 UNL     1      -0.293   0.970   0.997  1.00  0.00           C  
HETATM   23  C20 UNL     1      -1.756   0.898   1.301  1.00  0.00           C  
HETATM   24  C21 UNL     1      -2.515   0.552   0.074  1.00  0.00           C  
HETATM   25  C22 UNL     1      -2.345   1.641  -0.957  1.00  0.00           C  
HETATM   26  H1  UNL     1      -4.994   0.158   3.832  1.00  0.00           H  
HETATM   27  H2  UNL     1      -4.894   1.016  -1.324  1.00  0.00           H  
HETATM   28  H3  UNL     1      -4.271  -1.846   0.281  1.00  0.00           H  
HETATM   29  H4  UNL     1      -5.199  -0.972  -1.056  1.00  0.00           H  
HETATM   30  H5  UNL     1      -3.099  -0.652  -2.274  1.00  0.00           H  
HETATM   31  H6  UNL     1      -2.922  -2.325  -1.529  1.00  0.00           H  
HETATM   32  H7  UNL     1      -1.934  -1.465   0.452  1.00  0.00           H  
HETATM   33  H8  UNL     1      -0.592   0.141  -1.801  1.00  0.00           H  
HETATM   34  H9  UNL     1       0.193  -2.487  -0.597  1.00  0.00           H  
HETATM   35  H10 UNL     1      -0.669  -2.366  -2.228  1.00  0.00           H  
HETATM   36  H11 UNL     1       1.148  -0.727  -2.924  1.00  0.00           H  
HETATM   37  H12 UNL     1       1.732  -2.378  -2.657  1.00  0.00           H  
HETATM   38  H13 UNL     1       3.719  -2.290  -1.633  1.00  0.00           H  
HETATM   39  H14 UNL     1       4.071   1.122  -0.174  1.00  0.00           H  
HETATM   40  H15 UNL     1       4.625   1.615   2.265  1.00  0.00           H  
HETATM   41  H16 UNL     1       4.671  -0.206   2.535  1.00  0.00           H  
HETATM   42  H17 UNL     1       6.193   0.788   0.463  1.00  0.00           H  
HETATM   43  H18 UNL     1       2.421  -0.654   1.663  1.00  0.00           H  
HETATM   44  H19 UNL     1       2.225   1.163   1.604  1.00  0.00           H  
HETATM   45  H20 UNL     1       2.653   1.465  -1.600  1.00  0.00           H  
HETATM   46  H21 UNL     1       0.847   1.632  -1.590  1.00  0.00           H  
HETATM   47  H22 UNL     1       1.845   2.278  -0.249  1.00  0.00           H  
HETATM   48  H23 UNL     1       0.293  -1.059   0.878  1.00  0.00           H  
HETATM   49  H24 UNL     1       0.236   0.951   1.997  1.00  0.00           H  
HETATM   50  H25 UNL     1       0.001   1.972   0.569  1.00  0.00           H  
HETATM   51  H26 UNL     1      -2.057   1.861   1.759  1.00  0.00           H  
HETATM   52  H27 UNL     1      -1.910   0.119   2.077  1.00  0.00           H  
HETATM   53  H28 UNL     1      -1.392   2.162  -0.909  1.00  0.00           H  
HETATM   54  H29 UNL     1      -3.136   2.412  -0.719  1.00  0.00           H  
HETATM   55  H30 UNL     1      -2.583   1.300  -1.984  1.00  0.00           H  
CONECT    1    2    2    2   26
CONECT    2    3
CONECT    3    4    5   24
CONECT    4   27
CONECT    5    6   28   29
CONECT    6    7   30   31
CONECT    7    8   24   32
CONECT    8    9   21   33
CONECT    9   10   34   35
CONECT   10   11   36   37
CONECT   11   12   12   19
CONECT   12   13   38
CONECT   13   14   14   15
CONECT   15   16   18   39
CONECT   16   17   40   41
CONECT   17   42
CONECT   18   19   43   44
CONECT   19   20   21
CONECT   20   45   46   47
CONECT   21   22   48
CONECT   22   23   49   50
CONECT   23   24   51   52
CONECT   24   25
CONECT   25   53   54   55
END

HMDB0060710
     RDKit          3D
17-Hydroxymethylethisterone
 55 58  0  0  0  0  0  0  0  0999 V2000
   -4.7159    0.1974    2.7994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3853    0.2323    1.6445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9595    0.2711    0.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7374    1.2591   -0.3769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2731   -1.0290   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0437   -1.2346   -1.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9845   -0.7847   -0.4113 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6355   -0.5745   -0.9617 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0290   -1.8798   -1.4924 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2795   -1.5137   -2.1319 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1769   -0.9586   -1.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3831   -1.4856   -0.9791 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2810   -0.9625    0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2976   -1.6161    0.4204 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9536    0.3661    0.6199 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8182    0.6347    1.8330 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1460    0.6085    1.4180 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4812    0.2622    1.0389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6592    0.1315   -0.2255 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7276    1.4481   -0.9675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2439   -0.1601    0.1993 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2925    0.9699    0.9972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7556    0.8976    1.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5154    0.5518    0.0737 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3447    1.6412   -0.9569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9943    0.1576    3.8319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8940    1.0161   -1.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2711   -1.8464    0.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1985   -0.9716   -1.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0986   -0.6521   -2.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9216   -2.3251   -1.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9338   -1.4648    0.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5916    0.1415   -1.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1934   -2.4873   -0.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6685   -2.3662   -2.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1483   -0.7267   -2.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7316   -2.3784   -2.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7190   -2.2896   -1.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0714    1.1225   -0.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6250    1.6150    2.2649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6709   -0.2055    2.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1926    0.7876    0.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4208   -0.6540    1.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2247    1.1628    1.6036 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6533    1.4648   -1.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8475    1.6321   -1.5903 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8448    2.2776   -0.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2932   -1.0595    0.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2365    0.9507    1.9967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0012    1.9724    0.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0572    1.8613    1.7586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9100    0.1191    2.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3919    2.1615   -0.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1357    2.4120   -0.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5827    1.3003   -1.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  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  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  6
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  6
 24  3  1  0
 24  7  1  0
 21  8  1  0
 19 11  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  1
  8 33  1  6
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 12 38  1  0
 15 39  1  6
 16 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 20 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  1
 22 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₂H₃₀O₃

Average Molecular Weight

342.4718

Monoisotopic Molecular Weight

342.219494826

IUPAC Name

(1S,2R,4S,10R,11S,15S)-14-ethynyl-14-hydroxy-4-(hydroxymethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

Traditional Name

(1S,2R,4S,10R,11S,15S)-14-ethynyl-14-hydroxy-4-(hydroxymethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

CAS Registry Number

Not Available

SMILES

C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)[C@H](CO)C[C@]34C)[C@@H]1CCC2(O)C#C

InChI Identifier

InChI=1S/C22H30O3/c1-4-22(25)10-8-18-16-6-5-15-11-19(24)14(13-23)12-20(15,2)17(16)7-9-21(18,22)3/h1,11,14,16-18,23,25H,5-10,12-13H2,2-3H3/t14-,16+,17-,18-,20-,21-,22?/m0/s1

InChI Key

JGJFMZZHCOKXHX-RIONBYPISA-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
Hydroxysteroid
Oxosteroid
Delta-4-steroid
Cyclohexenone
Ynone
Cyclic alcohol
Tertiary alcohol
Cyclic ketone
Ketone
Acetylide
Primary alcohol
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Alcohol
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0060710)
Membrane (HMDB: HMDB0060710)

Organ

Kidney (HMDB: HMDB0060710)
Liver (HMDB: HMDB0060710)

Biofluid or Excreta

Non-excretory biofluid

Blood (HMDB: HMDB0060710)

Excreta

Urine (HMDB: HMDB0060710)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0095 g/L	ALOGPS
logP	2.57	ALOGPS
logP	2.78	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	15.3	ChemAxon
pKa (Strongest Basic)	-1.7	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	1	ChemAxon
Refractivity	98.25 m³·mol⁻¹	ChemAxon
Polarizability	39.58 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]+	180.082	31661259
DarkChem	[M-H]-	177.346	31661259
DeepCCS	[M-2H]-	222.544	30932474
DeepCCS	[M+Na]+	197.989	30932474
AllCCS	[M+H]+	185.1	32859911
AllCCS	[M+H-H2O]+	182.3	32859911
AllCCS	[M+NH4]+	187.7	32859911
AllCCS	[M+Na]+	188.5	32859911
AllCCS	[M-H]-	190.6	32859911
AllCCS	[M+Na-2H]-	190.9	32859911
AllCCS	[M+HCOO]-	191.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
17-Hydroxymethylethisterone	C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)[C@H](CO)C[C@]34C)[C@@H]1CCC2(O)C#C	3435.0	Standard polar	33892256
17-Hydroxymethylethisterone	C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)[C@H](CO)C[C@]34C)[C@@H]1CCC2(O)C#C	2989.2	Standard non polar	33892256
17-Hydroxymethylethisterone	C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)[C@H](CO)C[C@]34C)[C@@H]1CCC2(O)C#C	3142.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
17-Hydroxymethylethisterone,1TMS,isomer #1	C#CC1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)[C@H](CO[Si](C)(C)C)C[C@]4(C)[C@H]3CC[C@@]21C	3028.7	Semi standard non polar	33892256
17-Hydroxymethylethisterone,1TMS,isomer #2	C#CC1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)[C@H](CO)C[C@]4(C)[C@H]3CC[C@@]21C	3084.1	Semi standard non polar	33892256
17-Hydroxymethylethisterone,1TMS,isomer #3	C#CC1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=C(CO)C[C@]4(C)[C@H]3CC[C@@]21C	3036.7	Semi standard non polar	33892256
17-Hydroxymethylethisterone,2TMS,isomer #1	C#CC1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)[C@H](CO[Si](C)(C)C)C[C@]4(C)[C@H]3CC[C@@]21C	3082.5	Semi standard non polar	33892256
17-Hydroxymethylethisterone,2TMS,isomer #2	C#CC1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=C(CO[Si](C)(C)C)C[C@]4(C)[C@H]3CC[C@@]21C	3078.1	Semi standard non polar	33892256
17-Hydroxymethylethisterone,2TMS,isomer #3	C#CC1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=C(CO)C[C@]4(C)[C@H]3CC[C@@]21C	3116.3	Semi standard non polar	33892256
17-Hydroxymethylethisterone,3TMS,isomer #1	C#CC1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=C(CO[Si](C)(C)C)C[C@]4(C)[C@H]3CC[C@@]21C	3069.7	Semi standard non polar	33892256
17-Hydroxymethylethisterone,3TMS,isomer #1	C#CC1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=C(CO[Si](C)(C)C)C[C@]4(C)[C@H]3CC[C@@]21C	3092.3	Standard non polar	33892256
17-Hydroxymethylethisterone,3TMS,isomer #1	C#CC1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=C(CO[Si](C)(C)C)C[C@]4(C)[C@H]3CC[C@@]21C	3338.3	Standard polar	33892256
17-Hydroxymethylethisterone,1TBDMS,isomer #1	C#CC1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)[C@H](CO[Si](C)(C)C(C)(C)C)C[C@]4(C)[C@H]3CC[C@@]21C	3319.6	Semi standard non polar	33892256
17-Hydroxymethylethisterone,1TBDMS,isomer #2	C#CC1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)[C@H](CO)C[C@]4(C)[C@H]3CC[C@@]21C	3347.0	Semi standard non polar	33892256
17-Hydroxymethylethisterone,1TBDMS,isomer #3	C#CC1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=C(CO)C[C@]4(C)[C@H]3CC[C@@]21C	3282.3	Semi standard non polar	33892256
17-Hydroxymethylethisterone,2TBDMS,isomer #1	C#CC1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)[C@H](CO[Si](C)(C)C(C)(C)C)C[C@]4(C)[C@H]3CC[C@@]21C	3592.5	Semi standard non polar	33892256
17-Hydroxymethylethisterone,2TBDMS,isomer #2	C#CC1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=C(CO[Si](C)(C)C(C)(C)C)C[C@]4(C)[C@H]3CC[C@@]21C	3559.2	Semi standard non polar	33892256
17-Hydroxymethylethisterone,2TBDMS,isomer #3	C#CC1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=C(CO)C[C@]4(C)[C@H]3CC[C@@]21C	3589.0	Semi standard non polar	33892256
17-Hydroxymethylethisterone,3TBDMS,isomer #1	C#CC1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=C(CO[Si](C)(C)C(C)(C)C)C[C@]4(C)[C@H]3CC[C@@]21C	3803.0	Semi standard non polar	33892256
17-Hydroxymethylethisterone,3TBDMS,isomer #1	C#CC1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=C(CO[Si](C)(C)C(C)(C)C)C[C@]4(C)[C@H]3CC[C@@]21C	3768.1	Standard non polar	33892256
17-Hydroxymethylethisterone,3TBDMS,isomer #1	C#CC1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=C(CO[Si](C)(C)C(C)(C)C)C[C@]4(C)[C@H]3CC[C@@]21C	3583.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 17-Hydroxymethylethisterone GC-MS (Non-derivatized) - 70eV, Positive	splash10-03fr-0297000000-ace1779e223fc38113bc	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 17-Hydroxymethylethisterone GC-MS (2 TMS) - 70eV, Positive	splash10-05fr-1137900000-b85219c64faafb590834	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 17-Hydroxymethylethisterone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 17-Hydroxymethylethisterone 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 - 17-Hydroxymethylethisterone 10V, Positive-QTOF	splash10-004l-0009000000-c502e87a9fcbf8856016	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Hydroxymethylethisterone 20V, Positive-QTOF	splash10-056r-0297000000-e47b4a2bf2e756504d7b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Hydroxymethylethisterone 40V, Positive-QTOF	splash10-0l70-0390000000-26a3f5a1fbe5f84a50be	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Hydroxymethylethisterone 10V, Negative-QTOF	splash10-0006-0009000000-77073ca59d3ff6e0f62e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Hydroxymethylethisterone 20V, Negative-QTOF	splash10-01ox-0019000000-d5300a70e83099975bf1	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Hydroxymethylethisterone 40V, Negative-QTOF	splash10-0bua-0092000000-5e497f10679705a5e826	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Hydroxymethylethisterone 10V, Positive-QTOF	splash10-002e-0059000000-dc941965d6dca562375d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Hydroxymethylethisterone 20V, Positive-QTOF	splash10-0002-0593000000-784047d7c0b97e2c5dc1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Hydroxymethylethisterone 40V, Positive-QTOF	splash10-0kmi-0690000000-2dbd0b359a75ce0d0c9c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Hydroxymethylethisterone 10V, Negative-QTOF	splash10-0006-0009000000-66f44a17f5da0854e7b5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Hydroxymethylethisterone 20V, Negative-QTOF	splash10-00di-0009000000-fdab05490fa4e62f16ff	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Hydroxymethylethisterone 40V, Negative-QTOF	splash10-06rm-0094000000-b3ecc243377b51c7115c	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

160654

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for 17-Hydroxymethylethisterone (HMDB0060710)

MOL for HMDB0060710 (17-Hydroxymethylethisterone)

3D MOL for HMDB0060710 (17-Hydroxymethylethisterone)

3D SDF for HMDB0060710 (17-Hydroxymethylethisterone)

3D-SDF for HMDB0060710 (17-Hydroxymethylethisterone)

PDB for HMDB0060710 (17-Hydroxymethylethisterone)

3D PDB for HMDB0060710 (17-Hydroxymethylethisterone)

SMILES for HMDB0060710 (17-Hydroxymethylethisterone)

INCHI for HMDB0060710 (17-Hydroxymethylethisterone)

Structure for HMDB0060710 (17-Hydroxymethylethisterone)

3D Structure for HMDB0060710 (17-Hydroxymethylethisterone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra