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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2007-04-12 20:18:38 UTC

Update Date

2021-09-14 15:40:10 UTC

HMDB ID

HMDB0006012

Secondary Accession Numbers

HMDB06012

Metabolite Identification

Common Name

Epimetendiol

Description

Epimetendiol is one of the major urinary metabolites of the anabolic androgenic compound metandienone. Anabolic-androgenic steroids such as metandienone are some of the most frequently detected drugs in amateur and professional sports. Doping control laboratories have developed numerous assays enabling the determination of administered drugs and/or their metabolic products that allow retrospectives with respect to pharmacokinetics and excretion profiles of steroids and their metabolites. Metandienone misuse can be detected by high resolution mass spectrometry for a prolonged period after stopping the intake of metandienone. Androgenic anabolic steroids are defined as natural, synthetic or semi-synthetic drugs chemicals derived from testosterone, used with the aim to improve physical performance by increasing both muscle strength and mass. Despite their reported toxicological effects on the cardiovascular, hepatic and neuro-endocrine systems, the AAS have been extensively used in sports activities. The use of anabolic steroids was banned by the International Olympic Committee for the first time at the Olympic Games in Montreal in 1976. Androgenic anabolic steroids (AAS) are defined as natural, synthetic or semi-synthetic drugs chemicals derived from testosterone, used with the aim to improve physical performance by increasing both muscle strength and mass. Despite their reported toxicological effects on the cardiovascular, hepatic and neuro-endocrine systems, the AAS have been extensively used in sports activities. (PMID: 16804957 , 10595716 , 10506840 , 1089834 , 14085300 , 14141174 , 3279830 , 4231505 , 4361633 , 4592844 , 4612989 , 4896687 , 4907221 , 4942579 , 6394898 ).

Structure

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


  Mrv0541 02231220322D          

 26 29  0  0  1  0            999 V2000
    9.5024  -10.8741    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9220  -10.9039    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5184   -9.6814    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2064  -12.0569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1747   -9.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2737   -8.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8715   -8.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8892  -11.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6037  -11.3453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7457  -10.5203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8892   -9.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1027  -10.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4602  -10.1078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6037   -8.8703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5877   -9.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4602  -11.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1747  -11.3453    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7457  -11.3453    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6037  -10.5203    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8892  -10.1078    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.3181  -10.1078    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1747  -10.5203    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3181   -9.2828    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.1027   -9.0278    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0313  -11.7578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7755   -8.6348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 22  5  1  1  0  0  0
 23  6  1  1  0  0  0
 24  7  1  1  0  0  0
  8 17  1  0  0  0  0
  8  9  1  0  0  0  0
  9 19  1  0  0  0  0
 10 13  2  0  0  0  0
 10 18  1  0  0  0  0
 11 20  1  0  0  0  0
 11 14  1  0  0  0  0
 12 21  1  0  0  0  0
 12 15  1  0  0  0  0
 13 22  1  0  0  0  0
 14 23  1  0  0  0  0
 15 24  1  0  0  0  0
 16 18  1  0  0  0  0
 16 17  1  0  0  0  0
 17 22  1  0  0  0  0
 18 25  1  6  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 26  1  6  0  0  0
 17  4  1  1  0  0  0
 19  3  1  1  0  0  0
 20  2  1  6  0  0  0
 21  1  1  6  0  0  0
M  END

HMDB0006012
     RDKit          3D
Epimetendiol
 57 60  0  0  0  0  0  0  0  0999 V2000
    2.4511   -1.4741   -0.2404 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3787   -0.1242    0.3957 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8430   -0.2115    1.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4349   -0.7823    1.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4466    0.0301    0.7946 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1347    0.4354   -0.5161 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7072    1.6284   -0.9955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1036    1.4743   -0.4948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5570    0.0074   -0.5105 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3285   -0.4750   -1.9311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0341   -0.0400   -0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4293    0.3892    1.0993 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4564    1.7658    1.2838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6214   -0.3380    2.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4414   -0.8221    1.8021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7535   -0.7209    0.5055 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4386   -2.1481    0.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5674    0.8850   -0.4153 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3318    0.8458   -1.7010 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7956    0.7313   -1.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7373    0.5196    0.2711 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8543   -0.3474    0.7550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7807    1.7747    0.8547 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7019   -1.6684   -1.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3292   -2.2404    0.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4368   -1.6813   -0.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8656    0.7149    2.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4352   -0.9908    2.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5263   -1.8407    1.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0270   -0.7231    2.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7531    0.9563    1.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1033   -0.3993   -1.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2640    2.5065   -0.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5885    1.8344   -2.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2877    1.9603    0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7804    1.9808   -1.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7686    0.2579   -2.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3086   -0.5851   -2.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8832   -1.4890   -1.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5312    0.6239   -1.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3865   -1.0713   -0.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4989    0.0427    1.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1920    2.1083    0.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0415   -0.4774    3.1033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8706   -1.3751    2.5932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5845   -2.2147   -0.5903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3860   -2.5631   -0.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2444   -2.7398    0.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6871    1.8645    0.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1834    1.7527   -2.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0519   -0.0826   -2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2765    1.6773   -1.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3021   -0.1202   -1.7508 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2377   -1.0418    0.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7073    0.3349    1.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5446   -0.8214    1.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9618    2.5066    0.2278 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
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  6
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  6
  6 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  1
 18  2  1  0
 21  2  1  0
 16  5  1  0
 16  9  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  1
  6 32  1  6
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
 10 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  1
 13 43  1  0
 14 44  1  0
 15 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  1
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 22 54  1  0
 22 55  1  0
 22 56  1  0
 23 57  1  0
M  END


  Mrv0541 02231220322D          

 26 29  0  0  1  0            999 V2000
    9.5024  -10.8741    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9220  -10.9039    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5184   -9.6814    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2064  -12.0569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1747   -9.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2737   -8.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8715   -8.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8892  -11.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6037  -11.3453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7457  -10.5203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8892   -9.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1027  -10.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4602  -10.1078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6037   -8.8703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5877   -9.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4602  -11.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1747  -11.3453    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7457  -11.3453    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6037  -10.5203    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8892  -10.1078    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.3181  -10.1078    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1747  -10.5203    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3181   -9.2828    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.1027   -9.0278    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0313  -11.7578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7755   -8.6348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 22  5  1  1  0  0  0
 23  6  1  1  0  0  0
 24  7  1  1  0  0  0
  8 17  1  0  0  0  0
  8  9  1  0  0  0  0
  9 19  1  0  0  0  0
 10 13  2  0  0  0  0
 10 18  1  0  0  0  0
 11 20  1  0  0  0  0
 11 14  1  0  0  0  0
 12 21  1  0  0  0  0
 12 15  1  0  0  0  0
 13 22  1  0  0  0  0
 14 23  1  0  0  0  0
 15 24  1  0  0  0  0
 16 18  1  0  0  0  0
 16 17  1  0  0  0  0
 17 22  1  0  0  0  0
 18 25  1  6  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 26  1  6  0  0  0
 17  4  1  1  0  0  0
 19  3  1  1  0  0  0
 20  2  1  6  0  0  0
 21  1  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0006012

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H34O2/c1-18-9-6-15-16(19(18,2)10-5-14(22)13-18)7-11-20(3)17(15)8-12-21(20,4)23/h5,10,14-17,22-23H,6-9,11-13H2,1-4H3/t14-,15-,16+,17+,18-,19-,20+,21-/m1/s1

> <INCHI_KEY>
NZDUEHZAWOAARB-BWTDTTKRSA-N

> <FORMULA>
C21H34O2

> <MOLECULAR_WEIGHT>
318.4935

> <EXACT_MASS>
318.255880332

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
38.02681019753757

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,5S,7R,10R,11S,14R,15S)-2,7,14,15-tetramethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-3-ene-5,14-diol

> <ALOGPS_LOGP>
4.20

> <JCHEM_LOGP>
3.5783664226666665

> <ALOGPS_LOGS>
-5.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.82449480141571

> <JCHEM_PKA_STRONGEST_BASIC>
-0.489789976974511

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
94.70709999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.02e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,7R,10R,11S,14R,15S)-2,7,14,15-tetramethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-3-ene-5,14-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006012
     RDKit          3D
Epimetendiol
 57 60  0  0  0  0  0  0  0  0999 V2000
    2.4511   -1.4741   -0.2404 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3787   -0.1242    0.3957 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8430   -0.2115    1.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4349   -0.7823    1.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4466    0.0301    0.7946 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1347    0.4354   -0.5161 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7072    1.6284   -0.9955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1036    1.4743   -0.4948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5570    0.0074   -0.5105 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3285   -0.4750   -1.9311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0341   -0.0400   -0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4293    0.3892    1.0993 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4564    1.7658    1.2838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6214   -0.3380    2.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4414   -0.8221    1.8021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7535   -0.7209    0.5055 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4386   -2.1481    0.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5674    0.8850   -0.4153 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3318    0.8458   -1.7010 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7956    0.7313   -1.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7373    0.5196    0.2711 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8543   -0.3474    0.7550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7807    1.7747    0.8547 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7019   -1.6684   -1.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3292   -2.2404    0.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4368   -1.6813   -0.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8656    0.7149    2.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4352   -0.9908    2.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5263   -1.8407    1.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0270   -0.7231    2.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7531    0.9563    1.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1033   -0.3993   -1.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2640    2.5065   -0.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5885    1.8344   -2.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2877    1.9603    0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7804    1.9808   -1.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7686    0.2579   -2.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3086   -0.5851   -2.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8832   -1.4890   -1.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5312    0.6239   -1.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3865   -1.0713   -0.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4989    0.0427    1.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1920    2.1083    0.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0415   -0.4774    3.1033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8706   -1.3751    2.5932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5845   -2.2147   -0.5903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3860   -2.5631   -0.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2444   -2.7398    0.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6871    1.8645    0.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1834    1.7527   -2.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0519   -0.0826   -2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2765    1.6773   -1.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3021   -0.1202   -1.7508 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2377   -1.0418    0.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7073    0.3349    1.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5446   -0.8214    1.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9618    2.5066    0.2278 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
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  6
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  6
  6 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  1
 18  2  1  0
 21  2  1  0
 16  5  1  0
 16  9  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  1
  6 32  1  6
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
 10 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  1
 13 43  1  0
 14 44  1  0
 15 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  1
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 22 54  1  0
 22 55  1  0
 22 56  1  0
 23 57  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  H   UNK     0      17.738 -20.298   0.000  0.00  0.00           H+0
HETATM    2  H   UNK     0      14.788 -20.354   0.000  0.00  0.00           H+0
HETATM    3  H   UNK     0      15.901 -18.072   0.000  0.00  0.00           H+0
HETATM    4  C   UNK     0      13.452 -22.506   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.393 -18.098   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.311 -15.812   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.427 -15.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.727 -21.948   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.060 -21.178   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.725 -19.638   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.727 -17.328   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.858 -19.344   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.059 -18.868   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.060 -16.558   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      19.764 -18.098   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.059 -21.948   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.393 -21.178   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.725 -21.178   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      16.060 -19.638   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.727 -18.868   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.394 -18.868   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.393 -19.638   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      17.394 -17.328   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      18.858 -16.852   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.392 -21.948   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      20.114 -16.118   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2   20                                                            
CONECT    3   19                                                            
CONECT    4   17                                                            
CONECT    5   22                                                            
CONECT    6   23                                                            
CONECT    7   24                                                            
CONECT    8   17    9                                                       
CONECT    9    8   19                                                       
CONECT   10   13   18                                                       
CONECT   11   20   14                                                       
CONECT   12   21   15                                                       
CONECT   13   10   22                                                       
CONECT   14   11   23                                                       
CONECT   15   12   24                                                       
CONECT   16   18   17                                                       
CONECT   17    8   16   22    4                                             
CONECT   18   10   16   25                                                  
CONECT   19    9   20   21    3                                             
CONECT   20   11   19   22    2                                             
CONECT   21   12   19   23    1                                             
CONECT   22    5   13   17   20                                             
CONECT   23    6   14   21   24                                             
CONECT   24    7   15   23   26                                             
CONECT   25   18                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

COMPND    HMDB0006012
HETATM    1  C1  UNL     1       2.451  -1.474  -0.240  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.379  -0.124   0.396  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.843  -0.212   1.762  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.435  -0.782   1.663  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.447   0.030   0.795  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.135   0.435  -0.516  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.707   1.628  -0.996  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.104   1.474  -0.495  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.557   0.007  -0.511  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.328  -0.475  -1.931  1.00  0.00           C  
HETATM   11  C11 UNL     1      -4.034  -0.040  -0.268  1.00  0.00           C  
HETATM   12  C12 UNL     1      -4.429   0.389   1.099  1.00  0.00           C  
HETATM   13  O1  UNL     1      -4.456   1.766   1.284  1.00  0.00           O  
HETATM   14  C13 UNL     1      -3.621  -0.338   2.081  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.441  -0.822   1.802  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.753  -0.721   0.505  1.00  0.00           C  
HETATM   17  C16 UNL     1      -1.439  -2.148   0.079  1.00  0.00           C  
HETATM   18  C17 UNL     1       1.567   0.885  -0.415  1.00  0.00           C  
HETATM   19  C18 UNL     1       2.332   0.846  -1.701  1.00  0.00           C  
HETATM   20  C19 UNL     1       3.796   0.731  -1.250  1.00  0.00           C  
HETATM   21  C20 UNL     1       3.737   0.520   0.271  1.00  0.00           C  
HETATM   22  C21 UNL     1       4.854  -0.347   0.755  1.00  0.00           C  
HETATM   23  O2  UNL     1       3.781   1.775   0.855  1.00  0.00           O  
HETATM   24  H1  UNL     1       1.702  -1.668  -1.010  1.00  0.00           H  
HETATM   25  H2  UNL     1       2.329  -2.240   0.553  1.00  0.00           H  
HETATM   26  H3  UNL     1       3.437  -1.681  -0.713  1.00  0.00           H  
HETATM   27  H4  UNL     1       1.866   0.715   2.347  1.00  0.00           H  
HETATM   28  H5  UNL     1       2.435  -0.991   2.325  1.00  0.00           H  
HETATM   29  H6  UNL     1       0.526  -1.841   1.403  1.00  0.00           H  
HETATM   30  H7  UNL     1       0.027  -0.723   2.712  1.00  0.00           H  
HETATM   31  H8  UNL     1      -0.753   0.956   1.352  1.00  0.00           H  
HETATM   32  H9  UNL     1       0.103  -0.399  -1.215  1.00  0.00           H  
HETATM   33  H10 UNL     1      -0.264   2.506  -0.438  1.00  0.00           H  
HETATM   34  H11 UNL     1      -0.588   1.834  -2.055  1.00  0.00           H  
HETATM   35  H12 UNL     1      -2.288   1.960   0.465  1.00  0.00           H  
HETATM   36  H13 UNL     1      -2.780   1.981  -1.239  1.00  0.00           H  
HETATM   37  H14 UNL     1      -1.769   0.258  -2.554  1.00  0.00           H  
HETATM   38  H15 UNL     1      -3.309  -0.585  -2.485  1.00  0.00           H  
HETATM   39  H16 UNL     1      -1.883  -1.489  -1.983  1.00  0.00           H  
HETATM   40  H17 UNL     1      -4.531   0.624  -1.011  1.00  0.00           H  
HETATM   41  H18 UNL     1      -4.387  -1.071  -0.474  1.00  0.00           H  
HETATM   42  H19 UNL     1      -5.499   0.043   1.239  1.00  0.00           H  
HETATM   43  H20 UNL     1      -5.192   2.108   0.693  1.00  0.00           H  
HETATM   44  H21 UNL     1      -4.041  -0.477   3.103  1.00  0.00           H  
HETATM   45  H22 UNL     1      -1.871  -1.375   2.593  1.00  0.00           H  
HETATM   46  H23 UNL     1      -0.585  -2.215  -0.590  1.00  0.00           H  
HETATM   47  H24 UNL     1      -2.386  -2.563  -0.332  1.00  0.00           H  
HETATM   48  H25 UNL     1      -1.244  -2.740   0.996  1.00  0.00           H  
HETATM   49  H26 UNL     1       1.687   1.865   0.056  1.00  0.00           H  
HETATM   50  H27 UNL     1       2.183   1.753  -2.324  1.00  0.00           H  
HETATM   51  H28 UNL     1       2.052  -0.083  -2.240  1.00  0.00           H  
HETATM   52  H29 UNL     1       4.277   1.677  -1.494  1.00  0.00           H  
HETATM   53  H30 UNL     1       4.302  -0.120  -1.751  1.00  0.00           H  
HETATM   54  H31 UNL     1       5.238  -1.042   0.006  1.00  0.00           H  
HETATM   55  H32 UNL     1       5.707   0.335   1.026  1.00  0.00           H  
HETATM   56  H33 UNL     1       4.545  -0.821   1.707  1.00  0.00           H  
HETATM   57  H34 UNL     1       3.962   2.507   0.228  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   18   21
CONECT    3    4   27   28
CONECT    4    5   29   30
CONECT    5    6   16   31
CONECT    6    7   18   32
CONECT    7    8   33   34
CONECT    8    9   35   36
CONECT    9   10   11   16
CONECT   10   37   38   39
CONECT   11   12   40   41
CONECT   12   13   14   42
CONECT   13   43
CONECT   14   15   15   44
CONECT   15   16   45
CONECT   16   17
CONECT   17   46   47   48
CONECT   18   19   49
CONECT   19   20   50   51
CONECT   20   21   52   53
CONECT   21   22   23
CONECT   22   54   55   56
CONECT   23   57
END

HMDB0006012
     RDKit          3D
Epimetendiol
 57 60  0  0  0  0  0  0  0  0999 V2000
    2.4511   -1.4741   -0.2404 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3787   -0.1242    0.3957 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8430   -0.2115    1.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4349   -0.7823    1.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4466    0.0301    0.7946 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1347    0.4354   -0.5161 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7072    1.6284   -0.9955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1036    1.4743   -0.4948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5570    0.0074   -0.5105 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3285   -0.4750   -1.9311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0341   -0.0400   -0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4293    0.3892    1.0993 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4564    1.7658    1.2838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6214   -0.3380    2.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4414   -0.8221    1.8021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7535   -0.7209    0.5055 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4386   -2.1481    0.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5674    0.8850   -0.4153 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3318    0.8458   -1.7010 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7956    0.7313   -1.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7373    0.5196    0.2711 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8543   -0.3474    0.7550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7807    1.7747    0.8547 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7019   -1.6684   -1.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3292   -2.2404    0.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4368   -1.6813   -0.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8656    0.7149    2.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4352   -0.9908    2.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5263   -1.8407    1.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0270   -0.7231    2.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7531    0.9563    1.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1033   -0.3993   -1.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2640    2.5065   -0.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5885    1.8344   -2.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2877    1.9603    0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7804    1.9808   -1.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7686    0.2579   -2.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3086   -0.5851   -2.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8832   -1.4890   -1.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5312    0.6239   -1.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3865   -1.0713   -0.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4989    0.0427    1.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1920    2.1083    0.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0415   -0.4774    3.1033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8706   -1.3751    2.5932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5845   -2.2147   -0.5903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3860   -2.5631   -0.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2444   -2.7398    0.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6871    1.8645    0.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1834    1.7527   -2.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0519   -0.0826   -2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2765    1.6773   -1.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3021   -0.1202   -1.7508 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2377   -1.0418    0.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7073    0.3349    1.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5446   -0.8214    1.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9618    2.5066    0.2278 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
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  6
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  6
  6 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  1
 18  2  1  0
 21  2  1  0
 16  5  1  0
 16  9  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  1
  6 32  1  6
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
 10 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  1
 13 43  1  0
 14 44  1  0
 15 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  1
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 22 54  1  0
 22 55  1  0
 22 56  1  0
 23 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3a,5b,17a)-17-Methyl-androst-1-ene-3,17-diol	HMDB
17-Epimetendiol	HMDB
17b-Methyl-5b-androst-1-ene-3a,17a-diol	HMDB

Chemical Formula

C₂₁H₃₄O₂

Average Molecular Weight

318.4935

Monoisotopic Molecular Weight

318.255880332

IUPAC Name

(1S,2R,5S,7R,10R,11S,14R,15S)-2,7,14,15-tetramethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-3-ene-5,14-diol

Traditional Name

(1S,2R,5S,7R,10R,11S,14R,15S)-2,7,14,15-tetramethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-3-ene-5,14-diol

CAS Registry Number

132830-78-5

SMILES

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

InChI Identifier

InChI=1S/C21H34O2/c1-18-9-6-15-16(19(18,2)10-5-14(22)13-18)7-11-20(3)17(15)8-12-21(20,4)23/h5,10,14-17,22-23H,6-9,11-13H2,1-4H3/t14-,15-,16+,17+,18-,19-,20+,21-/m1/s1

InChI Key

NZDUEHZAWOAARB-BWTDTTKRSA-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
17-hydroxysteroid
3-alpha-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
3-hydroxy-delta-1-steroid
Delta-1-steroid
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0006012)
Membrane (HMDB: HMDB0006012)

Biofluid or Excreta

Urine (HMDB: HMDB0006012)

Tissue substructure

Hepatic tissue (HMDB: HMDB0006012)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0006012)

Source

Endogenous

Endogenous (HMDB: HMDB0006012)

Animal

Animal (HMDB: HMDB0006012)

Exogenous

Food

Food (HMDB: HMDB0006012)

Animal origin

Venison

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

Bovine

Lagomorph

Caprae

Domestic goat (FooDB: FOOD00529)

Poultry

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

Swine

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

Equine

Horse (FooDB: FOOD00378)

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0006012)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0006012)

Cellular process

Cell signaling (HMDB: HMDB0006012)

System process

Reproduction (HMDB: HMDB0006012)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0006012)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0006012)

Molecular messenger

Hormone (HMDB: HMDB0006012)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0006012)

Emulsifier (HMDB: HMDB0006012)

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.003 g/L	ALOGPS
logP	4.2	ALOGPS
logP	3.58	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	17.82	ChemAxon
pKa (Strongest Basic)	-0.49	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	94.71 m³·mol⁻¹	ChemAxon
Polarizability	38.03 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	175.481	31661259
DarkChem	[M-H]-	171.637	31661259
DeepCCS	[M-2H]-	207.727	30932474
DeepCCS	[M+Na]+	182.017	30932474
AllCCS	[M+H]+	182.5	32859911
AllCCS	[M+H-H2O]+	179.7	32859911
AllCCS	[M+NH4]+	185.1	32859911
AllCCS	[M+Na]+	185.9	32859911
AllCCS	[M-H]-	187.3	32859911
AllCCS	[M+Na-2H]-	187.8	32859911
AllCCS	[M+HCOO]-	188.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Epimetendiol	[H][C@@]12CC[C@@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2(C)C[C@H](O)C=C[C@]12C	2457.6	Standard polar	33892256
Epimetendiol	[H][C@@]12CC[C@@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2(C)C[C@H](O)C=C[C@]12C	2618.5	Standard non polar	33892256
Epimetendiol	[H][C@@]12CC[C@@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2(C)C[C@H](O)C=C[C@]12C	2619.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Epimetendiol,1TMS,isomer #1	C[C@]12C=C[C@@H](O)C[C@@]1(C)CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC[C@@]2(C)O[Si](C)(C)C	2680.3	Semi standard non polar	33892256
Epimetendiol,1TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CC[C@]4(C)C[C@H](O[Si](C)(C)C)C=C[C@]34C)[C@@H]1CC[C@@]2(C)O	2656.8	Semi standard non polar	33892256
Epimetendiol,2TMS,isomer #1	C[C@]12C=C[C@@H](O[Si](C)(C)C)C[C@@]1(C)CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC[C@@]2(C)O[Si](C)(C)C	2667.6	Semi standard non polar	33892256
Epimetendiol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@]1(C)CC[C@H]2[C@@H]3CC[C@]4(C)C[C@H](O)C=C[C@]4(C)[C@H]3CC[C@@]21C	2928.5	Semi standard non polar	33892256
Epimetendiol,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1C=C[C@]2(C)[C@H]3CC[C@@]4(C)[C@@H](CC[C@@]4(C)O)[C@@H]3CC[C@]2(C)C1	2933.2	Semi standard non polar	33892256
Epimetendiol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1C=C[C@]2(C)[C@H]3CC[C@@]4(C)[C@@H](CC[C@@]4(C)O[Si](C)(C)C(C)(C)C)[C@@H]3CC[C@]2(C)C1	3199.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Epimetendiol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-0394000000-550212ab13569642c1f3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Epimetendiol GC-MS (2 TMS) - 70eV, Positive	splash10-0002-3136900000-d40337e4da1bc1df9b8b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Epimetendiol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Epimetendiol 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 - Epimetendiol 10V, Positive-QTOF	splash10-0uxr-0029000000-fc9865121ee7b1a49766	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epimetendiol 20V, Positive-QTOF	splash10-0ue9-0396000000-23faa0a0e0e8a98a21d8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epimetendiol 40V, Positive-QTOF	splash10-0fbc-2790000000-72b932c273db57d4e4f5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epimetendiol 10V, Negative-QTOF	splash10-014i-0039000000-87ba1293bec3050192f5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epimetendiol 20V, Negative-QTOF	splash10-014j-0079000000-ec3aee49be5fc73a2c1b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epimetendiol 40V, Negative-QTOF	splash10-0uki-0193000000-82cef7e42d20d19603ba	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epimetendiol 10V, Positive-QTOF	splash10-0ue9-0069000000-ca491da3e19bbe899e4c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epimetendiol 20V, Positive-QTOF	splash10-0079-2921000000-f33041070d4a0d36b605	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epimetendiol 40V, Positive-QTOF	splash10-004i-2900000000-729e8a52c9b9a279d0e1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epimetendiol 10V, Negative-QTOF	splash10-014i-0009000000-bbaa566ea695ae62f84e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epimetendiol 20V, Negative-QTOF	splash10-014i-0009000000-bbaa566ea695ae62f84e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epimetendiol 40V, Negative-QTOF	splash10-014i-0039000000-7eb484efeb5b1fc04f1b	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023801

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

53477798

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

Kokkonen J, Leinonen A, Tuominen J, Seppala T: Comparison of sensitivity between gas chromatography-low-resolution mass spectrometry and gas chromatography-high-resolution mass spectrometry for determining metandienone metabolites in urine. J Chromatogr B Biomed Sci Appl. 1999 Nov 12;734(2):179-89. [PubMed:10595716 ]
Schanzer W, Geyer H, Fussholler G, Halatcheva N, Kohler M, Parr MK, Guddat S, Thomas A, Thevis M: Mass spectrometric identification and characterization of a new long-term metabolite of metandienone in human urine. Rapid Commun Mass Spectrom. 2006;20(15):2252-8. [PubMed:16804957 ]
Habscheid W, Abele U, Dahm HH: [Severe cholestasis with kidney failure from anabolic steroids in a body builder]. Dtsch Med Wochenschr. 1999 Sep 10;124(36):1029-32. [PubMed:10506840 ]
Fedorov IV: [Biochemical changes in skeletal muscles during hypokinesia and possible means for counteracting them]. Kosm Biol Aviakosm Med. 1975 Jan-Feb;9(1):3-8. [PubMed:1089834 ]
LARON Z, GITTER S: ANABOLIC STEROIDS: THEIR CLINICAL USE AND SPECIFIC DANGERS IN PEDIATRICS. Clin Pediatr (Phila). 1963 Nov;2:594-600. [PubMed:14085300 ]
TAINTER ML, ARNOLD A, BEYLER AL, POTTS GO, ROTH CH: ANABOLIC STEROIDS IN THE MANAGEMENT OF THE DIABETIC PATIENT. N Y State J Med. 1964 Apr 15;64:1001-9. [PubMed:14141174 ]
Pope HG Jr, Katz DL: Affective and psychotic symptoms associated with anabolic steroid use. Am J Psychiatry. 1988 Apr;145(4):487-90. [PubMed:3279830 ]
Moldawer M: Anabolic agents: clinical efficacy versus side effects. J Am Med Womens Assoc. 1968 Apr;23(4):352-69. [PubMed:4231505 ]
Herbst AL: Exogenous hormones in pregnancy. Clin Obstet Gynecol. 1973 Dec;16(4):37-50. [PubMed:4361633 ]
Hirst AE Jr, Gore I: Marfan's syndrome: a review. Prog Cardiovasc Dis. 1973 Sep-Oct;16(2):187-98. [PubMed:4592844 ]
Adigamov LF, Nesterin MF: [Metabolism of hormonal growth stimulants and chemical methods for determining them (a review of the literature)]. Vopr Pitan. 1973 Nov-Dec;(6):43-50. [PubMed:4612989 ]
Zharov EI, Segal' RG: [Use of anabolic hormones for the treatment of cardiovascular patients]. Kardiologiia. 1969 Jan;9(1):144-53. [PubMed:4896687 ]
Marks V, Salmols E: [Glucagon mediated insulin release in man]. Acta Diabetol Lat. 1968 Oct;5 Suppl 1:285-308. [PubMed:4907221 ]
Mossor-Ostrowska J: [Anabolic steroids in the treatment of liver diseases]. Pol Tyg Lek. 1971 Aug 9;26(32):1248-51. [PubMed:4942579 ]
Badalian LO, Temin PA, Mukhin KIu: [Treatment problems using anabolic steroids in progressive muscular dystrophy]. Klin Med (Mosk). 1984 Nov;62(11):23-9. [PubMed:6394898 ]

Showing metabocard for Epimetendiol (HMDB0006012)

MOL for HMDB0006012 (Epimetendiol)

3D MOL for HMDB0006012 (Epimetendiol)

3D SDF for HMDB0006012 (Epimetendiol)

3D-SDF for HMDB0006012 (Epimetendiol)

PDB for HMDB0006012 (Epimetendiol)

3D PDB for HMDB0006012 (Epimetendiol)

SMILES for HMDB0006012 (Epimetendiol)

INCHI for HMDB0006012 (Epimetendiol)

Structure for HMDB0006012 (Epimetendiol)

3D Structure for HMDB0006012 (Epimetendiol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra