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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:48:16 UTC

Update Date

2022-03-07 02:57:14 UTC

HMDB ID

HMDB0041925

Secondary Accession Numbers

HMDB41925

Metabolite Identification

Common Name

Metandienone

Description

Methandrostenolone (trade names Averbol, Dianabol, Danabol), also known as metandienone (INN) or methandienone, is an orally-effective anabolic steroid originally developed in Germany and released in the US in the early 1960s by Ciba Specialty Chemicals. Methandrostenolone is a controlled substance in the United States and Western Europe, but remains popular among bodybuilders. Consequently, it can be found on the United States black market. However, methandrostenolone is readily available without a prescription in countries such as Mexico (under the trade name Reforvit-b), and is also being manufactured in Asia and many East European countries.

Structure

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

HMDB0041925
     RDKit          3D
Metandienone
 50 53  0  0  0  0  0  0  0  0999 V2000
   -2.0372    1.0615   -1.7251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2615    0.0537   -0.5667 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0581   -1.0160   -1.1329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2834   -1.3720   -0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9375   -0.6418    0.2934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0922   -0.9395    0.6569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1619    0.4404    0.8996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9671    0.7569    0.5275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2115    1.8285    1.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8672    1.2658    1.7034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1189    0.7373    0.5073 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9204   -0.4310   -0.0663 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2393   -1.2463   -1.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1970   -1.5994   -0.7430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8868   -0.3225   -0.3645 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8239    0.6730   -1.4776 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2051    0.1544    0.8967 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1850    1.0888    1.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4631    0.2642    1.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2993   -0.4800    0.0744 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7559   -1.9133    0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1831    0.1525   -0.8317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6106    2.0065   -1.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0578    1.3185   -2.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5253    0.5696   -2.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6397   -1.6440   -1.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7947   -2.1999   -1.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6569    0.9997    1.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0169    2.6781    0.6043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7344    2.1648    2.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0031    0.4012    2.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3350    2.0813    2.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0200    1.5778   -0.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1488   -1.0813    0.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2448   -0.9036   -2.1141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7713   -2.2456   -1.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2001   -2.2673    0.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6624   -2.0298   -1.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8443    0.8108   -1.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2844    1.6401   -1.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5123    0.3084   -2.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0356   -0.6925    1.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3522    2.0040    0.8908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0181    1.2875    2.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4714   -0.5170    2.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3607    0.8923    1.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8220   -1.9042    0.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1195   -2.5330    0.8222 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7105   -2.3357   -0.8532 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3225    1.0981   -0.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  6
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  6
  8  2  1  0
 17 11  1  0
 12  2  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  7 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  6
 12 34  1  1
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 16 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  1
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 21 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
M  END


  Mrv0541 10051212452D          

 25 28  0  0  0  0            999 V2000
    4.7528    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2074    1.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7538    1.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.0722    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0148    0.7029    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6708    0.2174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8269    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3905    0.9934    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5660    0.9666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2632    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4487    1.7894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1989   -0.7023    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2104    1.4775    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5826   -0.6028    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  9  6  2  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 13  4  1  0  0  0  0
 13 12  2  0  0  0  0
 14  6  1  0  0  0  0
 14 12  1  0  0  0  0
 15  5  1  0  0  0  0
 16  7  1  0  0  0  0
 16 15  1  0  0  0  0
 17  8  1  0  0  0  0
 17 15  1  0  0  0  0
 18  1  1  6  0  0  0
 18  9  1  0  0  0  0
 18 13  1  0  0  0  0
 18 16  1  0  0  0  0
 19  2  1  6  0  0  0
 19 10  1  0  0  0  0
 19 17  1  0  0  0  0
 20  3  1  1  0  0  0
 20 11  1  0  0  0  0
 20 19  1  0  0  0  0
 21 14  2  0  0  0  0
 20 22  1  6  0  0  0
 15 23  1  6  0  0  0
 16 24  1  1  0  0  0
 17 25  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0041925

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O2/c1-18-9-6-14(21)12-13(18)4-5-15-16(18)7-10-19(2)17(15)8-11-20(19,3)22/h6,9,12,15-17,22H,4-5,7-8,10-11H2,1-3H3/t15-,16+,17+,18+,19+,20+/m1/s1

> <INCHI_KEY>
XWALNWXLMVGSFR-HLXURNFRSA-N

> <FORMULA>
C20H28O2

> <MOLECULAR_WEIGHT>
300.4351

> <EXACT_MASS>
300.20893014

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
35.08789113149445

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.55

> <JCHEM_LOGP>
3.6438234556666655

> <ALOGPS_LOGS>
-4.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.863474350380592

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5280771982591549

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
90.16129999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.61e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methandrostenolone

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0041925
     RDKit          3D
Metandienone
 50 53  0  0  0  0  0  0  0  0999 V2000
   -2.0372    1.0615   -1.7251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2615    0.0537   -0.5667 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0581   -1.0160   -1.1329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2834   -1.3720   -0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9375   -0.6418    0.2934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0922   -0.9395    0.6569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1619    0.4404    0.8996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9671    0.7569    0.5275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2115    1.8285    1.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8672    1.2658    1.7034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1189    0.7373    0.5073 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9204   -0.4310   -0.0663 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2393   -1.2463   -1.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1970   -1.5994   -0.7430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8868   -0.3225   -0.3645 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8239    0.6730   -1.4776 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2051    0.1544    0.8967 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1850    1.0888    1.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4631    0.2642    1.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2993   -0.4800    0.0744 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7559   -1.9133    0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1831    0.1525   -0.8317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6106    2.0065   -1.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0578    1.3185   -2.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5253    0.5696   -2.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6397   -1.6440   -1.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7947   -2.1999   -1.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6569    0.9997    1.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0169    2.6781    0.6043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7344    2.1648    2.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0031    0.4012    2.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3350    2.0813    2.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0200    1.5778   -0.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1488   -1.0813    0.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2448   -0.9036   -2.1141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7713   -2.2456   -1.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2001   -2.2673    0.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6624   -2.0298   -1.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8443    0.8108   -1.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2844    1.6401   -1.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5123    0.3084   -2.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0356   -0.6925    1.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3522    2.0040    0.8908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0181    1.2875    2.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4714   -0.5170    2.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3607    0.8923    1.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8220   -1.9042    0.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1195   -2.5330    0.8222 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7105   -2.3357   -0.8532 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3225    1.0981   -0.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  6
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  6
  8  2  1  0
 17 11  1  0
 12  2  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  7 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  6
 12 34  1  1
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 16 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  1
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 21 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
M  END

HEADER    PROTEIN                                 05-OCT-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-OCT-12         0                                  
HETATM    1  C   UNK     0       8.872   2.489   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.120   3.295   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.407   2.075   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.541  -1.585   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.025  -1.314   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.519   1.947   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.971   2.761   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.770  -0.539   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.003   2.218   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.455   3.032   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.495   0.325   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.049  -0.678   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.533  -0.407   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.042   0.499   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.502   0.135   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.494   1.312   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.985   0.406   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.010   1.041   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.462   1.854   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.923   1.804   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      13.558   0.228   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.704   3.340   0.000  0.00  0.00           O+0
HETATM   23  H   UNK     0       5.971  -1.311   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0       7.859   2.758   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       4.821  -1.125   0.000  0.00  0.00           H+0
CONECT    1   18                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4    5   13                                                       
CONECT    5    4   15                                                       
CONECT    6    9   14                                                       
CONECT    7   10   16                                                       
CONECT    8   11   17                                                       
CONECT    9    6   18                                                       
CONECT   10    7   19                                                       
CONECT   11    8   20                                                       
CONECT   12   13   14                                                       
CONECT   13    4   12   18                                                  
CONECT   14    6   12   21                                                  
CONECT   15    5   16   17   23                                             
CONECT   16    7   15   18   24                                             
CONECT   17    8   15   19   25                                             
CONECT   18    1    9   13   16                                             
CONECT   19    2   10   17   20                                             
CONECT   20    3   11   19   22                                             
CONECT   21   14                                                            
CONECT   22   20                                                            
CONECT   23   15                                                            
CONECT   24   16                                                            
CONECT   25   17                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0041925
HETATM    1  C1  UNL     1      -2.037   1.061  -1.725  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.262   0.054  -0.567  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.058  -1.016  -1.133  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.283  -1.372  -0.779  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.937  -0.642   0.293  1.00  0.00           C  
HETATM    6  O1  UNL     1      -6.092  -0.940   0.657  1.00  0.00           O  
HETATM    7  C6  UNL     1      -4.162   0.440   0.900  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.967   0.757   0.527  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.211   1.829   1.274  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.867   1.266   1.703  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.119   0.737   0.507  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.920  -0.431  -0.066  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.239  -1.246  -1.077  1.00  0.00           C  
HETATM   14  C13 UNL     1       1.197  -1.599  -0.743  1.00  0.00           C  
HETATM   15  C14 UNL     1       1.887  -0.323  -0.365  1.00  0.00           C  
HETATM   16  C15 UNL     1       1.824   0.673  -1.478  1.00  0.00           C  
HETATM   17  C16 UNL     1       1.205   0.154   0.897  1.00  0.00           C  
HETATM   18  C17 UNL     1       2.185   1.089   1.476  1.00  0.00           C  
HETATM   19  C18 UNL     1       3.463   0.264   1.384  1.00  0.00           C  
HETATM   20  C19 UNL     1       3.299  -0.480   0.074  1.00  0.00           C  
HETATM   21  C20 UNL     1       3.756  -1.913   0.174  1.00  0.00           C  
HETATM   22  O2  UNL     1       4.183   0.152  -0.832  1.00  0.00           O  
HETATM   23  H1  UNL     1      -1.611   2.007  -1.366  1.00  0.00           H  
HETATM   24  H2  UNL     1      -3.058   1.319  -2.094  1.00  0.00           H  
HETATM   25  H3  UNL     1      -1.525   0.570  -2.546  1.00  0.00           H  
HETATM   26  H4  UNL     1      -2.640  -1.644  -1.965  1.00  0.00           H  
HETATM   27  H5  UNL     1      -4.795  -2.200  -1.283  1.00  0.00           H  
HETATM   28  H6  UNL     1      -4.657   1.000   1.721  1.00  0.00           H  
HETATM   29  H7  UNL     1      -2.017   2.678   0.604  1.00  0.00           H  
HETATM   30  H8  UNL     1      -2.734   2.165   2.179  1.00  0.00           H  
HETATM   31  H9  UNL     1      -1.003   0.401   2.399  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.335   2.081   2.217  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.020   1.578  -0.207  1.00  0.00           H  
HETATM   34  H12 UNL     1      -1.149  -1.081   0.822  1.00  0.00           H  
HETATM   35  H13 UNL     1      -0.245  -0.904  -2.114  1.00  0.00           H  
HETATM   36  H14 UNL     1      -0.771  -2.246  -1.103  1.00  0.00           H  
HETATM   37  H15 UNL     1       1.200  -2.267   0.135  1.00  0.00           H  
HETATM   38  H16 UNL     1       1.662  -2.030  -1.635  1.00  0.00           H  
HETATM   39  H17 UNL     1       0.844   0.811  -1.930  1.00  0.00           H  
HETATM   40  H18 UNL     1       2.284   1.640  -1.136  1.00  0.00           H  
HETATM   41  H19 UNL     1       2.512   0.308  -2.282  1.00  0.00           H  
HETATM   42  H20 UNL     1       1.036  -0.693   1.564  1.00  0.00           H  
HETATM   43  H21 UNL     1       2.352   2.004   0.891  1.00  0.00           H  
HETATM   44  H22 UNL     1       2.018   1.288   2.557  1.00  0.00           H  
HETATM   45  H23 UNL     1       3.471  -0.517   2.190  1.00  0.00           H  
HETATM   46  H24 UNL     1       4.361   0.892   1.419  1.00  0.00           H  
HETATM   47  H25 UNL     1       4.822  -1.904   0.459  1.00  0.00           H  
HETATM   48  H26 UNL     1       3.119  -2.533   0.822  1.00  0.00           H  
HETATM   49  H27 UNL     1       3.711  -2.336  -0.853  1.00  0.00           H  
HETATM   50  H28 UNL     1       4.323   1.098  -0.570  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    8   12
CONECT    3    4    4   26
CONECT    4    5   27
CONECT    5    6    6    7
CONECT    7    8    8   28
CONECT    8    9
CONECT    9   10   29   30
CONECT   10   11   31   32
CONECT   11   12   17   33
CONECT   12   13   34
CONECT   13   14   35   36
CONECT   14   15   37   38
CONECT   15   16   17   20
CONECT   16   39   40   41
CONECT   17   18   42
CONECT   18   19   43   44
CONECT   19   20   45   46
CONECT   20   21   22
CONECT   21   47   48   49
CONECT   22   50
END

HMDB0041925
     RDKit          3D
Metandienone
 50 53  0  0  0  0  0  0  0  0999 V2000
   -2.0372    1.0615   -1.7251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2615    0.0537   -0.5667 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0581   -1.0160   -1.1329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2834   -1.3720   -0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9375   -0.6418    0.2934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0922   -0.9395    0.6569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1619    0.4404    0.8996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9671    0.7569    0.5275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2115    1.8285    1.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8672    1.2658    1.7034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1189    0.7373    0.5073 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9204   -0.4310   -0.0663 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2393   -1.2463   -1.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1970   -1.5994   -0.7430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8868   -0.3225   -0.3645 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8239    0.6730   -1.4776 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2051    0.1544    0.8967 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1850    1.0888    1.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4631    0.2642    1.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2993   -0.4800    0.0744 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7559   -1.9133    0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1831    0.1525   -0.8317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6106    2.0065   -1.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0578    1.3185   -2.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5253    0.5696   -2.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6397   -1.6440   -1.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7947   -2.1999   -1.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6569    0.9997    1.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0169    2.6781    0.6043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7344    2.1648    2.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0031    0.4012    2.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3350    2.0813    2.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0200    1.5778   -0.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1488   -1.0813    0.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2448   -0.9036   -2.1141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7713   -2.2456   -1.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2001   -2.2673    0.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6624   -2.0298   -1.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8443    0.8108   -1.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2844    1.6401   -1.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5123    0.3084   -2.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0356   -0.6925    1.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3522    2.0040    0.8908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0181    1.2875    2.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4714   -0.5170    2.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3607    0.8923    1.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8220   -1.9042    0.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1195   -2.5330    0.8222 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7105   -2.3357   -0.8532 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3225    1.0981   -0.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  6
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  6
  8  2  1  0
 17 11  1  0
 12  2  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  7 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  6
 12 34  1  1
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 16 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  1
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 21 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methandrostenolone	Kegg
Dianabol	Kegg
1, 2-Dehydro-17-methyltestosterone	HMDB
1,2-Dehydro-17-methyltestosterone	HMDB
1-Dehydro-17-alpha-methyltestosterone	HMDB
1-Dehydro-17-methyl-testosterone	HMDB
1-Dehydro-17-methyltestosterone	HMDB
1-Dehydro-17alpha-methyltestosterone	HMDB
1-Dehydromethyltestosterone	HMDB
17-alpha-Methyl-1-dehydrotestosterone	HMDB
17-alpha-Methylandrostra-1,4-dien-3-one	HMDB
17-beta-Hydroxy-17-alpha-methylandrostra-1,4-dien-3-one	HMDB
17-beta-Hydroxy-17-methyl-androsta-1,4-dien-3-one	HMDB
17-Hydroxy-17-methyl-(17beta)-androsta-1,4-dien-3-one	HMDB
17-Hydroxy-17-methyl-(17beta)-androsta-1,4-diene-3-one	HMDB
17-Hydroxy-17-methylandrosta-1,4-dien-3-one	HMDB
17-Hydroxy-17-methylandrosta-1,4-dien-3-one (acd/name 4.0)	HMDB
17alpha-Methyl-1-dehydrotestosterone	HMDB
17alpha-Methyl-androsta-1,4-dien-3-one	HMDB
17beta-Hydroxy-17-methyl-androsta-1,4-dien-3-one	HMDB
17beta-Hydroxy-17alpha-methyl-androsta-1,4-dien-3-one	HMDB
17beta-Hydroxy-17alpha-methylandrosta-1,4-dien-3-one	HMDB
Abirol	HMDB
alpha-Methyltestosterone	HMDB
Anabolicum medivet	HMDB
Anabolin	HMDB
Andoredan	HMDB
Androsta-1,4-dien-3-one, 17alpha-methyltestosterone	HMDB
Crein	HMDB
Danabol	HMDB
Dehydromethyltestosterone	HMDB
Dianabole	HMDB
Encephan	HMDB
Geabol	HMDB
Laquo deltaraquo '-17-methyltestosterone	HMDB
Laquo deltaraquo 1-17alpha-methyltestosterone	HMDB
MA	HMDB
Metanabol	HMDB
Metandienon	HMDB
Metandienonum	HMDB
Metandrostenolon	HMDB
Metandrostenolone	HMDB
Metastenol	HMDB
Methandienone	HMDB
Methandrolone	HMDB
Methylandrostenolone	HMDB
Nabolin	HMDB
Naposim	HMDB
Nerobol	HMDB
Nerobolettes	HMDB
Protobolin	HMDB
Stenolon	HMDB
Stenolone	HMDB
Sterolon	HMDB
Metandienone	MeSH

Chemical Formula

C₂₀H₂₈O₂

Average Molecular Weight

300.4351

Monoisotopic Molecular Weight

300.20893014

IUPAC Name

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

Traditional Name

methandrostenolone

CAS Registry Number

72-63-9

SMILES

[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C

InChI Identifier

InChI=1S/C20H28O2/c1-18-9-6-14(21)12-13(18)4-5-15-16(18)7-10-19(2)17(15)8-11-20(19,3)22/h6,9,12,15-17,22H,4-5,7-8,10-11H2,1-3H3/t15-,16+,17+,18+,19+,20+/m1/s1

InChI Key

XWALNWXLMVGSFR-HLXURNFRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Androstane steroids

Direct Parent

Androgens and derivatives

Alternative Parents

Substituents

Androgen-skeleton
3-oxo-delta-1,4-steroid
3-oxosteroid
Hydroxysteroid
Oxosteroid
17-hydroxysteroid
Delta-1,4-steroid
Cyclic alcohol
Tertiary alcohol
Ketone
Cyclic ketone
Organooxygen compound
Alcohol
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

C19 steroids (androgens) and derivatives (LMST02020013 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0041925)

Cellular substructure

Membrane (HMDB: HMDB0041925)

Source

Exogenous

Food

Food (HMDB: HMDB0041925)

Not Available

Nutrient (HMDB: HMDB0041925)

Environmental role

Environmental contaminant (HMDB: HMDB0041925)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	163.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.016 g/L	ALOGPS
logP	3.55	ALOGPS
logP	3.64	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	18.86	ChemAxon
pKa (Strongest Basic)	-0.53	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	90.16 m³·mol⁻¹	ChemAxon
Polarizability	35.09 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	173.203	31661259
DarkChem	[M-H]-	166.333	31661259
DeepCCS	[M-2H]-	204.196	30932474
DeepCCS	[M+Na]+	178.226	30932474
AllCCS	[M+H]+	175.4	32859911
AllCCS	[M+H-H2O]+	172.3	32859911
AllCCS	[M+NH4]+	178.3	32859911
AllCCS	[M+Na]+	179.1	32859911
AllCCS	[M-H]-	183.0	32859911
AllCCS	[M+Na-2H]-	183.1	32859911
AllCCS	[M+HCOO]-	183.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Metandienone	[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C	3564.0	Standard polar	33892256
Metandienone	[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C	2581.3	Standard non polar	33892256
Metandienone	[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C	2781.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Metandienone,1TMS,isomer #1	C[C@]12C=CC(=O)C=C1CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC[C@]2(C)O[Si](C)(C)C	2850.5	Semi standard non polar	33892256
Metandienone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@]1(C)CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3CC[C@@]21C	3098.2	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 - Metandienone GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dr-0390000000-1e414c4eabc29414d0e6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Metandienone GC-MS (1 TMS) - 70eV, Positive	splash10-0a4i-3449000000-7d9eddf9dd32034a3661	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Metandienone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Metandienone 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 - Metandienone 10V, Positive-QTOF	splash10-0f89-0195000000-cd99c3926f1c51806265	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metandienone 20V, Positive-QTOF	splash10-0f89-0391000000-4feb078ac411e83b962b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metandienone 40V, Positive-QTOF	splash10-0673-2490000000-fe4e2745917a5b052764	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metandienone 10V, Negative-QTOF	splash10-0002-0090000000-4dd9ad61e9950fd00b2e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metandienone 20V, Negative-QTOF	splash10-0002-0090000000-05774bb7634ca3904bde	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metandienone 40V, Negative-QTOF	splash10-001i-0190000000-76ce9f51fc27e05db90b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metandienone 10V, Negative-QTOF	splash10-0002-0090000000-344a11f406f20d02412c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metandienone 20V, Negative-QTOF	splash10-0002-0090000000-b206ef592909d7276be2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metandienone 40V, Negative-QTOF	splash10-00ls-0290000000-ab9017457af2de1bbada	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metandienone 10V, Positive-QTOF	splash10-0ue9-0098000000-116963ecf510cf221cb8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metandienone 20V, Positive-QTOF	splash10-000i-0941000000-ad6c00b7f5135373782d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metandienone 40V, Positive-QTOF	splash10-002f-5920000000-d221c969800b1d74f658	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

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

DB13586

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

6061

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Metandienone

METLIN ID

Not Available

PubChem Compound

6429875

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 Metandienone (HMDB0041925)

MOL for HMDB0041925 (Metandienone)

3D MOL for HMDB0041925 (Metandienone)

3D SDF for HMDB0041925 (Metandienone)

3D-SDF for HMDB0041925 (Metandienone)

PDB for HMDB0041925 (Metandienone)

3D PDB for HMDB0041925 (Metandienone)

SMILES for HMDB0041925 (Metandienone)

INCHI for HMDB0041925 (Metandienone)

Structure for HMDB0041925 (Metandienone)

3D Structure for HMDB0041925 (Metandienone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra