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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-08-12 20:32:57 UTC

Update Date

2022-03-07 02:49:18 UTC

HMDB ID

HMDB0003422

Secondary Accession Numbers

HMDB03422

Metabolite Identification

Common Name

Boldione

Description

Boldione is a direct precursor (prohormone) to the anabolic steroid boldenone (1,4-androstadiene-17beta-ol-3-one). It is advertised as a highly anabolic/androgenic compound promoting muscularity, enhancing strength and overall physical performance, and is available on the Internet and in health stores. Conflicting findings regarding the boldenone content of bovine faeces suggest it may be synthesized de novo in emitted faeces. Boldione is the oxidized form of boldenone, an this anabolic steroid is forbidden in EU countries in calves and bulls bred for meat production, and is illegally used as growth promoters, as they improve the growth and feed conversion in food producing animals. (PMID: 16449054 , 16308875 , 16244993 ).

Structure

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

HMDB0003422
     RDKit          3D
Boldione
 45 48  0  0  0  0  0  0  0  0999 V2000
    1.6889    0.1373   -1.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8811    0.2433   -0.2876 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7007    1.4171   -0.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8823    1.4163    0.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4268    0.1435    0.9908 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5634    0.0934    1.5602 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6290   -1.0624    0.7547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4641   -1.0234    0.1720 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6904   -2.2551   -0.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2132   -2.0682    0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3289   -0.7294   -0.1487 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5534    0.3422    0.4339 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0214    1.7254    0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3670    1.7003    1.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2538    0.8481    0.2159 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2751    1.3092   -1.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6115    0.6486    0.7142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2584    1.4043    1.4006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0490   -0.6778    0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7765   -1.3420   -0.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7110   -0.5787    0.3591 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6849    0.4039   -2.2391 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9733    0.8829   -2.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4761   -0.8874   -2.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3190    2.3820   -0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4159    2.3499    0.6959 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0804   -2.0111    1.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8232   -2.5960   -1.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0612   -3.0811    0.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3208   -2.9042   -0.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0588   -2.2627    1.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3546   -0.6408   -1.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7213    0.0914    1.5027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1252    2.0804   -0.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6539    2.3959    0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2222    1.1633    2.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7661    2.7192    1.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4305    0.9993   -1.8157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2360    1.0091   -1.7149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3166    2.4364   -1.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7724   -0.5003   -0.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4812   -1.3147    1.0015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7764   -2.4302   -0.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7524   -1.1504   -1.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7541   -0.8265    1.4380 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  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
  8  2  1  0
 21 11  1  0
 12  2  1  0
 21 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  7 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  6
 12 33  1  1
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  1
M  END


  Mrv0541 02231219432D          

 24 27  0  0  1  0            999 V2000
   12.3065   -8.6205    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3065   -9.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5919   -8.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5919   -9.8580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8775   -8.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8775   -9.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7354   -8.6205    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.7354   -9.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0209   -8.2080    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.0209   -9.8580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4500   -7.3830    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.4500   -8.2080    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.7354   -6.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0210   -7.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0248   -7.1001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6775   -7.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6681   -8.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4444   -6.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4305   -9.0190    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0182   -8.9911    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7313   -7.8584    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.0317   -6.5440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4173   -9.7602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3051   -7.9423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  2  0  0  0  0
  5  3  2  0  0  0  0
  6  4  1  0  0  0  0
  8  7  1  0  0  0  0
 10  8  1  0  0  0  0
  1  9  1  0  0  0  0
  2 10  1  0  0  0  0
  2  1  1  0  0  0  0
 13 11  1  0  0  0  0
  7 12  1  0  0  0  0
 14 13  1  0  0  0  0
  9  7  1  0  0  0  0
  9 14  1  0  0  0  0
 15 11  1  0  0  0  0
 12 11  1  0  0  0  0
 16 15  1  0  0  0  0
 17 12  1  0  0  0  0
 17 16  1  0  0  0  0
  6  5  1  0  0  0  0
 11 18  1  1  0  0  0
 12 19  1  6  0  0  0
  9 20  1  6  0  0  0
  7 21  1  1  0  0  0
 15 22  2  0  0  0  0
  6 23  2  0  0  0  0
  1 24  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0003422

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H24O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h7,9,11,14-16H,3-6,8,10H2,1-2H3/t14-,15-,16-,18-,19-/m0/s1

> <INCHI_KEY>
LUJVUUWNAPIQQI-QAGGRKNESA-N

> <FORMULA>
C19H24O2

> <MOLECULAR_WEIGHT>
284.3927

> <EXACT_MASS>
284.177630012

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
32.470672132424404

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-diene-5,14-dione

> <ALOGPS_LOGP>
2.78

> <JCHEM_LOGP>
3.926774492999999

> <ALOGPS_LOGS>
-4.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.826239116141732

> <JCHEM_PKA_STRONGEST_BASIC>
-5.000703377792103

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
84.70079999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.69e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
androsta-1,4-diene-3,17-dione

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0003422
     RDKit          3D
Boldione
 45 48  0  0  0  0  0  0  0  0999 V2000
    1.6889    0.1373   -1.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8811    0.2433   -0.2876 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7007    1.4171   -0.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8823    1.4163    0.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4268    0.1435    0.9908 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5634    0.0934    1.5602 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6290   -1.0624    0.7547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4641   -1.0234    0.1720 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6904   -2.2551   -0.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2132   -2.0682    0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3289   -0.7294   -0.1487 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5534    0.3422    0.4339 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0214    1.7254    0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3670    1.7003    1.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2538    0.8481    0.2159 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2751    1.3092   -1.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6115    0.6486    0.7142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2584    1.4043    1.4006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0490   -0.6778    0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7765   -1.3420   -0.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7110   -0.5787    0.3591 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6849    0.4039   -2.2391 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9733    0.8829   -2.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4761   -0.8874   -2.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3190    2.3820   -0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4159    2.3499    0.6959 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0804   -2.0111    1.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8232   -2.5960   -1.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0612   -3.0811    0.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3208   -2.9042   -0.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0588   -2.2627    1.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3546   -0.6408   -1.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7213    0.0914    1.5027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1252    2.0804   -0.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6539    2.3959    0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2222    1.1633    2.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7661    2.7192    1.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4305    0.9993   -1.8157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2360    1.0091   -1.7149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3166    2.4364   -1.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7724   -0.5003   -0.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4812   -1.3147    1.0015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7764   -2.4302   -0.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7524   -1.1504   -1.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7541   -0.8265    1.4380 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  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
  8  2  1  0
 21 11  1  0
 12  2  1  0
 21 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  7 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  6
 12 33  1  1
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  1
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      22.972 -16.092   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      22.972 -17.632   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      21.638 -15.322   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.638 -18.402   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.305 -16.092   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      20.305 -17.632   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.639 -16.092   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      25.639 -17.632   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      24.306 -15.322   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      24.306 -18.402   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      26.973 -13.782   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      26.973 -15.322   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      25.639 -13.012   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      24.306 -13.782   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      28.046 -13.254   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      29.265 -13.690   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      29.247 -15.328   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      26.963 -12.503   0.000  0.00  0.00           C+0
HETATM   19  H   UNK     0      26.937 -16.835   0.000  0.00  0.00           H+0
HETATM   20  H   UNK     0      24.301 -16.783   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0      25.632 -14.669   0.000  0.00  0.00           H+0
HETATM   22  O   UNK     0      28.059 -12.215   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      19.446 -18.219   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      22.970 -14.826   0.000  0.00  0.00           C+0
CONECT    1    3    9    2   24                                             
CONECT    2    4   10    1                                                  
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    6                                                       
CONECT    6    4    5   23                                                  
CONECT    7    8   12    9   21                                             
CONECT    8    7   10                                                       
CONECT    9    1    7   14   20                                             
CONECT   10    8    2                                                       
CONECT   11   13   15   12   18                                             
CONECT   12    7   11   17   19                                             
CONECT   13   11   14                                                       
CONECT   14   13    9                                                       
CONECT   15   11   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   12   16                                                       
CONECT   18   11                                                            
CONECT   19   12                                                            
CONECT   20    9                                                            
CONECT   21    7                                                            
CONECT   22   15                                                            
CONECT   23    6                                                            
CONECT   24    1                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0003422
HETATM    1  C1  UNL     1       1.689   0.137  -1.789  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.881   0.243  -0.288  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.701   1.417  -0.033  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.882   1.416   0.554  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.427   0.143   0.991  1.00  0.00           C  
HETATM    6  O1  UNL     1       5.563   0.093   1.560  1.00  0.00           O  
HETATM    7  C6  UNL     1       3.629  -1.062   0.755  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.464  -1.023   0.172  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.690  -2.255  -0.021  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.213  -2.068   0.213  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.329  -0.729  -0.149  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.553   0.342   0.434  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.021   1.725   0.381  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.367   1.700   1.079  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.254   0.848   0.216  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.275   1.309  -1.203  1.00  0.00           C  
HETATM   17  C16 UNL     1      -3.612   0.649   0.714  1.00  0.00           C  
HETATM   18  O2  UNL     1      -4.258   1.404   1.401  1.00  0.00           O  
HETATM   19  C17 UNL     1      -4.049  -0.678   0.209  1.00  0.00           C  
HETATM   20  C18 UNL     1      -2.777  -1.342  -0.340  1.00  0.00           C  
HETATM   21  C19 UNL     1      -1.711  -0.579   0.359  1.00  0.00           C  
HETATM   22  H1  UNL     1       2.685   0.404  -2.239  1.00  0.00           H  
HETATM   23  H2  UNL     1       0.973   0.883  -2.180  1.00  0.00           H  
HETATM   24  H3  UNL     1       1.476  -0.887  -2.126  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.319   2.382  -0.348  1.00  0.00           H  
HETATM   26  H5  UNL     1       4.416   2.350   0.696  1.00  0.00           H  
HETATM   27  H6  UNL     1       4.080  -2.011   1.104  1.00  0.00           H  
HETATM   28  H7  UNL     1       1.823  -2.596  -1.068  1.00  0.00           H  
HETATM   29  H8  UNL     1       2.061  -3.081   0.627  1.00  0.00           H  
HETATM   30  H9  UNL     1      -0.321  -2.904  -0.292  1.00  0.00           H  
HETATM   31  H10 UNL     1       0.059  -2.263   1.316  1.00  0.00           H  
HETATM   32  H11 UNL     1      -0.355  -0.641  -1.260  1.00  0.00           H  
HETATM   33  H12 UNL     1       0.721   0.091   1.503  1.00  0.00           H  
HETATM   34  H13 UNL     1      -0.125   2.080  -0.681  1.00  0.00           H  
HETATM   35  H14 UNL     1       0.654   2.396   0.912  1.00  0.00           H  
HETATM   36  H15 UNL     1      -1.222   1.163   2.042  1.00  0.00           H  
HETATM   37  H16 UNL     1      -1.766   2.719   1.235  1.00  0.00           H  
HETATM   38  H17 UNL     1      -1.431   0.999  -1.816  1.00  0.00           H  
HETATM   39  H18 UNL     1      -3.236   1.009  -1.715  1.00  0.00           H  
HETATM   40  H19 UNL     1      -2.317   2.436  -1.180  1.00  0.00           H  
HETATM   41  H20 UNL     1      -4.772  -0.500  -0.618  1.00  0.00           H  
HETATM   42  H21 UNL     1      -4.481  -1.315   1.002  1.00  0.00           H  
HETATM   43  H22 UNL     1      -2.776  -2.430  -0.131  1.00  0.00           H  
HETATM   44  H23 UNL     1      -2.752  -1.150  -1.434  1.00  0.00           H  
HETATM   45  H24 UNL     1      -1.754  -0.827   1.438  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    8   12
CONECT    3    4    4   25
CONECT    4    5   26
CONECT    5    6    6    7
CONECT    7    8    8   27
CONECT    8    9
CONECT    9   10   28   29
CONECT   10   11   30   31
CONECT   11   12   21   32
CONECT   12   13   33
CONECT   13   14   34   35
CONECT   14   15   36   37
CONECT   15   16   17   21
CONECT   16   38   39   40
CONECT   17   18   18   19
CONECT   19   20   41   42
CONECT   20   21   43   44
CONECT   21   45
END

HMDB0003422
     RDKit          3D
Boldione
 45 48  0  0  0  0  0  0  0  0999 V2000
    1.6889    0.1373   -1.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8811    0.2433   -0.2876 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7007    1.4171   -0.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8823    1.4163    0.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4268    0.1435    0.9908 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5634    0.0934    1.5602 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6290   -1.0624    0.7547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4641   -1.0234    0.1720 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6904   -2.2551   -0.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2132   -2.0682    0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3289   -0.7294   -0.1487 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5534    0.3422    0.4339 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0214    1.7254    0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3670    1.7003    1.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2538    0.8481    0.2159 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2751    1.3092   -1.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6115    0.6486    0.7142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2584    1.4043    1.4006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0490   -0.6778    0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7765   -1.3420   -0.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7110   -0.5787    0.3591 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6849    0.4039   -2.2391 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9733    0.8829   -2.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4761   -0.8874   -2.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3190    2.3820   -0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4159    2.3499    0.6959 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0804   -2.0111    1.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8232   -2.5960   -1.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0612   -3.0811    0.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3208   -2.9042   -0.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0588   -2.2627    1.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3546   -0.6408   -1.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7213    0.0914    1.5027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1252    2.0804   -0.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6539    2.3959    0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2222    1.1633    2.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7661    2.7192    1.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4305    0.9993   -1.8157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2360    1.0091   -1.7149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3166    2.4364   -1.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7724   -0.5003   -0.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4812   -1.3147    1.0015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7764   -2.4302   -0.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7524   -1.1504   -1.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7541   -0.8265    1.4380 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  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
  8  2  1  0
 21 11  1  0
 12  2  1  0
 21 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  7 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  6
 12 33  1  1
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,4-Androstadiene-3,17-dione	ChEBI
1-Dehydroandrostenedione	ChEBI
ADD	ChEBI
ADT	ChEBI
Androstadienedione	ChEBI
Androst-1,4-diene-3,17-dione	MeSH
Boldione	ChEBI
Androsta-1,4-diene-3, 17-dione	HMDB
Androsta-1,4-diene-3,17-dione	HMDB
Androstane-1,4-diene-3, 17-dione	HMDB
Androstra-1,4-diene-3,17-dione	HMDB

Chemical Formula

C₁₉H₂₄O₂

Average Molecular Weight

284.3927

Monoisotopic Molecular Weight

284.177630012

IUPAC Name

(1S,2R,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-diene-5,14-dione

Traditional Name

androsta-1,4-diene-3,17-dione

CAS Registry Number

897-06-3

SMILES

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

InChI Identifier

InChI=1S/C19H24O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h7,9,11,14-16H,3-6,8,10H2,1-2H3/t14-,15-,16-,18-,19-/m0/s1

InChI Key

LUJVUUWNAPIQQI-QAGGRKNESA-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
Oxosteroid
17-oxosteroid
3-oxosteroid
3-oxo-delta-1,4-steroid
Delta-1,4-steroid
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3-oxo steroid (CHEBI:40799 )
17-oxo steroid (CHEBI:40799 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0003422)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0003422)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0003422)

Source

Exogenous

Exogenous (HMDB: HMDB0003422)

Food

Food (HMDB: HMDB0003422)

Process

Role

Biological role

Membrane stabilizer (HMDB: HMDB0003422)

Molecular messenger

Hormone (HMDB: HMDB0003422)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0003422)

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0003422)

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

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	168.414	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001245

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.017 g/L	ALOGPS
logP	2.78	ALOGPS
logP	3.93	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	18.83	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	84.7 m³·mol⁻¹	ChemAxon
Polarizability	32.47 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]+	169.309	31661259
DarkChem	[M-H]-	162.163	31661259
DeepCCS	[M-2H]-	199.944	30932474
DeepCCS	[M+Na]+	174.343	30932474
AllCCS	[M+H]+	170.8	32859911
AllCCS	[M+H-H2O]+	167.6	32859911
AllCCS	[M+NH4]+	173.8	32859911
AllCCS	[M+Na]+	174.7	32859911
AllCCS	[M-H]-	177.6	32859911
AllCCS	[M+Na-2H]-	177.5	32859911
AllCCS	[M+HCOO]-	177.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.43 minutes	32390414
Predicted by Siyang on May 30, 2022	17.7634 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.07 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2598.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	519.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	216.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	249.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	478.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	661.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	740.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	85.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1542.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	486.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1505.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	485.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	451.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	336.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	535.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Boldione	[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C	3397.8	Standard polar	33892256
Boldione	[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C	2512.6	Standard non polar	33892256
Boldione	[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C	2725.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Boldione,1TMS,isomer #1	C[C@]12C=CC(=O)C=C1CC[C@@H]1[C@@H]2CC[C@]2(C)C(O[Si](C)(C)C)=CC[C@@H]12	2768.0	Semi standard non polar	33892256
Boldione,1TMS,isomer #1	C[C@]12C=CC(=O)C=C1CC[C@@H]1[C@@H]2CC[C@]2(C)C(O[Si](C)(C)C)=CC[C@@H]12	2444.3	Standard non polar	33892256
Boldione,1TMS,isomer #1	C[C@]12C=CC(=O)C=C1CC[C@@H]1[C@@H]2CC[C@]2(C)C(O[Si](C)(C)C)=CC[C@@H]12	2941.7	Standard polar	33892256
Boldione,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3CC[C@]12C	3009.2	Semi standard non polar	33892256
Boldione,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3CC[C@]12C	2638.8	Standard non polar	33892256
Boldione,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3CC[C@]12C	3111.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Boldione GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-0590000000-6541a31ec672647c2513	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Boldione 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boldione LC-ESI-qTof , Positive-QTOF	splash10-0002-0920000000-c2ed6077391b4b85511a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boldione LC-APPI-QQ , positive-QTOF	splash10-0096-7900000000-0e538c3554828587687d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boldione LC-APPI-QQ , positive-QTOF	splash10-00dm-3900000000-5d42203f518a99185773	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boldione LC-APPI-QQ , positive-QTOF	splash10-00dj-1900000000-19c879c287403c0ed2ef	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boldione LC-APPI-QQ , positive-QTOF	splash10-00dj-0910000000-004b73c2f16c9747052b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boldione LC-APPI-QQ , positive-QTOF	splash10-00y1-0960000000-9c049fde9edd83e377b4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boldione LC-APPI-QQ , positive-QTOF	splash10-000i-0090000000-59ad5b9288fa52be718c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boldione LC-APPI-QQ , positive-QTOF	splash10-004l-5900000000-c06d7a1d1deabe2ff1f6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boldione LC-APPI-QQ , positive-QTOF	splash10-05dl-4900000000-fa822a5bff16e6c79e5f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boldione LC-APPI-QQ , positive-QTOF	splash10-00di-2910000000-d9af7cc7fbe8d5314eb4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boldione LC-APPI-QQ , positive-QTOF	splash10-00di-1920000000-9967f8cfb367b47cc432	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boldione LC-APPI-QQ , positive-QTOF	splash10-014i-0790000000-0d6677503a198b1035c0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boldione LC-APPI-QQ , positive-QTOF	splash10-014i-0090000000-696830f2bd076fad3e71	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Boldione , positive-QTOF	splash10-00di-0910000000-f76cb8acbe3dda64f678	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boldione 10V, Positive-QTOF	splash10-000i-0090000000-97401279a4ed4f0109a4	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boldione 20V, Positive-QTOF	splash10-00kr-0390000000-086427ce5de936a67dfa	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boldione 40V, Positive-QTOF	splash10-0gbl-3490000000-d0da828aadfb92f0e18e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boldione 10V, Negative-QTOF	splash10-001i-0090000000-3bf930b2450afcd9c7b3	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boldione 20V, Negative-QTOF	splash10-001i-0090000000-45c4760674e826b36a01	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boldione 40V, Negative-QTOF	splash10-0fto-2190000000-493a7a2fafd41fe4def6	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boldione 10V, Negative-QTOF	splash10-001i-0090000000-88e0917a0373fe627050	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boldione 20V, Negative-QTOF	splash10-001i-0090000000-f15eb753b2ac78e32ce9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boldione 40V, Negative-QTOF	splash10-0kaj-0390000000-5831bde5b618b84ffa7e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boldione 10V, Positive-QTOF	splash10-000i-0090000000-07ee8f0bccd26372634c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Boldione 20V, Positive-QTOF	splash10-0aor-0790000000-f0dab0651773a8d88ad7	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

DB07373

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Boldione

METLIN ID

Not Available

PubChem Compound

13472

PDB ID

Not Available

ChEBI ID

40799

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Brzezowska, Ewa; Kowalski, Tadeusz. Method for obtaining androsta-1,4-diene-3,17-dione. Pol. (2007), 4pp.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Pompa G, Arioli F, Fracchiolla ML, Rossi CA, Bassini AL, Stella S, Biondi PA: Neoformation of boldenone and related steroids in faeces of veal calves. Food Addit Contam. 2006 Feb;23(2):126-32. [PubMed:16449054 ]
Kim Y, Jun M, Lee W: Characterization of boldione and its metabolites in human urine by liquid chromatography/electrospray ionization mass spectrometry and gas chromatography/mass spectrometry. Rapid Commun Mass Spectrom. 2006;20(1):9-20. [PubMed:16308875 ]
Arioli F, Chiesa LM, Fracchiolla ML, Biondi PA, Pompa G: ADD, AED, alpha-boldenone and epitestosterone neo formation in calf faeces: preliminary results. Vet Res Commun. 2005 Aug;29 Suppl 2:355-7. [PubMed:16244993 ]

Showing metabocard for Boldione (HMDB0003422)

MOL for HMDB0003422 (Boldione)

3D MOL for HMDB0003422 (Boldione)

3D SDF for HMDB0003422 (Boldione)

3D-SDF for HMDB0003422 (Boldione)

PDB for HMDB0003422 (Boldione)

3D PDB for HMDB0003422 (Boldione)

SMILES for HMDB0003422 (Boldione)

INCHI for HMDB0003422 (Boldione)

Structure for HMDB0003422 (Boldione)

3D Structure for HMDB0003422 (Boldione)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra