NP-MRD: Showing NP-Card for androsta-1,4-diene-3,17-dione (NP0178302)

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Record Information

Version

2.0

Created at

2022-09-03 16:16:21 UTC

Updated at

2022-09-03 16:16:21 UTC

NP-MRD ID

NP0178302

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

Boldione, also known as ADD or ADT, 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. Boldione is an extremely weak basic (essentially neutral) compound (based on its pKa). Boldione exists in all living organisms, ranging from bacteria to humans. androsta-1,4-diene-3,17-dione is found in Aglaia rubiginosa. androsta-1,4-diene-3,17-dione was first documented in 2005 (PMID: 16244993). A steroid that consists of androstane having double bonds at positions 1 and 4 and two keto groups at positions 3 and 17 (PMID: 16449054) (PMID: 16308875).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 45 48  0  0  0  0  0  0  0  0999 V2000
    1.8134   -1.7029    0.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8919   -0.2460   -0.3539 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6924   -0.2127   -1.5666 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8480    0.3970   -1.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4075    1.0911   -0.5322 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5236    1.6762   -0.6267 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6587    1.1005    0.7086 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4985    0.4846    0.7851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7813    0.5374    2.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3002    0.6329    1.9264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2676   -0.0994    0.7335 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5032    0.3448   -0.4932 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1503    0.0009   -1.7804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5359    0.6310   -1.8023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3121   -0.0369   -0.7284 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4452   -1.5213   -0.9441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6686    0.5043   -0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3512    1.0680   -1.3079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9851    0.2038    0.9234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6573   -0.2686    1.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6737    0.3039    0.5935 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7325   -1.7569    1.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7827   -2.2006   -0.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9999   -2.2293   -0.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3590   -0.7110   -2.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4118    0.3845   -2.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0866    1.6336    1.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1194    1.4555    2.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0763   -0.3294    2.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0177    1.7178    1.8013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1762    0.3076    2.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2153   -1.2029    0.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6138    1.4454   -0.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4129    0.4920   -2.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2222   -1.1024   -1.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9955    0.5920   -2.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3783    1.6994   -1.4944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5466   -2.0938   -0.7332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6902   -1.6669   -2.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2786   -1.9420   -0.3766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3077    1.1018    1.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7366   -0.6059    0.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6420   -1.3757    1.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5636    0.0724    2.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7314    1.4260    0.6819 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
 20 19  1  0
 19 17  1  0
 17 18  2  0
 17 15  1  0
 15 16  1  6
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  2  0
  7  5  1  0
  5  6  2  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  1  1
 15 21  1  0
  2 12  1  0
 11 21  1  0
  2  8  1  0
 21 45  1  1
 20 43  1  0
 20 44  1  0
 19 41  1  0
 19 42  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 14 36  1  0
 14 37  1  0
 13 34  1  0
 13 35  1  0
 12 33  1  1
 11 32  1  1
 10 30  1  0
 10 31  1  0
  9 28  1  0
  9 29  1  0
  7 27  1  0
  4 26  1  0
  3 25  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
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>
NP0178302

> <DATABASE_NAME>
NP-MRD

> <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

$$$$

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

View in JSmol

Synonyms

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

Chemical Formula

C₁₉H₂₄O₂

Average Mass

284.3927 Da

Monoisotopic Mass

284.17763 Da

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

Not Available

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

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aglaia rubiginosa	LOTUS Database	35616633

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 )

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
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

External Links

HMDB ID

HMDB0003422

DrugBank ID

DB07373

Phenol Explorer Compound ID

Not Available

FoodDB 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

Good Scents ID

Not Available

References

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. doi: 10.1080/02652030500442508. [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. doi: 10.1002/rcm.2271. [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. doi: 10.1007/s11259-005-0080-7. [PubMed:16244993 ]
LOTUS database [Link]

Showing NP-Card for androsta-1,4-diene-3,17-dione (NP0178302)

MOL for NP0178302 (androsta-1,4-diene-3,17-dione)

3D MOL for NP0178302 (androsta-1,4-diene-3,17-dione)

3D SDF for NP0178302 (androsta-1,4-diene-3,17-dione)

3D-SDF for NP0178302 (androsta-1,4-diene-3,17-dione)

PDB for NP0178302 (androsta-1,4-diene-3,17-dione)

3D PDB for NP0178302 (androsta-1,4-diene-3,17-dione)

SMILES for NP0178302 (androsta-1,4-diene-3,17-dione)

INCHI for NP0178302 (androsta-1,4-diene-3,17-dione)

Structure for NP0178302 (androsta-1,4-diene-3,17-dione)

3D Structure for NP0178302 (androsta-1,4-diene-3,17-dione)