NP-MRD: Showing NP-Card for Nandrolone (NP0087004)

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Record Information

Version

2.0

Created at

2022-05-11 16:37:06 UTC

Updated at

2022-05-11 16:37:06 UTC

NP-MRD ID

NP0087004

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Nandrolone

Description

Nandrolone, also known as deca-durabolin or norandrostenolone, belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. Thus, nandrolone is considered to be a steroid lipid molecule. Nandrolone is found in Arabidopsis thaliana. Nandrolone was first documented in 1995 (PMID: 7746275). Nandrolone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 10689586) (PMID: 15784189) (PMID: 15723686) (PMID: 16689542).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 46 49  0  0  0  0  0  0  0  0999 V2000
   -2.3481    0.0617    1.8105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1525   -0.5089    0.4258 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2844   -1.6855    0.4607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1027   -1.6571   -0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6781   -0.3917   -0.4645 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9788   -0.4278    0.2921 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8338   -1.4956   -0.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2851   -1.4152    0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6787   -0.1009    0.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7551   -0.0515    1.2545 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8693    1.0637    0.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5623    0.9339    0.2253 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8047    2.1788    0.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4743    2.0160   -0.6406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1849    0.8115   -0.0502 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5408    0.5132   -0.5245 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5502    1.5796   -0.5032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8707    0.8159   -0.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4911   -0.6523   -0.2101 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4257   -1.2801    0.5945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4174    0.1095    2.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0075   -0.6716    2.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8930    1.0152    1.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9026   -1.8728    1.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8790   -2.5938    0.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5348   -1.8535   -1.5035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4866   -2.5701   -0.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9592   -0.1712   -1.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7574   -0.7250    1.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4768   -2.4814    0.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6604   -1.5360   -1.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6098   -2.1931    0.7681 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8777   -1.5832   -0.8828 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3626    2.0417    0.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4117    2.8671   -0.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6630    2.7145    0.9786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5096    1.9806   -1.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1489    2.9066   -0.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0712    0.8751    1.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5102    0.0402   -1.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5321    2.1114   -1.4968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4661    2.3150    0.3081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4383    0.9089   -1.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5269    1.1879    0.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3705   -1.1074   -1.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0454   -2.0218    1.1120 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19  2  1  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  2 16  1  0
 15  5  1  0
 15 16  1  0
 12  6  1  0
 16 40  1  6
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  6
 20 46  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  6
  6 29  1  1
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
 11 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  1
M  END

Untitled Document-2
  Mrv1652305171817122D          

 24 27  0  0  0  0            999 V2000
   -2.0637   -0.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0637   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3492   -1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348   -0.5198    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3492   -0.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0796   -1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942   -0.5198    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0796   -0.1073    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5086   -0.1073    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5086    0.7177    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7942    1.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0796    0.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2933   -0.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7782    0.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2933    0.9726    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7782   -1.7573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348    0.3052    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942    0.3052    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086    1.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0796   -0.9323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086   -0.9323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5482    1.7572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 10  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 12  1  0  0  0  0
  2 18  2  0  0  0  0
  5 19  1  1  0  0  0
  9 20  1  1  0  0  0
 12 21  1  1  0  0  0
 10 22  1  6  0  0  0
 11 23  1  6  0  0  0
 17 24  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0087004

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])[C@@]3([H])CCC(=O)C=C3CC[C@@]21[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H26O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,13-17,20H,2-9H2,1H3/t13-,14+,15+,16-,17-,18-/m0/s1

> <INCHI_KEY>
NPAGDVCDWIYMMC-IZPLOLCNSA-N

> <FORMULA>
C18H26O2

> <MOLECULAR_WEIGHT>
274.3978

> <EXACT_MASS>
274.193280076

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
32.27342735561857

> <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-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

> <ALOGPS_LOGP>
2.60

> <JCHEM_LOGP>
3.065376177666667

> <ALOGPS_LOGS>
-3.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.377705301929787

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.278891158439862

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8839295273296058

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
79.95469999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.61e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,10R,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 17-MAY-18   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Untitled Document-2                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-MAY-18         0                                  
HETATM    1  C   UNK     0      -3.852  -0.970   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.852  -2.510   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.519  -3.280   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.185  -2.510   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.185  -0.970   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.519  -0.200   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.149  -3.280   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.483  -2.510   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.483  -0.970   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.149  -0.200   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.816  -0.200   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.816   1.340   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.483   2.110   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.149   1.340   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.281  -0.676   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.186   0.570   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.281   1.816   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -5.186  -3.280   0.000  0.00  0.00           O+0
HETATM   19  H   UNK     0      -1.185   0.570   0.000  0.00  0.00           H+0
HETATM   20  H   UNK     0       1.483   0.570   0.000  0.00  0.00           H+0
HETATM   21  C   UNK     0       2.816   2.880   0.000  0.00  0.00           C+0
HETATM   22  H   UNK     0       0.149  -1.740   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0       2.816  -1.740   0.000  0.00  0.00           H+0
HETATM   24  O   UNK     0       4.757   3.280   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10   19                                             
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   20                                             
CONECT   10    9    5   14   22                                             
CONECT   11    9   12   15   23                                             
CONECT   12   11   13   17   21                                             
CONECT   13   12   14                                                       
CONECT   14   13   10                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   24                                                  
CONECT   18    2                                                            
CONECT   19    5                                                            
CONECT   20    9                                                            
CONECT   21   12                                                            
CONECT   22   10                                                            
CONECT   23   11                                                            
CONECT   24   17                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

View in JSmol

Synonyms

Value	Source
(17beta)-17-Hydroxyestr-4-en-3-one	ChEBI
17beta-Hydroxy-19-nor-4-androsten-3-one	ChEBI
17beta-Hydroxy-4-estren-3-one	ChEBI
17beta-Hydroxyestr-4-en-3-one	ChEBI
19-Norandrostenolone	ChEBI
19-Nortestosterone	ChEBI
4-Estren-17beta-ol-3-one	ChEBI
Decadura	Kegg
(17b)-17-Hydroxyestr-4-en-3-one	Generator
(17Β)-17-hydroxyestr-4-en-3-one	Generator
17b-Hydroxy-19-nor-4-androsten-3-one	Generator
17Β-hydroxy-19-nor-4-androsten-3-one	Generator
17b-Hydroxy-4-estren-3-one	Generator
17Β-hydroxy-4-estren-3-one	Generator
17b-Hydroxyestr-4-en-3-one	Generator
17Β-hydroxyestr-4-en-3-one	Generator
4-Estren-17b-ol-3-one	Generator
4-Estren-17β-ol-3-one	Generator
(17-beta)-17-Hydroxyestr-4-en-3-one	HMDB
17-beta-Hydroestr-4-en-3-one	HMDB
Deca-durabolin	HMDB
Durabolin	HMDB
Menidrabol	HMDB
Nandrolon	HMDB
Nandrolona	HMDB
Nandrolone base	HMDB
Nandrolone decanoate	HMDB
Nandrolone decanoic acid	HMDB
Nandrolone phenpropionate	HMDB
Nandrolonum	HMDB
Norandrostenolon	HMDB
Norandrostenolone	HMDB
Nortestonate	HMDB
Nortestosterone	HMDB
Nortestosteronum	HMDB
Oestrenolon	HMDB
17-Hydroxy-estr-4-ene-3-one	HMDB
Estrenolone	HMDB
17beta Hydroxy 19 nor 4 androsten 3 one	HMDB

Chemical Formula

C₁₈H₂₆O₂

Average Mass

274.3978 Da

Monoisotopic Mass

274.19328 Da

IUPAC Name

(1S,2R,10R,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

Traditional Name

(1S,2R,10R,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])[C@@]3([H])CCC(=O)C=C3CC[C@@]21[H]

InChI Identifier

InChI=1S/C18H26O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,13-17,20H,2-9H2,1H3/t13-,14+,15+,16-,17-,18-/m0/s1

InChI Key

NPAGDVCDWIYMMC-IZPLOLCNSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Arabidopsis thaliana	LOTUS Database	35616633
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Estrane steroids

Direct Parent

Estrogens and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3-oxo Delta(4)-steroid (CHEBI:7466 )
17beta-hydroxy steroid (CHEBI:7466 )
anabolic androgenic steroid (CHEBI:7466 )
Estrane and derivatives (C07254 )
C18 steroids (estrogens) and derivatives (LMST02010044 )

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	2.6	ALOGPS
logP	3.07	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	19.28	ChemAxon
pKa (Strongest Basic)	-0.88	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	79.95 m³·mol⁻¹	ChemAxon
Polarizability	32.27 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

HMDB0002725

DrugBank ID

DB13169

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023054

KNApSAcK ID

Not Available

Chemspider ID

9520

KEGG Compound ID

C07254

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Nandrolone

METLIN ID

1434

PubChem Compound

9904

PDB ID

Not Available

ChEBI ID

7466

Good Scents ID

Not Available

References

General References

Segura J, Pichini S, Peng SH, de la Torre X: Hair analysis and detectability of single dose administration of androgenic steroid esters. Forensic Sci Int. 2000 Jan 10;107(1-3):347-59. doi: 10.1016/s0379-0738(99)00178-4. [PubMed:10689586 ]
Venken K, Boonen S, Van Herck E, Vandenput L, Kumar N, Sitruk-Ware R, Sundaram K, Bouillon R, Vanderschueren D: Bone and muscle protective potential of the prostate-sparing synthetic androgen 7alpha-methyl-19-nortestosterone: evidence from the aged orchidectomized male rat model. Bone. 2005 Apr;36(4):663-70. doi: 10.1016/j.bone.2005.01.003. [PubMed:15784189 ]
Noorafshan A, Karbalay-Doust S, Ardekani FM: High doses of nandrolone decanoate reduce volume of testis and length of seminiferous tubules in rats. APMIS. 2005 Feb;113(2):122-5. doi: 10.1111/j.1600-0463.2005.apm1130205.x. [PubMed:15723686 ]
Tai SS, Xu B, Sniegoski LT, Welch MJ: Development and evaluation of a candidate reference measurement procedure for the determination of 19-norandrosterone in human urine using isotope-dilution liquid chromatography/tandem mass spectrometry. Anal Chem. 2006 May 15;78(10):3393-8. doi: 10.1021/ac052237p. [PubMed:16689542 ]
Summerfield AE, Diaz Cruz PJ, Dolenga MP, Smith HE, Strader CD, Toney JH: Tissue-specific pharmacology of testosterone and 5 alpha-dihydrotestosterone analogues: characterization of a novel canine liver androgen-binding protein. Mol Pharmacol. 1995 May;47(5):1080-8. [PubMed:7746275 ]

Showing NP-Card for Nandrolone (NP0087004)

MOL for NP0087004 (Nandrolone)

3D MOL for NP0087004 (Nandrolone)

3D SDF for NP0087004 (Nandrolone)

3D-SDF for NP0087004 (Nandrolone)

PDB for NP0087004 (Nandrolone)

3D PDB for NP0087004 (Nandrolone)

SMILES for NP0087004 (Nandrolone)

INCHI for NP0087004 (Nandrolone)

Structure for NP0087004 (Nandrolone)

3D Structure for NP0087004 (Nandrolone)