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Showing Compound Nandrolone (FDB023054)

Record Information
Version1.0
Creation date2011-09-21 00:23:54 UTC
Update date2015-07-21 06:57:29 UTC
Primary IDFDB023054
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameNandrolone
DescriptionNandrolone is a C18 steroid with androgenic and anabolic properties. It is generally prepared from alkyl ethers of estradiol to resemble testosterone but less one carbon at the 19 position. -- Pubchem; Nandrolone is an anabolic steroid occurring naturally in the human body, albeit in small quantities. Nandrolone is most commonly sold commercially as its decanoate ester (Deca-Durabolin) and less commonly as a phenylpropionate ester (Durabolin). Nandrolone use is indirectly detectable in urine tests by testing for the presence of 19-norandrosterone, a metabolism product of this molecule. The International Olympic Committee has set a limit of 2 ng per ml of urine as the upper limit, beyond which an athlete is suspected of doping. -- Wikipedia [HMDB]
CAS Number434-22-0
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(17beta)-17-Hydroxyestr-4-en-3-oneChEBI
17beta-Hydroxy-19-nor-4-androsten-3-oneChEBI
17beta-Hydroxy-4-estren-3-oneChEBI
17beta-Hydroxyestr-4-en-3-oneChEBI
19-NorandrostenoloneChEBI
19-NortestosteroneChEBI
4-Estren-17beta-ol-3-oneChEBI
DecaduraKegg
(17b)-17-Hydroxyestr-4-en-3-oneGenerator
(17Β)-17-hydroxyestr-4-en-3-oneGenerator
17b-Hydroxy-19-nor-4-androsten-3-oneGenerator
17Β-hydroxy-19-nor-4-androsten-3-oneGenerator
17b-Hydroxy-4-estren-3-oneGenerator
17Β-hydroxy-4-estren-3-oneGenerator
17b-Hydroxyestr-4-en-3-oneGenerator
17Β-hydroxyestr-4-en-3-oneGenerator
4-Estren-17b-ol-3-oneGenerator
4-Estren-17β-ol-3-oneGenerator
(17-beta)-17-Hydroxyestr-4-en-3-oneHMDB
17-beta-Hydroestr-4-en-3-oneHMDB
Deca-durabolinHMDB
DurabolinHMDB
MenidrabolHMDB
NandrolonHMDB
NandrolonaHMDB
Nandrolone baseHMDB
Nandrolone decanoateHMDB
Nandrolone decanoic acidHMDB
Nandrolone phenpropionateHMDB
NandrolonumHMDB
NorandrostenolonHMDB
NorandrostenoloneHMDB
NortestonateHMDB
NortestosteroneHMDB
NortestosteronumHMDB
OestrenolonHMDB
17-Hydroxy-estr-4-ene-3-oneMeSH, HMDB
EstrenoloneMeSH, HMDB
17beta Hydroxy 19 nor 4 androsten 3 oneMeSH, HMDB
(17β)-17-hydroxyestr-4-en-3-oneGenerator
17β-hydroxy-19-nor-4-androsten-3-oneGenerator
17β-hydroxy-4-estren-3-oneGenerator
Deca-Durabolinhmdb
Nandrolone Basehmdb
Nandrolone Decanoatehmdb
Nandrolone Decanoic acidhmdb
Nandrolone Phenpropionatehmdb
Predicted Properties
PropertyValueSource
Water Solubility0.056 g/LALOGPS
logP2.6ALOGPS
logP3.07ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)19.28ChemAxon
pKa (Strongest Basic)-0.88ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity79.95 m³·mol⁻¹ChemAxon
Polarizability32.27 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC18H26O2
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
InChI IdentifierInChI=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 KeyNPAGDVCDWIYMMC-IZPLOLCNSA-N
Isomeric SMILES[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])[C@@]3([H])CCC(=O)C=C3CC[C@@]21[H]
Average Molecular Weight274.3978
Monoisotopic Molecular Weight274.193280076
Classification
Description Belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassEstrane steroids
Direct ParentEstrogens 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 FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSNandrolone, non-derivatized, GC-MS Spectrumsplash10-05i3-8950000000-2aca1e24a2ef4acf545fSpectrum
GC-MSNandrolone, non-derivatized, GC-MS Spectrumsplash10-05i3-8950000000-2aca1e24a2ef4acf545fSpectrum
GC-MSNandrolone, non-derivatized, GC-MS Spectrumsplash10-05i3-8950000000-2aca1e24a2ef4acf545fSpectrum
GC-MSNandrolone, non-derivatized, GC-MS Spectrumsplash10-05i3-8950000000-2aca1e24a2ef4acf545fSpectrum
GC-MSNandrolone, non-derivatized, GC-MS Spectrumsplash10-05i3-8950000000-2aca1e24a2ef4acf545fSpectrum
GC-MSNandrolone, non-derivatized, GC-MS Spectrumsplash10-05i3-8950000000-2aca1e24a2ef4acf545fSpectrum
GC-MSNandrolone, non-derivatized, GC-MS Spectrumsplash10-05i3-8950000000-2aca1e24a2ef4acf545fSpectrum
GC-MSNandrolone, non-derivatized, GC-MS Spectrumsplash10-05i3-8950000000-2aca1e24a2ef4acf545fSpectrum
Predicted GC-MSNandrolone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0002-1390000000-ccec1d79f2682b0d6bcdSpectrum
Predicted GC-MSNandrolone, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-014i-3459000000-2c9e474d4fe483963de2Spectrum
Predicted GC-MSNandrolone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-004i-0090000000-494e848349f5e9b865822017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0570-1980000000-e03a1bc79e9f4e2d82602017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0a4i-2900000000-e8dd93d5cf0dff8b90e42017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0a5c-7900000000-71f3c599cf3161ab0eb72017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-057l-9500000000-ab3f2a34ef86ef5918442017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-004i-0490000000-ef50b9f0fd0a9e2b7c032017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-004i-0090000000-494e848349f5e9b865822021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0570-1890000000-f1ef53c89897edb937bd2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0a5c-7900000000-3fcbdc990804e86cea692021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0a4i-3900000000-38204908207e3c492f312021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-057l-9500000000-f8e3f1dca618b57733822021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-0a70-1950000000-3deed21a74589392a1e62021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-057l-9500000000-1532de517e04b6798dff2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0570-1890000000-c97321edf7f62a485d352021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0a4i-3900000000-e3fa79b994c641358e402021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0a5c-7900000000-05b21f3048b9a15fd44c2021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a6r-0090000000-a68cb7a4b0cf987e87572016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a6r-0390000000-3e5a09a8ce0262c4d8dd2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pb9-3930000000-0e574177891b374ec8852016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0090000000-d6ac133b0193eab1624e2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0090000000-7b428460d9c77da1b3232016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-1190000000-31322ef34e235f8b8e8f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0090000000-5809628d56891b262e6f2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004j-0950000000-ff92f819e00b54e35c1e2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052b-2900000000-8fa1a18a876d0904eb9e2021-09-23View Spectrum
NMRNot Available
ChemSpider ID9520
ChEMBL IDCHEMBL757
KEGG Compound IDC07254
Pubchem Compound ID9904
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB02725
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNandrolone
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Androgen receptorARP10275
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference