Nandrolone

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Name
Nandrolone
Accession Number
DB13169
Type
Small Molecule
Groups
Experimental, Investigational
Description

Nandrolone, also known as 19-nortestosterone or 19-norandrostenolone, is a synthetic anabolic-androgenic steroid (AAS) derived from testosterone.

Structure
Thumb
Synonyms
  • 17-hydroxyestr-4-en-3-one
  • 19-nortestosterone
  • Nandrolone cIII
  • Norandrostenolone
External IDs
NSC-3351
Product Ingredients
IngredientUNIICASInChI Key
Nandrolone hydrogen sulfate2S202OX23O98804-55-8SKZMVWBZTQNCKW-IZPLOLCNSA-N
International/Other Brands
Biobol / Decadura / Hybolin / Menidrabol
Categories
UNII
6PG9VR430D
CAS number
434-22-0
Weight
Average: 274.3978
Monoisotopic: 274.193280076
Chemical Formula
C18H26O2
InChI Key
NPAGDVCDWIYMMC-IZPLOLCNSA-N
InChI
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
IUPAC Name
(1S,2R,10R,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one
SMILES

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteractionDrug group
16-Bromoepiandrosterone16-Bromoepiandrosterone may increase the fluid retaining activities of Nandrolone.Investigational
19-norandrostenedione19-norandrostenedione may increase the fluid retaining activities of Nandrolone.Experimental, Illicit
5-androstenedione5-androstenedione may increase the fluid retaining activities of Nandrolone.Experimental, Illicit
AcenocoumarolNandrolone may increase the anticoagulant activities of Acenocoumarol.Approved
AlclometasoneAlclometasone may increase the fluid retaining activities of Nandrolone.Approved
AldosteroneAldosterone may increase the fluid retaining activities of Nandrolone.Experimental, Investigational
AmcinonideAmcinonide may increase the fluid retaining activities of Nandrolone.Approved
AndrostenedioneAndrostenedione may increase the fluid retaining activities of Nandrolone.Experimental, Illicit
AnecortaveAnecortave may increase the fluid retaining activities of Nandrolone.Investigational
anecortave acetateanecortave acetate may increase the fluid retaining activities of Nandrolone.Investigational
AtamestaneAtamestane may increase the fluid retaining activities of Nandrolone.Investigational
Beclomethasone dipropionateBeclomethasone dipropionate may increase the fluid retaining activities of Nandrolone.Approved, Investigational
BetamethasoneBetamethasone may increase the fluid retaining activities of Nandrolone.Approved, Vet Approved
BudesonideBudesonide may increase the fluid retaining activities of Nandrolone.Approved
CiclesonideCiclesonide may increase the fluid retaining activities of Nandrolone.Approved, Investigational
ClobetasolClobetasol may increase the fluid retaining activities of Nandrolone.Investigational
Clobetasol propionateClobetasol propionate may increase the fluid retaining activities of Nandrolone.Approved
ClobetasoneClobetasone may increase the fluid retaining activities of Nandrolone.Approved
ClocortoloneClocortolone may increase the fluid retaining activities of Nandrolone.Approved
ClorindioneNandrolone may increase the anticoagulant activities of Clorindione.Experimental
Cortexolone 17α-propionateCortexolone 17α-propionate may increase the fluid retaining activities of Nandrolone.Investigational
CorticosteroneCorticosterone may increase the fluid retaining activities of Nandrolone.Experimental
Cortisone acetateCortisone acetate may increase the fluid retaining activities of Nandrolone.Approved
CyclosporineNandrolone may increase the hepatotoxic activities of Cyclosporine.Approved, Investigational, Vet Approved
DeflazacortDeflazacort may increase the fluid retaining activities of Nandrolone.Approved, Investigational
DesonideDesonide may increase the fluid retaining activities of Nandrolone.Approved, Investigational
DesoximetasoneDesoximetasone may increase the fluid retaining activities of Nandrolone.Approved
Desoxycorticosterone acetateDesoxycorticosterone acetate may increase the fluid retaining activities of Nandrolone.Approved
Desoxycorticosterone PivalateDesoxycorticosterone Pivalate may increase the fluid retaining activities of Nandrolone.Experimental, Vet Approved
DexamethasoneDexamethasone may increase the fluid retaining activities of Nandrolone.Approved, Investigational, Vet Approved
Dexamethasone isonicotinateDexamethasone isonicotinate may increase the fluid retaining activities of Nandrolone.Vet Approved
DicoumarolNandrolone may increase the anticoagulant activities of Dicoumarol.Approved
DiflorasoneDiflorasone may increase the fluid retaining activities of Nandrolone.Approved
DifluocortoloneDifluocortolone may increase the fluid retaining activities of Nandrolone.Approved, Investigational, Withdrawn
DifluprednateDifluprednate may increase the fluid retaining activities of Nandrolone.Approved
DiphenadioneNandrolone may increase the anticoagulant activities of Diphenadione.Experimental
EquileninEquilenin may increase the fluid retaining activities of Nandrolone.Experimental
EquilinEquilin may increase the fluid retaining activities of Nandrolone.Approved
EstroneEstrone may increase the fluid retaining activities of Nandrolone.Approved
Estrone sulfateEstrone sulfate may increase the fluid retaining activities of Nandrolone.Approved
Ethyl biscoumacetateNandrolone may increase the anticoagulant activities of Ethyl biscoumacetate.Withdrawn
FluasteroneFluasterone may increase the fluid retaining activities of Nandrolone.Investigational
FludrocortisoneFludrocortisone may increase the fluid retaining activities of Nandrolone.Approved
FluindioneNandrolone may increase the anticoagulant activities of Fluindione.Investigational
FlumethasoneFlumethasone may increase the fluid retaining activities of Nandrolone.Approved, Vet Approved
FlunisolideFlunisolide may increase the fluid retaining activities of Nandrolone.Approved, Investigational
Fluocinolone AcetonideFluocinolone Acetonide may increase the fluid retaining activities of Nandrolone.Approved, Investigational, Vet Approved
FluocinonideFluocinonide may increase the fluid retaining activities of Nandrolone.Approved, Investigational
FluocortoloneFluocortolone may increase the fluid retaining activities of Nandrolone.Approved, Withdrawn
FluorometholoneFluorometholone may increase the fluid retaining activities of Nandrolone.Approved
FluprednideneFluprednidene may increase the fluid retaining activities of Nandrolone.Approved, Withdrawn
FluprednisoloneFluprednisolone may increase the fluid retaining activities of Nandrolone.Approved
FlurandrenolideFlurandrenolide may increase the fluid retaining activities of Nandrolone.Approved
Fluticasone furoateFluticasone furoate may increase the fluid retaining activities of Nandrolone.Approved
Fluticasone propionateFluticasone propionate may increase the fluid retaining activities of Nandrolone.Approved
FormestaneFormestane may increase the fluid retaining activities of Nandrolone.Approved, Investigational, Withdrawn
HalcinonideHalcinonide may increase the fluid retaining activities of Nandrolone.Approved, Investigational, Withdrawn
HE3286HE3286 may increase the fluid retaining activities of Nandrolone.Investigational
HydrocortisoneHydrocortisone may increase the fluid retaining activities of Nandrolone.Approved, Vet Approved
IstaroximeIstaroxime may increase the fluid retaining activities of Nandrolone.Investigational
LoteprednolLoteprednol may increase the fluid retaining activities of Nandrolone.Approved
ME-609ME-609 may increase the fluid retaining activities of Nandrolone.Investigational
MedrysoneMedrysone may increase the fluid retaining activities of Nandrolone.Approved
MelengestrolMelengestrol may increase the fluid retaining activities of Nandrolone.Vet Approved
MethylprednisoloneMethylprednisolone may increase the fluid retaining activities of Nandrolone.Approved, Vet Approved
MometasoneMometasone may increase the fluid retaining activities of Nandrolone.Approved, Vet Approved
NCX 1022NCX 1022 may increase the fluid retaining activities of Nandrolone.Investigational
Oleoyl-estroneOleoyl-estrone may increase the fluid retaining activities of Nandrolone.Investigational
ParamethasoneParamethasone may increase the fluid retaining activities of Nandrolone.Approved
PhenindioneNandrolone may increase the anticoagulant activities of Phenindione.Approved, Investigational
PhenprocoumonNandrolone may increase the anticoagulant activities of Phenprocoumon.Approved, Investigational
PrasteronePrasterone may increase the fluid retaining activities of Nandrolone.Approved, Nutraceutical
Prasterone sulfatePrasterone sulfate may increase the fluid retaining activities of Nandrolone.Investigational
PrednicarbatePrednicarbate may increase the fluid retaining activities of Nandrolone.Approved
PrednisolonePrednisolone may increase the fluid retaining activities of Nandrolone.Approved, Vet Approved
PrednisonePrednisone may increase the fluid retaining activities of Nandrolone.Approved, Vet Approved
PregnenolonePregnenolone may increase the fluid retaining activities of Nandrolone.Experimental, Investigational
RimexoloneRimexolone may increase the fluid retaining activities of Nandrolone.Approved
TioclomarolNandrolone may increase the anticoagulant activities of Tioclomarol.Experimental
TixocortolTixocortol may increase the fluid retaining activities of Nandrolone.Approved, Withdrawn
TriamcinoloneTriamcinolone may increase the fluid retaining activities of Nandrolone.Approved, Vet Approved
UlobetasolUlobetasol may increase the fluid retaining activities of Nandrolone.Approved
WarfarinNandrolone may increase the anticoagulant activities of Warfarin.Approved
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB0002725
KEGG Compound
C07254
PubChem Compound
9904
PubChem Substance
347829275
ChemSpider
9520
BindingDB
50080092
ChEBI
7466
ChEMBL
CHEMBL757
PharmGKB
PA164746281
HET
6VW
Wikipedia
Nandrolone
ATC Codes
S01XA11 — NandroloneA14AB01 — Nandrolone
PDB Entries
5kp4

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
2TerminatedTreatmentCritical Illness / Malnutrition1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0561 mg/mLALOGPS
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 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity79.95 m3·mol-1ChemAxon
Polarizability32.19 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - EI-BGC-MSsplash10-05i3-8950000000-2aca1e24a2ef4acf545f
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-004i-0090000000-494e848349f5e9b86582
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0570-1980000000-e03a1bc79e9f4e2d8260
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0a4i-2900000000-e8dd93d5cf0dff8b90e4
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0a5c-7900000000-71f3c599cf3161ab0eb7
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-057l-9500000000-ab3f2a34ef86ef591844
MS/MS Spectrum - , positiveLC-MS/MSsplash10-004i-0490000000-ef50b9f0fd0a9e2b7c03

Taxonomy

Description
This compound 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
3-oxo delta-4-steroids / 17-hydroxysteroids / Delta-4-steroids / Cyclohexenones / Secondary alcohols / Cyclic alcohols and derivatives / Organic oxides / Hydrocarbon derivatives
Substituents
Estrogen-skeleton / 3-oxo-delta-4-steroid / 3-oxosteroid / 17-hydroxysteroid / Oxosteroid / Hydroxysteroid / Delta-4-steroid / Cyclohexenone / Cyclic alcohol / Cyclic ketone
Molecular Framework
Aliphatic homopolycyclic compounds
External Descriptors
3-oxo Delta(4)-steroid, 17beta-hydroxy steroid, anabolic androgenic steroid (CHEBI:7466) / Estrane and derivatives (C07254) / C18 steroids (estrogens) and derivatives (LMST02010044)

Drug created on February 15, 2017 12:13 / Updated on January 19, 2018 10:59