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

Pharmacology

Indication
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
AcarboseNandrolone may increase the hypoglycemic activities of Acarbose.Approved, Investigational
AcenocoumarolNandrolone may increase the anticoagulant activities of Acenocoumarol.Approved, Investigational
AlbiglutideNandrolone may increase the hypoglycemic activities of Albiglutide.Approved
AlclometasoneAlclometasone may increase the fluid retaining activities of Nandrolone.Approved
AldosteroneAldosterone may increase the fluid retaining activities of Nandrolone.Experimental, Investigational
AlogliptinNandrolone may increase the hypoglycemic activities of Alogliptin.Approved
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
BromocriptineNandrolone may increase the hypoglycemic activities of Bromocriptine.Approved, Investigational
BudesonideBudesonide may increase the fluid retaining activities of Nandrolone.Approved
CanagliflozinNandrolone may increase the hypoglycemic activities of Canagliflozin.Approved
ChlorpropamideNandrolone may increase the hypoglycemic activities of Chlorpropamide.Approved, Investigational
CiclesonideCiclesonide may increase the fluid retaining activities of Nandrolone.Approved, Investigational
ClobetasolClobetasol may increase the fluid retaining activities of Nandrolone.Approved, 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
Conestat alfaNandrolone may increase the thrombogenic activities of Conestat alfa.Approved, Investigational
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, Investigational
CyclosporineNandrolone may increase the hepatotoxic activities of Cyclosporine.Approved, Investigational, Vet Approved
DapagliflozinNandrolone may increase the hypoglycemic activities of Dapagliflozin.Approved
Darbepoetin alfaNandrolone may increase the stimulatory activities of Darbepoetin alfa.Approved, Investigational
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
DisopyramideNandrolone may increase the hypoglycemic activities of Disopyramide.Approved
DulaglutideNandrolone may increase the hypoglycemic activities of Dulaglutide.Approved, Investigational
EmpagliflozinNandrolone may increase the hypoglycemic activities of Empagliflozin.Approved
EquileninEquilenin may increase the fluid retaining activities of Nandrolone.Experimental
EquilinEquilin may increase the fluid retaining activities of Nandrolone.Approved
ErythropoietinNandrolone may increase the stimulatory activities of Erythropoietin.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
ExenatideNandrolone may increase the hypoglycemic activities of Exenatide.Approved, Investigational
FluasteroneFluasterone may increase the fluid retaining activities of Nandrolone.Investigational
FludrocortisoneFludrocortisone may increase the fluid retaining activities of Nandrolone.Approved, Investigational
FluindioneNandrolone may increase the anticoagulant activities of Fluindione.Approved, 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, Investigational
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
FluticasoneFluticasone may increase the fluid retaining activities of Nandrolone.Approved, Experimental, Investigational
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
GabexateNandrolone may increase the thrombogenic activities of Gabexate.Investigational
GliclazideNandrolone may increase the hypoglycemic activities of Gliclazide.Approved
GlimepirideNandrolone may increase the hypoglycemic activities of Glimepiride.Approved
GlipizideNandrolone may increase the hypoglycemic activities of Glipizide.Approved, Investigational
GlyburideNandrolone may increase the hypoglycemic activities of Glyburide.Approved
HalcinonideHalcinonide may increase the fluid retaining activities of Nandrolone.Approved, Investigational, Withdrawn
HE3286HE3286 may increase the fluid retaining activities of Nandrolone.Investigational
Human C1-esterase inhibitorNandrolone may increase the thrombogenic activities of Human C1-esterase inhibitor.Approved
HydrocortisoneHydrocortisone may increase the fluid retaining activities of Nandrolone.Approved, Vet Approved
Insulin AspartNandrolone may increase the hypoglycemic activities of Insulin Aspart.Approved
Insulin DetemirNandrolone may increase the hypoglycemic activities of Insulin Detemir.Approved
Insulin GlargineNandrolone may increase the hypoglycemic activities of Insulin Glargine.Approved
Insulin GlulisineNandrolone may increase the hypoglycemic activities of Insulin Glulisine.Approved
Insulin HumanNandrolone may increase the hypoglycemic activities of Insulin Human.Approved, Investigational
Insulin LisproNandrolone may increase the hypoglycemic activities of Insulin Lispro.Approved
IstaroximeIstaroxime may increase the fluid retaining activities of Nandrolone.Investigational
LiraglutideNandrolone may increase the hypoglycemic activities of Liraglutide.Approved
LoteprednolLoteprednol may increase the fluid retaining activities of Nandrolone.Approved
ME-609ME-609 may increase the fluid retaining activities of Nandrolone.Investigational
MecaserminNandrolone may increase the hypoglycemic activities of Mecasermin.Approved, Investigational
MedrysoneMedrysone may increase the fluid retaining activities of Nandrolone.Approved
MelengestrolMelengestrol may increase the fluid retaining activities of Nandrolone.Vet Approved
MetforminNandrolone may increase the hypoglycemic activities of Metformin.Approved
Methoxy polyethylene glycol-epoetin betaNandrolone may increase the stimulatory activities of Methoxy polyethylene glycol-epoetin beta.Approved
MethylprednisoloneMethylprednisolone may increase the fluid retaining activities of Nandrolone.Approved, Vet Approved
MifepristoneNandrolone may increase the hypoglycemic activities of Mifepristone.Approved, Investigational
MiglitolNandrolone may increase the hypoglycemic activities of Miglitol.Approved
MometasoneMometasone may increase the fluid retaining activities of Nandrolone.Approved, Vet Approved
NateglinideNandrolone may increase the hypoglycemic activities of Nateglinide.Approved, Investigational
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
PentamidineNandrolone may increase the hypoglycemic activities of Pentamidine.Approved, Investigational
PhenindioneNandrolone may increase the anticoagulant activities of Phenindione.Approved, Investigational
PhenprocoumonNandrolone may increase the anticoagulant activities of Phenprocoumon.Approved, Investigational
PioglitazoneNandrolone may increase the hypoglycemic activities of Pioglitazone.Approved, Investigational
PramlintideNandrolone may increase the hypoglycemic activities of Pramlintide.Approved, Investigational
PrasteronePrasterone may increase the fluid retaining activities of Nandrolone.Approved, Investigational, Nutraceutical
Prasterone sulfatePrasterone sulfate may increase the fluid retaining activities of Nandrolone.Investigational
PrednicarbatePrednicarbate may increase the fluid retaining activities of Nandrolone.Approved, Investigational
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.Approved, Experimental, Investigational
QuinineNandrolone may increase the hypoglycemic activities of Quinine.Approved
RepaglinideNandrolone may increase the hypoglycemic activities of Repaglinide.Approved, Investigational
RimexoloneRimexolone may increase the fluid retaining activities of Nandrolone.Approved
RosiglitazoneNandrolone may increase the hypoglycemic activities of Rosiglitazone.Approved, Investigational
SaxagliptinNandrolone may increase the hypoglycemic activities of Saxagliptin.Approved
SitagliptinNandrolone may increase the hypoglycemic activities of Sitagliptin.Approved, Investigational
SulfadiazineNandrolone may increase the hypoglycemic activities of Sulfadiazine.Approved, Investigational, Vet Approved
SulfamethoxazoleNandrolone may increase the hypoglycemic activities of Sulfamethoxazole.Approved
SulfisoxazoleNandrolone may increase the hypoglycemic activities of Sulfisoxazole.Approved, Vet Approved
SunitinibNandrolone may increase the hypoglycemic activities of Sunitinib.Approved, Investigational
TioclomarolNandrolone may increase the anticoagulant activities of Tioclomarol.Experimental
TixocortolTixocortol may increase the fluid retaining activities of Nandrolone.Approved, Withdrawn
TolazamideNandrolone may increase the hypoglycemic activities of Tolazamide.Approved, Investigational
TolbutamideNandrolone may increase the hypoglycemic activities of Tolbutamide.Approved, Investigational
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 June 02, 2018 09:48