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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H30O3
Molecular Weight 330.4611
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NANDROLONE PROPIONATE

SMILES

[H][C@@]12CC[C@H](OC(=O)CC)[C@@]1(C)CC[C@]3([H])[C@@]4([H])CCC(=O)C=C4CC[C@@]23[H]

InChI

InChIKey=LGRKCTFWUWAKON-RRFJAZBJSA-N
InChI=1S/C21H30O3/c1-3-20(23)24-19-9-8-18-17-6-4-13-12-14(22)5-7-15(13)16(17)10-11-21(18,19)2/h12,15-19H,3-11H2,1-2H3/t15-,16+,17+,18-,19-,21-/m0/s1

HIDE SMILES / InChI

Molecular Formula C21H30O3
Molecular Weight 330.4611
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: Description was created based on several sources, including https://empower.pharmacy/drugs/nandrolone-decanoate-injection.html https://us.basicstero.info/nandrolones

Nandrolone, also known as 19-nortestosterone or 19-norandrostenolone, is a semisynthetic anabolic-androgenic steroid derived from testosterone. Nandrolone is used in the form of a variety of long-acting prodrug esters for intramuscular injection, the most common of which are nandrolone decanoate. Nandrolone decanoate is indicated for the management of the anemia of renal insufficiency and has been shown to increase hemoglobin and red cell mass. Certain clinical effects and adverse reactions demonstrate the androgenic properties of this class of drugs. Complete dissociation of anabolic and androgenic effects has not been achieved. The actions of anabolic steroids are therefore similar to those of male sex hormones with the possibility of causing serious disturbances of growth and sexual development if given to young children. Anabolic steroids suppress the gonadotropic functions of the pituitary and may exert a direct effect upon the testis. Anabolic steroids have been reported to increase low-density lipoproteins and decrease high-density lipoproteins. Synthetic version of nandrolone was developed in 1950. But nandrolone for sale appeared later only in 1962 in the form of decanoate under the trade name Deca-Durabolin (Organon company).

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P10275
Gene ID: 367.0
Gene Symbol: AR
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
NANDROLONE DECANOATE

Approved Use

Nandrolone decanoate is indicated for the management of the anemia of renal insufficiency and has been shown to increase hemoglobin and red cell mass. Surgically induced anephric patients have been reported to be less responsive.

Launch Date

2010
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
36.1 μg/L
6 mL single, oral
dose: 6 mL
route of administration: Oral
experiment type: SINGLE
co-administered:
NANDROLONE PHENPROPIONATE blood
Sus scrofa
population: HEALTHY
age: UNKNOWN
sex: FEMALE / MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
219.9 μg × h/L
6 mL single, oral
dose: 6 mL
route of administration: Oral
experiment type: SINGLE
co-administered:
NANDROLONE PHENPROPIONATE blood
Sus scrofa
population: HEALTHY
age: UNKNOWN
sex: FEMALE / MALE
food status: FASTED
Doses

Doses

DosePopulationAdverse events​
100 mg 1 times / week multiple, intramuscular
Dose: 100 mg, 1 times / week
Route: intramuscular
Route: multiple
Dose: 100 mg, 1 times / week
Sources:
unhealthy, adult
n = 5
Health Status: unhealthy
Condition: Anemias
Age Group: adult
Population Size: 5
Sources:
PubMed

PubMed

TitleDatePubMed
A report on alterations to the speaking and singing voices of four women following hormonal therapy with virilizing agents.
1999 Dec
[Treatment of acute purulent mediastinitis].
2001
Effects of nandrolone treatment on recovery in horses after strenuous physical exercise.
2001 Aug
Advances in male hormonal contraception.
2001 Dec
Suppression of spermatogenesis to azoospermia by combined administration of GnRH antagonist and 19-nortestosterone cannot be maintained by this non-aromatizable androgen alone.
2001 Dec
Anabolic steroid abuse and cardiac sudden death: a pathologic study.
2001 Feb
Assessment of hormonally active agents in the reproductive tract of female nonhuman primates.
2001 Jan-Feb
Detection and determination of anabolic steroids in nutritional supplements.
2001 Jul
Doping control for nandrolone using hair analysis.
2001 Mar
Aggression in male rats receiving anabolic androgenic steroids: effects of social and environmental provocation.
2001 Nov
Effect of nandrolone decanoate on the lipid profile of male peritoneal dialysis patients.
2001 Nov-Dec
Endogenous origin of norandrosterone in female urine: indirect evidence for the production of 19-norsteroids as by-products in the conversion from androgen to estrogen.
2001 Oct
Estimation of hormone replacement therapy influence on serum galanin level in postmenopausal women.
2001 Sep
Silymarin inhibits function of the androgen receptor by reducing nuclear localization of the receptor in the human prostate cancer cell line LNCaP.
2001 Sep
Determination of nandrolone and metabolites in urine samples from sedentary persons and sportsmen.
2001 Sep 25
Effects of withdrawal from anabolic androgenic steroids on aggression in adult male rats.
2002 Apr 1
In situ detection and quantification of bursa of fabricius cellular proliferation or apoptosis in normal or steroid-treated neonatal chicks.
2002 Aug
Molecular imprinted polymer coated QCM for the detection of nandrolone.
2002 Aug
The F-box protein SKP2 mediates androgen control of p27 stability in LNCaP human prostate cancer cells.
2002 Aug 20
Misuse of androgenic-anabolic steroids and human deltoid muscle fibers: differences between polydrug regimens and single drug administration.
2002 Jan
Anabolic androgenic steroid affects competitive behaviour, behavioural response to ethanol and brain serotonin levels.
2002 Jun 15
Effect of dienogest-containing oral contraceptives on lipid metabolism.
2002 Mar
Characterization of bone mineral composition in the proximal tibia of cynomolgus monkeys: effect of ovariectomy and nandrolone decanoate treatment.
2002 Mar
The human ovarian surface epithelium is an androgen responsive tissue.
2002 Mar 18
Enzyme-assisted synthesis and structure characterization of glucuronide conjugates of methyltestosterone (17 alpha-methylandrost-4-en-17 beta-ol-3-one) and nandrolone (estr-4-en-17 beta-ol-3-one) metabolites.
2002 Mar-Apr
Patents

Sample Use Guides

In Vivo Use Guide
50 to 100 mg per week (women) 100 to 200 mg per week (men) For children from 2 to 13 years of age, the average dose is 25 to 50 mg every 3 to 4 weeks.
Route of Administration: Intramuscular
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:11:04 GMT 2023
Edited
by admin
on Fri Dec 15 15:11:04 GMT 2023
Record UNII
M86G89RH16
Record Status Validated (UNII)
Record Version
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Name Type Language
NANDROLONE PROPIONATE
MI  
Common Name English
NORANDROSTENOLONE PROPIONATE
Common Name English
NANDROLONE 17-PROPIONATE
Common Name English
TESTOBOLIN
Brand Name English
NOR-ANABOL
Brand Name English
ANABOLICUS
Brand Name English
NANDROLONE PROPIONATE [MI]
Common Name English
NORTESTOSTERONE PROPIONATE
Common Name English
ESTR-4-EN-3-ONE, 17-(1-OXOPROPOXY)-, (17.BETA.)-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C2360
Created by admin on Fri Dec 15 15:11:04 GMT 2023 , Edited by admin on Fri Dec 15 15:11:04 GMT 2023
Code System Code Type Description
ECHA (EC/EINECS)
230-587-0
Created by admin on Fri Dec 15 15:11:04 GMT 2023 , Edited by admin on Fri Dec 15 15:11:04 GMT 2023
PRIMARY
NCI_THESAURUS
C95972
Created by admin on Fri Dec 15 15:11:04 GMT 2023 , Edited by admin on Fri Dec 15 15:11:04 GMT 2023
PRIMARY
EPA CompTox
DTXSID80992797
Created by admin on Fri Dec 15 15:11:04 GMT 2023 , Edited by admin on Fri Dec 15 15:11:04 GMT 2023
PRIMARY
CAS
7207-92-3
Created by admin on Fri Dec 15 15:11:04 GMT 2023 , Edited by admin on Fri Dec 15 15:11:04 GMT 2023
PRIMARY
WIKIPEDIA
Nandrolone propionate
Created by admin on Fri Dec 15 15:11:04 GMT 2023 , Edited by admin on Fri Dec 15 15:11:04 GMT 2023
PRIMARY
FDA UNII
M86G89RH16
Created by admin on Fri Dec 15 15:11:04 GMT 2023 , Edited by admin on Fri Dec 15 15:11:04 GMT 2023
PRIMARY
MERCK INDEX
m7720
Created by admin on Fri Dec 15 15:11:04 GMT 2023 , Edited by admin on Fri Dec 15 15:11:04 GMT 2023
PRIMARY Merck Index
PUBCHEM
111273
Created by admin on Fri Dec 15 15:11:04 GMT 2023 , Edited by admin on Fri Dec 15 15:11:04 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY