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Details

Stereochemistry ABSOLUTE
Molecular Formula C28H44O3
Molecular Weight 428.6472
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NANDROLONE DECANOATE

SMILES

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

InChI

InChIKey=JKWKMORAXJQQSR-MOPIKTETSA-N
InChI=1S/C28H44O3/c1-3-4-5-6-7-8-9-10-27(30)31-26-16-15-25-24-13-11-20-19-21(29)12-14-22(20)23(24)17-18-28(25,26)2/h19,22-26H,3-18H2,1-2H3/t22-,23+,24+,25-,26-,28-/m0/s1

HIDE SMILES / InChI

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
Steroidal control of male hamster sexual behavior in Me and MPOA: effects of androgen dose and tamoxifen.
2001 Apr
Human cell lines as an in vitro/in vivo model for prostate carcinogenesis and progression.
2001 Apr
The inhibitory effect of dienogest, a synthetic steroid, on the growth of human endometrial stromal cells in vitro.
2001 Apr
Effects of nandrolone treatment on recovery in horses after strenuous physical exercise.
2001 Aug
Measurement of androgen and estrogen receptors in breast tissue from subjects with anabolic steroid-dependent gynecomastia.
2001 Aug 17
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
Expression of the human androgen receptor in eukaryotic cells using a recombinant adenovirus vector yields high levels of the soluble, functional receptor protein.
2001 Dec
Anabolic steroid abuse and cardiac sudden death: a pathologic study.
2001 Feb
The anabolic-androgenic steroid nandrolone decanoate affects the density of dopamine receptors in the male rat brain.
2001 Jan
Assessment of hormonally active agents in the reproductive tract of female nonhuman primates.
2001 Jan-Feb
Novel amino acid substitutional mutation, tyrosine-739-aspartic acid, in the androgen receptor gene in complete androgen insensitivity syndrome.
2001 Jun
Recombinant expression and purification of human androgen receptor in a baculovirus system.
2001 Jun 15
[Treatment of endometriosis with dienogest: preliminary report].
2001 May
Assessment of oestrogenic potency of chemicals used as growth promoter by in-vitro methods.
2001 May
Silymarin inhibits function of the androgen receptor by reducing nuclear localization of the receptor in the human prostate cancer cell line LNCaP.
2001 Sep
Mass spectrometric characterization of the human androgen receptor ligand-binding domain expressed in Escherichia coli.
2001 Sep 11
Role of androgens in female genital sexual arousal: receptor expression, structure, and function.
2002 Apr
Aromatase and breast cancer: W39R, an inactive protein.
2002 Apr
Effects of withdrawal from anabolic androgenic steroids on aggression in adult male rats.
2002 Apr 1
The popliteal-artery entrapment syndrome in a patient using anabolic steroids.
2002 Apr 18
Molecular imprinted polymer coated QCM for the detection of nandrolone.
2002 Aug
Nandrolone: generic now in stock.
2002 Aug 9
Physical provocation potentiates aggression in male rats receiving anabolic androgenic steroids.
2002 Feb
Abuse of performance-enhancing drugs in sport.
2002 Feb
Endogenous nandrolone metabolites in human urine. Two-year monitoring of male professional soccer players.
2002 Jan-Feb
The human ovarian surface epithelium is an androgen responsive tissue.
2002 Mar 18
Anti-androgenic and hair growth promoting activities of Lygodii spora (spore of Lygodium japonicum) I. Active constituents inhibiting testosterone 5alpha-reductase.
2002 May
Effects of adjuvant androgen on anemia and nutritional parameters in chronic hemodialysis patients using low-dose recombinant human erythropoietin.
2002 Sep
Nandrolone excretion is not increased by exhaustive exercise in trained athletes.
2002 Sep
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
Name Type Language
NANDROLONE DECANOATE
EP   JAN   MART.   MI   ORANGE BOOK   USAN   USP   VANDF   WHO-DD  
USAN  
Official Name English
NANDROLONE DECANOATE [JAN]
Common Name English
NANDROLONE DECANOATE [ORANGE BOOK]
Common Name English
ESTR-4-EN-3-ONE, 17-((1-OXODECYL)OXY)-, (17.BETA.)-
Systematic Name English
NANDROLONE DECANOATE CIII [USP-RS]
Common Name English
NANDROLONE DECANOATE [USP MONOGRAPH]
Common Name English
NANDROLONE DECANOATE [MI]
Common Name English
NANDROLONE DECANOATE [VANDF]
Common Name English
NANDROLONE DECANOATE [EP IMPURITY]
Common Name English
NANDROLONE DECANOATE [MART.]
Common Name English
17B-HYDROXYESTR-4-EN-3-ONE DECANOATE.
Common Name English
NANDROLONE DECANOATE CIII
USP-RS  
Common Name English
17.BETA.-HYDROXYESTR-4-EN-3-ONE 17-DECANOATE
Systematic Name English
Nandrolone decanoate [WHO-DD]
Common Name English
NANDROLONE DECANOATE [EP MONOGRAPH]
Common Name English
NANDROLONE DECANOATE [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C243
Created by admin on Fri Dec 15 16:15:57 GMT 2023 , Edited by admin on Fri Dec 15 16:15:57 GMT 2023
FDA ORPHAN DRUG 569116
Created by admin on Fri Dec 15 16:15:57 GMT 2023 , Edited by admin on Fri Dec 15 16:15:57 GMT 2023
DEA NO. 4000
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Code System Code Type Description
MESH
C003297
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PRIMARY
EPA CompTox
DTXSID7023352
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PRIMARY
ECHA (EC/EINECS)
206-639-3
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PRIMARY
DAILYMED
H45187T098
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PUBCHEM
9677
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CAS
360-70-3
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DRUG BANK
DB08804
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MERCK INDEX
m7720
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PRIMARY Merck Index
RXCUI
31494
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PRIMARY RxNorm
ChEMBL
CHEMBL1200946
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PRIMARY
EVMPD
SUB03384MIG
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PRIMARY
NCI_THESAURUS
C1172
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PRIMARY
FDA UNII
H45187T098
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PRIMARY
SMS_ID
100000090393
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RS_ITEM_NUM
1455000
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PRIMARY
WIKIPEDIA
Nandrolone decanoate
Created by admin on Fri Dec 15 16:15:57 GMT 2023 , Edited by admin on Fri Dec 15 16:15:57 GMT 2023
PRIMARY
DRUG CENTRAL
1881
Created by admin on Fri Dec 15 16:15:57 GMT 2023 , Edited by admin on Fri Dec 15 16:15:57 GMT 2023
PRIMARY