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Details

Stereochemistry ABSOLUTE
Molecular Formula C30H48O3
Molecular Weight 456.7003
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NANDROLONE LAURATE

SMILES

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

InChI

InChIKey=OXXNTXVXBWLYQE-PVHICTMWSA-N
InChI=1S/C30H48O3/c1-3-4-5-6-7-8-9-10-11-12-29(32)33-28-18-17-27-26-15-13-22-21-23(31)14-16-24(22)25(26)19-20-30(27,28)2/h21,24-28H,3-20H2,1-2H3/t24-,25+,26+,27-,28-,30-/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
Sport nutritional supplements: quality and doping controls.
2001
[The combined effect of retabolile and support loads on the post-traumatic reparation process in suspended rat muscles].
2001
[Treatment of acute purulent mediastinitis].
2001
Consequence of boar edible tissue consumption on urinary profiles of nandrolone metabolites. II. Identification and quantification of 19-norsteroids responsible for 19-norandrosterone and 19-noretiocholanolone excretion in human urine.
2001
Effects of nandrolone treatment on recovery in horses after strenuous physical exercise.
2001 Aug
Gas chromatography-combustion-isotope ratio mass spectrometry analysis of 19-norsteroids: application to the detection of a nandrolone metabolite in urine.
2001 Aug 15
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
Climodien (estradiol valerate 2 mg plus dienogest 2 mg) is safe and effective in the treatment of postmenopausal complaints.
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
The metabolism of orally ingested 19-nor-4-androstene-3,17-dione and 19-nor-4-androstene-3,17-diol in healthy, resistance-trained men.
2001 Feb
[Endometriosis of the lungs: analysis of diagnosis and therapy].
2001 May
[Treatment of endometriosis with dienogest: preliminary report].
2001 May
Aggression in male rats receiving anabolic androgenic steroids: effects of social and environmental provocation.
2001 Nov
Detection of nandrolone metabolites in urine after a football game in professional and amateur players: a Bayesian comparison.
2001 Nov 1
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
Drugs and food supplements in sports. The nandrolone lessons.
2001 Oct
Melatonin elicits nuclear exclusion of the human androgen receptor and attenuates its activity.
2001 Oct 1
[New gestagens--advantages and disadvantages].
2001 Sep
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
Validity of radioimmunological methods for determining free testosterone in serum.
2001 Sep
Mass spectrometric characterization of the human androgen receptor ligand-binding domain expressed in Escherichia coli.
2001 Sep 11
Determination of nandrolone and metabolites in urine samples from sedentary persons and sportsmen.
2001 Sep 25
Estradiol valerate/dienogest.
2002
Role of androgens in female genital sexual arousal: receptor expression, structure, and function.
2002 Apr
Dienogest is as effective as triptorelin in the treatment of endometriosis after laparoscopic surgery: results of a prospective, multicenter, randomized study.
2002 Apr
In situ detection and quantification of bursa of fabricius cellular proliferation or apoptosis in normal or steroid-treated neonatal chicks.
2002 Aug
Nandrolone: generic now in stock.
2002 Aug 9
Metabolic effects of nandrolone decanoate and resistance training in men with HIV.
2002 Dec
The anabolic androgenic steroid, nandrolone decanoate, increases the density of Fos-like immunoreactive neurons in limbic regions of guinea-pig brain.
2002 Feb
Physical provocation potentiates aggression in male rats receiving anabolic androgenic steroids.
2002 Feb
Endogenous nandrolone metabolites in human urine: preliminary results to discriminate between endogenous and exogenous origin.
2002 Feb
Hair analysis of seven bodybuilders for anabolic steroids, ephedrine, and clenbuterol.
2002 Jan
Misuse of androgenic-anabolic steroids and human deltoid muscle fibers: differences between polydrug regimens and single drug administration.
2002 Jan
Inhibition of oestrone sulphatase activity by tibolone and its metabolites.
2002 Jan
Endogenous nandrolone metabolites in human urine. Two-year monitoring of male professional soccer players.
2002 Jan-Feb
The effects of nandrolone decanoate on nutritional parameters in hemodialysis patients.
2002 Jul
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
Anti-androgenic and hair growth promoting activities of Lygodii spora (spore of Lygodium japonicum) I. Active constituents inhibiting testosterone 5alpha-reductase.
2002 May
Twenty-one day administration of dienogest reversibly suppresses gonadotropins and testosterone in normal men.
2002 May
Evaluation of human hepatocyte incubation as a new tool for metabolism study of androstenedione and norandrostenedione in a doping control perspective.
2002 Nov 15
Urine nandrolone metabolites: false positive doping test?
2002 Oct
Synthesis of nitrile derivatives of estrogens.
2002 Oct 21
Impact of hormone replacement therapy on endogenous estradiol metabolism in postmenopausal women.
2002 Oct 25
Repeated anabolic-androgenic steroid treatment during adolescence increases vasopressin V(1A) receptor binding in Syrian hamsters: correlation with offensive aggression.
2002 Sep
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 LAURATE
Common Name English
LAURABOLIN
Brand Name English
3-OXOESTR-4-EN-17.BETA.-YL DODECANOATE
Systematic Name English
NANDROLONE 17.BETA.-DODECANOATE
Common Name English
NANDROLONE DODECANOATE
MI  
Common Name English
19-NORTESTOSTERONE 17.BETA.-LAURATE
Common Name English
LAURABOLIN V
Brand Name English
NANDROLONE DODECANOATE [MI]
Common Name English
NANDROLONE DECANOATE IMPURITY I [EP IMPURITY]
Common Name English
Code System Code Type Description
MERCK INDEX
m7720
Created by admin on Fri Dec 15 17:45:46 GMT 2023 , Edited by admin on Fri Dec 15 17:45:46 GMT 2023
PRIMARY Merck Index
WIKIPEDIA
Nandrolone dodecanoate
Created by admin on Fri Dec 15 17:45:46 GMT 2023 , Edited by admin on Fri Dec 15 17:45:46 GMT 2023
PRIMARY
CAS
26490-31-3
Created by admin on Fri Dec 15 17:45:46 GMT 2023 , Edited by admin on Fri Dec 15 17:45:46 GMT 2023
PRIMARY
EPA CompTox
DTXSID80949362
Created by admin on Fri Dec 15 17:45:46 GMT 2023 , Edited by admin on Fri Dec 15 17:45:46 GMT 2023
PRIMARY
SMS_ID
300000029173
Created by admin on Fri Dec 15 17:45:46 GMT 2023 , Edited by admin on Fri Dec 15 17:45:46 GMT 2023
PRIMARY
ECHA (EC/EINECS)
247-739-7
Created by admin on Fri Dec 15 17:45:46 GMT 2023 , Edited by admin on Fri Dec 15 17:45:46 GMT 2023
PRIMARY
FDA UNII
WVJ22FFN83
Created by admin on Fri Dec 15 17:45:46 GMT 2023 , Edited by admin on Fri Dec 15 17:45:46 GMT 2023
PRIMARY
PUBCHEM
94371
Created by admin on Fri Dec 15 17:45:46 GMT 2023 , Edited by admin on Fri Dec 15 17:45:46 GMT 2023
PRIMARY