NANDROLONE LAURATE

US Previously Marketed

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 Search

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
Sources: https://www.drugs.com/pro/nandrolone.html
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).

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Androgen receptor 42 Target ID: P10275 Gene ID: 367.0 Gene Symbol: AR Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/22093481 \| https://www.ncbi.nlm.nih.gov/pubmed/18809391	Agonist 2678
Androgen Receptor 167 Target ID: CHEMBL1871 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18809391	Agonist 2678
Androgen receptor 42 Target ID: P10275 Gene ID: 367.0 Gene Symbol: AR Target Organism: Homo sapiens (Human) Sources: https://www.drugbank.ca/drugs/DB00984 \| https://www.ncbi.nlm.nih.gov/pubmed/14303256 \| https://www.ncbi.nlm.nih.gov/pubmed/13572933	Agonist 2678

Conditions

Condition	Modality	Targets	Highest Phase	Product
Anemia of renal insufficiency 11 Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=3f059e04-1ebc-40bb-a49c-f9d90d41b1cb	Primary		Approved 8429	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

C_max

Value	Dose	Co-administered	Analyte	Population
36.1 μg/L EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/10435281	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

Value	Dose	Co-administered	Analyte	Population
219.9 μg × h/L EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/10435281	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

Dose	Population	Adverse 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: https://pubmed.ncbi.nlm.nih.gov/318825	unhealthy, adult n = 5 Health Status: unhealthy Condition: Anemias Age Group: adult Population Size: 5 Sources: https://pubmed.ncbi.nlm.nih.gov/318825	Sources: https://pubmed.ncbi.nlm.nih.gov/318825

PubMed

Title	Date	PubMed
Detection of nandrolone, testosterone, and their esters in rat and human hair samples.	1999 Oct	10517545
[The combined effect of retabolile and support loads on the post-traumatic reparation process in suspended rat muscles].	2001	11589151
Gas chromatography-combustion-isotope ratio mass spectrometry analysis of 19-norsteroids: application to the detection of a nandrolone metabolite in urine.	2001 Aug 15	11499480
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	11708699
Detection and determination of anabolic steroids in nutritional supplements.	2001 Jul	11377067
Novel amino acid substitutional mutation, tyrosine-739-aspartic acid, in the androgen receptor gene in complete androgen insensitivity syndrome.	2001 Jun	11380707
[Endometriosis of the lungs: analysis of diagnosis and therapy].	2001 May	11526762
Aggression in male rats receiving anabolic androgenic steroids: effects of social and environmental provocation.	2001 Nov	11673914
Detection of nandrolone metabolites in urine after a football game in professional and amateur players: a Bayesian comparison.	2001 Nov 1	11672966
Drugs and food supplements in sports. The nandrolone lessons.	2001 Oct	11668257
Estimation of hormone replacement therapy influence on serum galanin level in postmenopausal women.	2001 Sep	11588945
Validity of radioimmunological methods for determining free testosterone in serum.	2001 Sep	11532484
Effect of combined treatment with nandrolone and cocaine on the NMDA receptor gene expression in the rat nucleus accumbens and periaqueductal gray.	2002	12072144
Estradiol valerate/dienogest.	2002	11827562
Role of androgens in female genital sexual arousal: receptor expression, structure, and function.	2002 Apr	12007897
Metabolic effects of nandrolone decanoate and resistance training in men with HIV.	2002 Dec	12388173
Endogenous nandrolone metabolites in human urine: preliminary results to discriminate between endogenous and exogenous origin.	2002 Feb	11755174
Steroid receptor concentration in aged rat hindlimb muscle: effect of anabolic steroid administration.	2002 Jul	12070211
Twenty-one day administration of dienogest reversibly suppresses gonadotropins and testosterone in normal men.	2002 May	11994349

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

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