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
A report on alterations to the speaking and singing voices of four women following hormonal therapy with virilizing agents.	1999 Dec	10622516
Detection of nandrolone, testosterone, and their esters in rat and human hair samples.	1999 Oct	10517545
Hair analysis and detectability of single dose administration of androgenic steroid esters.	2000 Jan 10	10689586
[Treatment of acute purulent mediastinitis].	2001	11552534
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	11507757
Double-blind, placebo-controlled psychometric studies on the effects of a combined estrogen-progestin regimen versus estrogen alone on performance, mood and personality of menopausal syndrome patients.	2001	11304940
The role of nandrolone decanoate in patients with end stage renal disease in the erythropoietin era.	2001 Apr	11394696
Human cell lines as an in vitro/in vivo model for prostate carcinogenesis and progression.	2001 Apr	11304724
15N NMR relaxation studies of backbone dynamics in free and steroid-bound Delta 5-3-ketosteroid isomerase from Pseudomonas testosteroni.	2001 Apr 3	11300777
Advances in male hormonal contraception.	2001 Dec	11817653
Climodien (estradiol valerate 2 mg plus dienogest 2 mg) is safe and effective in the treatment of postmenopausal complaints.	2001 Dec	11770190
The effects of postmenopausal hormone replacement therapy and oral contraceptives on the endogenous estradiol metabolism.	2001 Dec	11753761
Anabolic steroids increase exercise tolerance.	2001 Jun	11350779
Differential effects of nandrolone decanoate in fast and slow rat skeletal muscles.	2001 Mar	11252066
Assessment of oestrogenic potency of chemicals used as growth promoter by in-vitro methods.	2001 May	11331656
Melatonin elicits nuclear exclusion of the human androgen receptor and attenuates its activity.	2001 Oct 1	11582594
Determination of nandrolone and metabolites in urine samples from sedentary persons and sportsmen.	2001 Sep 25	11587353
Role of androgens in female genital sexual arousal: receptor expression, structure, and function.	2002 Apr	12007897
Aromatase and breast cancer: W39R, an inactive protein.	2002 Apr	11916629
Effects of withdrawal from anabolic androgenic steroids on aggression in adult male rats.	2002 Apr 1	12062318
Molecular imprinted polymer coated QCM for the detection of nandrolone.	2002 Aug	12195940
Lack of stimulatory effect of dienogest on the expression of intercellular adhesion molecule-1 and vascular cell adhesion molecule-1 by endothelial cell as compared with other synthetic progestins.	2002 Aug 30	12191851
Nandrolone: generic now in stock.	2002 Aug 9	12236206
Abuse of performance-enhancing drugs in sport.	2002 Feb	11805741
Endogenous nandrolone metabolites in human urine: preliminary results to discriminate between endogenous and exogenous origin.	2002 Feb	11755174
Hair analysis of seven bodybuilders for anabolic steroids, ephedrine, and clenbuterol.	2002 Jan	12064656
Effect of dienogest-containing oral contraceptives on lipid metabolism.	2002 Mar	11929644
Impact of hormone replacement therapy on endogenous estradiol metabolism in postmenopausal women.	2002 Oct 25	12385856
Repeated anabolic-androgenic steroid treatment during adolescence increases vasopressin V(1A) receptor binding in Syrian hamsters: correlation with offensive aggression.	2002 Sep	12367571
Successful DNA typing of a urine sample in a doping control case using human mitochondrial DNA analysis.	2002 Sep	12356033

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