Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C26H38O3 |
| Molecular Weight | 398.5781 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 6 / 6 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]12CC[C@H](OC(=O)CCC3CCCC3)[C@@]1(C)CC[C@]4([H])[C@@]5([H])CCC(=O)C=C5CC[C@@]24[H]
InChI
InChIKey=REWKEGSQGOSEES-FNKXXKKYSA-N
InChI=1S/C26H38O3/c1-26-15-14-21-20-10-8-19(27)16-18(20)7-9-22(21)23(26)11-12-24(26)29-25(28)13-6-17-4-2-3-5-17/h16-17,20-24H,2-15H2,1H3/t20-,21+,22+,23-,24-,26-/m0/s1
DescriptionCurator's Comment: Description was created based on several sources, including
https://empower.pharmacy/drugs/nandrolone-decanoate-injection.html
https://us.basicstero.info/nandrolones
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 |
|---|---|---|---|
Target ID: P10275 Gene ID: 367.0 Gene Symbol: AR Target Organism: Homo sapiens (Human) |
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Target ID: CHEMBL1871 |
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Target ID: P10275 Gene ID: 367.0 Gene Symbol: AR Target Organism: Homo sapiens (Human) |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | NANDROLONE DECANOATE Approved UseNandrolone 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 Date2010 |
Cmax
| 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 |
PubMed
| Title | Date | PubMed |
|---|---|---|
| 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 |
|
| [What is the role of hormonal treatments in acne?]. | 2001 Apr |
|
| The inhibitory effect of dienogest, a synthetic steroid, on the growth of human endometrial stromal cells in vitro. | 2001 Apr |
|
| Measurement of androgen and estrogen receptors in breast tissue from subjects with anabolic steroid-dependent gynecomastia. | 2001 Aug 17 |
|
| The effects of postmenopausal hormone replacement therapy and oral contraceptives on the endogenous estradiol metabolism. | 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 |
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| Anabolic steroid abuse and cardiac sudden death: a pathologic study. | 2001 Feb |
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| Urinary nandrolone metabolites of endogenous origin in man: a confirmation by output regulation under human chorionic gonadotropin stimulation. | 2001 Jan |
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| 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 |
|
| Anabolic steroids increase exercise tolerance. | 2001 Jun |
|
| Comparison of the efficiences of enzymatic and chemical hydrolysis of (nortestosterone and diethylstilboestrol) glucuronides in bovine urine. | 2001 Jun 15 |
|
| Recombinant expression and purification of human androgen receptor in a baculovirus system. | 2001 Jun 15 |
|
| Differential effects of nandrolone decanoate in fast and slow rat skeletal muscles. | 2001 Mar |
|
| Doping control for nandrolone using hair analysis. | 2001 Mar |
|
| [Endometriosis of the lungs: analysis of diagnosis and therapy]. | 2001 May |
|
| 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 |
|
| [Urinary nandrolone metabolites in antidoping control]. | 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 |
|
| Randomized prospective comparison between erythropoietin and androgens in CAPD patients. | 2002 Apr |
|
| Treatment of menstruation-associated recurrence of hereditary pancreatitis with pharmacologic ovarian suppression. | 2002 Aug 1 |
|
| Nandrolone: generic now in stock. | 2002 Aug 9 |
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| 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 |
|
| Abuse of performance-enhancing drugs in sport. | 2002 Feb |
|
| Role of IGF-I and IGF-binding proteins within diaphragm muscle in modulating the effects of nandrolone. | 2002 Feb |
|
| Endogenous nandrolone metabolites in human urine: preliminary results to discriminate between endogenous and exogenous origin. | 2002 Feb |
|
| Nandrolone decanoate treatment induces changes in contractile responses of rat untrained fast-twitch skeletal muscle. | 2002 Jul |
|
| Steroid receptor concentration in aged rat hindlimb muscle: effect of anabolic steroid administration. | 2002 Jul |
|
| Nandrolone (Deca Durabolin) disappears in U.S., generic may return in July. | 2002 Jun 28 |
|
| Anti-androgenic and hair growth promoting activities of Lygodii spora (spore of Lygodium japonicum) I. Active constituents inhibiting testosterone 5alpha-reductase. | 2002 May |
|
| Urine nandrolone metabolites: false positive doping test? | 2002 Oct |
|
| 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 |
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NCI_THESAURUS |
C2360
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Nandrolone cypionate
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100000128660
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DTXSID80975525
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SUB36013
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210-006-7
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237252
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C95977
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601-63-8
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40578
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M21W049AQY
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ACTIVE MOIETY
SUBSTANCE RECORD
