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Nandrolone decanoate

Nandrolone decanoate structure

CAS No:
360-70-3
Formula:
C28H44O3
Chemical Name:
Nandrolone decanoate
Synonyms:
Estr-4-en-3-one,17-[(1-oxodecyl)oxy]-,(17β)-;Estr-4-en-3-one,17β-hydroxy-,decanoate;Decanoic acid,ester with 17β-hydroxyestr-4-en-3-one;(17β)-17-[(1-Oxodecyl)oxy]estr-4-en-3-one;Deca-Durabolin;17β-Hydroxyestr-4-en-3-one decanoate;Nandrolone decanoate;19-Norandrostenolone decanoate;19-Nor-17β-hydroxy-3-ketoandrost-4-ene 17-decanoate;19-Nortestosterone decanoate;19-Nortestosterone 17β-decanoate;Norandrostenolone decanoate;Retabolil;17β-Hydroxyestr-4-en-3-one 17-decanoate;17β-Hydroxy-19-norandrost-4-en-3-one 17-decanoate;Deca-Durabol;Nortestosterone decanoate;Anabolicum;Decanofort;Extraboline;Hybolin decanoate;Nandrobolic LA;Deca-Hybolin;Anabolin Forte;17β-Nandrolone laureate;17β-Nortestosterone laureate;DECA-Deca-Durabolin;4-Estrene-17β-ol-3-one decanoate;9040-11-3
Categories:
Active Pharmaceutical Ingredients > Hormones and the Endocrine System

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Description

White or almost white, crystalline powder.

Solid

Nandrolone decanoate is a steroid ester.|C18 steroid with androgenic and anabolic properties. It is generally prepared from alkyl ethers of estradiol to resemble testosterone but less one carbon at the 19 position. It is a schedule III drug in the U.S.|Nandrolone Decanoate is the decanoate salt form of nandrolone, an anabolic steroid analog of testosterone with androgenic, anabolic, and erythropoietin stimulating effects. Nandrolone enters the cell and binds to and activates specific nuclear androgen receptors in responsive tissue, including the prostate, seminal vesicles, scrotum, penis, larynx, hair follicles, muscle, and bone. The resulting activated hormone receptor complex translocates into the nucleus and binds to androgen response elements (ARE) in the promoter region of targeted genes, where the complex promotes gene expression necessary for maintaining male sex characteristics. Mimicking the negative feedback mechanism of testosterone, nandrolone decanoate also suppresses the secretion of luteinizing hormone (LH). Furthermore, this agent also stimulates erythropoietin production by enhancing the production of erythropoietic stimulating factors.|Decanoic acid ester of nandrolone that is used as an anabolic agent to prevent or treat WASTING SYNDROME associated with severe chronic illness or HIV infection (HIV WASTING SYNDROME). It may also be used in the treatment of POSTMENOPAUSAL OSTEOPOROSIS.

Nandrolone decanoate Basic Attributes

Molecular Weight：

428.65

Exact Mass：

428.65

EC Number：

206-639-3

UNII：

H45187T098

DSSTox ID：

DTXSID7023352

NCI Thesaurus Code：

C1172

HScode：

2937290021

Characteristics

PSA：

43.4

XLogP3：

2.62

Appearance：

white to light yellow powder

Density：

1.0±0.1 g/cm3

Melting Point：

32-35 °C

Boiling Point：

537.2±50.0 °C at 760 mmHg

Flash Point：

226.8±30.2 °C

Refractive Index：

1.525

Water Solubility：

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.8 mg/mL

Storage Conditions：

2-8°C

Toxicity：

LD50 intraperitoneal in mouse: > 566mg/kg

Specific rotation：

32 º

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

safety instructions：

22-36

RTECS Number：

KG7967000

Marks：

Precautionary statement(s)：

P280

Hazard Statements：

H351

Toxicity

Protein Binding：

58%

Drug Information

Drug Indication：

For the treatment of refractory deficient red cell production anemias, breast carcinoma, hereditary angioedema, antithrombin III deficiency, fibrinogen excess, growth failure and Turner's syndrome. It is also indicated in the prophylaxis of hereditary angioedema.

Pharmacology：

Nandrolone is an anabolic steroid occurring naturally in the human body, albeit in small quantities. Nandrolone increases production and urinary excretion of erythropoietin. It may also have a direct action on bone marrow. Nandrolone binds to the androgen receptor to a greater degree than testosterone, but due to its inability to act on the muscle in ways unmediated by the receptor, has less overall effect on muscle growth.

MeSH：

These compounds stimulate anabolism and inhibit catabolism. They stimulate the development of muscle mass, strength, and power. (See all compounds classified as Anabolic Agents.)|Agents that inhibit BONE RESORPTION and/or favor BONE MINERALIZATION and BONE REGENERATION. They are used to heal BONE FRACTURES and to treat METABOLIC BONE DISEASES such as OSTEOPOROSIS. (See all compounds classified as Bone Density Conservation Agents.)

Metabolism/Metabolites：

Nandrolone is unusual in that unlike most anabolic steroids, it is not broken down into the more reactive DHT by the enzyme 5α-reductase, but rather into a less effective product known as Dihydronandrolone.

Mechanism of Action：

Nandrolone is an androgen receptor agonist. The drug bound to the receptor complexes which allows it to enter the nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects.

MeSH Entry Terms：

17 beta Hydroxyestr 4 en 3 one 17 decanoate

Nandrolone decanoate Use and Manufacturing

Uses

Nandrolone Decanoate is an anabolic steroid. Nandrolone decanoate is used in the treatment of osteoporosis in postmenopausal women. Nandrolone Decanoate is also used for some aplastic anemias.Controlled Substance.

Use Classification：

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients|Pharmaceuticals

Computed Properties

Molecular Weight:428.6
XLogP3:7.3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:10
Exact Mass:428.32904526
Monoisotopic Mass:428.32904526
Topological Polar Surface Area:43.4
Heavy Atom Count:31
Complexity:680
Defined Atom Stereocenter Count:6
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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