Durabolin

Nandrolone
Clinical data

Pronunciation	/ˈnændrəloʊn/
Trade names	• Deca-Durabolin (as ND) • Durabolin (as NPP) • Many others (see here)
Synonyms	• 19-Nortestosterone • 10-Nortestosterone • Estr-4-en-17β-ol-3-one • Estrenolone / Oestrenolone • 19-Norandrost-4-en-17β-ol-3-one • Norandrostenolone • Nortestrionate / Nortestonate • SG-4341
Pregnancy category	AU: D US: X (Contraindicated)
Routes of administration	• Intramuscular injection (esters) • Eye drops (as NS)
Drug class	Androgen; Anabolic steroid; Progestogen
ATC code	A14AB01 (WHO) S01XA11 (WHO)
Legal status
Legal status	CA: Schedule IV UK: Class C US: Schedule III
Pharmacokinetic data
Bioavailability	• Oral: <3% (pigs) • Intramuscular: high
Metabolism	Liver (reduction)
Metabolites	• 5α-Dihydronandrolone • 19-Norandrosterone • 19-Noretiocholanolone • Conjugates
Biological half-life	• Nandrolone: <4.3 hours • ND (IM): 6–12 days • NPP: 2.7 days
Duration of action	• ND (IM): 2–3 weeks • NPP (IM): 5–7 days
Excretion	Urine
Identifiers
IUPAC name (8R,9S,10R,13S,14S,17S)-17-hydroxy-13-methyl-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-one
CAS Number	434-22-0^Y
PubChem CID	9904
IUPHAR/BPS	6949
ChemSpider	9520^Y
UNII	6PG9VR430D
ChEBI	CHEBI:7466^Y
ChEMBL	CHEMBL757^Y
ECHA InfoCard	100.006.457
Chemical and physical data
Formula	C₁₈H₂₆O₂
Molar mass	274.404 g/mol
3D model (JSmol)	Interactive image
SMILES O=C4\C=C2/[C@@H]([C@H]1CC[C@@]3([C@@H](O)CC[C@H]3[C@@H]1CC2)C)CC4
InChI InChI=1S/C18H26O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,13-17,20H,2-9H2,1H3/t13-,14+,15+,16-,17-,18-/m0/s1^Y Key:NPAGDVCDWIYMMC-IZPLOLCNSA-N^Y

Nandrolone, also known as 19-nortestosterone, is an androgen and anabolic steroid (AAS) which is used in the form of esters such as nandrolone decanoate (brand name Deca-Durabolin) and nandrolone phenylpropionate (brand name Durabolin).Nandrolone esters are used in the treatment of anemias, cachexia (wasting syndrome), osteoporosis, breast cancer, and for other indications. They are not active by mouth and must be given by injection into muscle.

Side effects of nandrolone esters include symptoms of masculinization like acne, increased hair growth, voice changes, and increased sexual desire. They are synthetic androgens and anabolic steroids and hence are agonists of the androgen receptor (AR), the biological target of androgens like testosterone and dihydrotestosterone (DHT). Nandrolone esters have strong anabolic effects and weak androgenic effects, which give them a mild side effect profile and make them especially suitable for use in women. They are long-lasting prodrugs of nandrolone in the body.

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Wikipedia