Deca-Durabolin

Nandrolone

Clinical data
Pronunciation	/ˈnændrəloʊn/
Trade names	Deca-Durabolin (as nandrolone decanoate), Durabolin (as nandrolone phenylpropionate), others
Synonyms	Nortestosterone; 19-Nortestosterone; Estr-4-en-17β-ol-3-one; 19-Norandrost-4-en-17β-ol-3-one; 17β-Hydroxyestr-4-en-3-one; 10-Nortestosterone; Norandrostenolone; Nortestrionate; Nortestonate; Oestrenolone; Estrenolone; SG-4341
Pregnancy category	AU: D US: X (Contraindicated)
Routes of administration	Intramuscular injection (as an ester)
Drug class	Androgen; Anabolic steroid; Progestogen
ATC code	A14AB01 (WHO) S01XA11 (WHO)
Legal status
Legal status	CA: Schedule IV UK: POM (Prescription only) US: Schedule III
Pharmacokinetic data
Bioavailability	Oral: 2% Intramuscular: 100%
Metabolism	Hepatic
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
DrugBank	DB00984 N
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	274.40 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
NY (what is this?)

Nandrolone is an injected anabolic–androgenic steroid (AAS) which is used medically in the form of esters such as nandrolone decanoate (brand name Deca-Durabolin) and nandrolone phenylpropionate (brand name Durabolin). They are not active by mouth, and must be administered via intramuscular injection. When administered in this way, they form a depot from which they are slowly released, and hence have a long duration of action. Nandrolone esters are prodrugs, and are rapidly hydrolyzed into nandrolone once in the circulation.

Nandrolone esters are used clinically, although increasingly rarely, for people in catabolic states with major burns, cancer, and AIDS, and an ophthalmological formulation was available to support cornea healing.

Nandrolone esters are used for physique- and performance-enhancing purposes by competitive athletes, bodybuilders, and powerlifters.

The positive effects of the drug include muscle growth, appetite stimulation and increased red blood cell production, and bone density. Clinical studies have shown it to be effective in treating anemia, osteoporosis and some forms of neoplasia including breast cancer, and also acts as a progestin-based contraceptive.