19-nortestosterone

Nandrolone

Clinical data
Pronunciation	/ˈnændrəloʊn/
Pregnancy category	Classics (US) X (AUS)
Routes of administration	Intramuscular
ATC code	A14AB01 (WHO) S01XA11 (WHO)
Legal status
Legal status	CA: Schedule IV UK: POM (Prescription only) US: Schedule III
Pharmacokinetic data
Bioavailability	2.24% (Oral) 100% (Intramuscular)
Metabolism	Hepatic
Biological half-life	6 days
Excretion	~21 days
Identifiers
IUPAC name Estr-4-en-17β-ol-3-one
Synonyms	Nortestosterone, 19-nortestosterone, 10-nortestosterone, norandrostenolone, nortestosterone, nortestrionate, nortestonate, oestrenolone, estrenolone, SG-4341
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
3D model (Jmol)	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 (INN, BAN), also known as 19-nortestosterone or 19-norandrostenolone, is a synthetic anabolic-androgenic steroid (AAS) derived from testosterone. The drug itself is inactive orally due to its lack of a 17α-alkyl group (which renders it vulnerable to extensive first-pass metabolism) and is not actually employed in medicine. Instead, nandrolone is used in the form of a variety of long-acting prodrug esters (see nandrolone ester) for intramuscular injection, the most common of which are nandrolone decanoate (Deca-Durabolin, Eubolin, Retabolil) and, to a lesser extent, nandrolone phenylpropionate (Durabolin, Fenobolin).

As of 2009, nandrolone was used clinically, but increasingly rarely, for people in catabolic states who had major burns, cancer, and AIDS, and an ophthalmological formulation was available to support cornea healing.

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.