testosterone

testosterone
Names
	IUPAC name 17β-Hydroxyandrost-4-en-3-one
	Systematic IUPAC name (1S,3aS,3bR,9aR,9bS,11aS)-1-Hydroxy-9a,11a-dimethyl-1,2,3,3a,3b,4,5,8,9,9a,9b,10,11,11a-tetradecahydro-7H-cyclopenta[a]phenanthren-7-one
	Other names Androst-4-en-17β-ol-3-one
Identifiers
CAS Number	58-22-0 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:17347 ;
ChEMBL	ChEMBL386630 ;
ChemSpider	5791 ;
DrugBank	DB00624 ;
EC Number	200-370-5;
KEGG	D00075 ;
PubChem CID	6013;
UNII	3XMK78S47O ;
	InChI InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-17,21H,3-10H2,1-2H3/t14-,15-,16-,17-,18-,19-/m0/s1 Key: MUMGGOZAMZWBJJ-DYKIIFRCSA-N ;
	SMILES O=C1C=C2[C@](C)(CC1)[C@H]3CC[C@]4(C)[C@H](CC[C@H]4[C@@H]3CC2)O;
Properties
Chemical formula	C19H28O2
Molar mass	288.431 g·mol−1
Melting point	151.0 °C (303.8 °F; 424.1 K)
Pharmacology
ATC code	G03BA03 (WHO)
License data	EU EMA: by INN;
Routes of; administration	Transdermal (gel, cream, solution, patch), by mouth (as testosterone undecanoate), in the cheek, intranasal (gel), intramuscular injection (as esters), subcutaneous pellets
	Pharmacokinetics:
Bioavailability	Oral: very low (due to extensive first pass metabolism)
Protein binding	97.0–99.5% (to SHBGTooltip sex hormone-binding globulin and albumin)
Metabolism	Liver (mainly reduction and conjugation)
Biological half-life	30–60 minutes
Excretion	Urine (90%), feces (6%)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Angol

testosterone (tsz. testosterones)

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