Hydroxyprogesterone acetate

Hydroxyprogesterone acetate
Clinical data
Trade names	Prodrox
Other names	OHPA; 17α-Hydroxyprogesterone acetate; 17α-Acetoxyprogesterone; Acetoxyprogesterone; 17α-Hydroxypregn-4-ene-3,20-dione 17α-acetate; 17α-Acetoxypregn-4-ene-3,20-dione
Routes of; administration	By mouth
Drug class	Progestogen; Progestin; Progestogen ester
ATC code	G03DA03 (WHO) ;
Identifiers
	IUPAC name [(8R,9S,10R,13S,14S,17R)-17-acetyl-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate;
CAS Number	302-23-8 ; 17308-02-0;
PubChem CID	10156152;
ChemSpider	8331660;
UNII	L124O66YSI;
KEGG	D08053;
CompTox Dashboard (EPA)	DTXSID90894096 ;
ECHA InfoCard	100.005.564
Chemical and physical data
Formula	C23H32O4
Molar mass	372.505 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C4\C=C2/[C@]([C@H]1CC[C@@]3([C@@](OC(=O)C)(C(=O)C)CC[C@H]3[C@@H]1CC2)C)(C)CC4;
	InChI InChI=1S/C23H32O4/c1-14(24)23(27-15(2)25)12-9-20-18-6-5-16-13-17(26)7-10-21(16,3)19(18)8-11-22(20,23)4/h13,18-20H,5-12H2,1-4H3/t18-,19+,20+,21+,22+,23+/m1/s1; Key:VTHUYJIXSMGYOQ-KOORYGTMSA-N;

Hydroxyprogesterone acetate (OHPA), sold under the brand name Prodox, is an orally active progestin related to hydroxyprogesterone caproate (OHPC) which has been used in clinical and veterinary medicine. It has reportedly also been used in birth control pills.

OHPA is a progestin, or a synthetic progestogen, and hence is an agonist of the progesterone receptor, the biological target of progestogens like progesterone.

OHPA was discovered in 1953 and was introduced for medical use in 1956.

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