Prasterone sulfate

Prasterone sulfate (brand names Astenile, Mylis, Teloin, others), also known as dehydroepiandrosterone sulfate (DHEA-S), is a naturally occurring androstane steroid which is marketed and used in Japan and other countries as a labor inducer in the treatment of insufficient cervical ripening and dilation during childbirth.^{[3][1][4][5][6][7][8][9]} It is the C3β sulfate ester of prasterone (dehydroepiandrosterone; DHEA), and is known to act as a prohormone of DHEA and by extension of androgens and estrogens,^[10] although it also has its own activity as a neurosteroid.^[11] Prasterone sulfate is used medically as the sodium salt via injection and is referred to by the name sodium prasterone sulfate (JANTooltip Japanese Accepted Name).^[9][12]

Prasterone sulfate

Clinical data
Trade names	Astenile, Dastonil, Di Luo An, Dinistenile, Levospa, Mylis, Sinsurrene, Teloin
Other names	DHEA sulfate; DHEA-S; Sodium prasterone sulfate; Sodium prasterone sulfate hydrate; KYH-3102; NSC-72822; PB-005[1][2]
Routes of administration	Injection[3]
Drug class	Androgen; Anabolic steroid; Androgen ester; Estrogen; Neurosteroid
Identifiers
IUPAC name [(3S,8R,9S,10R,13S,14S)-10,13-dimethyl-17-oxo-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl] hydrogen sulfate
CAS Number	651-48-9 1099-87-2
PubChem CID	12594
ChemSpider	12074
UNII	57B09Q7FJR
ChEBI	CHEBI:16814
ChEMBL	ChEMBL259898
Chemical and physical data
Formula	C19H28O5S
Molar mass	368.49 g·mol−1
3D model (JSmol)	Interactive image
SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CC=C4[C@@]3(CC[C@@H](C4)OS(=O)(=O)O)C
InChI InChI=1S/C19H28O5S/c1-18-9-7-13(24-25(21,22)23)11-12(18)3-4-14-15-5-6-17(20)19(15,2)10-8-16(14)18/h3,13-16H,4-11H2,1-2H3,(H,21,22,23)/t13-,14-,15-,16-,18-,19-/m0/s1 Key:CZWCKYRVOZZJNM-USOAJAOKSA-N

Prasterone sulfate is available in Japan, Italy, Portugal, Argentina, and China.^[9][13] Brand names include Astenile, Dastonil, Di Luo An, Dinistenile, Levospa, Mylis, Sinsurrene, and Teloin.^[9][13]