Cetadiol

Cetadiol
Clinical data
Other names	Androst-5-ene-3β,16α-diol; 3β,16α-Dihydroxy-5-androstene
Routes of; administration	Oral
Identifiers
	IUPAC name (3S,8S,9S,10R,13R,14S,16R)-10,13-Dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,16-diol;
CAS Number	3642-89-5;
PubChem CID	19274;
ChemSpider	18185;
KEGG	C14631;
ChEBI	CHEBI:34452;
CompTox Dashboard (EPA)	DTXSID40957766 ;
Chemical and physical data
Formula	C19H30O2
Molar mass	290.447 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1C[C@H](C2)O)CC=C4[C@@]3(CC[C@@H](C4)O)C;
	InChI InChI=1S/C19H30O2/c1-18-7-6-16-15(17(18)10-14(21)11-18)4-3-12-9-13(20)5-8-19(12,16)2/h3,13-17,20-21H,4-11H2,1-2H3/t13-,14+,15+,16-,17-,18+,19-/m0/s1; Key:CVCDJRPXEWJAAY-UVSUZTNJSA-N;

Cetadiol, also known as androst-5-ene-3β,16α-diol, is a drug described as a "steroid tranquilizer" which was briefly investigated as a treatment for alcoholism in the 1950s.^[1]^[2]^[3]^[4]^[5] It is an androstane steroid and analogue of 5-androstenediol (androst-5-ene-3β,17β-diol) and 16α-hydroxy-DHEA (androst-5-ene-3β,16α-diol-17-one), but showed no androgenic or myotrophic activity in animal bioassays.^[4] The drug was reported in 1956 and studied until 1958.^[1]

Chemistry

Clinical data

Other names	Androst-5-ene-3β,16α-diol; 3β,16α-Dihydroxy-5-androstene
Routes of administration	Oral
Identifiers
IUPAC name (3S,8S,9S,10R,13R,14S,16R)-10,13-Dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,16-diol
CAS Number	3642-89-5
PubChem CID	19274
ChemSpider	18185
KEGG	C14631
ChEBI	CHEBI:34452
CompTox Dashboard (EPA)	DTXSID40957766
Chemical and physical data
Formula	C₁₉H₃₀O₂
Molar mass	290.447 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1C[C@H](C2)O)CC=C4[C@@]3(CC[C@@H](C4)O)C
InChI InChI=1S/C19H30O2/c1-18-7-6-16-15(17(18)10-14(21)11-18)4-3-12-9-13(20)5-8-19(12,16)2/h3,13-17,20-21H,4-11H2,1-2H3/t13-,14+,15+,16-,17-,18+,19-/m0/s1 Key:CVCDJRPXEWJAAY-UVSUZTNJSA-N