Epiandrosterone

Name	Epiandrosterone
Synonyms	3BETA-HYDROXY-5ALPHA-ANDROSTAN-17-ONE 3BETA-HYDROXYETIOALLOCHOLAN-17-ONE 3-HYDROXY-10,13-DIMETHYLHEXADECAHYDROCYCLOPENTA[A]PHENANTHREN-17-ONE (3S,5S,8R,9S,10S,13S,14S)-3-HYDROXY-10,13-DIMETHYL-HEXADECAHYDRO-CYCLOPENTA[A]PHENANTHREN-17-ONE 5A-ANDROSTAN-3B-OL-17-ONE 5ALPHA-ANDROSTAN-3BETA-OL-17-ONE EPIANDROSTERONE EPLANDROSTERONE ISOANDROSTERONE TRANS-ANDROSTERONE (3S,5S,8R,10S,13S)-3-Hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-one 3beta-Androsterone 3-Epiandrosterone 3-Hydroxyandrostan-17-one 5alpha-Androstan-17-one, 3beta-hydroxy- 5-Epiandrosterone-17-one Androstan-17-one, 3-hydroxy-, (3beta,5alpha)- Androsterone, (3beta)- Androsterone, epi- Androsterone, trans-
CAS NO	481-29-8
EINECS(EC#)	207-563-3
MDL Number	MFCD00064134
Molecular Weight	290.44
Molecular Formula	C19H30O2

Epiandrosterone Chemical Properties
Melting point	172-174 °C
alpha	91 º (c=1, CH3OH)
density	1.0320 (rough estimate)
Boiling point	372.52°C (rough estimate)
storage temp	Refrigerator
CAS DataBase Reference	481-29-8(CAS DataBase Reference)
refractive index	1.4709 (estimate)
pka	15.14±0.60(Predicted)
Water Solubility	practically insoluble
InChIKey	QGXBDMJGAMFCBF-LUJOEAJASA-N
Merck	3609
BRN	1884007
NIST Chemistry Reference	3Beta-hydroxy-5alpha-androstan-17-one(481-29-8)

Epiandrosterone Usage And Synthesis
Chemical Properties	white to off-white crystalline powder
Uses	A steroid hormone that is present in normal human urine as a minor constituent, it is a less active 3β-isomer of the androgen Androsterone (A635535). Controlled Substance
Uses	Anabolic steroid
Definition	ChEBI: A 3beta-hydroxy steroid that is (5alpha)-androstane substituted by a beta-hydroxy group at position 3 and an oxo group at position 17.
Purification Methods	Purify epi-androsterone via the acetate, hydrolyse this and recrystallise it from CHCl3/hexane or aqueous EtOH. The acetate [1239-31-2] is purified by chromatography and when crystallised from pet ether has m 103-104o, []D +68.5o (c 1, CHCl3). The oxime has m 194-196o (from MeOH), []D +17.5o (c 6.2, CHCl3). The racemic ketone is sublimed at 130o/high vacuum and after two crystallisations from methylcyclohexane it gives prisms with m 161-162o (which changed crystal form at 140-145o). [Ruzicka & Wettstein Helv Chim Acta 18 1264 1935, Johnson et al. J Am Chem Soc 75 2275 1953, 78 6331 1956, Cordwell et al. J Chem. Soc 361 1953, Beilstein 8 IV 462.]