Name | Epiandrosterone |
Synonyms | Epiandrosterone Isoandrosterone 3-Epiandrosterone TRANS-ANDROSTERONE 3beta-Androsterone trans-Androsterone 5-Epiandrosterone-17-one 3-hydroxyandrostan-17-one 3-Hydroxyandrostan-17-one 5alpha-Androstan-3beta-ol-17-one (3beta)-3-hydroxyandrostan-17-one 3beta-Hydroxy-5alpha-androstan-17-one 5alpha-Androstan-17-one, 3beta-hydroxy- (3beta,5alpha)-3-hydroxyandrostan-17-one Androstan-17-one, 3-hydroxy-, (3beta,5alpha)- (3beta,5alpha,9beta)-3-hydroxyandrostan-17-one (3beta,5alpha,14beta)-3-hydroxyandrostan-17-one (3beta,5alpha,9beta,14beta)-3-hydroxyandrostan-17-one (3S,5S,8R,10S,13S)-3-Hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-one |
CAS | 481-29-8 |
EINECS | 207-563-3 |
InChI | InChI=1/C19H30O2/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/h12-16,20H,3-11H2,1-2H3/t12-,13-,14-,15-,16+,18-,19-/m0/s1 |
InChIKey | QGXBDMJGAMFCBF-LUJOEAJASA-N |
Molecular Formula | C19H30O2 |
Molar Mass | 290.45 |
Density | 1.0320 (rough estimate) |
Melting Point | 172-174°C |
Boling Point | 372.52°C (rough estimate) |
Specific Rotation(α) | 91 º (c=1, CH3OH) |
Flash Point | 176.377°C |
Water Solubility | practically insoluble |
Vapor Presure | 0mmHg at 25°C |
Merck | 3609 |
BRN | 1884007 |
pKa | 15.14±0.60(Predicted) |
Storage Condition | Refrigerator |
Refractive Index | 1.4709 (estimate) |
Physical and Chemical Properties | Melting point 171-177°C specific rotation 91 ° (c = 1, CH3OH) water-soluble practically insoluble |
Use | For steroid drugs |
In vitro study | Epiandrosterone is a natural metabolite of Dehydroepiandrosterone(DHEA) by 5α-reductase. Epiandrosterone is formed in peripheral tissues, released into the blood circulation, and finally excreted in the urine. Epiandrosterone acts weakly as an androgen, but is widely believed to inhibit the pentose phosphate pathway (PPP) and reduce intracellular NADPH levels. Epiandrosterone reduces NO-induced pulmonary artery relaxation, although Epiandrosterone acts on isolated lungs, inhibits angiotensin II and hypoxia-induced vasoconstriction, and relaxes isolated pulmonary arteries precontracted with KCl. |
Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. |
WGK Germany | 3 |
FLUKA BRAND F CODES | 21 |
HS Code | 29144000 |
LogP | 3.751 |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
biological activity | Epiandrosterone (3β-androsterone, EpiA) is a steroid hormone with weak androgen activity and a natural metabolite of DHEA. |
Target | Value |
use | for steroidal hormone drugs |
Production method | Use 5-androstene-3 β-ol-17-one 3-acetate to catalyze hydrogenation with palladium to obtain androstene-3β-ol-17one 3-acetate, and then hydrolyze with sodium hydroxide solution to obtain the product. |