Abstract |
The hepatic metabolism of 3-oxoandrost-4-ene-17 beta- carboxylic acid ( etienic acid), a probable acidic catabolite of deoxycorticosterone, was investigated using rats prepared with an external biliary fistula. Metabolic products were identified by GC-MS after hydrolysis with beta-glucuronidase and by proton nuclear magnetic resonance after chromatographic purification of protected glucuronides. About 80% of the injected dose was secreted into bile in 20 hours. Three fully reduced etianic acids (3 alpha-hydroxy-5 alpha-, 3 beta-hydroxy-5 alpha-, 3 alpha-hydroxy-5 beta-androstan-17 beta-carboxylic acids) were identified as were several of their di- and trihydroxylated congeners. Glucuronides of these reduced and/or hydroxylated metabolites constituted over half of the recovered dose, with carboxyl-linked glucuronides predominating over 3-hydroxyl-linked glucuronides. The mode of glucuronidation correlated well with the ability of liver microsomes to form the corresponding compounds in vitro from the set of four 3,5-diastereomeric etianic acids.
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Authors | A Radominska, J M Little, R Lester, J St Pyrek |
Journal | Steroids
(Steroids)
Vol. 57
Issue 7
Pg. 328-34
(Jul 1992)
ISSN: 0039-128X [Print] United States |
PMID | 1412570
(Publication Type: Journal Article, Research Support, U.S. Gov't, P.H.S.)
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Chemical References |
- Androstenes
- Glucuronates
- etienic acid
- Glucuronidase
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Topics |
- Androstenes
(chemistry, metabolism)
- Animals
- Bile
(metabolism)
- Gas Chromatography-Mass Spectrometry
- Glucuronates
(metabolism)
- Glucuronidase
(metabolism)
- Hydrolysis
- Liver
(metabolism)
- Magnetic Resonance Spectroscopy
- Male
- Molecular Structure
- Rats
- Rats, Inbred Strains
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