Chemistry:Pregnanediol glucuronide
From HandWiki
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| Names | |
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| IUPAC name
(20S)-20-Hydroxy-5β-pregnan-3α-yl β-D-glucopyranosiduronic acid
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| Systematic IUPAC name
(2S,3S,4S,5R,6R)-3,4,5-Trihydroxy-6-({(1S,3aS,3bR,5aR,7R,9aS,9bS,11aS)-1-[(1S)-1-hydroxyethyl]-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-7-yl}oxy)oxane-2-carboxylic acid | |
| Other names
Pregnanediol 3α-glucuronide; 5β-Pregnane-3α,20α-diol 3α-glucuronide
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| Identifiers | |
3D model (JSmol)
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| ChEBI | |
| ChemSpider | |
PubChem CID
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| Properties | |
| C27H44O8 | |
| Molar mass | 496.641 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Tracking categories (test):
Pregnanediol glucuronide, or 5β-pregnane-3α,20α-diol 3α-glucuronide, is the major metabolite of progesterone and the C3α glucuronide conjugate of pregnanediol (5β-pregnane-3α,20α-diol).[1][2] Approximately 15 to 30% of a parenteral dose of progesterone is metabolized into pregnanediol glucuronide.[1][2] While this specific isomer is referred to as pregnanediol glucuronide and is the most major form, there are actually many possible isomers of the metabolite.[3][4]
References
- ↑ 1.0 1.1 Josimovich, J.B. (11 November 2013). Gynecologic Endocrinology. Springer Science & Business Media. pp. 28. ISBN 978-1-4613-2157-6. https://books.google.com/books?id=9vv2BwAAQBAJ&pg=PA28.
- ↑ 2.0 2.1 Etienne-Emile Baulieu; Paul A. Kelly (30 November 1990). Hormones: From Molecules to Disease. Springer Science & Business Media. pp. 401–. ISBN 978-0-412-02791-8. https://books.google.com/books?id=Seddp4-dulIC&pg=PA401.
- ↑ Cupps, Perry T. (20 February 1991). Reproduction in Domestic Animals. Elsevier. pp. 101–. ISBN 978-0-08-057109-6. https://books.google.com/books?id=bbb-ow0N7K4C&pg=PA101.
- ↑ R. Hobkirk (18 January 2018). Steroid Biochemistry. CRC Press. pp. 23–. ISBN 978-1-351-09380-4. https://books.google.com/books?id=KL1HDwAAQBAJ&pg=PT23.
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