Chemistry:Tetrahydrocortisol
From HandWiki
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| Names | |
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| IUPAC name
3α,11β,17,21-Tetrahydroxy-5β-pregnan-20-one
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| Systematic IUPAC name
2-Hydroxy-1-(1R,3aS,3bS,5aR,7R,9aS,9bS,10S,11aS)-1,7,10-trihydroxy-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]ethan-1-one | |
| Other names
Urocortisol; 3α,5β-Tetrahydrocortisol; 3α,5β-Cortisol
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| Identifiers | |
3D model (JSmol)
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PubChem CID
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| Properties | |
| C21H34O5 | |
| Molar mass | 366.49 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
 verify (what is   ?)
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| Infobox references | |
Tracking categories (test):
Tetrahydrocortisol, or urocortisol, also known as 3α,11β,17α,21-tetrahydroxy-5β-pregnan-20-one, is a steroid and an inactive metabolite of cortisol.[1]
Tetrahydrocortisol is a neurosteroid and has been found to act as a negative allosteric modulator of the GABAA receptor, similarly to pregnenolone sulfate.[2][3][4]
See also
References
- ↑ Thomas L. Lemke; David A. Williams (24 January 2012). Foye's Principles of Medicinal Chemistry. Lippincott Williams & Wilkins. pp. 915–. ISBN 978-1-60913-345-0. https://books.google.com/books?id=Sd6ot9ul-bUC&pg=PA915.
- ↑ "The role of 5-reduction in physiology and metabolic disease: evidence from cellular, pre-clinical and human studies". J Steroid Biochem Mol Biol 207: 105808. March 2021. doi:10.1016/j.jsbmb.2021.105808. PMID 33418075.
- ↑ "5β-Reduced steroids and human Δ(4)-3-ketosteroid 5β-reductase (AKR1D1)". Steroids 83: 17–26. May 2014. doi:10.1016/j.steroids.2014.01.013. PMID 24513054.
- ↑ "3alpha,5beta-Reduced cortisol exhibits antagonist properties on cerebral cortical GABA(A) receptors". Eur J Pharmacol 506 (2): 129–32. December 2004. doi:10.1016/j.ejphar.2004.11.007. PMID 15588732.
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