Hippuristanol
Appearance
Names | |
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IUPAC name
(24S)-24-Methyl-22β,25-epoxy-5α,22α-furostan-3α,11β,20β-triol
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Systematic IUPAC name
(2R,2′R,4′S,4aS,4bS,5S,6aS,6bR,7R,9aS,10aS,10bS,12aS)-4′,4a,5′,5′,6a,7-Hexamethyloctadecahydrospiro[naphtho[2′,1′:4,5]indeno[2,1-b]furan-8,2′-oxolane]-2,5,7-triol | |
Identifiers | |
3D model (JSmol)
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ChEMBL | |
ChemSpider | |
PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C28H46O5 | |
Molar mass | 462.66 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Hippuristanol is a small molecule found in the coral Isis hippuris[1] which was discovered by Jerry Pelletier and others of McGill University in Montreal, Quebec, Canada.[2] It appears to have anti-viral activity and may hold promise as a cancer therapy.[3] Binds to and inhibits the eukaryotic translation initiation factor protein eIF4A.[4]
See also
[edit]References
[edit]- ^ Bordeleau, Marie-Eve; Mori, Ayaka; Oberer, Monika; Lindqvist, Lisa; Chard, Louisa S; Higa, Tatsuo; Belsham, Graham J; Wagner, Gerhard; Tanaka, Junichi; Pelletier, Jerry (2006). "Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A". Nature Chemical Biology. 2 (4): 213–220. doi:10.1038/nchembio776. PMID 16532013. S2CID 15635690.
- ^ Killer Coral Compound, sciencebase 12 March 2006
- ^ Compound from Coral Could Combat Cancer Scientific American March 13, 2006
- ^ Cencic, Regina; Pelletier, Jerry (2016-01-02). "Hippuristanol - A potent steroid inhibitor of eukaryotic initiation factor 4A". Translation. 4 (1). Informa UK Limited: e1137381. doi:10.1080/21690731.2015.1137381. ISSN 2169-0731. PMC 4909409. PMID 27335721.