{{chembox | Watchedfields = changed | verifiedrevid = 407836689 | ImageFile=Hippuristanol.png | ImageSize=200px | IUPACName=(24''S'')-24-Methyl-22β,25-epoxy-5α,22α-furostan-3α,11β,20β-triol | SystematicName=(2''R'',2′''R'',4′''S'',4a''S'',4b''S'',5''S'',6a''S'',6b''R'',7''R'',9a''S'',10a''S'',10b''S'',12a''S'')-4′,4a,5′,5′,6a,7-Hexamethyloctadecahydrospiro[naphtho[2′,1′:4,5]indeno[2,1-''b'']furan-8,2′-oxolane]-2,5,7-triol | OtherNames= |Section1={{Chembox Identifiers | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 1098427 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C28H46O5/c1-15-13-28(33-24(15,2)3)27(6,31)23-21(32-28)12-19-18-8-7-16-11-17(29)9-10-25(16,4)22(18)20(30)14-26(19,23)5/h15-23,29-31H,7-14H2,1-6H3/t15-,16-,17+,18-,19-,20-,21-,22+,23-,25-,26-,27+,28+/m0/s1 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = HPHXKNOXVBFETI-SHCCRYCOSA-N | SMILES1 = OC(C(=O)NNCNC(=O)c1ccccc1)(c2ccccc2)c3ccccc3 | InChI = 1S/C28H46O5/c1-15-13-28(33-24(15,2)3)27(6,31)23-21(32-28)12-19-18-8-7-16-11-17(29)9-10-25(16,4)22(18)20(30)14-26(19,23)5/h15-23,29-31H,7-14H2,1-6H3/t15-,16-,17+,18-,19-,20-,21-,22+,23-,25-,26-,27+,28+/m0/s1 | InChIKey1 = HPHXKNOXVBFETI-SHCCRYCOSA-N | CASNo_Ref = {{cascite|correct|??}} | CASNo=80442-78-0 | PubChem=5205637 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID=21105576 | SMILES=[H][C@@]23CC[C@@]1([H])C[C@H](O)CC[C@@](C)1[C@]([H])2[C@@H](O)C[C@@]4(C)[C@@](C[C@@]5([H])[C@@]([H])4[C@](O)(C)[C@]6(C[C@H](C)C(C)(C)O6)O5)3[H] }} |Section2={{Chembox Properties | C=28 | H=46 | O=5 | MolarMass=462.66 g/mol | Appearance= | Density= | MeltingPt= | BoilingPt= | Solubility= }} |Section3={{Chembox Hazards | MainHazards= | FlashPt= | AutoignitionPt = }} }}
'''Hippuristanol''' is a small molecule found in the coral ''Isis hippuris''<ref>{{cite journal | doi = 10.1038/nchembio776 | volume=2 | title=Functional characterization of IRESes by an inhibitor of the RNA helicase eIF4A | year=2006 | journal=Nature Chemical Biology | pages=213–220 | last1 = Bordeleau | first1 = Marie-Eve | last2 = Mori | first2 = Ayaka | last3 = Oberer | first3 = Monika | last4 = Lindqvist | first4 = Lisa | last5 = Chard | first5 = Louisa S | last6 = Higa | first6 = Tatsuo | last7 = Belsham | first7 = Graham J | last8 = Wagner | first8 = Gerhard | last9 = Tanaka | first9 = Junichi | last10 = Pelletier | first10 = Jerry| issue=4 | pmid=16532013 | s2cid=15635690 }}</ref> which was discovered by Jerry Pelletier and others of McGill University in Montreal, Quebec, Canada.<ref>[http://www.sciencebase.com/science-blog/coral-kills-virus.html Killer Coral Compound], sciencebase 12 March 2006</ref> It appears to have anti-viral activity and may hold promise as a cancer therapy.<ref>[http://www.sciam.com/article.cfm?articleID=000A9304-02D9-1412-82D983414B7F0000 Compound from Coral Could Combat Cancer] ''Scientific American'' March 13, 2006</ref> Binds to and inhibits the eukaryotic translation initiation factor protein eIF4A.<ref name="Cencic Pelletier p=e1137381">{{cite journal | last1=Cencic | first1=Regina | last2=Pelletier | first2=Jerry | title=Hippuristanol - A potent steroid inhibitor of eukaryotic initiation factor 4A | journal=Translation | publisher=Informa UK Limited | volume=4 | issue=1 | date=2016-01-02 | issn=2169-0731 | doi=10.1080/21690731.2015.1137381 | article-number=e1137381| pmc=4909409 | pmid=27335721}}</ref>
==See also== *Eukaryotic translation *eIF4A
== References == {{Reflist}}
Category:Sterols Category:Spiro compounds Category:Hexacyclic compounds