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CHEBI:59685 - edaxadiene

ChEBI IDCHEBI:59685
ChEBI Nameedaxadiene
Stars
DefinitionA bicyclic halimane-type diterpenoid produced by the pathogen Mycobacterium tuberculosis as a defense against macrophage attack. The structure was revised in 2010, having been initially thought to be tricyclic. The compound was originally named nosyberkol after it was first isolated in 2004 from a sponge, Raspailia sp., collected from the Nosy Be island of Madagascar.
Last Modified15 November 2011
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC20H34O
Net Charge0
Average Mass290.491
Monoisotopic Mass290.26097
SMILES[H][C@@]12CCCC(C)(C)C1=CC[C@H](C)[C@@]2(C)CCC(C)(O)C=C
InChIInChI=1S/C20H34O/c1-7-19(5,21)13-14-20(6)15(2)10-11-16-17(20)9-8-12-18(16,3)4/h7,11,15,17,21H,1,8-10,12-14H2,2-6H3/t15-,17+,19?,20+/m0/s1
InChIKeyTXBORCBWDUAHAC-AIQOQHTRSA-N
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
edaxadiene (CHEBI:59685) has role metabolite (CHEBI:25212)
edaxadiene (CHEBI:59685) is a carbobicyclic compound (CHEBI:36785)
edaxadiene (CHEBI:59685) is a halimane diterpenoid (CHEBI:59686)
edaxadiene (CHEBI:59685) is a tertiary alcohol (CHEBI:26878)
Incoming Relation(s)
(13R)-edaxadiene (CHEBI:63178) is a edaxadiene (CHEBI:59685)
(13S)-edaxadiene (CHEBI:63180) is a edaxadiene (CHEBI:59685)
IUPAC Name 
3-methyl-5-[(1R,2S,8aS)-1,2,5,5-tetramethyl-1,2,3,5,6,7,8,8a-octahydronaphthalen-1-yl]pent-1-en-3-ol
Synonyms  Source
nosyberkolChEBI
isotuberculosinolChEBI
Registry NumbersSources
Reaxys:20769504Reaxys
Citations