EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:73231 - crispolide

ChEBI IDCHEBI:73231
ChEBI Namecrispolide
Stars
DefinitionAn organic heterotricyclic compound that is a hydroperoxysesquiterpene lactone with a modified germacrane skeleton, isolated from the aerial parts of Tanacetum vulgare.
Last Modified10 January 2022
Submittersjupe
DownloadsMolfile
FormulaC15H20O5
Net Charge0
Average Mass280.320
Monoisotopic Mass280.13107
SMILES[H][C@@]12C/C=C3\C[C@@](C)(CC[C@H]3OO)[C@H](O)[C@@]1([H])OC(=O)C2=C
InChIInChI=1S/C15H20O5/c1-8-10-4-3-9-7-15(2,6-5-11(9)20-18)13(16)12(10)19-14(8)17/h3,10-13,16,18H,1,4-7H2,2H3/b9-3+/t10-,11+,12-,13+,15+/m0/s1
InChIKeyJXXWNBNYEWOORY-KHTYUQOESA-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)
crispolide (CHEBI:73231) has role metabolite (CHEBI:25212)
crispolide (CHEBI:73231) is a organic heterotricyclic compound (CHEBI:26979)
crispolide (CHEBI:73231) is a peroxol (CHEBI:35924)
crispolide (CHEBI:73231) is a secondary alcohol (CHEBI:35681)
crispolide (CHEBI:73231) is a sesquiterpene lactone (CHEBI:37667)
crispolide (CHEBI:73231) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(3aS,5E,7R,10R,11S,11aS)-7-hydroperoxy-11-hydroxy-10-methyl-3-methylene-3a,4,7,8,9,10,11,11a-octahydro-6,10-methanocyclodeca[b]furan-2(3H)-one
Synonym  Source
(3aS,7R,10R,11S,11aS)-3a,4,7,8,9,10,11,11a-Octahydro-7-hydroperoxy-11-hydroxy-10-methyl-3-methylene-6,10-methanocyclodeca[b]furan-2(3H)-oneSUBMITTER
Manual XrefsDatabases
HMDB0036695HMDB
Registry NumbersSources
Reaxys:7097446Reaxys
CAS:83217-86-1HMDB