CHEBI:66068 - igalan

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name igalan
Definition A sesquiterpene lactone that is hexahydro-1-benzofuran-2(3H)-one substituted by a methyl group at position 6, methylene group at position 3, isopropenyl group at position 5 and a vinyl group at position 6. Isolated from Inula helenium and Rudbeckia laciniata, it exhibits antiproliferative activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C15H20O2
Net Charge 0
Average Mass 232.31810
Monoisotopic Mass 232.14633
InChI InChI=1S/C15H20O2/c1-6-15(5)8-13-11(7-12(15)9(2)3)10(4)14(16)17-13/h6,11-13H,1-2,4,7-8H2,3,5H3/t11-,12-,13-,15+/m1/s1
SMILES [H][C@@]12C[C@](C)(C=C)[C@H](C[C@]1([H])C(=C)C(=O)O2)C(C)=C
Metabolite of Species Details
Eupatorium quadrangulare (IPNI:100785-2) See: DOI
Inula grandis Schrenk (IPNI:225901-1) Found in root (BTO:0001188). See: KHIM PRIR SOEDIN, 1970, 6, 508
Liatris platylepis (IPNI:230618-1) See: DOI
Stevia polyphylla (IPNI:251515-1) See: DOI
Critonia quadrangularis (IPNI:69565-2) See: DOI
Rudbeckia laciniata (NCBI:txid52310) Found in root (BTO:0001188). See: DOI
Inula helenium (NCBI:txid55635) Found in root (BTO:0001188). See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing igalan (CHEBI:66068) has role antineoplastic agent (CHEBI:35610)
igalan (CHEBI:66068) has role metabolite (CHEBI:25212)
igalan (CHEBI:66068) is a sesquiterpene lactone (CHEBI:37667)
Synonym Source
1,3,11(13)-elematriene-8β,12-olide ChEBI
Registry Number Type Source
5267066 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
12392098 PubMed citation Europe PMC
Last Modified
27 February 2013
General Comment
2012-07-27 KHIM PRIR SOEDIN, 1970, 6, 508