CHEBI:2439 - acroptilin

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ChEBI Name acroptilin
ChEBI ID CHEBI:2439
Definition A sesquiterpene lactone that is isolated from Acroptilon repens and displays anti-allergic properties.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C19H23ClO7
Net Charge 0
Average Mass 398.83442
Monoisotopic Mass 398.11323
InChI InChI=1S/C19H23ClO7/c1-8-4-11(26-17(23)18(3,24)6-20)13-9(2)16(22)27-15(13)14-10(8)5-12(21)19(14)7-25-19/h10-15,21,24H,1-2,4-7H2,3H3/t10-,11-,12-,13+,14-,15-,18+,19-/m0/s1
InChIKey RFRUYYQMUJRBAN-LKUPFZQBSA-N
SMILES [H][C@@]12C[C@H](O)[C@@]3(CO3)[C@]1([H])[C@@]1([H])OC(=O)C(=C)[C@]1([H])[C@H](CC2=C)OC(=O)[C@](C)(O)CCl
Metabolite of Species Details
Acroptilon (NCBI:txid41465) Found in leaf (BTO:0000713). See: Chemistry of Natural Compounds, 1973, Volume 9, pp 156-161
Centaurea (NCBI:txid41503) See: Chemistry of Natural Compounds, 1973, Volume 9, pp 156-161
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): anti-allergic agent
A drug used to treat allergic reactions.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing acroptilin (CHEBI:2439) has role anti-allergic agent (CHEBI:50857)
acroptilin (CHEBI:2439) has role plant metabolite (CHEBI:76924)
acroptilin (CHEBI:2439) is a azulenofuran (CHEBI:39433)
acroptilin (CHEBI:2439) is a epoxide (CHEBI:32955)
acroptilin (CHEBI:2439) is a olefinic compound (CHEBI:78840)
acroptilin (CHEBI:2439) is a organic heterotetracyclic compound (CHEBI:38163)
acroptilin (CHEBI:2439) is a organochlorine compound (CHEBI:36683)
acroptilin (CHEBI:2439) is a secondary alcohol (CHEBI:35681)
acroptilin (CHEBI:2439) is a sesquiterpene lactone (CHEBI:37667)
acroptilin (CHEBI:2439) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
(3aR,4S,6aR,8S,9S,9aS,9bS)-8-hydroxy-3,6-bis(methylidene)-2-oxodecahydro-2H-spiro[azuleno[4,5-b]furan-9,2'-oxiran]-4-yl (2S)-3-chloro-2-hydroxy-2-methylpropanoate
Synonyms Sources
Acroptilin KEGG COMPOUND
Chlorohyssopifolin C KEGG COMPOUND
Manual Xrefs Databases
C00003206 KNApSAcK
C09288 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
41787-75-1 CAS Registry Number KEGG COMPOUND
41787-75-1 CAS Registry Number ChemIDplus
Last Modified
30 January 2015