EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:244418 - dehydrocostus lactone

ChEBI IDCHEBI:244418
ChEBI Namedehydrocostus lactone
Stars
DefinitionAn organic heterotricyclic compound and guaianolide sesquiterpene lactone that is acrylic acid which is substituted at position 2 by a 4-hydroxy-3,8-bis(methylene)decahydoazulen-5-yl group and in which the hydroxy group and the carboxy group have undergone formal condensation to afford the corresponding γ-lactone.
Secondary ChEBI IDsCHEBI:4359, CHEBI:467325
Last Modified28 July 2014
DownloadsMolfile
FormulaC15H18O2
Net Charge0
Average Mass230.307
Monoisotopic Mass230.13068
SMILES[H][C@@]12CCC(=C)[C@]1([H])[C@H]1OC(=O)C(=C)[C@@H]1CCC2=C
InChIInChI=1S/C15H18O2/c1-8-4-7-12-10(3)15(16)17-14(12)13-9(2)5-6-11(8)13/h11-14H,1-7H2/t11-,12-,13-,14-/m0/s1
InChIKeyNETSQGRTUNRXEO-XUXIUFHCSA-N
Species of MetaboliteComponentSourceComments
Laurus nobilis (ncbitaxon:85223) leaf (BTO:0000713) PubMed (12419922)
Saussurea lappa (ncbitaxon:324593) root (BTO:0001188) PubMed (8541643)
Roles Classification
Biological Roles:
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
cyclooxygenase 2 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
trypanocidal drug  A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
antimycobacterial drug  A drug used to treat or prevent infections caused by Mycobacteria, a genus of actinobacteria. Aerobic and nonmotile, members of the genus include the pathogens responsible for causing tuberculosis and leprosy.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
trypanocidal drug  A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
antimycobacterial drug  A drug used to treat or prevent infections caused by Mycobacteria, a genus of actinobacteria. Aerobic and nonmotile, members of the genus include the pathogens responsible for causing tuberculosis and leprosy.
ChEBI Ontology
Outgoing Relation(s)
dehydrocostus lactone (CHEBI:244418) has role antimycobacterial drug (CHEBI:64912)
dehydrocostus lactone (CHEBI:244418) has role antineoplastic agent (CHEBI:35610)
dehydrocostus lactone (CHEBI:244418) has role apoptosis inducer (CHEBI:68495)
dehydrocostus lactone (CHEBI:244418) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
dehydrocostus lactone (CHEBI:244418) has role metabolite (CHEBI:25212)
dehydrocostus lactone (CHEBI:244418) has role trypanocidal drug (CHEBI:36335)
dehydrocostus lactone (CHEBI:244418) is a guaiane sesquiterpenoid (CHEBI:36744)
dehydrocostus lactone (CHEBI:244418) is a organic heterotricyclic compound (CHEBI:26979)
dehydrocostus lactone (CHEBI:244418) is a sesquiterpene lactone (CHEBI:37667)
dehydrocostus lactone (CHEBI:244418) is a γ-lactone (CHEBI:37581)
IUPAC Names 
(3aR,6aS,9aS,9bR)-3,6,9-tris(methylidene)octahydroazuleno[4,5-b]furan-2,8(3H,4H)-dione
(3aR,6aS,9aS,9bR)-3,6,9-tris(methylene)octahydroazuleno[4,5-b]furan-2,8(3H,4H)-dione
Synonyms  Source
(3aS,6aR,9aR,9bS)-decahydro-3,6,9-tris(methylene)azuleno[4,5-b]furan-2(3H)-oneChEBI
(−)-dehydrocostuslactoneChEBI
dehydrocostuslactoneChEBI
(−)-dehydrocostus lactoneChEBI
Manual XrefsDatabases
CN102058579Patent
C09387KEGG COMPOUND
C00003245KNApSAcK
Registry NumbersSources
Reaxys:4733740Reaxys
CAS:477-43-0KEGG COMPOUND
CAS:477-43-0ChemIDplus
Citations