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CHEBI:244418 - dehydrocostus lactone

Default Structure
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:
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.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Applications:
trypanocidal drug  A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
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(methylene)octahydroazuleno[4,5-b]furan-2,8(3H,4H)-dione
(3aR,6aS,9aS,9bR)-3,6,9-tris(methylidene)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
(−)-dehydrocostus lactoneChEBI
(−)-dehydrocostuslactoneChEBI
dehydrocostuslactoneChEBI
Manual XrefsDatabases
C00003245KNApSAcK
C09387KEGG COMPOUND
CN102058579Patent
Registry NumbersSources
Reaxys:4733740Reaxys
CAS:477-43-0ChemIDplus
CAS:477-43-0KEGG COMPOUND
Citations