CHEBI:244418 - dehydrocostus lactone

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name dehydrocostus lactone
ChEBI ID CHEBI:244418
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:467325, CHEBI:4359
Supplier Information
Download Molfile XML SDF
Formula C15H18O2
Net Charge 0
Average Mass 230.30220
Monoisotopic Mass 230.13068
InChI InChI=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
InChIKey NETSQGRTUNRXEO-XUXIUFHCSA-N
SMILES [H][C@@]12CCC(=C)[C@]1([H])[C@H]1OC(=O)C(=C)[C@@H]1CCC2=C
Metabolite of Species Details
Saussurea lappa (NCBI:txidtxid324593) Found in root (BTO:0001188). See: PubMed
Laurus nobilis (NCBI:txidtxid85223) Found in leaf (BTO:0000713). See: PubMed
Roles Classification
Biological Role(s): 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.
trypanocidal drug
A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
cyclooxygenase 2 inhibitor
A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
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.
Application(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 γ-lactone (CHEBI:37581)
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)
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 Sources
(−)-dehydrocostus lactone ChEBI
(−)-dehydrocostuslactone ChEBI
(3aS,6aR,9aR,9bS)-decahydro-3,6,9-tris(methylene)azuleno[4,5-b]furan-2(3H)-one ChEBI
dehydrocostuslactone ChEBI
Manual Xrefs Databases
C00003245 KNApSAcK
C09387 KEGG COMPOUND
CN102058579 Patent
View more database links
Registry Numbers Types Sources
4733740 Beilstein Registry Number Beilstein
4733740 Reaxys Registry Number Reaxys
477-43-0 CAS Registry Number KEGG COMPOUND
477-43-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10193198 PubMed citation Europe PMC
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Last Modified
28 July 2014