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CHEBI:3900 - costunolide

Default Structure
ChEBI IDCHEBI:3900
ChEBI Namecostunolide
Stars
DefinitionA germacranolide with anthelminthic, antiparasitic and antiviral activities.
Secondary ChEBI IDCHEBI:545296
Last Modified3 August 2020
DownloadsMolfile
FormulaC15H20O2
Net Charge0
Average Mass232.323
Monoisotopic Mass232.14633
SMILESC=C1C(=O)O[C@@H]2/C=C(\C)CC/C=C(\C)CC[C@@H]12
InChIInChI=1S/C15H20O2/c1-10-5-4-6-11(2)9-14-13(8-7-10)12(3)15(16)17-14/h5,9,13-14H,3-4,6-8H2,1-2H3/b10-5+,11-9+/t13-,14+/m0/s1
InChIKeyHRYLQFBHBWLLLL-AHNJNIBGSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Laurus nobilis (ncbitaxon:85223) - PubMed (11912066)
Magnolia sieboldii (ncbitaxon:85868) - PubMed (11534769)
Saussurea lappa (ncbitaxon:324593) root (BTO:0001188) PubMed (18409040)
Roles Classification
Biological Roles:
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
antiparasitic agent  A substance used to treat or prevent parasitic infections.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
anthelminthic drug  Substance intended to kill parasitic worms (helminths).
ChEBI Ontology
Outgoing Relation(s)
costunolide (CHEBI:3900) has role anthelminthic drug (CHEBI:35443)
costunolide (CHEBI:3900) has role antiinfective agent (CHEBI:35441)
costunolide (CHEBI:3900) has role antineoplastic agent (CHEBI:35610)
costunolide (CHEBI:3900) has role antiparasitic agent (CHEBI:35442)
costunolide (CHEBI:3900) has role antiviral drug (CHEBI:36044)
costunolide (CHEBI:3900) has role metabolite (CHEBI:25212)
costunolide (CHEBI:3900) is a germacranolide (CHEBI:73011)
costunolide (CHEBI:3900) is a heterobicyclic compound (CHEBI:33672)
Incoming Relation(s)
3β-hydroxycostunolide (CHEBI:144560) has functional parent costunolide (CHEBI:3900)
6α-hydroxygermacra-1(10),4,11(13)-trien-12-oate (CHEBI:141318) has functional parent costunolide (CHEBI:3900)
IUPAC Name 
(3aS,6E,10E,11aR)-6,10-dimethyl-3-methylene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2(3H)-one
Synonyms  Source
(10S,1R)-3,7-dimethyl-11-methylene-13-oxabicyclo[8.3.0]trideca-2,6-dien-12-oneChEBI
(3aS,6E,10E,11aR)-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2(3H)-oneChEBI
(3aS,6E,10E)-3-methylene-6,10-dimethyl-2,3,3aβ,4,5,8,9,11aα-octahydrocyclodeca[b]furan-2-oneChEBI
CostunlideChemIDplus
CostunolidChemIDplus
(+)-costunolideChEBI
UniProt Name  Source
(+)-costunolideUniProt
Manual XrefsDatabases
C00003240KNApSAcK
C09382KEGG COMPOUND
CostunolideWikipedia
KR20000066932Patent
Registry NumbersSources
Reaxys:14451Reaxys
CAS:553-21-9ChemIDplus
CAS:553-21-9KEGG COMPOUND
Citations