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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:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
Applications:
anthelminthic drug  Substance intended to kill parasitic worms (helminths).
antiparasitic agent  A substance used to treat or prevent parasitic infections.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
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.
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