costunolide (CHEBI:3900)

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ChEBI Name	costunolide

ChEBI ID	CHEBI:3900

Definition	A germacranolide with anthelminthic, antiparasitic and antiviral activities.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:545296

Supplier Information

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Formulae

C15H20O2
C15H20O2

Net Charge

Average Mass

232.323

Monoisotopic Mass

232.14633

InChI

InChI=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

InChIKey

HRYLQFBHBWLLLL-AHNJNIBGSA-N

SMILES

C\C1=C/CC\C(C)=C\[C@H]2OC(=O)C(=C)[C@@H]2CC1

Metabolite of Species	Details
Saussurea lappa (NCBI:txid324593)	Found in root (BTO:0001188). See: PubMed
Laurus nobilis (NCBI:txid85223)	See: PubMed
Magnolia sieboldii (NCBI:txid85868)	See: PubMed

Roles Classification
Biological Role(s):	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.

Application(s):	anthelminthic drug Substance intended to kill parasitic worms (helminths). antiinfective agent A substance used in the prophylaxis or therapy of infectious diseases. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. antiparasitic agent A substance used to treat or prevent parasitic infections. antiviral drug A substance used in the prophylaxis or therapy of virus diseases.

ChEBI Ontology
Outgoing	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	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	Sources
(+)-costunolide	UniProt
(+)-costunolide	ChEBI
(10S,1R)-3,7-dimethyl-11-methylene-13-oxabicyclo[8.3.0]trideca-2,6-dien-12-one	ChEBI
(3aS,6E,10E)-3-methylene-6,10-dimethyl-2,3,3aβ,4,5,8,9,11aα-octahydrocyclodeca[b]furan-2-one	ChEBI
(3aS,6E,10E,11aR)-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2(3H)-one	ChEBI
(E,E)-6-alpha-Hydroxygermacra-1(10),4,11(13)-trien-12-oic acid gamma-lactone	ChemIDplus
(E,E)-germacra-1(10),4,11(13)-trien-12-oic acid, 6-alpha-hydroxy-gamma-lactone	ChemIDplus
Costunlide	ChemIDplus
Costunolid	ChemIDplus
Costunolide	KEGG COMPOUND
Costus lactone	ChemIDplus

Last Modified

03 August 2020