CHEBI:66009 - hedychilactone D

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ChEBI Name hedychilactone D
ChEBI ID CHEBI:66009
Definition A labdane diterpenoid that is 7,11,13-labdatrien-16,15-olide substituted by a hydroxy group at position 7 and an oxo group at position 6. Isolated from the rhizomes of Hedychium spicatum, it exhibits cytotoxicity against the Colo-205 (Colo-cancer), A-431 (skin cancer), MCF-7 (breast cancer), A-549 (lung cancer) and Chinese hamster ovary cells (CHO).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H26O4
Net Charge 0
Average Mass 330.41800
Monoisotopic Mass 330.18311
InChI InChI=1S/C20H26O4/c1-12-14(7-6-13-10-15(21)24-11-13)20(4)9-5-8-19(2,3)18(20)17(23)16(12)22/h6-7,10,14,18,22H,5,8-9,11H2,1-4H3/b7-6+/t14-,18-,20+/m0/s1
InChIKey CGTQDMWGKOVCFZ-TYUXXYNOSA-N
SMILES [H][C@]1(\C=C\C2=CC(=O)OC2)C(C)=C(O)C(=O)[C@@]2([H])C(C)(C)CCC[C@]12C
Metabolite of Species Details
Hedychium sp.catum (NCBI:txid110723) Found in rhizome (BTO:0001181). 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.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing hedychilactone D (CHEBI:66009) has role antineoplastic agent (CHEBI:35610)
hedychilactone D (CHEBI:66009) has role metabolite (CHEBI:25212)
hedychilactone D (CHEBI:66009) is a butenolide (CHEBI:50523)
hedychilactone D (CHEBI:66009) is a enol (CHEBI:33823)
hedychilactone D (CHEBI:66009) is a enone (CHEBI:51689)
hedychilactone D (CHEBI:66009) is a labdane diterpenoid (CHEBI:36770)
hedychilactone D (CHEBI:66009) is a octahydronaphthalenes (CHEBI:138397)
IUPAC Name
4-{(E)-2-[(1R,4aS,8aR)-3-hydroxy-2,5,5,8a-tetramethyl-4-oxo-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]ethenyl}furan-2(5H)-one
Synonym Source
7-hydroxy,6-oxo-7,11,13-labdatrien-16,15-olide ChEBI
Registry Number Type Source
19010943 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
19027298 PubMed citation Europe PMC
Last Modified
07 September 2017