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CHEBI:66009 - hedychilactone D

ChEBI IDCHEBI:66009
ChEBI Namehedychilactone D
Stars
DefinitionA 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).
Last Modified7 September 2017
DownloadsMolfile
FormulaC20H26O4
Net Charge0
Average Mass330.424
Monoisotopic Mass330.18311
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
InChIInChI=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
InChIKeyCGTQDMWGKOVCFZ-TYUXXYNOSA-N
Species of MetaboliteComponentSourceComments
Hedychium spicatum (ncbitaxon:110723) rhizome (BTO:0001181) PubMed (19027298)
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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-olideChEBI
Registry NumbersSources
Reaxys:19010943Reaxys
Citations