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CHEBI:66010 - 9-hydroxy hedychenone

ChEBI IDCHEBI:66010
ChEBI Name9-hydroxy hedychenone
Stars
DefinitionA labdane diterpenoid that is 15,16-epoxy-7,11,13(16)14-labdatetraen-6-one substituted by a hydroxy group at position 9. 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 Modified23 September 2018
DownloadsMolfile
FormulaC20H26O3
Net Charge0
Average Mass314.425
Monoisotopic Mass314.18819
SMILES[H][C@@]12C(=O)C=C(C)[C@](O)(/C=C/c3ccoc3)[C@@]1(C)CCCC2(C)C
InChIInChI=1S/C20H26O3/c1-14-12-16(21)17-18(2,3)8-5-9-19(17,4)20(14,22)10-6-15-7-11-23-13-15/h6-7,10-13,17,22H,5,8-9H2,1-4H3/b10-6+/t17-,19-,20+/m0/s1
InChIKeyUSWFVTHYLJICBA-DYBKDBSWSA-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)
9-hydroxy hedychenone (CHEBI:66010) has role antineoplastic agent (CHEBI:35610)
9-hydroxy hedychenone (CHEBI:66010) has role metabolite (CHEBI:25212)
9-hydroxy hedychenone (CHEBI:66010) is a enone (CHEBI:51689)
9-hydroxy hedychenone (CHEBI:66010) is a furans (CHEBI:24129)
9-hydroxy hedychenone (CHEBI:66010) is a hexahydronaphthalenes (CHEBI:142348)
9-hydroxy hedychenone (CHEBI:66010) is a labdane diterpenoid (CHEBI:36770)
9-hydroxy hedychenone (CHEBI:66010) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(4R,4aS,8aS)-4-[(E)-2-(furan-3-yl)ethenyl]-4-hydroxy-3,4a,8,8-tetramethyl-4a,5,6,7,8,8a-hexahydronaphthalen-1(4H)-one
Synonym  Source
9-hydroxy-15,16-epoxy-7,11,13(16)14-labdatetraen-6-oneChEBI
Registry NumbersSources
Reaxys:19010942Reaxys
Citations