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CHEBI:66660 - 6-[1'-oxo-3'(R)-hydroxy-butyl]-5,7-dimethoxy-2,2-dimethyl-2H-1-benzopyran

ChEBI IDCHEBI:66660
ChEBI Name6-[1'-oxo-3'(R)-hydroxy-butyl]-5,7-dimethoxy-2,2-dimethyl-2H-1-benzopyran
Stars
ASCII Name6-[1'-oxo-3'(R)-hydroxy-butyl]-5,7-dimethoxy-2,2-dimethyl-2H-1-benzopyran
DefinitionA member of the class of chromenes that is 2H-chromene substituted by geminal methyl groups at position 2, methoxy groups at positions 5 and 7 and a (3R)-3-hydroxybutanoyl group at position 6. Isolated from the leaves of Mallotus apelta, it exhibits antineoplastic activity.
Last Modified7 November 2013
DownloadsMolfile
FormulaC17H22O5
Net Charge0
Average Mass306.358
Monoisotopic Mass306.14672
SMILESCOc1cc2c(c(OC)c1C(=O)C[C@@H](C)O)C=CC(C)(C)O2
InChIInChI=1S/C17H22O5/c1-10(18)8-12(19)15-14(20-4)9-13-11(16(15)21-5)6-7-17(2,3)22-13/h6-7,9-10,18H,8H2,1-5H3/t10-/m1/s1
InChIKeyVMUZHLRZTBFODD-SNVBAGLBSA-N
Species of MetaboliteComponentSourceComments
Mallotus apelta (ncbitaxon:463319) leaf (BTO:0000713) PubMed (16276967)
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)
6-[1'-oxo-3'(R)-hydroxy-butyl]-5,7-dimethoxy-2,2-dimethyl-2H-1-benzopyran (CHEBI:66660) has role antineoplastic agent (CHEBI:35610)
6-[1'-oxo-3'(R)-hydroxy-butyl]-5,7-dimethoxy-2,2-dimethyl-2H-1-benzopyran (CHEBI:66660) has role metabolite (CHEBI:25212)
6-[1'-oxo-3'(R)-hydroxy-butyl]-5,7-dimethoxy-2,2-dimethyl-2H-1-benzopyran (CHEBI:66660) is a aromatic ether (CHEBI:35618)
6-[1'-oxo-3'(R)-hydroxy-butyl]-5,7-dimethoxy-2,2-dimethyl-2H-1-benzopyran (CHEBI:66660) is a aromatic ketone (CHEBI:76224)
6-[1'-oxo-3'(R)-hydroxy-butyl]-5,7-dimethoxy-2,2-dimethyl-2H-1-benzopyran (CHEBI:66660) is a chromenes (CHEBI:23232)
6-[1'-oxo-3'(R)-hydroxy-butyl]-5,7-dimethoxy-2,2-dimethyl-2H-1-benzopyran (CHEBI:66660) is a β-hydroxy ketone (CHEBI:55380)
IUPAC Name 
(3R)-1-(5,7-dimethoxy-2,2-dimethyl-2H-chromen-6-yl)-3-hydroxybutan-1-one
Synonym  Source
Mallotus benzopyran 1ChEBI
Citations