(5R)-5-hydroxy-7-(4''-hydroxy-3''-methoxyphenyl)-1-phenyl-3-heptanone (CHEBI:66027)

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ChEBI Name	(5R)-5-hydroxy-7-(4''-hydroxy-3''-methoxyphenyl)-1-phenyl-3-heptanone

ChEBI ID	CHEBI:66027

ChEBI ASCII Name	(5R)-5-hydroxy-7-(4''-hydroxy-3''-methoxyphenyl)-1-phenyl-3-heptanone

Definition	A β-hydroxy ketone that is (5R)-5-hydroxyheptan-3-one substituted by a phenyl group at position 1 and a 4-hydroxy-3-methoxyphenyl moiety at position 7. Isolated from Alpinia officinarum, it exhibits antiviral activity against influenza virus.

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

Supplier Information

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Formula

C20H24O4

Net Charge

Average Mass

328.40220

Monoisotopic Mass

328.16746

InChI

InChI=1S/C20H24O4/c1-24-20-13-16(9-12-19(20)23)8-11-18(22)14-17(21)10-7-15-5-3-2-4-6-15/h2-6,9,12-13,18,22-23H,7-8,10-11,14H2,1H3/t18-/m1/s1

InChIKey

JHJPDDBIHSFERA-GOSISDBHSA-N

SMILES

COc1cc(CC[C@@H](O)CC(=O)CCc2ccccc2)ccc1O

Metabolite of Species	Details
Alpinia officinarum (NCBI:txid199623)	Found in rhizome (BTO:0001181). See: PubMed
Alpinia officinarum (NCBI:txid199623)	Found in root (BTO:0001188). See: PubMed

Roles Classification
Biological Role(s):	EC 3.2.1.18 (exo-alpha-sialidase) inhibitor An antiviral drug targeted at influenza viruses. Its mode of action consists of blocking the function of the viral neuraminidase protein (EC 3.2.1.18), thus preventing the virus from budding from the host cell. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.

Application(s):	EC 3.2.1.18 (exo-alpha-sialidase) inhibitor An antiviral drug targeted at influenza viruses. Its mode of action consists of blocking the function of the viral neuraminidase protein (EC 3.2.1.18), thus preventing the virus from budding from the host cell.

ChEBI Ontology
Outgoing	(5R)-5-hydroxy-7-(4''-hydroxy-3''-methoxyphenyl)-1-phenyl-3-heptanone (CHEBI:66027) has role EC 3.2.1.18 (exo-α-sialidase) inhibitor (CHEBI:52425) (5R)-5-hydroxy-7-(4''-hydroxy-3''-methoxyphenyl)-1-phenyl-3-heptanone (CHEBI:66027) has role plant metabolite (CHEBI:76924) (5R)-5-hydroxy-7-(4''-hydroxy-3''-methoxyphenyl)-1-phenyl-3-heptanone (CHEBI:66027) is a β-hydroxy ketone (CHEBI:55380) (5R)-5-hydroxy-7-(4''-hydroxy-3''-methoxyphenyl)-1-phenyl-3-heptanone (CHEBI:66027) is a guaiacols (CHEBI:134251)

IUPAC Name

(5R)-5-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-1-phenylheptan-3-one

Last Modified

07 April 2017