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Kaempferide

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Kaempferide
Kaempferide structure
Kaempferide structure
Names
IUPAC name 3,5,7-Trihydroxy-4′-methoxyflavone
Systematic IUPAC name 3,5,7-Trihydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
Other names Kaempferid
4′-Methylkaempferol
Kaempferol 4′-methyl ether
4′-O-Methylkaempferol
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.007.036 Edit this at Wikidata
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C16H12O6/c1-21-10-4-2-8(3-5-10)16-15(20)14(19)13-11(18)6-9(17)7-12(13)22-16/h2-7,17-18,20H,1H3Key: SQFSKOYWJBQGKQ-UHFFFAOYSA-N
  • InChI=1/C16H12O6/c1-21-10-4-2-8(3-5-10)16-15(20)14(19)13-11(18)6-9(17)7-12(13)22-16/h2-7,17-18,20H,1H3Key: SQFSKOYWJBQGKQ-UHFFFAOYAC
SMILES
  • COC1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O
  • COC1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O
Properties
Chemical formula C16H12O6
Molar mass 300.26 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Kaempferide is an O-methylated flavonol, a type of chemical compound. It can be found in Kaempferia galanga (aromatic ginger). It has been noted to inhibit pancreatic cancer growth by blockading an EGFR-related pathway.

Metabolism

The enzyme kaempferol 4'-O-methyltransferase uses S-adenosyl-L-methionine and kaempferol to produce S-adenosyl-L-homocysteine and kaempferide.

Glycosides

Icariin is the tert-amyl alcohol derivative of kaempferide 3,7-O-diglycoside.

References

  1. Lee, Jungwhoi; Kim, Jae Hoon (2016). "Kaempferol Inhibits Pancreatic Cancer Cell Growth and Migration through the Blockade of EGFR-Related Pathway In Vitro". PLOS ONE. 11 (5): e0155264. Bibcode:2016PLoSO..1155264L. doi:10.1371/journal.pone.0155264. PMC 4866780. PMID 27175782.

External links

Flavonols and their conjugates
Backbone
Aglycones
Flavonols
Aglycones
Conjugates
Glycosides of herbacetin
Glycosides of kaempferol
Glycosides of myricetin
Conjugates of quercetin
Sulfates
Glycosides
O-Methylated flavonols
Aglycones
Glycosides
of isorhamnetin
other
Derivative flavonols
Aglycones
Glycosides
Pyranoflavonols
Aglycones
Furanoflavonols
Aglycones
Glycosides
Semisynthetic
Glycosides


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