Kaempferide
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
KEGG
UNII
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,1H3
N Key: SQFSKOYWJBQGKQ-UHFFFAOYSA-N
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,1H3
Key: SQFSKOYWJBQGKQ-UHFFFAOYAC
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
C16 H12 O6
Molar mass
300.26 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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.[ 1]
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
External links
Flavonols and their conjugates
Backbone
Flavonols
Aglycones Conjugates
Glycosides of herbacetin Glycosides of kaempferol
Afzelin (Kaempferol 3-rhamnoside)
Astragalin (kaempferol 3-O-glucoside)
Kaempferitrin (kaempferol 3,7-dirhamnoside)
Juglanin (Kaempferol 3-O-arabinoside)
Kaempferol 3-alpha-L-arabinopyranoside
Kaempferol 3-alpha-D-arabinopyranoside
Kaempferol 7-alpha-L-arabinoside
Kaempferol 7-O-glucoside
Kaempferol 3-lathyroside
Kaempferol 4'-rhamnoside
Kaempferol 5-rhamnoside
Kaempferol 7-rhamnoside
Kaempferol 7-O-alpha-L-rhamnofuranoside
Kaempferol 3-xyloside
Kaempferol 7-xyloside
Robinin (kaempferol-3-O-robinoside-7-O-rhamnoside)
Kaempferol 3-O-rutinoside
Sophoraflavonoloside (Kaempferol 3-O-sophoroside)
Trifolin (Kaempferol 3-O-beta-D-galactoside)
Glycosides of myricetin
Betmidin (Myricetin 3-O-arabinoside)
Myricetin 3-O-rutinoside
Myricetin-3-O-neohesperidoside
Myricitrin (Myricetin 3-O-rhamnoside)
Conjugates of quercetin
Sulfates Glycosides
Avicularin (quercetin-3-O-α-L-arabinofuranoside)
CTN-986
Guaijaverin (quercetin 3-O-arabinoside )
Heliosin (quercetin 3-digalactoside)
Hyperoside (quercetin 3-O-galactoside)
Isoquercetin (quercetin 3-O-glucoside)
Miquelianin (quercetin 3-O-glucuronide)
Quercetin 3,4'-diglucoside
Quercetin-3-sophorodide
Quercitrin (quercetin 3-O-rhamnoside)
Rutin (quercetin rutinoside)
Reinutrin (quercetin-3-D-xyloside)
Spiraeoside (quercetin 4'-O-glucoside)
Taxillusin (galloylated 3-O-glucoside of quercetin°
O -Methylated flavonols
Aglycones
5-O-methylmyricetin
Annulatin
Ayanin
Axillarin
Azaleatin
Brickellin
Centaureidin
Chrysosplenetin
Combretol
Ermanin
Eupatolitin
Eupalitin
Europetin
Isorhamnetin
Jaceidin
Kaempferide
Kumatakenin
Laricitrin
Natsudaidain
Ombuin
Pachypodol
Patuletin
Retusin
Mearnsetin
Rhamnazin
Rhamnetin
Santin
Spinacetin
Syringetin
Tamarixetin
Glycosides
of isorhamnetin
Narcissin (Isorhamnetin 3-O-rutinoside)
Isorhamnetin 3-O-glucoside
Tamarixetin 7-rutinoside
other
Azalein (Azaleatin 3-O-α-L-rhamnoside)
Centaurein (Centaureidin 7-O-glucoside)
Eupalin (Eupalitin 3-0-rhamnoside)
Eupatolin (Eupatolitin 3-O-rhamnoside)
Jacein (Jaceidin 7-O-glucoside)
Patulitrin (Patuletin 7-O-glucoside
Xanthorhamnin (Rhamnetin glycoside)
Derivative flavonols
Aglycones
Noricaritin
Dihydronoricaritin
Glycosides
Amurensin
Icariin
Phelloside
Dihydrophelloside
Rutin S
Pyranoflavonols
Furanoflavonols
Semisynthetic
Category