Kaempferol 7-O-glucoside

Kaempferol 7-O-glucoside

IUPAC name 3,5-Dihydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Other names Kaempferol-7-O-beta-D-glucoside
Identifiers
CAS number	16290-07-6
PubChem	10095180
Jmol-3D images	Image 1
SMILES C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O)O
InChI InChI=1S/C21H20O11/c22-7-13-15(25)17(27)19(29)21(32-13)30-10-5-11(24)14-12(6-10)31-20(18(28)16(14)26)8-1-3-9(23)4-2-8/h1-6,13,15,17,19,21-25,27-29H,7H2/p-1/t13-,15-,17+,19-,21?/m1/s1 Key: YPWHZCPMOQGCDQ-CXWQUDHASA-M
Properties
Molecular formula	C₂₁H₂₀O₁₁
Molar mass	448.38 g mol⁻¹
Exact mass	448.100561 u
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Kaempferol 7-O-glucoside is a flavonol glucoside. It can be found in Smilax china.^[1]

Derivatives

Amurensin is the tert-amyl alcohol derivative of kaempferol 7-O-glucoside. 6"'-O-acetyl amurensin is found in the leaves of Phellodendron japonicum.^[2]

References

^ Kaempferol-7-O-beta-D-glucoside (KG) isolated from Smilax china L. rhizome induces G2/M phase arrest and apoptosis on HeLa cells in a p53-independent manner. Xu W, Liu J, Li C, Wu HZ and Liu YW, Cancer Lett., 2008 Jun 18, 264(2), pages 229-240, PubMed, doi:10.1016/j.canlet.2008.01.044
^ Constituents of Leaves of Phellodendron japonicum MAXIM. and Their Antioxidant Activity, Chih-Yang Chiu, Chia-Ying Li, Chao-Chen Chiu, Masatake Niwa, Susumu Kitanaka, Amooru Gangaiah Damu, E-Jian Lee and Tian-Shung Wu, Chem. Pharm. Bull., Vol. 53, pages 1118-1121 (2005), doi:10.1248/cpb.53.1118

Flavonols and their conjugates

Backbone

Aglycones	3-Hydroxyflavone (synthetic) and derivatives

Flavonols

Aglycones

Conjugates

Glycosides of herbacetin

Rhodionin | Rhodiosin

Glycosides of kaempferol

Glycosides of myricetin

Myricetin 3-O-rutinoside | Myricetin-3-O-neohesperidoside | Myricitrin

Conjugates of quercetin

Sulfates	Quercetin 3-O-sulfate \| Quercetin 3,3'-bissulfate \| Quercetin 3,4'-bissulfate

Glycosides	CTN-986 \| Guaijaverin (quercetin 3-O-arabinoside) \| Heliosin (Quercetin 3-digalactoside) \| Hyperoside \| Isoquercitin \| Miquelianin \| Quercetin-3-sophorodide \| Quercitrin \| Rutin \| Spiraeoside

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	Azalein \| Centaurein \| Eupalin \| Eupatolin \| Jacein \| Patulitrin \| Tamarixetin 7-rutinoside \| Xanthorhamnin

Derivative flavonols

Aglycones	Noricaritin \| Dihydronoricaritin

Glycosides	Amurensin \| Icariin \| Phelloside \| Dihydrophelloside \| Rutin S

Pyranoflavonols

Aglycones	Karanjachromene

Furanoflavonols

Aglycones	Karanjin

Glycosides	Pongamoside A, B and C

Semisynthetic

Glycosides	Hydroxyethylrutosides (Monoxerutin, Troxerutin)