23627-87-4

Basic information

• Product Name: kaempferol-3-O-galactoside
• Synonyms: kaempferol-3-O-galactoside;2-(4-Hydroxyphenyl)-3-(β-D-galactopyranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one;3-(β-D-Galactopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one;Kaempferol 3-galactopyranoside;Kaempferol 3-galactoside;Trifolin【glycoside】;Trifolin;Trifolioside
• CAS NO: 23627-87-4
• Molecular Formula: C₂₁H₂₀O₁₁
• Molecular Weight: 448.38
• EINECS: 200-258-5
• Mol File: 23627-87-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 245-246℃
• Boiling Point: 823.2°C at 760 mmHg
• Flash Point: 291.5°C
• Appearance: /
• Density: 1.79±0.1 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 1.09E-28mmHg at 25°C
• Refractive Index: 1.774
• PKA: 6.20±0.40(Predicted)
• CAS DataBase Reference: kaempferol-3-O-galactoside(CAS DataBase Reference)
• NIST Chemistry Reference: kaempferol-3-O-galactoside(23627-87-4)
• EPA Substance Registry System: kaempferol-3-O-galactoside(23627-87-4)

Safety Data

• Hazardous Substances Data: 23627-87-4(Hazardous Substances Data)

Usage

Definition

ChEBI: A beta-D-galactoside compound with a 4',5,7-trihydroxychromen-3-yl group at the anomeric position.

InChI:InChI=1/C21H20O11/c22-7-13-15(26)17(28)18(29)21(31-13)32-20-16(27)14-11(25)5-10(24)6-12(14)30-19(20)8-1-3-9(23)4-2-8/h1-6,13,15,17-18,21-26,28-29H,7H2/t13-,15+,17+,18-,21?/m1/s1

Upstream product

• 133-89-1 UDP-glucose 
• 520-18-3 kaempferol 
• 2956-16-3 uridine 5'-diphospho-D-galactose 

Downstream Products

• 520-18-3 kaempferol 
• 59-23-4 D-Galactose 
• 1030269-14-7 heptamethyltrifolin 
• 99-96-7 4-hydroxy-benzoic acid 
• 11055-94-0 hepta-O-acetyltrifolin 
• 10257-28-0 D-Galactose 

Relevant articles and documents

Highly Promiscuous Flavonoid 3- O-Glycosyltransferase from Scutellaria baicalensis

A highly regio-specific and donor-promiscuous 3-O-glycosyltransferase, Sb3GT1 (UGT78B4), was discovered from Scutellaria baicalensis. Sb3GT1 could accept five sugar donors (UDP-Glc/-Gal/-GlcNAc/-Xyl/-Ara) to catalyze 3-O-glycosylation of 17 flavonols, and the conversion rates could be >98%. Five new glycosides were obtained by scaled-up enzymatic catalysis. Molecular modeling and site-directed mutagenesis revealed that G15 and P187 were critical catalytic residues for the donor promiscuity. Sb3GT1 could be a promising catalyst to increase structural diversity of flavonoid 3-O-glycosides.

Kaempferol and its glycosides from Equisetum silvaticum L. from the khanty-mansi autonomous area

Three flavonoids were isolated from the aerial part of the wood horsetail (Equisetum silvaticum L.); two of them were found for the first time. The compounds were identified as kaempferol, kaempferol 3-O-β-D-galactopyranosyl-7-O-α-L-rhamnopyranoside and kaempferol 3-O-rutinosyl-7-O-L-rhamnopyranoside on the basis of the chemical transformations and IR, UV, 1H-NMR and mass spectra.

Isolation and antioxidant activity of galloyl flavonol glycosides from the seashore plant, Pemphis acidula.

Four kinds of galloyl flavonol glycosides were found in the leaf extract of Pemphis acidula, a plant growing on the subtropical seashore. Their chemical structures were elucidated to be quercetin or kaempferol 6 -O-galloyl-beta-D-glycosides by using spectroscopic and chemical analyses. One of the flavonols, kaempferol-3-O-(6-O-galloyl-beta-D-galactopyranoside), was newly isolated from natural sources and its structure was completely determined in this investigation. The antioxidant-related activities of the galloyl flavonoids were examined by the DPPH antiradical activity, inhibition of methyl linoleate oxidation, and inhibition of oxidative cell death. These results were compared with those of the corresponding non-galloylated flavonol glycosides and their aglycones. The galloyl flavonoids showed more efficient activity than that of the corresponding flavonol glycosides, but not more than that of the corresponding aglycones in the three assays applied.