20196-89-8

Basic information

• Product Name: KaeMpferol 7-O-rhaMnoside
• Synonyms: KaeMpferol 7-O-rhaMnoside;Kaempferol-7-O-alpha-L-rhamnoside
• CAS NO: 20196-89-8
• Molecular Formula: C₂₁H₂₀O₁₀
• Molecular Weight: 432.3775
• Mol File: 20196-89-8.mol

Chemical Properties

• Melting Point: 231-234℃
• Boiling Point: 753.2±60.0 °C(Predicted)
• Appearance: /
• Density: 1.665±0.06 g/cm3(Predicted)
• PKA: 5.95±0.40(Predicted)
• CAS DataBase Reference: KaeMpferol 7-O-rhaMnoside(CAS DataBase Reference)
• NIST Chemistry Reference: KaeMpferol 7-O-rhaMnoside(20196-89-8)
• EPA Substance Registry System: KaeMpferol 7-O-rhaMnoside(20196-89-8)

Safety Data

• Hazardous Substances Data: 20196-89-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Kaempferol 7-O-rhamnoside is used as a therapeutic agent for its antioxidant, antimicrobial, anti-inflammatory, anticancer, and antidiabetic effects, contributing to the treatment and management of various diseases and conditions.
Used in Traditional Medicine:
Kaempferol 7-O-rhamnoside is used as an active ingredient in traditional medicines, leveraging its pharmacological properties to provide potential therapeutic benefits for various health issues.
Used in Dietary Supplements:
Kaempferol 7-O-rhamnoside is used as a dietary supplement to enhance overall health and well-being, providing antioxidant support and potentially improving immune function.
Used in Cosmetics Industry:
Kaempferol 7-O-rhamnoside is used as an ingredient in cosmetic products for its antioxidant and anti-inflammatory properties, which may help protect the skin from environmental damage and promote a healthier complexion.
Used in Food Industry:
Kaempferol 7-O-rhamnoside is used as a natural additive in food products to enhance their nutritional value and provide health benefits due to its antioxidant and other pharmacological properties.

Upstream product

• 482-38-2 kaempferitrin 
• 57526-56-4 kaempherol 3-O-[α-L-rhamnopyranosyl-(1->6)]-β-D-glucopyranosyl-7-O-α-L-rhamnopyranoside 
• 2392-95-2 kaempferol 3-O-β-D-glucopyranosyl-7-O-α-L-rhamnopyranoside 
• 129369-23-9 cassinopin 
• 89946-00-9 lepidoside 

Downstream Products

• 3615-41-6 L-Rhamnose 
• 520-18-3 kaempferol 
• 7658-08-4 D-quionovose 
• 73-34-7 L-rhamnose 
• 85561-89-3 kaempherol 7-O-α-L-rhamnoside peracetate 

Relevant articles and documents

Changes in flavonoid content and tyrosinase inhibitory activity in kenaf leaf extract after far-infrared treatment

The tyrosinase inhibitory activity of ethanolic extract of kenaf (Hibiscus cannabinus L.) leaf was evaluated before and after subjecting it to far-infrared (FIR) irradiation. The main component of the extract was analyzed as kaempferitrin (kaempferol-3,7-O-α-dirhamnoside). Prior to FIR irradiation, no inhibitory activity of the extract was detected in a tyrosinase assay. However, after FIR irradiation for 1 h at 60 °C, significant tyrosinase inhibitory activity (IC50 = 3500 ppm) was observed in it. In HPLC analysis, derhamnosylation products (kaempferol, afzelin, and α-rhamnoisorobin) were detected. The inhibitory activity may be due to the existence of derhamnosylation products. This study demonstrated that FIR irradiation can be used as a convenient tool for deglycosylation of flavonoid glycoside.

The Gastrointestinal Tract Metabolism and Pharmacological Activities of Grosvenorine, a Major and Characteristic Flavonoid in the Fruits of Siraitia grosvenorii

Grosvenorine is the major flavonoid compound of the fruits of Siraitia grosvenorii (Swingle) C. Jeffrey, a medical plant endemic to China. In the present study, for the first time, the grosvenorine metabolism in an in vitro simulated human gastrointestinal tract (including artificial gastric juice, artificial intestinal juice and intestinal flora), as well as its pharmacological activities (including anti-complement, antibacterial and antioxidant activities), was investigated. The results showed that grosvenorine was metabolized by human intestinal flora; its four metabolites were isolated by semi-preparative HPLC and identified by NMR as kaempferitrin, afzelin, α-rhamnoisorobin, and kaempferol. Further pharmacological evaluation showed that grosvenorine exhibited good antibacterial and antioxidant activities, with its metabolites possessing more potent activities. Although grosvenorine did not present obvious anticomplement activity, its metabolites showed interesting activities. This study revealed that intestinal bacteria play an important role in the gastrointestinal metabolism of grosvenorine and significantly affect its pharmacological activities.

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.

Identification and quantification of phenolic compounds from the forage legume sainfoin (Onobrychis viciifolia)

Phenolic compounds of sainfoin (Onobrychis viciifolia) variety Cotswold Common are assumed to contribute to its nutritive value and bioactive properties. A purified acetone/water extract was separated by Sephadex LH-20 gel chromatography. Sixty-three phen

Purification and characterization of a flavonol 3-O-β heterodisaccharidase from the dried herb of Fagopyrum esculentum Moench

A flavonol-3-O-β-heterodisaccharide glycosidase (FHG I) was isolated from dried aerial tissues of Fagopyrum esculentum Moench (Fagopyri herba). It has a specific enzyme activity of ca. 3.5 nkat mg-1 protein in buffered extracts when rutin (quercetin-3-O-rutinoside) was used as substrate and an optimal enzyme activity was seen at around pH 4.8 and 30 °C. FHG I was purified about 156-fold to apparent homogeneity by hydrophobic interaction, anion exchange and size exclusion chromatographic steps. The apparent molecular mass of FHG I was 74.5 ± 2 kDa as determined by SDS-PAGE and it is a monomeric glycoprotein with a carbohydrate content of 23%. The isoelectric point as determined by isoelectric focusing was 5.7 and the energy of activation was 32 kJ mol-1. FHG I exhibits a high substrate specificity, preferring flavonol 3-O-glycosides comprising the disaccharide rutinose. The Km and Vmax values for the natural substrate rutin were calculated to be 0.561 μM and 745 nkat mg -1 protein, respectively. Two oligopeptide fragments obtained after enzymatic digestion of FHG I were sequenced and showed similarities to sequences of β-glucohydrolases from other plant species. Polyclonal antibodies were raised and their specificities determined. Another flavonol 3-O-β -heterodisaccharide glycosidase (FHG II) could also be detected in buckwheat herb, having a molecular mass of 85.3 ± 2 kDa and an isoelectric point between pH 6.0 and 6.5.

CASSINOPIN, A KAEMPFEROL TRIRHAMNOSIDE FROM CASSINOPSIS MADAGASCARIENSIS

A new glycoside, 3-4)-O-α-L-rhamnopyranosyl>-7-α-L-rhamnosylkaempferol, cassinopin, was isolated from the leaves of Cassinopsis madagascariensis, together with the known phenylpropanoid glycosides calceolarioside A, B and C, and verbascoside.The structure of cassinopin was established by spectroscopic and chemical methods.