17650-84-9

Basic information

• Product Name: KAEMPFEROL-3-O-RUTINOSIDE
• Synonyms: KaeMpferol-3-O-rutinoside, Nicotiflorin;Nictoflorin (incorr;KaeMpferol-3-O-rutinosid, froM CarthaMus tinctorius;4H-1-Benzopyran-4-one,3-[[6-O-(6-deoxy-a-L-Mannopyranosyl)-b-D-glucopyranosyl]oxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-;3,4′,5,7-Tetrahydroxyflavone 3-rhamnoglucoside;Kaempferol-3-O-rutinosid;Aempferol-3-O-rutinoside;NICOTIFLORIN
• CAS NO: 17650-84-9
• Molecular Formula: C27H30O15
• Molecular Weight: 594.52
• Product Categories: chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Tetra-substituted Flavones
• Mol File: 17650-84-9.mol
• Article Data: 6

Chemical Properties

• Melting Point: 200°C (dec.)
• Boiling Point: 941.7°Cat760mmHg
• Flash Point: 312.8°C
• Appearance: /
• Density: 1.76
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.744
• Storage Temp.: ?20°C
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 6.20±0.40(Predicted)
• CAS DataBase Reference: KAEMPFEROL-3-O-RUTINOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: KAEMPFEROL-3-O-RUTINOSIDE(17650-84-9)
• EPA Substance Registry System: KAEMPFEROL-3-O-RUTINOSIDE(17650-84-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 22-45-24/25
• WGK Germany: 3
• Hazardous Substances Data: 17650-84-9(Hazardous Substances Data)

Usage

Description

KAEMPFEROL-3-O-RUTINOSIDE, also known as Kaempferol 3-O-β-rutinoside, is a flavonoid antioxidant compound derived from various plant species, including Cichorium spinosum L. ecotype plants and Helianthemum ruficomum. It is a bitter-tasting flavonol glycoside that has been isolated from the flowers of a Clematis cultivar. KAEMPFEROL-3-O-RUTINOSIDE is known for its potential anti-diabetic activity and is a component of many plant species.

Uses

Used in Pharmaceutical Industry:
KAEMPFEROL-3-O-RUTINOSIDE is used as a pharmaceutical agent for its antioxidant and anti-diabetic properties. It has been found to display potential anti-diabetic activity, making it a valuable compound for the development of treatments for diabetes.
Used in Nutraceutical Industry:
KAEMPFEROL-3-O-RUTINOSIDE is used as a nutraceutical ingredient for its antioxidant properties. Its ability to scavenge free radicals, such as DPPH and ABTS radicals, contributes to its potential use in the development of supplements and functional foods that promote overall health and well-being.
Used in Cosmetic Industry:
KAEMPFEROL-3-O-RUTINOSIDE is used as an active ingredient in the cosmetic industry for its antioxidant and skin-protective properties. Its ability to neutralize free radicals and protect skin cells from oxidative stress makes it a valuable component in skincare products aimed at promoting skin health and preventing premature aging.
Used in Agricultural Industry:
KAEMPFEROL-3-O-RUTINOSIDE is used as a natural pesticide or growth promoter in the agricultural industry. Its antioxidant properties can help protect plants from environmental stressors, such as UV radiation and oxidative damage, leading to improved crop yields and overall plant health.

InChI:InChI=1/C27H30O15/c1-9-17(31)20(34)22(36)26(39-9)38-8-15-18(32)21(35)23(37)27(41-15)42-25-19(33)16-13(30)6-12(29)7-14(16)40-24(25)10-2-4-11(28)5-3-10/h2-7,9,15,17-18,20-23,26-32,34-37H,8H2,1H3/t9-,15+,17-,18+,20+,21-,22+,23+,26+,27-/m0/s1

Upstream product

• 131573-90-5 kaempferol 3-O-(2^G-xylosylrutinoside) 
• 34336-18-0 7-O-β-D-glucopyranosyloxy-4',5-dihydroxy-3-[O-α-L-rhamnopyranosyl-(1->6)-3-O-β-D-glucopyranosyloxy]flavone 
• 131559-51-8 kaempferol 3-O-(2^G-xylosylrutinoside)-7-O-glucoside 
• 131559-50-7 kaempferol 3-O-(2^G-glucosylrutinoside)-7-O-glucoside 
• 131573-90-5 kaempferol 3-O-β-D-<2^G-O-β-D-xylopyranosyl-6^G-O-α-L-rhamnopyranosyl>glucopyranoside 
• 135095-52-2 3-O-[(2-O-β-D-galactopyranosyl-6-O-α-L-rhamnopyranosyl)-β-D-glucopyranosyl]-kaempferol 
• 57526-56-4 kaempherol 3-O-[α-L-rhamnopyranosyl-(1->6)]-β-D-glucopyranosyl-7-O-α-L-rhamnopyranoside 

Downstream Products

• 33978-17-5 pelargonidin 3-O-β-rutinoside 
• 2280-44-6 D-Glucose 
• 520-18-3 kaempferol 
• 73-34-7 D-rhamnose 
• 26184-96-3 rutinose 
• 58947-55-0 biorobin nonaacetate 
• 552-74-9 6-O-α-L-rhamnopyranosyl-β-D-glucopyranose 
• 61198-83-2 1,2,3,4-tetra-O-benzoyl-6-desoxy-α-L-mannopyranose 
• 3615-41-6 L-Rhamnose 
• 50-99-7 D-glucose 
• 1318780-82-3 C₃₀H₁₈O₁₃ 
• 4205-23-6 D-gulose 
• 634-74-2 D-rhamnose 

Relevant articles and documents

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.

Two flavonol glycosides from seeds of Camellia sinensis.

Two novel flavonol triglycosides, camelliaside A and B, have been isolated from seeds of Camellia sinensis. The structures were determined to be kaempferol 3-O-[2-O-beta-D- galactopyranosyl-6-O-alpha-L-rhamnopyranosyl]-beta-D-glucopyranoside and kaempferol 3-O-[2-O-beta- D-xylopyranosyl-6-O-alpha-L-rhamnopyranosyl]-beta-D-glucopyranoside on the basis of spectroscopic, chemical and enzymatic studies. These types of interglycosidic linkages, Gal(1----2)[Rha(1----6)]Glc and Xyl(1----2)[Rha(1----6)]Glc, have not been reported previously in flavone and flavonol glycosides.

Constituents of Cupuliferae, II. - A New Acylated Flavonoid Glycoside from Castanea sativa Mill.

From leaves of Castanea sativa Mill. in addition to tiliroside , 3>, a new acylated flavonoid glycoside has been isolated and identified as kaempferol 3-O-Glc-(p-coumaroyl)-α-L-rhamnopyranosyl-(1->6)-β-D-glucopyranoside> (1).