29202-64-0

Basic information

• Product Name: RUTINOSE HEPTAACETATE
• Synonyms: RUTINOSE HEPTAACETATE;RUTINOSE HEPTA-O-ACETATE;HEPTA-O-ACETYL RUTINOSE;6-O-[6-DEOXY-ALPHA-L-MANNOPYRANOSYL]-D-GLUCOSE HEPTAACETATE;6-Deoxy-α-L-Man-(1-6)-D-Glc (OAc]7, 6-O-(6-Deoxy-α-L-mannopyranosyl)-D-glucose heptaacetate, 6-O-(α-L-Rhamnopyranosyl)-D-glucose heptaacetate;6-O-(2-O,3-O,4-O-Triacetyl-6-deoxy-α-L-mannopyranosyl)-D-glucose tetraacetate;6-O-α-L-Rhamnopyranosyl-D-glucose heptaacetate;Heptaacetylrutinose
• CAS NO: 29202-64-0
• Molecular Formula: C₂₆H₃₆O₁₇
• Molecular Weight: 620.55
• EINECS: 226-037-4
• Product Categories: Biochemistry;Disaccharides;O-Substituted Sugars;Sugars
• Mol File: 29202-64-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 168-171°C
• Appearance: /
• Refractive Index: 1.504
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• Merck: 14,8305
• CAS DataBase Reference: RUTINOSE HEPTAACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: RUTINOSE HEPTAACETATE(29202-64-0)
• EPA Substance Registry System: RUTINOSE HEPTAACETATE(29202-64-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 29202-64-0(Hazardous Substances Data)

Usage

Description

Rutinose Heptaacetate is a derivative of Rutin (R701800), a flavonoid glycoside that is widely found in various plants, particularly in the buckwheat plant. It is a bioactive compound with potential applications in different industries due to its unique properties.

Uses

Used in Pharmaceutical Industry:
Rutinose Heptaacetate is used as a pharmaceutical compound for its potential therapeutic effects. It is derived from Rutin, which has been studied for its antioxidant, anti-inflammatory, and vasodilatory properties. These characteristics make Rutinose Heptaacetate a promising candidate for the development of new drugs targeting various health conditions.
Used in Nutraceutical Industry:
Rutinose Heptaacetate is used as a nutraceutical ingredient for its potential health benefits. As a derivative of Rutin, it may contribute to the development of dietary supplements and functional foods that promote overall health and well-being.
Used in Cosmetic Industry:
Rutinose Heptaacetate is used as an active ingredient in the cosmetic industry for its potential skincare benefits. Rutin is known for its antioxidant properties, which can help protect the skin from environmental stressors and promote a healthy, youthful appearance. Rutinose Heptaacetate may be incorporated into skincare products to provide these benefits to consumers.
Used in Research and Development:
Rutinose Heptaacetate is used as a research compound for the development of new applications and products. Its unique properties and potential health benefits make it an interesting subject for further study and development in various fields, including pharmaceuticals, nutraceuticals, and cosmetics.

InChI:InChI=1/C26H36O17/c1-10-19(36-11(2)27)21(38-13(4)29)23(40-15(6)31)25(35-10)34-9-18-20(37-12(3)28)22(39-14(5)30)24(41-16(7)32)26(43-18)42-17(8)33/h10,18-26H,9H2,1-8H3/t10-,18+,19-,20+,21+,22-,23+,24+,25+,26?/m0/s1

Upstream product

• 26184-96-3 rutinose 
• 108-24-7 acetic anhydride 
• 153-18-4 rutin 
• 37074-90-1 1,2,3,4-tetra-O-acetyl-6-O-trityl-β-D-glucopyranose 
• 75512-98-0 Acetic acid (3aR,5S,6S,7R,7aR)-6-acetoxy-2-ethylsulfanyl-2,5-dimethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-7-yl ester 

Downstream Products

• 84534-33-8 (R,S)-linalyl 6-O-α-L-rhamnopyranosyl-β-D-glucopyranoside 
• 133097-96-8 (R,S)-α-terpinyl 6-O-(α-L-rhamnopyranosyl)-β-D-glucopyranoside 
• 131284-00-9 Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-2-[1-methyl-1-(4-methyl-cyclohex-3-enyl)-ethoxy]-6-((2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-3-yl ester 
• 88510-14-9 benzyl 2,3,4-tri-O-acetyl-6-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranoside 
• 88510-13-8 phenylethyl 2,3,4-tri-O-acetyl-6-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranoside 
• 88510-10-5 1′-O-benzyl-α-L-rhamnopyranosyl-(1″→6′)-β-D-glucopyranoside 
• 88510-08-1 2-phenylethyl O-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside 
• 307521-27-3 3',4'-dibenzyloxy-3-hexaacetylrutinosylflavone 
• 26184-96-3 rutinose 
• 552-74-9 6-O-β-L-rhamnopyranosyl-D-glucose 

Relevant articles and documents

Synthesis and antiglycation activity of kaempferol-3-o- rutinoside(Nicotiflorin)

Kaempferol-3-O-α-L-rhamanopyranosyl-(1″-6″) -β-D-glucopyranoside (1) (Nicotiflorin or kaempferol-3-Orutinoside), isolated from the aerial parts of Osyris wightiana Wall. ex Wight, has exhibited a potent antiglycation activity in vitro. A short and efficient route to kaempferol-3-O-rutinoside (1) is also described in this paper. To study the Structure-Activity Relationship (SAR), few other derivatives of kaempferol were also evaluated for their antiglycation activity. Moreover the cytotoxicity analysis was also performed for these compounds prepared and SAR studies showed that sugar derivatives of kaempferol possess a promising antiglycation activity.

SYNTHESIS OF 1,2-trans-DISACCHARIDES via SUGAR THIO-ORTHOESTERS

The reaction of sugar 1,2-thio-orthoesters in the D-gluco, D-galacto, D-manno, and L-rhamno series with primary and secondary trityl ethers of monosaccharides, in the presence of triphenylmethylium perchlorate as catalyst, affords, stereospecifically, derivatives of 1,2-trans-disaccharides in good yields. 4-Trityl ethers of benzyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-α-D-glucopyranoside and methyl 2,3,6-tri-O-benzoyl-α-D-galactopyranoside exhibit low reactivity in glycosylation by thio-ortho-esters.A reaction scheme for the glycosylation is discussed.