6-O-(alpha-L-rhamnosyl)-D-glucose

CAS: 90-74-4 C12 H22 O10 MW: 326.29934000

Identification

Namerutinose
IUPAC(2R,3S,4S,5S)-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol
CAS Number90-74-4
EINECS202-014-4
FDA UNII0C4U3505G3
Molecular FormulaC12 H22 O10
Molecular Weight326.29934000
MDL NumberMFCD00161473

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 190.50 °C. @ 760.00 mm Hg
Boiling Point 598.00 °C. @ 760.00 mm Hg (est)
Flash Point 600.00 °F. TCC ( 315.50 °C. ) (est)
logP (o/w) -0.910 (est)
Soluble in water, 1e+006 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for rutinose usage levels up tonot for fragrance use.
Recommendation for rutinose flavor usage levels up tonot for flavor use.

BOC Sciences

Best of Chemicals Supplier

Quality supplier of research chemicals and biochemicals including inhibitors, building blocks, GMP Products, impurities and metabolites, APIs for Veterinary, Natural Compounds, ADCs, Stem Cell Molecul...

View All Website 1-631-485-4226 account@bocsci.com

Glentham Life Sciences Ltd

The Chemical, Biochemical & Research Essentials Supplier

Glentham Life Sciences is a supplier of fine chemicals and raw materials with warehousing, laboratories and packaging facilities in the UK.

View All Website +44 (0) 1225 667798 info@glentham.com

TCI AMERICA

Moving Your Chemistry Forward

We continuously strive to advance our technology.

View All Website 1-800-423-8616 Sales-US@TCIchemicals.com;

Potential Uses

None Found

Natural Occurrence

caper flower

Synonyms

6-O-(6- deoxy-alpha-L-mannopyranosyl)-D-glucose 6-O-(alpha-L- rhamnopyranosyl)-D-glucopyranose 6-O-(alpha-L- rhamnosyl)-D-glucose (2R,3S,4S,5S)-6-[[(2R,3R,4R,5R,6S)-3,4,5- trihydroxy-6-methyloxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol PubMed: Hesperidin Potentiates Ghrelin Signaling. PubMed: The occurrence, fate and biological activities of C-glycosyl flavonoids in the human diet. PubMed: Polyethyleneimine coating of magnetic particles increased the stability of an immobilized diglycosidase. PubMed: Identification and anti-oxidant capacity determination of phenolics and their glycosides in elderflower by on-line HPLC-CUPRAC method. PubMed: Direct detection of rutin-degrading isozymes with polyacrylamide gel electrophoresis. PubMed: Calculation of substrate binding affinities for a bacterial GH78 rhamnosidase through molecular dynamics simulations. PubMed: Targeting structural motifs of flavonoid diglycosides using collision-induced dissociation experiments on flavonoid/Pb2+ complexes. PubMed: Transglycosylation specificity of Acremonium sp. α-rhamnosyl-β-glucosidase and its application to the synthesis of the new fluorogenic substrate 4-methylumbelliferyl-rutinoside. PubMed: Quercetin production from rutin by a thermostable β-rutinosidase from Pyrococcus furiosus. PubMed: Characteristic fragmentation patterns of trimethylsilyl and trimethylsilyl-oxime derivatives of plant disaccharides as obtained by gas chromatography coupled to ion-trap mass spectrometry. PubMed: Structure of flavonoids influences the degree inhibition of Benzo(a)pyrene - induced DNA damage and micronuclei in HepG2 cells. PubMed: α-Rhamnosyl-β-glucosidase-catalyzed reactions for analysis and biotransformations of plant-based foods. PubMed: Characterization of two distinct glycosyl hydrolase family 78 alpha-L-rhamnosidases from Pediococcus acidilactici. PubMed: Determination of free inositols and other low molecular weight carbohydrates in vegetables. PubMed: Acylated flavonol glycosides from the forage legume, Onobrychis viciifolia (sainfoin). PubMed: Hesperidin suppresses ovalbumin-induced airway inflammation in a mouse allergic asthma model. PubMed: Protective mechanism of quercetin and rutin on 2,2'-azobis(2-amidinopropane)dihydrochloride or Cu2+-induced oxidative stress in HepG2 cells. PubMed: Preparative separation of phenolic compounds from Halimodendron halodendron by high-speed counter-current chromatography. PubMed: Ingested quercetin but not rutin increases accumulation of hepatic beta-carotene in BALB/c mice. PubMed: Extracellular monoenzyme deglycosylation system of 7-O-linked flavonoid beta-rutinosides and its disaccharide transglycosylation activity from Stilbella fimetaria. PubMed: Two novel disaccharides, rutinose and methylrutinose, are involved in carbon metabolism in Datisca glomerata. PubMed: Degradation of rutin by Thermoactinomyces vulgaris and other thermophilic compost isolates. PubMed: Immobilization of flavonol 3-O-beta-heterodisaccharidase on porous glass and production of rutinose from rutin. PubMed: Substrate specificities of glycosidases from Aspergillus species pectinase preparations on elderberry anthocyanins. PubMed: Syntheses of R-beta-rutinosides by rutin-degrading reaction. PubMed: In vitro biological evaluation of novel 7-O-dialkylaminoalkyl cytotoxic pectolinarigenin derivatives against a panel of human cancer cell lines. PubMed: Characteristic fragmentation patterns of the trimethylsilyl and trimethylsilyl-oxime derivatives of various saccharides as obtained by gas chromatography coupled to ion-trap mass spectrometry. PubMed: A novel antioxidant phenyl disaccharide from Populus tremula knotwood. PubMed: Characterization and identification of isomeric flavonoid O-diglycosides from genus Citrus in negative electrospray ionization by ion trap mass spectrometry and time-of-flight mass spectrometry. PubMed: Differential effects of flavonoids on bovine kidney low molecular mass protein tyrosine phosphatase. PubMed: Fate of anthocyanins and antioxidant capacity in contents of the gastrointestinal tract of weanling pigs following black raspberry consumption. PubMed: [HPLC investigation of antioxidant components in Solidago herba]. PubMed: Aglycones and sugar moieties alter anthocyanin absorption and metabolism after berry consumption in weanling pigs. PubMed: Potential antitumor agents: flavones and their derivatives from Linaria reflexa Desf. PubMed: Identification and characterization of anthocyanins by high-performance liquid chromatography-electrospray ionization-tandem mass spectrometry in common foods in the United States: vegetables, nuts, and grains. PubMed: Silver complexation and tandem mass spectrometry for differentiation of isomeric flavonoid diglycosides. PubMed: Threshold dissociation and molecular modeling of transition metal complexes of flavonoids. PubMed: Characterization of flavonoids by aluminum complexation and collisionally activated dissociation. PubMed: Identification and quantification of phenolic compounds in berries of Fragaria and Rubus species (family Rosaceae). PubMed: Anti-inflammatory effect of heme oxygenase 1: glycosylation and nitric oxide inhibition in macrophages. PubMed: Structure-activity relationship (SAR) between some natural flavonoids and ocular blood flow in the rabbit. PubMed: Protein-lipid interactions during liposome oxidation with added anthocyanin and other phenolic compounds. PubMed: The inhibitory effects of 12 medicinal plants and their component compounds on lipid peroxidation. PubMed: Rutinoside at C7 attenuates the apoptosis-inducing activity of flavonoids. PubMed: Study on the inhibitory effects of Korean medicinal plants and their main compounds on the 1,1-diphenyl-2-picrylhydrazyl radical. PubMed: Purification and characterization of a flavonol 3-O-beta-heterodisaccharidase from the dried herb of Fagopyrum esculentum Moench. PubMed: Differential apoptosis-inducing effect of quercetin and its glycosides in human promyeloleukemic HL-60 cells by alternative activation of the caspase 3 cascade. PubMed: t-BOOH-induced oxidative damage in sickle red blood cells and the role of flavonoids. PubMed: Anti-Sindbis activity of flavanones hesperetin and naringenin. PubMed: Structural characterization of flavonoid glycosides by collisionally activated dissociation of metal complexes. PubMed: In vitro inhibitory effect of some flavonoids on rotavirus infectivity. PubMed: A beta-rutinosidase from Penicillium rugulosum IFO 7242 that is a peculiar flavonoid glycosidase. PubMed: The sugar moiety is a major determinant of the absorption of dietary flavonoid glycosides in man. PubMed: Electrochemistry of catechol-containing flavonoids. PubMed: [Structure of swertiamacroside from Swertia macrosperma C.B. Clark]. PubMed: Isolation and characterization of esters of indole-3-acetic acid from the liquid endosperm of the horse chestnut (Aesculus species). PubMed: Interference of some flavonoids and non-steroidal anti-inflammatory drugs with oxidative metabolism of arachidonic acid by human platelets and neutrophils. PubMed: [alpha-L-Rhamnosidase from Fagopyrum esculentum: purification and some properties (author's transl)].