rutinose
6-O-(alpha-L-rhamnosyl)-D-glucose
 
Notes:
None found
  • BOC Sciences
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      Product(s):
      90-74-4 Rutinose
       
  • Glentham Life Sciences
  • TCI AMERICA
    • TCI AMERICA
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      Product(s):
      R0062 Rutinose >98.0%(HPLC)
       
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CAS Number: 90-74-4Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 202-014-4
FDA UNII: 0C4U3505G3
MDL: MFCD00161473
XlogP3-AA: -4.20 (est)
Molecular Weight: 326.29934000
Formula: C12 H22 O10
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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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)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
Rutinose
ExtraSynthese
For experimental / research use only.
Rutinose TLC ≥90%
Glentham Life Sciences
Rutinose
Santa Cruz Biotechnology
For experimental / research use only.
Rutinose
Sigma-Aldrich: Sigma
For experimental / research use only.
Rutinose ≥98.0% (HPLC)
TCI AMERICA
For experimental / research use only.
Rutinose >98.0%(HPLC)
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for rutinose usage levels up to:
 not for fragrance use.
 
Recommendation for rutinose flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 101552
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 (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
Chemidplus: 0000090744
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References:
 (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
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 101552
Pubchem (sid): 135058823
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
KEGG (GenomeNet): C08247
HMDB (The Human Metabolome Database): Search
FooDB: FDB004603
Export Tariff Code: 2901.29.5000
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 caper flower
Search Trop  Picture
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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
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Articles:
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)].
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