glucogallin
D-glucose, 1-(3,4,5-trihydroxybenzoate)
 
Notes:
None found
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CAS Number: 58511-73-2Picture of molecule3D/inchi
XlogP3-AA: -1.30 (est)
Molecular Weight: 332.26252000
Formula: C13 H16 O10
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 681.12 °C. @ 760.00 mm Hg (est)
Flash Point: 497.00 °F. TCC ( 258.40 °C. ) (est)
logP (o/w): -0.381 (est)
Soluble in:
 water, 8.004e+005 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:
 None found
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Safety Information:
 
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 glucogallin usage levels up to:
 not for fragrance use.
 
Recommendation for glucogallin 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 : 124375
National Institute of Allergy and Infectious Diseases: Data
 [(3R,4S,5S,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl] 3,4,5-trihydroxybenzoate
Chemidplus: 0058511732
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References:
 [(3R,4S,5S,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl] 3,4,5-trihydroxybenzoate
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 124375
Pubchem (sid): 135082011
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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
KEGG (GenomeNet): C01158
HMDB (The Human Metabolome Database): Search
FooDB: FDB000233
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
 walnut english walnut plant
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Synonyms:
 galloyl glucose
1-O-galloylglucose
 galloylglucose
beta-glucogallin
D-glucose, 1-(3,4,5-trihydroxybenzoate)
[(3R,4S,5S,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl] 3,4,5-trihydroxybenzoate
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Articles:
PubMed: Effect of low-intensity white light mediated de-etiolation on the biosynthesis of polyphenols in tea seedlings.
PubMed: Aldose reductase inhibition prevents endotoxin-induced inflammatory responses in retinal microglia.
PubMed: Design of an amide N-glycoside derivative of β-glucogallin: a stable, potent, and specific inhibitor of aldose reductase.
PubMed: A metabolite-profiling approach allows the identification of new compounds from Pistacia lentiscus leaves.
PubMed: Beta-glucogallin reduces the expression of lipopolysaccharide-induced inflammatory markers by inhibition of aldose reductase in murine macrophages and ocular tissues.
PubMed: Purification and characterization of a novel galloyltransferase involved in catechin galloylation in the tea plant (Camellia sinensis).
PubMed: The isolation and characterization of β-glucogallin as a novel aldose reductase inhibitor from Emblica officinalis.
PubMed: New galloyl derivative from winged sumac (Rhus copallinum) fruit.
PubMed: Characterization of gallotannins from Astronium species by flow injection analysis- electrospray ionization-ion trap-tandem mass spectrometry and matrix-assisted laser desorption/ionization time-of- flight mass spectrometry.
PubMed: Galloyl glucoses from the seeds of Cornus officinalis with inhibitory activity against protein glycation, aldose reductase, and cataractogenesis ex vivo.
PubMed: Method development for β-glucogallin and gallic acid analysis: application to urinary pharmacokinetic studies.
PubMed: New phenolic glycosides from Securinega virosa and their antioxidant activity.
PubMed: Chemical profiling of Radix Paeoniae evaluated by ultra-performance liquid chromatography/photo-diode-array/quadrupole time-of-flight mass spectrometry.
PubMed: Identification of multiple constituents in the traditional Chinese medicine formula GuiZhiFuLing-Wan by HPLC-DAD-MS/MS.
PubMed: High-speed separation and characterization of major constituents in Radix Paeoniae Rubra by fast high-performance liquid chromatography coupled with diode-array detection and time-of-flight mass spectrometry.
PubMed: [Study on hydrolysable tannin constituents of seed of Juglans regia II].
PubMed: Identification, expression and characterisation of a Babesia bovis hexose transporter.
PubMed: Comparative study of chemical constituents of rhubarb from different origins.
PubMed: Studies on nepalese crude drugs. XXVIII. Chemical constituents of Bhote Khair, the underground parts of Eskemukerjea megacarpum HARA.
PubMed: Enzymology of gallotannin and ellagitannin biosynthesis.
PubMed: Anti-babesial and anti-plasmodial compounds from Phyllanthus niruri.
PubMed: Unique phenolic carboxylic acids from Sanguisorba minor.
PubMed: Gallotannin biosynthesis: two new galloyltransferases from Rhus typhina leaves preferentially acylating hexa- and heptagalloylglucoses.
PubMed: Inhibition of HIV-1 integrase by galloyl glucoses from Terminalia chebula and flavonol glycoside gallates from Euphorbia pekinensis.
PubMed: Gallic esters of sucrose as efficient radical scavengers in lipid peroxidation.
PubMed: New cyanogenic and alkyl glycoside constituents from Phyllagathis rotundifolia.
PubMed: A new galloylglucoside from Cleyera ochnacea DC.
PubMed: Gallotannin biosynthesis: beta-glucogallin: hexagalloyl 3-O-galloyltransferase from Rhus typhina leaves.
PubMed: Synthesis of gallotannins.
PubMed: Ellagic acid formation from galloylglucoses by a crude enzyme of Cornus capitata adventitious roots.
PubMed: Biosynthesis and subcellular distribution of hydrolyzable tannins.
PubMed: Inhibitory effects of ellagi- and gallotannins on rat intestinal alpha-glucosidase complexes.
PubMed: Galloylglucoses and riccionidin A in Rhus javanica adventitious root cultures.
PubMed: Electron paramagnetic resonance studies of radical species of proanthocyanidins and gallate esters.
PubMed: Antioxidant capacity of flavanols and gallate esters: pulse radiolysis studies.
PubMed: Binding nature and denaturation of protein during interaction with galloylglucose.
PubMed: Inhibition by galloylglucose (GG6-10) of tumor invasion through extracellular matrix and gelatinase-mediated degradation of type IV collagens by metastatic tumor cells.
PubMed: Biosynthesis of gallotannins : Enzymatic 'disproportionation' of 1,6-digalloylglucose to 1,2,6-trigalloylglucose and 6-galloylglucose by an acyltransferase from leaves of Rhus typhina L.
PubMed: Biosynthesis of gallotannins: formation of polygalloylglucoses by enzymatic acylation of 1,2,3,4,6-penta-O-galloylglucose.
PubMed: Biosynthesis of gallotannins: beta-glucogallin-dependent formation of 1,2,3,4,6-pentagalloylglucose by enzymatic galloylation of 1,2,3,6-tetragalloylglucose.
PubMed: Biosynthesis of gallotannins. Enzymatic conversion of 1,6-digalloylglucose to 1,2,6-trigalloylglucose.
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