glucogallin

D-glucose, 1-(3,4,5-trihydroxybenzoate)

CAS: 58511-73-2 C13 H16 O10 MW: 332.26252000

Identification

Nameglucogallin
IUPAC[(3R,4S,5S,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl] 3,4,5-trihydroxybenzoate
CAS Number58511-73-2
FDA UNIISearch
Molecular FormulaC13 H16 O10
Molecular Weight332.26252000

Regulatory

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)

No sensory data available

Safety Information

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 glucogallin usage levels up tonot for fragrance use.
Recommendation for glucogallin flavor usage levels up tonot for flavor use.

No supplier data available

Potential Uses

None Found

Natural Occurrence

walnut english walnut plant

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 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.