glucogallin
D-glucose, 1-(3,4,5-trihydroxybenzoate)
Identification
| Name | glucogallin |
| IUPAC | [(3R,4S,5S,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl] 3,4,5-trihydroxybenzoate |
| CAS Number | 58511-73-2 |
| FDA UNII | Search |
| Molecular Formula | C13 H16 O10 |
| Molecular Weight | 332.26252000 |
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 Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| 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. |
No supplier data available
Potential Uses
Natural Occurrence
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.