1,2,6-tri-O-galloyl-beta-D-glucose
beta-D-glucopyranose, 1,2,6-tris(3,4,5-trihydroxybenzoate)
Identification
| Name | 1,2,6-tri-O-galloyl-beta-D-glucose |
| IUPAC | [(2R,3S,4S,5R,6S)-3,4-dihydroxy-5,6-bis[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate |
| CAS Number | 79886-49-0 |
| FDA UNII | Search |
| Molecular Formula | C27 H24 O18 |
| Molecular Weight | 636.47388000 |
| Nikkaji Number | J303.465H |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Soluble in | water, 512.4 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 1,2,6-tri-O-galloyl-beta-D-glucose usage levels up to | not for fragrance use. |
| Recommendation for 1,2,6-tri-O-galloyl-beta-D-glucose flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
[(2R,3S,4S,5R,6S)-3,4-
dihydroxy-5,6-bis[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate
beta-D-
glucopyranose, 1,2,6-tris(3,4,5-trihydroxybenzoate)
PubMed:
Inhibitory effects of constituents from Euphorbia lunulata on differentiation of 3T3-L1 cells and nitric oxide production in RAW264.7 cells.
PubMed:
Galloyl glucoses from the seeds of Cornus officinalis with inhibitory activity against protein glycation, aldose reductase, and cataractogenesis ex vivo.
PubMed:
Hydrolyzable tannins of tamaricaceous plants. III. Hellinoyl- and macrocyclic-type ellagitannins from Tamarix nilotica.
PubMed:
Antiviral compounds from traditional Chinese medicines Galla Chinese as inhibitors of HCV NS3 protease.
PubMed:
Galloyl esters from rhubarb are potent inhibitors of squalene epoxidase, a key enzyme in cholesterol biosynthesis.
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:
Tannins of cornaceous plants. I. Cornusiins A, B and C, dimeric monomeric and trimeric hydrolyzable tannins from Cornus officinalis, and orientation of valoneoyl group in related tannins.
PubMed:
Biosynthesis of gallotannins. Enzymatic conversion of 1,6-digalloylglucose to 1,2,6-trigalloylglucose.