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CAS 18483-17-5

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1,3,6-Tri-O-galloyl-β-D-glucose

Description:
1,3,6-Tri-O-galloyl-β-D-glucose is a phenolic compound derived from glucose, characterized by the presence of three galloyl groups esterified to the hydroxyl positions at the 1, 3, and 6 positions of the glucose molecule. This compound exhibits strong antioxidant properties due to the presence of galloyl moieties, which can scavenge free radicals and inhibit oxidative stress. It is soluble in organic solvents and exhibits limited solubility in water, reflecting its hydrophobic characteristics imparted by the galloyl groups. The compound has garnered interest in pharmacology and food science for its potential health benefits, including anti-inflammatory and antimicrobial activities. Additionally, it may play a role in the development of functional foods and nutraceuticals. The structural complexity and the presence of multiple hydroxyl groups contribute to its reactivity and potential interactions with various biological systems. Overall, 1,3,6-Tri-O-galloyl-β-D-glucose is a significant compound in the study of natural products and their applications in health and nutrition.
Formula:C27H24O18
InChI:InChI=1/C27H24O18/c28-11-1-8(2-12(29)18(11)34)24(39)42-7-17-21(37)23(44-25(40)9-3-13(30)19(35)14(31)4-9)22(38)27(43-17)45-26(41)10-5-15(32)20(36)16(33)6-10/h1-6,17,21-23,27-38H,7H2/t17-,21-,22-,23+,27+/m1/s1
InChI key:InChIKey=RNKMOGIPOMVCHO-SJMVAQJGSA-N
SMILES:O(C(=O)C1=CC(O)=C(O)C(O)=C1)[C@@H]2[C@@H](O)[C@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)O[C@H](COC(=O)C4=CC(O)=C(O)C(O)=C4)[C@H]2O
Synonyms:
  • 1,3,6-Tri-O-galloyl-β-<span class="text-smallcaps">D</span>-glucopyranose
  • 1,3,6-Tri-O-galloyl-β-<span class="text-smallcaps">D</span>-glucose
  • 1,3,6-Tri-O-galloyl-β-glucospyranose
  • 1,3,6-Tri-O-galloylglucose
  • 1,3,6-tris-O-(3,4,5-trihydroxybenzoyl)-beta-D-glucopyranose
  • B-D-Glucopyranose,1,3,6-Tris(3,4,5-Trihydroxybenzoate)
  • Glucopyranose, 1,3,6-trigallate, β-<span class="text-smallcaps">D</span>-
  • NSC 69861
  • Np 005114
  • β-<span class="text-smallcaps">D</span>-Glucopyranose 1,3,6-trigallate
  • See more synonyms
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