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5424-20-4

5424-20-4 Structure

5424-20-4 Structure
IdentificationBack Directory
[Name]

TANNIC ACID
[CAS]

5424-20-4
[Synonyms]

TANNIN
TANNINUM
GERBSAURE
FEMA 3042
DIGALLIC ACID
CHINESE TANNIN
CHINESE GALLOTANNIN
TANNIC ACID, 25 G+100 ML H2O
PENTA (M-DIGALLOYL) GLUCOSEN F
Gallotannin[Pentadigalloylglucose
beta-D-glucose pentakis[3,4-dihydroxy-5-[(3,4,5-trihydroxybenzoyl)oxy]benzoate]
β-D-Glucopyranose pentakis[3,4-dihydroxy-5-[(3,4,5-trihydroxybenzoyl)oxy]benzoate]
β-D-Glucopyranose, 1,2,3,4,6-pentakis[3,4-dihydroxy-5-[(3,4,5-trihydroxybenzoyl)oxy]benzoate]
(2S,3R,4S,5R,6R)-6-(((3,4-Dihydroxy-5-((3,4,5-trihydroxybenzoyl)oxy)benzoyl)oxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetrakis(3,4-dihydroxy-5-((3,4,5-trihydroxybenzoyl)oxy)benzoate)
[EINECS(EC#)]

226-562-9
[Molecular Formula]

C76H52O46
[MDL Number]

MFCD00066397
[MOL File]

5424-20-4.mol
[Molecular Weight]

1701.21
Chemical PropertiesBack Directory
[Melting point ]

218 °C(lit.)
[density ]

2.12±0.1 g/cm3(Predicted)
[Fp ]

198 °C
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[solubility ]

DMSO:10.0(Max Conc. mg/mL);5.88(Max Conc. mM)
PBS (pH:7.2):0.3(Max Conc. mg/mL);0.176(Max Conc. mM)
[form ]

Solid
[pka]

6.00±0.50(Predicted)
[color ]

Off-white to light brown
Safety DataBack Directory
[Safety Statements ]

24/25
[WGK Germany ]

2
[RTECS ]

WW5075000
Hazard InformationBack Directory
[Description]

Gallotannin is a polyphenol of gallic acid that has been found in various plants and has antioxidant, anti-inflammatory, antiviral, and antiproliferative biological activities. Gallotannin (1 μM) inhibits the intracellular production of reactive oxygen species (ROS) and DNA damage induced by phorbol 12-myristate 13-acetate (TPA; ) in human polymorphonuclear neutrophils (PMNs). It also decreases TPA-induced nitric oxide release by 90% from primary rat hepatocytes when used at a concentration of 0.5 mM. Gallotannin inhibits hepatitis C virus (HCV) entry into Huh7.5 human hepatoma cells (IC50 = 5.8 μM) and inhibits the proliferation of MDA-MB-231 and MCF-7 human breast cancer cells (IC50s = 2.5 and 4 μM, respectively). In a rat model of middle cerebral artery occlusion (MCAO), it increases superoxide dismutase (SOD1) protein levels and decreases the amount of proteins modified by malondialdehyde (MDA) in ischemic brain tissue when administered at a dose of 10 mg/kg.
[Uses]

Chinese gallotannin is a non-specific promiscuous α-amylase inhibitor with a Ki of 0.82 μg/mL for human salivary α-amylase. Chinese gallotannin can be used for the research of diabetes[1].
[Definition]

Any of several yellow organic compounds found in vegetable sources such as bark of trees, oak galls, and tea. They are used in tanning animal skins to make leather and as mordants in dyeing. Tannic acid (a type of tannin) is a white solid heterocyclic organic acid extracted from oak galls and used for making dyes and inks.
[Definition]

tannin: One of a group of complexorganic chemicals (see depsides) commonlyfound in leaves, unripe fruits,and the bark of trees. Their functionis uncertain though the unpleasanttaste may discourage grazing animals.Some tannins have commercialuses, notably in the production ofleather and ink.
[References]

[1] Szabó K, et al. Gallotannins are non-specific inhibitors of α-amylase: Aggregates are the active species taking part in inhibition. Chem Biol Drug Des. 2021 Feb;97(2):349-357. DOI:10.1111/cbdd.13787
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