16201

Tannic acid

puriss., powder

• Synonyme(s) : Gallotannin, Tannin
• Formule empirique (notation de Hill): C₇₆H₅₂O₄₆
• Numéro CAS: 1401-55-4
• Poids moléculaire : 1701.20
• Numéro Beilstein : 8186396
• Numéro CE : 215-753-2
• Numéro MDL: MFCD00066397
• Code UNSPSC : 12352106
• ID de substance PubChem : 329751144
• Nomenclature NACRES : NA.21

Propriétés

• Qualité: puriss.; meets analytical specification of USP
• Forme: powder
• Température d'inflammation spontanée: 980 °F
• Impuretés: dextrines, gum matters, in accordance; resinous matters, in accordance
• Résidus de calcination: ≤0.1% (as SO₄)
• Perte: ≤9% loss on drying, 105 °C, 2 h
• Pf: 218 °C (lit.)
• Solubilité: H₂O: soluble 1 gm in 0.35ml; glycerol: soluble 1gm in 1 ml (warm); acetone: very soluble; alcohol: freely soluble (Diluted); alcohol: slightly soluble (Dehydrated); alcohol: very soluble; benzene: insoluble; carbon disulfide: insoluble; carbon tetrachloride: insoluble; chloroform: insoluble; diethyl ether: insoluble; hexane: insoluble; petroleum ether: insoluble
• Application(s): metabolomics; vitamins, nutraceuticals, and natural products
• Chaîne SMILES: Oc1cc(cc(O)c1O)C(=O)Oc2cc(cc(O)c2O)C(=O)OC[C@H]3O[C@@H](OC(=O)c4cc(O)c(O)c(OC(=O)c5cc(O)c(O)c(O)c5)c4)[C@H](OC(=O)c6cc(O)c(O)c(OC(=O)c7cc(O)c(O)c(O)c7)c6)[C@@H](OC(=O)c8cc(O)c(O)c(OC(=O)c9cc(O)c(O)c(O)c9)c8)[C@@H]3OC(=O)c%10cc(O)c(O)c(OC(=O)c%11cc(O)c(O)c(O)c%11)c%10
• InChI: 1S/C76H52O46/c77-32-1-22(2-33(78)53(32)92)67(103)113-47-16-27(11-42(87)58(47)97)66(102)112-21-52-63(119-72(108)28-12-43(88)59(98)48(17-28)114-68(104)23-3-34(79)54(93)35(80)4-23)64(120-73(109)29-13-44(89)60(99)49(18-29)115-69(105)24-5-36(81)55(94)37(82)6-24)65(121-74(110)30-14-45(90)61(100)50(19-30)116-70(106)25-7-38(83)56(95)39(84)8-25)76(118-52)122-75(111)31-15-46(91)62(101)51(20-31)117-71(107)26-9-40(85)57(96)41(86)10-26/h1-20,52,63-65,76-101H,21H2/t52-,63-,64+,65-,76+/m1/s1
• Clé InChI: LRBQNJMCXXYXIU-PPKXGCFTSA-N

Description

Description générale

Tannic acid is the simplest hydrolyzable tannin. The chemical structure of tannic acid has a glucose molecule in its core connected to 10 galloyls groups via aliphatic ester bonds. TA is one of the most abundant natural polyphenols, which can be colorless to yellow in color, and of astringent taste. It can be sourced from the bark of oak, chestnut, hemlock, mangrove, etc.

Application

Tannic acid has been used:

• as a reference standard to measure the total hydrolyzable tannins in Oak root bark tannin-methanol extract using a UV/Vis spectrophotometer
• as a blood-brain barrier (BBB) impermeable, transcytosis-inhibiting drug in spheroid culture medium
• as a flushing agent to test its effects on metal ions, total organic carbon, and organic matter of soil
• as an inhibitor of free ovalbumin (OVA) uptake by the endocytic mechanism on dendritic cells

Actions biochimiques/physiologiques

Tannic acid has many pharmacological properties such as antioxidant, anti-inflammatory, antimicrobial, and anti-tumor effects. It also exerts anti-aging, wound healing, and neuroprotective activities. TA is traditionally used as a tanning agent in the food, leather, adhesive, and pharmaceutical industries. It is a natural crosslinker that is useful in building polymeric networks and can be used to design biomedical hydrogels.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 2
• Point d'éclair (°F): 390.2 °F
• Point d'éclair (°C): 199 °C