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16201

Tannic acid

puriss., powder

Synonyme(s) :

Gallotannin, Tannin

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A propos de cet article

Formule empirique (notation de Hill) :
C76H52O46
Numéro CAS:
1401-55-4
Poids moléculaire :
1701.20
UNSPSC Code:
12352106
NACRES:
NA.21
PubChem Substance ID:
329751144
EC Number:
215-753-2
Beilstein/REAXYS Number:
8186396
MDL number:
MFCD00066397
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grade

puriss.

Quality Segment

200

form

powder

autoignition temp.

980 °F

quality

meets analytical specification of USP

impurities

dextrines, gum matters, in accordance, resinous matters, in accordance

ign. residue

≤0.1% (as SO4)

loss

≤9% loss on drying, 105 °C, 2 h

mp

218 °C (lit.)

solubility

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

SMILES string

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

InChI key

LRBQNJMCXXYXIU-PPKXGCFTSA-N

General description

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

Biochem/physiol Actions

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.

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Classe de stockage

11 - Combustible Solids

flash_point_f

390.2 °F

flash_point_c

199 °C

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