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Merck

16201

Tannic acid

puriss., powder

동의어(들):

Gallotannin, Tannin

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C76H52O46
CAS 번호:
1401-55-4
Molecular Weight:
1701.20
UNSPSC Code:
12352106
NACRES:
NA.21
PubChem Substance ID:
329751144
EC Number:
215-753-2
Beilstein/REAXYS Number:
8186396
MDL number:
MFCD00066397

주요 문서

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도움 문의

grade

puriss.

Quality Level

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

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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.

저장 등급

11 - Combustible Solids

flash_point_f

390.2 °F

flash_point_c

199 °C

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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문

M Chiesi et al.
Biochemical pharmacology, 49(4), 495-501 (1995-02-14)
The effect of natural polyphenols on three isoforms of NO-synthase was investigated. Among the compounds tested, tannin was the most potent, inhibiting endothelial constitutive NO synthase (eNOS) with an IC50 of 2.2 microM. Other NOS isoforms (i.e. neuronal constitutive NOS
R C Srivastava et al.
Cancer letters, 153(1-2), 1-5 (2000-04-26)
The deleterious effects of excessive release of nitric oxide (NO) have been implicated in the tissue damage and inflammation. In this study, the effect of various flavonoids and other oxidant scavenging chemical agents have been studied for their ability to
W A Anderson et al.
The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society, 23(4), 295-302 (1975-04-01)
Endogenous mannary gland peroxidase in acinar cells of prelactating and lactating rats is revealed in tannic acid-formaldehyde-glutaraldehyde-fixed tissue by means of the standard diaminobenzidine procedure. Diaminobenzidine cytochemical reaction product is present in perinuclear cisternae, in the granular endoplasmic reticulum and
Yanyan Sun et al.
Anti-cancer drugs, 23(9), 979-990 (2012-07-13)
Tannic acid (TA) has been associated with anticancer functions in multiple tumor types both in vitro and in vivo. However, its effect on ovarian carcinoma cells has not been investigated, and its underlying anticancer mechanism(s) remain unclear. In this study
Zygmunt Mariusz Gusiatin et al.
International journal of environmental research and public health, 18(11) (2021-06-03)
Cadmium, Cu, Ni, Pb, and Zn removal via soil flushing with tannic acid (TA) as a plant biosurfactant was studied. The soil was treated for 30 h in a column reactor at a constant TA concentration and pH (3%, pH
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