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Merck
CN

16201

Sigma-Aldrich

单宁酸

puriss., meets analytical specification of USP, powder

别名:

单宁, 没食子鞣酸

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About This Item

经验公式(希尔记法):
C76H52O46
CAS号:
分子量:
1701.20
Beilstein:
8186396
EC 号:
MDL编号:
UNSPSC代码:
12352106
PubChem化学物质编号:
NACRES:
NA.21

等级

puriss.

质量水平

形式

powder

自燃温度

980 °F

质量

meets analytical specification of USP

杂质

dextrines, gum matters, in accordance
resinous matters, in accordance
≤0.003% heavy metals (as Pb)

灼烧残渣

≤0.1% (as SO4)

缺失

≤9% loss on drying, 105 °C, 2 h

mp

218 °C (lit.)

溶解性

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

痕量阳离子

As: ≤3 mg/kg

应用

metabolomics
vitamins, nutraceuticals, and natural products

SMILES字符串

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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一般描述

丹宁酸是最简单的可水解单宁。在丹宁酸的化学结构中其核心含有一个葡萄糖分子,其通过脂肪族酯键连接10个没食子酰基(galloyl)。TA是含量最丰富的天然多酚之一,颜色为无色至黄色,并具有涩味。 它的来源有橡树皮、栗树、毒芹(hemlock)、红树林等。

应用

丹宁酸可用于:
  • 作为参考标准品用于通过紫外/可见分光光度计测定橡树根皮丹宁甲醇提取物中的总可水解单宁
  • 作为球状体培养基中可渗透血脑屏障的胞转抑制药物。
  • 作为冲洗剂用于测试其对土壤金属离子、总有机碳和有机物质的作用。
  • 作为树状细胞通过内吞机制摄取游离卵清蛋白(OVA)的抑制剂。

生化/生理作用

丹宁酸有多种药理特性,例如抗氧化、消炎、抗菌和抗肿瘤作用。它还具有抗衰老、伤口愈合和神经保护活性。TA 传统上是用作食品、皮革、粘合剂和制药行业中的鞣剂。它是一种用于构建聚合物网络的天然交联剂,可用于设计生物医学水凝胶。

储存分类代码

11 - Combustible Solids

WGK

WGK 2

闪点(°F)

390.2 °F

闪点(°C)

199 °C


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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
Wang Jing et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 154, 113561-113561 (2022-08-28)
In recent years, increasing attention has been paid to the pharmacological efficacy of tannins. Tannic acid (TA), the simplest hydrolysable tannin that has been approved by the FDA as a safe food additive, is one of the most important components
Tannic acid: a crosslinker leading to versatile functional polymeric networks: a review.
Chen, et al.
Royal Society of Chemistry Advances, 12, 7689-7711 (2022)
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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