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Merck
CN

16201

单宁酸

puriss., powder

别名:

单宁, 没食子鞣酸

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关于此项目

经验公式（希尔记法）:
C76H52O46
化学文摘社编号:
1401-55-4
分子量:
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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产品名称

单宁酸, puriss., powder

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

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

grade

puriss.

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

Quality Level

200

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相关类别

Application

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。

Biochem/physiol Actions

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。

General description

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。

存储类别

11 - Combustible Solids

wgk

WGK 2

flash_point_f

390.2 °F

flash_point_c

199 °C

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCV5493
0000464911
0000464911
MKCX4106
0000422449

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Tannic acid: a crosslinker leading to versatile functional polymeric networks: a review.
Chen, et al.
Royal Society of Chemistry Advances, 12, 7689-7711 (2022)
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
Oak (Quercus aegilops L.) Root Bark Tannins Astringency, Antioxidant Potential, and Use as Functional Tea
Amr Ayed S, et al.
JORDAN JOURNAL OF AGRICULTURAL SCIENCES, 16 (2), 27-38 (2020)
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
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
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