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SMB00271

Sigma-Aldrich

Chebulinic acid

≥85% (LC/MS-ELSD)

Synonym(s):

Eutannin

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1 MG
€438.00

About This Item

Empirical Formula (Hill Notation):
C41H32O27
CAS Number:
18942-26-2
Molecular Weight:
956.68
UNSPSC Code:
12352205
NACRES:
NA.25

€438.00

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Assay

≥85% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

O1[C@@H]2[C@H](O[C@H]([C@H](OC(=O)c6c7c(c(c(c6)O)O)OC(=O)[C@H]([C@H]7[C@@H](C1=O)CC(=O)O)O)[C@H]2OC(=O)c5cc(c(c(c5)O)O)O)OC(=O)c4cc(c(c(c4)O)O)O)COC(=O)c3cc(c(c(c3)O)O)O

InChI

1S/C41H32O27/c42-15-1-10(2-16(43)26(15)51)35(56)62-9-22-31-33(66-36(57)11-3-17(44)27(52)18(45)4-11)34(41(63-22)68-37(58)12-5-19(46)28(53)20(47)6-12)67-38(59)13-7-21(48)29(54)32-25(13)24(30(55)40(61)65-32)14(8-23(49)50)39(60)64-31/h1-7,14,22,24,30-31,33-34,41-48,51-55H,8-9H2,(H,49,50)/t14-,22+,24-,30-,31+,33-,34+,41-/m0/s1

InChI key

YGVHOSGNOYKRIH-FJPMMHPYSA-N

Related Categories

General description

Natural product derived from plant source.

Biochem/physiol Actions

Chebulinic acid is polyphenol that has shown antihypertensive, and anti-oxidant properties. Its antihypertensive effects may be due to decreased cardiac output from reduced left ventricular contraction.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
122228374V
122228334V
122228324V
12222846V
122228-46V

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Hyun-Sun Lee et al.
Journal of ethnopharmacology, 131(3), 567-574 (2010-07-28)
The aqueous extract of Terminalia chebular fruits was reported to have anti-hyperglycemia and anti-diabetic complication effects. The present study therefore investigated the protective mechanism of chebulic acid, a phenolcarboxylic acid compound isolated from the ripe fruits of Terminalia chebula against
Zong-Chun Yi et al.
Cancer letters, 242(1), 77-87 (2005-12-13)
Tellimagrandin I and chebulinic acid, two hydrolysable tannins, have been shown to exert anti-tumor properties. Dysfunctional gap junctional communication (GJIC) has been recognized as being involved in carcinogenesis. The human cervical carcinoma HeLa cells have been reported to be deficient
Zong-Chun Yi et al.
Toxicology in vitro : an international journal published in association with BIBRA, 23(4), 667-673 (2009-03-31)
The effects of two polyphenols, chebulinic acid and tellimagrandin I, on DNA strand breaks mediated by H(2)O(2)/Cu(II), hydroquinone (HQ)/Cu(II) and H(2)O(2)/Fe(II) in pBR322 plasmid DNA and genomic DNA of cultured MRC-5 human embryo lung fibroblasts were examined. The results demonstrated
Y Y Guan et al.
Clinical and experimental pharmacology & physiology, 23(8), 747-750 (1996-08-01)
1. The effects of chebulinic acid, which has been shown to elicit blood pressure lowering effect in rats, on aortic vascular contraction as well as cardiac contraction were studied in rats. 2. Chebulinic acid had no effect on KCl-induced aortic
Quanbin Han et al.
Journal of separation science, 29(11), 1653-1657 (2006-08-23)
As a chromatographic column, the high-speed counter-current chromatography system was equipped with a preparative HPLC series, enabling the successful isolation of hydrolysable tannins from the fruits of Terminalia chebula, a traditional Chinese medicine. The two-phase solvent system was composed of
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