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SMB00271

Sigma-Aldrich

Chebulinic acid

≥85% (LC/MS-ELSD)

Synonym(s):

Eutannin

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About This Item

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

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

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

11 - Combustible Solids

wgk_germany

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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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
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
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
Zong-chun Yi et al.
Acta pharmacologica Sinica, 25(2), 231-238 (2004-02-11)
To study effects of chebulinic acid on erythroid and megakaryocytic differentiation in K562 cells. The benzidine staining method was used to evaluate hemoglobin synthesis; the expression of erythroid specific glycophorin A (GPA) protein and megakaryocytic surface marker CD61 was determined
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