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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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Kai Lu et al.
PloS one, 7(8), e43934-e43934 (2012-09-01)
Triphala churna (THL) is a combination of three fruits that has been used for many years in India for the treatment of various diseases. There are now reports which indicate that THL can inhibit growth of malignant tumors in animals.
Hyun-Sun Lee et al.
Archives of toxicology, 81(3), 211-218 (2006-08-26)
A hepatoprotective compound was isolated from the ethanolic extract of the fruits of Terminalia chebula Retz. by consecutive solvent partitioning, followed by silica gel and Sephadex LH-20 column chromatographies. The purified compound was identified as a mixture of chebulic acid
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.
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
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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