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67879-58-7

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67879-58-7 Usage

Description

Caftaric acid is a phenolic acid and a tartaric acid ester form of caffeic acid . It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; ) free radicals in a cell-free assay (EC50 = 20.4 μM) and inhibits oxidation of LDL isolated from human plasma by 97.6% compared to vehicle control in vitro when used at a concentration of 5 μM. Caftaric acid is the main phenolic compound in V. vinifera white, pink, and black table grapes as well as various wines. In vivo, caftaric acid content in dietary-administered red wine positively correlates with inhibition of protein carbonylation and decreased superoxide dismutase (SOD), glutathione peroxidase (Gpx), and catalase activities in mice.

Uses

Caftaric Acid is used in cancer therapy as an anticancer drug. Affecting the up regulation or down regulation of drug transporters or cytochrome p450 enzymes. Also provides antioxidant effects, found in wines.

Check Digit Verification of cas no

The CAS Registry Mumber 67879-58-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,7,8,7 and 9 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 67879-58:
(7*6)+(6*7)+(5*8)+(4*7)+(3*9)+(2*5)+(1*8)=197
197 % 10 = 7
So 67879-58-7 is a valid CAS Registry Number.
InChI:InChI=1/C13H12O9/c14-7-3-1-6(5-8(7)15)2-4-9(16)22-11(13(20)21)10(17)12(18)19/h1-5,10-11,14-15,17H,(H,18,19)(H,20,21)/b4-2+/t10-,11-/m1/s1

67879-58-7 Well-known Company Product Price

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  • USP

  • (1086039)  Caftaric acid  United States Pharmacopeia (USP) Reference Standard

  • 67879-58-7

  • 1086039-20MG

  • 13,692.51CNY

  • Detail
  • Sigma-Aldrich

  • (88656)  Caftaric acid  analytical standard

  • 67879-58-7

  • 88656-10MG

  • 6,873.75CNY

  • Detail

67879-58-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name Caftaric acid

1.2 Other means of identification

Product number -
Other names CAFTARIC ACID

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:67879-58-7 SDS

67879-58-7Synthetic route

bis(diphenylmethyl) 2-(3,4-di(tert-butyldimethylsilyloxy)cinnamoyl)-3-hydroxy-L-tartrate

bis(diphenylmethyl) 2-(3,4-di(tert-butyldimethylsilyloxy)cinnamoyl)-3-hydroxy-L-tartrate

caftaric acid
67879-58-7

caftaric acid

Conditions
ConditionsYield
With acetic acid for 10h; Reflux;96%
caftaric acid
67879-58-7

caftaric acid

2'-(3''-sulfanylhexan-1''-ol)caftaric acid

2'-(3''-sulfanylhexan-1''-ol)caftaric acid

Conditions
ConditionsYield
With polyphenol oxidase; L-Tartaric acid; oxygen In water at 20℃; for 1h; pH=3.5; Enzymatic reaction;75%
caftaric acid
67879-58-7

caftaric acid

A

L-Tartaric acid
87-69-4

L-Tartaric acid

B

caffeic acid
331-39-5

caffeic acid

Conditions
ConditionsYield
With chlorogenate esterase In aq. phosphate buffer at 37℃; for 4h; pH=7; Reagent/catalyst; Enzymatic reaction;
GLUTATHIONE
70-18-8

GLUTATHIONE

caftaric acid
67879-58-7

caftaric acid

2-(S-glutathionyl)-trans-caftaric acid

2-(S-glutathionyl)-trans-caftaric acid

Conditions
ConditionsYield
With formic acid; grape polyphenol oxidase In water at 20℃; for 1h; pH=2.5; Enzymatic reaction;
cysteinylglycine
19246-18-5

cysteinylglycine

caftaric acid
67879-58-7

caftaric acid

2-(S-cysteinylglycyl)-trans-caftaric acid

2-(S-cysteinylglycyl)-trans-caftaric acid

Conditions
ConditionsYield
With formic acid; grape polyphenol oxidase In water at 20℃; for 1h; pH=2.5; Enzymatic reaction;

67879-58-7Upstream product

67879-58-7Relevant articles and documents

Design, synthesis, and biological evaluation of novel hybrid dicaffeoyltartaric/diketo acid and tetrazole-substituted l -chicoric acid analogue inhibitors of human immunodeficiency virus type 1 integrase

Crosby, David C.,Lei, Xiangyang,Gibbs, Charles G.,McDougall, Brenda R.,Robinson, W. Edward,Reinecke, Manfred G.

experimental part, p. 8161 - 8175 (2011/02/23)

Fourteen analogues of the anti-HIV-1 integrase (IN) inhibitor l-chicoric acid (L-CA) were prepared. Their IC50 values for 3′-end processing and strand transfer against recombinant HIV-1 IN were determined in vitro, and their cell toxicities and EC50 against HIV-1 were measured in cells (ex vivo). Compounds 1-6 are catechol/β-diketoacid hybrids, the majority of which exhibit submicromolar potency against 3′-end processing and strand transfer, though only with modest antiviral activities. Compounds 7-10 are L-CA/p-fluorobenzylpyrroloyl hybrids, several of which were more potent against strand transfer than 3′-end processing, a phenomenon previously attributed to the β-diketo acid pharmacophore. Compounds 11-14 are tetrazole bioisosteres of L-CA and its analogues, whose in vitro potencies were comparable to L-CA but with enhanced antiviral potency. The trihydroxyphenyl analogue 14 was 30-fold more potent than L-CA at relatively nontoxic concentrations. These data indicate that L-CA analogues are attractive candidates for development into clinically relevant inhibitors of HIV-1 IN.

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