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102851-07-0,MFCD22375481
Catalog No.:AA01X58K

102851-07-0 | Cyclohexanecarboxylic acid, 3,4-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-1,5-dihydroxy-, (1R,3S,4S,5S)-rel-

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  • Properties
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA01X58K
Chemical Name:
Cyclohexanecarboxylic acid, 3,4-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-1,5-dihydroxy-, (1R,3S,4S,5S)-rel-
CAS Number:
102851-07-0
Molecular Formula:
C25H24O12
Molecular Weight:
516.4509
MDL Number:
MFCD22375481
SMILES:
O=C(O[C@@H]1[C@H](O)C[C@@](C[C@H]1OC(=O)C=Cc1ccc(c(c1)O)O)(O)C(=O)O)C=Cc1ccc(c(c1)O)O
Properties
Computed Properties
 
Complexity:
887  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Defined Bond Stereocenter Count:
2  
Heavy Atom Count:
37  
Hydrogen Bond Acceptor Count:
12  
Hydrogen Bond Donor Count:
7  
Rotatable Bond Count:
9  
XLogP3:
1.5  

Literature

Title: Protective effects of caffeoylquinic acids on the aggregation and neurotoxicity of the 42-residue amyloid β-protein.

Journal: Bioorganic & medicinal chemistry 20121001

Title: [Molecular docking of chlorogenic acid, 3,4-di-O-caffeoylquinic acid and 3,5-di-O-caffeoylquinic acid with human serum albumin].

Journal: Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine 20121001

Title: Antioxidant compounds from Algerian Convolvulus tricolor (Convolvulaceae) seed husks.

Journal: Natural product communications 20120701

Title: Design, synthesis and evaluation of caffeic acid phenethyl ester-based inhibitors targeting a selectivity pocket in the active site of human aldo-keto reductase 1B10.

Journal: European journal of medicinal chemistry 20120201

Title: Anti-hepatitis B virus effect and possible mechanism of action of 3,4-o-dicaffeoylquinic Acid in vitro and in vivo.

Journal: Evidence-based complementary and alternative medicine : eCAM 20120101

Title: Cell cycle arrest and apoptosis induced by methyl 3,5-dicaffeoyl quinate in human colon cancer cells: Involvement of the PI3K/Akt and MAP kinase pathways.

Journal: Chemico-biological interactions 20111015

Title: Dicaffeoylquinic acids in Yerba mate (Ilex paraguariensis St. Hilaire) inhibit NF-κB nucleus translocation in macrophages and induce apoptosis by activating caspases-8 and -3 in human colon cancer cells.

Journal: Molecular nutrition & food research 20111001

Title: Cytotoxic, apoptotic and anti-α-glucosidase activities of 3,4-di-O-caffeoyl quinic acid, an antioxidant isolated from the polyphenolic-rich extract of Elephantopus mollis Kunth.

Journal: Journal of ethnopharmacology 20110601

Title: Identification and characterization of five new classes of chlorogenic acids in burdock (Arctium lappa L.) roots by liquid chromatography/tandem mass spectrometry.

Journal: Food & function 20110101

Title: Isolation and identification of antioxidant compounds from Ligularia fischeri.

Journal: Journal of food science 20100801

Title: Preparative separation of isomeric caffeoylquinic acids from Flos Lonicerae by pH-zone-refining counter-current chromatography.

Journal: Journal of chromatography. A 20081128

Title: [Studies on chemical constituents from Ipomoea batatas].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20081001

Title: Hepatoprotective and antioxidative effects of total phenolics from Laggera pterodonta on chemical-induced injury in primary cultured neonatal rat hepatocytes.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20070801

Title: Antioxidant activity of caffeoyl quinic acid derivatives from the roots of Dipsacus asper Wall.

Journal: Journal of ethnopharmacology 20061124

Title: Antiviral activities of purified compounds from Youngia japonica (L.) DC (Asteraceae, Compositae).

Journal: Journal of ethnopharmacology 20060630

Title: In vivo antihepatotoxic effects of Ligularia fischeri var. spiciformis and the identification of the active component, 3,4-dicaffeoylquinic acid.

Journal: Journal of medicinal food 20050101

Title: [Quinic acid esters from herba of Siphonostegia chinensis].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20021201

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Tags:102851-07-0 Molecular Formula|102851-07-0 MDL|102851-07-0 SMILES|102851-07-0 Cyclohexanecarboxylic acid, 3,4-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-1,5-dihydroxy-, (1R,3S,4S,5S)-rel-