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1884-24-8 | Cyclohexanecarboxylic acid, 1,3-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-4,5-dihydroxy-
CAS No: 1884-24-8 Catalog No: AG002GV9 MDL No:
Product Description
Catalog Number:
AG002GV9
Chemical Name:
Cyclohexanecarboxylic acid, 1,3-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-4,5-dihydroxy-
CAS Number:
1884-24-8
Molecular Formula:
C25H24O12
Molecular Weight:
516.4509
IUPAC Name:
1,3-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4,5-dihydroxycyclohexane-1-carboxylic acid
InChI:
InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(24(34)35,11-19(30)23(20)33)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,33H,11-12H2,(H,34,35)/b7-3+,8-4+
InChI Key:
YDDUMTOHNYZQPO-FCXRPNKRSA-N
SMILES:
O=C(OC1CC(OC(=O)C=Cc2ccc(c(c2)O)O)(CC(C1O)O)C(=O)O)C=Cc1ccc(c(c1)O)O
Properties
Complexity:
887
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
2
Exact Mass:
516.127g/mol
Formal Charge:
0
Heavy Atom Count:
37
Hydrogen Bond Acceptor Count:
12
Hydrogen Bond Donor Count:
7
Isotope Atom Count:
0
Molecular Weight:
516.455g/mol
Monoisotopic Mass:
516.127g/mol
Rotatable Bond Count:
9
Topological Polar Surface Area:
211A^2
Undefined Atom Stereocenter Count:
4
Undefined Bond Stereocenter Count:
0
XLogP3:
1.5
Literature
| Title | Journal |
|---|---|
| Chip-based protein-protein interaction studied by atomic force microscopy. | Biotechnology and bioengineering 20121001 |
| A new validated HPTLC method for quantitative determination of 1, 5-dicaffeoylquinic acid in Inula crithmoides roots. | Pakistan journal of pharmaceutical sciences 20121001 |
| Cynarin-rich sunflower (Helianthus annuus) sprouts possess both antiglycative and antioxidant activities. | Journal of agricultural and food chemistry 20120328 |
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| Inhibition of P-glycoprotein-mediated transport by S-adenosylmethionine and cynarin in multidrug-resistant human uterine sarcoma MES-SA/Dx5 cells. | Journal of biological regulators and homeostatic agents 20120101 |
| 1,5-dicaffeoylquinic acid protects primary neurons from amyloid β 1-42-induced apoptosis via PI3K/Akt signaling pathway. | Chinese medical journal 20110901 |
| [Simultaneous determination of 6 active components in Chrysanthemum morifolium by HPLC]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20110601 |
| Determination of major phenolic compounds in Echinacea spp. raw materials and finished products by high-performance liquid chromatography with ultraviolet detection: single-laboratory validation matrix extension. | Journal of AOAC International 20110101 |
| Caffeoylquinic acid derived free radicals identified during antioxidant reactions of bitter tea (Ilex latifolia and Ilex kudincha). | Food & function 20101201 |
| An improved LC-MS/MS method for simultaneous determination of 1,5-dicaffeoylquinic acid and its active metabolites in human plasma and its application to a pharmacokinetic study in patients. | Biomedical chromatography : BMC 20100901 |
| [Phytotherapy with a mixture of dry extracts with hepato-protective effects containing artichoke leaves in the management of functional dyspepsia symptoms]. | Minerva gastroenterologica e dietologica 20100601 |
| Metabolic profile of the bioactive compounds of burdock (Arctium lappa) seeds, roots and leaves. | Journal of pharmaceutical and biomedical analysis 20100120 |
| Phytocontact dermatitis caused by artichoke: an exceptionally rare case. | Clinical and experimental dermatology 20090601 |
| Blocking effect of an immuno-suppressive agent, cynarin, on CD28 of T-cell receptor. | Pharmaceutical research 20090201 |
| Effect of two artichoke extracts (36_U and 36_EB) on rat ileum (with respect to bowel syndrome) and the peristaltic threshold. | Phytomedicine : international journal of phytotherapy and phytopharmacology 20081101 |
| Simultaneous determination of 1,5-dicaffeoylquinic acid and its active metabolites in human plasma by liquid chromatography-tandem mass spectrometry for pharmacokinetic studies. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20070601 |
| Determination of phenolic compounds in fennel by HPLC and HPLC-MS using a monolithic reversed-phase column. | Journal of pharmaceutical and biomedical analysis 20070117 |
| Choleretic effects of yarrow (Achillea millefolium s.l.) in the isolated perfused rat liver. | Phytomedicine : international journal of phytotherapy and phytopharmacology 20061101 |
| Genetic diversity in seed populations of Echinacea purpurea controls the capacity for regeneration, route of morphogenesis and phytochemical composition. | Plant cell reports 20060601 |
| Immuno-suppressive effect of blocking the CD28 signaling pathway in T-cells by an active component of Echinacea found by a novel pharmaceutical screening method. | Journal of medicinal chemistry 20060323 |
| Pharmacokinetics and metabolism of 1,5-dicaffeoylquinic acid in rats following a single intravenous administration. | Journal of pharmaceutical and biomedical analysis 20060213 |
| Metabolic profile of 1,5-dicaffeoylquinic acid in rats, an in vivo and in vitro study. | Drug metabolism and disposition: the biological fate of chemicals 20050701 |
| Mass spectrometry of 1,3- and 1,5-dicaffeoylquinic acids. | Journal of mass spectrometry : JMS 20040401 |
| Efficacy of different Cynara scolymus preparations on liver complaints. | Journal of ethnopharmacology 20030601 |
| A new dilignan from Cynara cardunculus. | Fitoterapia 20030201 |
| Evaluation of antioxidant activity of some natural polyphenolic compounds using the Briggs-Rauscher reaction method. | Journal of agricultural and food chemistry 20021218 |
| Phytochemical variation in echinacea from roots and flowerheads of wild and cultivated populations. | Journal of agricultural and food chemistry 20020619 |
| Simultaneous analysis of alkamides and caffeic acid derivatives for the identification of Echinacea purpurea, Echinacea angustifolia, Echinacea pallida and Parthenium integrifolium roots. | Planta medica 20020601 |
| Identification of isomeric dicaffeoylquinic acids from Eleutherococcus senticosus using HPLC-ESI/TOF/MS and 1H-NMR methods. | Phytochemical analysis : PCA 20020101 |
| Dicaffeoylquinic and dicaffeoyltartaric acids are selective inhibitors of human immunodeficiency virus type 1 integrase. | Antimicrobial agents and chemotherapy 19980101 |
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