Home Halogens Isochlorogenic acid C

Isochlorogenic acid C

CAS No.:
57378-72-0
Catalog Number:
AG00IA84
Molecular Formula:
C25H24O12
Molecular Weight:
516.4509
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
99%
1 week
United States
$221
- +
10mg
99%
1 week
United States
$315
- +
Product Description
Catalog Number:
AG00IA84
Chemical Name:
Isochlorogenic acid C
CAS Number:
57378-72-0
Molecular Formula:
C25H24O12
Molecular Weight:
516.4509
MDL Number:
MFCD10566623
IUPAC Name:
(1R,3R,4S,5R)-3,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,5-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(35,24(33)34)11-19(30)23(20)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20-,23+,25-/m1/s1
InChI Key:
UFCLZKMFXSILNL-RVXRWRFUSA-N
SMILES:
O=C(O[C@H]1[C@H](O)C[C@](C[C@H]1OC(=O)/C=C/c1ccc(c(c1)O)O)(O)C(=O)O)/C=C/c1ccc(c(c1)O)O
UNII:
E57A0DKE0B
Properties
Complexity:
887  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
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:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.5  
Literature
Title Journal
Protective effects of caffeoylquinic acids on the aggregation and neurotoxicity of the 42-residue amyloid β-protein. Bioorganic & medicinal chemistry 20121001
[Molecular docking of chlorogenic acid, 3,4-di-O-caffeoylquinic acid and 3,5-di-O-caffeoylquinic acid with human serum albumin]. Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine 20121001
Antioxidant compounds from Algerian Convolvulus tricolor (Convolvulaceae) seed husks. Natural product communications 20120701
Anti-hepatitis B virus effect and possible mechanism of action of 3,4-o-dicaffeoylquinic Acid in vitro and in vivo. Evidence-based complementary and alternative medicine : eCAM 20120101
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. Chemico-biological interactions 20111015
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. Molecular nutrition & food research 20111001
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 of ethnopharmacology 20110601
Identification and characterization of five new classes of chlorogenic acids in burdock (Arctium lappa L.) roots by liquid chromatography/tandem mass spectrometry. Food & function 20110101
Isolation and identification of antioxidant compounds from Ligularia fischeri. Journal of food science 20100801
Preparative separation of isomeric caffeoylquinic acids from Flos Lonicerae by pH-zone-refining counter-current chromatography. Journal of chromatography. A 20081128
[Studies on chemical constituents from Ipomoea batatas]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20081001
Hepatoprotective and antioxidative effects of total phenolics from Laggera pterodonta on chemical-induced injury in primary cultured neonatal rat hepatocytes. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20070801
Antioxidant activity of caffeoyl quinic acid derivatives from the roots of Dipsacus asper Wall. Journal of ethnopharmacology 20061124
Antiviral activities of purified compounds from Youngia japonica (L.) DC (Asteraceae, Compositae). Journal of ethnopharmacology 20060630
Vanillic acid glycoside and quinic acid derivatives from Gardeniae Fructus. Journal of natural products 20060401
In vivo antihepatotoxic effects of Ligularia fischeri var. spiciformis and the identification of the active component, 3,4-dicaffeoylquinic acid. Journal of medicinal food 20050101
[Quinic acid esters from herba of Siphonostegia chinensis]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20021201
A new caffeoyl quinic acid from aster scaber and its inhibitory activity against human immunodeficiency virus-1 (HIV-1) integrase. Chemical & pharmaceutical bulletin 20001101
Developing a dynamic pharmacophore model for HIV-1 integrase. Journal of medicinal chemistry 20000601
Structure-activity relationships: analogues of the dicaffeoylquinic and dicaffeoyltartaric acids as potent inhibitors of human immunodeficiency virus type 1 integrase and replication. Journal of medicinal chemistry 19990211
Dicaffeoylquinic and dicaffeoyltartaric acids are selective inhibitors of human immunodeficiency virus type 1 integrase. Antimicrobial agents and chemotherapy 19980101
Depsides and depsidones as inhibitors of HIV-1 integrase: discovery of novel inhibitors through 3D database searching. Journal of medicinal chemistry 19970314
Dicaffeoylquinic acid inhibitors of human immunodeficiency virus integrase: inhibition of the core catalytic domain of human immunodeficiency virus integrase. Molecular pharmacology 19961001
Differential inhibition of reverse transcriptase and cellular DNA polymerase-alpha activities by lignans isolated from Chinese herbs, Phyllanthus myrtifolius Moon, and tannins from Lonicera japonica Thunb and Castanopsis hystrix. Antiviral research 19950801
Properties