- Isochlorogenic acid C
-
- $0.00 / 20mg
-
2023-02-24
- CAS:57378-72-0
- Min. Order: 5mg
- Purity: ≥98%(HPLC)
- Supply Ability: 10 g
|
| | Isochlorogenic acid C Basic information |
| Product Name: | Isochlorogenic acid C | | Synonyms: | Isochlorogenic acid C;(1R)-1,3β-Dihydroxy-4α,5α-bis[3-(3,4-dihydroxyphenyl)acryloyloxy]-1β-cyclohexanecarboxylic acid;(1R,3R,4S,5R)-1,5-Dihydroxy-3,4-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1-cyclohexanecarboxylic acid;1β,5α-Dihydroxy-3β,4β-bis[3-(3,4-dihydroxyphenyl)propenoyloxy]cyclohexanecarboxylic acid;3,4-O-Dicaffeoylquinic acid;Isochlorogenic acid C(4,5');4,5-Dicaffeoylquinic acid;4,5-Dicaffeoylquinic acid, >99% | | CAS: | 57378-72-0 | | MF: | C25H24O12 | | MW: | 516.45 | | EINECS: | | | Product Categories: | | | Mol File: | 57378-72-0.mol |  |
| | Isochlorogenic acid C Chemical Properties |
| Boiling point | 810.8±65.0 °C(Predicted) | | density | 1?+-.0.1 g/cm3(Predicted) | | storage temp. | Inert atmosphere,Store in freezer, under -20°C | | solubility | DMF: 30 mg/ml; DMF:PBS (pH 7.2) (1:5): 0.16 mg/ml; DMSO: 5 mg/ml | | form | A solid | | pka | 3.70±0.50(Predicted) | | color | White to off-white | | InChIKey | UFCLZKMFXSILNL-GCBRTHAASA-N | | SMILES | [C@@]1(O)(C(O)=O)C[C@@H](O)[C@H](OC(=O)C=CC2=CC=C(O)C(O)=C2)[C@H](OC(=O)C=CC2=CC=C(O)C(O)=C2)C1 |
| | Isochlorogenic acid C Usage And Synthesis |
| Description | 4,5-Dicaffeoylquinic acid (4,5-DCQA) is a polyphenol originally isolated from G. fagetorum and G. pseudomollugo that has diverse biological activities, including anti-HIV replication, antioxidative, anti-inflammatory, and anti-melanogenic properties. It inhibits HIV-1 integrase 3'' end processing, 3’ end joining, and disintegration with IC50 values of 0.13, 0.24, and 0.3 μg/ml, respectively. It also inhibits HIV-1 replication in MT-2 T lymphoblastoid cells with an EC50 value of 2 μg/ml. 4,5-DCQA scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) radicals in a cell-free assay (IC50 = 19.8 μM) and inhibits superoxide production in human neutrophils activated by N-formyl-Met-Leu-Phe (fMLF; ) and cytochalasin B (; IC50 = 1.49 μM). It decreases prostaglandin E2 (PGE2; ) production in LPS-stimulated U937 cells when used at concentrations of 5 and 10 μg/ml but increases it when used at 200 μg/ml and increases production of TNF-α at concentrations ranging from 5 to 200 μg/ml. It inhibits the synthesis of MCP3 in U937 cells. 4,5-DCQA (25 μM) inhibits melanogenesis by 84% and decreases the levels of proteins involved in melanin biosynthesis, including tyrosinase, TRP-1, DCT, and MITF in B16F1 murine melanocytes. | | Uses | 4,5-Dicaffeoylquinic Acid is a selective inhibitor of human immunodeficiency virus type 1 integrase. | | Definition | ChEBI: 4,5-di-O-caffeoylquinic acid is a quinic acid. | | in vivo | 4,5-Dicaffeoylquinic acid enhances the expression of GLUT2, GK, and PDX-1 protein, and effectively alleviate glycaemia and insulin resistance and enhance insulin sensitivity in type 2 diabetic mice[1]. | | References | [1] A. K. BOGAEVSKII M. I B L I Dranik. The hydroxycinnamic acids of Galium fagetorum and G. pseudomollugo[J]. Chemistry of Natural Compounds, 1970, 6 6: 761-762. DOI: 10.1007/bf00565353
[2] YU-LI CHEN. Ilex kaushue and Its Bioactive Component 3,5-Dicaffeoylquinic Acid Protected Mice from Lipopolysaccharide-Induced Acute Lung Injury[J]. Scientific Reports, 2016, 6 1. DOI: 10.1038/srep34243
[3] M. D. SANTOS. Effects of Caffeoylquinic Acid Derivatives and C-Flavonoid from Lychnophora ericoides on in vitro Inflammatory Mediator Production[J]. Natural Product Communications, 2010, 35 1. DOI: 10.1177/1934578x1000500512
[4] JI HOON HA Soo N P. Mechanism underlying inhibitory effect of six dicaffeoylquinic acid isomers on melanogenesis and the computational molecular modeling studies[J]. Bioorganic & Medicinal Chemistry, 2018, 26 14: Pages 4201-4208. DOI: 10.1016/j.bmc.2018.07.014 |
| | Isochlorogenic acid C Preparation Products And Raw materials |
|