Isochlorogenic acid C
- CAS No.
- 57378-72-0
- Chemical Name:
- Isochlorogenic acid C
- Synonyms
- 4,5-Dicaffeoylquinic acid;3,4-O-Dicaffeoylquinic acid;Isochlorogenic acid C;Isochlorogenic acid C(4,5');3,4-Dicaffeoylquinic acid-RM;4,5-Dicaffeoylquinic acid, >99%;Isochlorogenic acid C USP/EP/BP;Isochlorogenic acid C in Methanol;4,5-Dicaffeoylquinic acid, 10 mM in DMSO;3,4-Dicaffeoylquinic acid|||Isochlorogenic acid C
- CBNumber:
- CB42201548
- Molecular Formula:
- C25H24O12
- Molecular Weight:
- 516.45
- MDL Number:
- MFCD10566623
- MOL File:
- 57378-72-0.mol
- MSDS File:
- SDS
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 |
FDA UNII | E57A0DKE0B |
UNSPSC Code | 41116107 |
NACRES | NA.25 |
Isochlorogenic acid C price More Price(28)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | SMB00221 | 4,5-Di-O-caffeoylquinic acid ≥85% (LC/MS-ELSD) | 57378-72-0 | 1mg | $487 | 2025-07-31 | Buy |
Sigma-Aldrich | PHL80425 | 3,4-Dicaffeoylquinic acid phyproof? Reference Substance | 57378-72-0 | 10mg | $481 | 2025-07-31 | Buy |
Cayman Chemical | 27892 | 4,5-Dicaffeoylquinic Acid | 57378-72-0 | 25mg | $667 | 2024-03-01 | Buy |
Cayman Chemical | 27892 | 4,5-Dicaffeoylquinic Acid | 57378-72-0 | 50mg | $1175 | 2024-03-01 | Buy |
Cayman Chemical | 27892 | 4,5-Dicaffeoylquinic Acid | 57378-72-0 | 5mg | $158 | 2024-03-01 | Buy |
Isochlorogenic acid C Chemical Properties,Uses,Production
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
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Chengdu Biopurify Phytochemicals Ltd. | +86-28-82633860; +8618080483897 | sales@biopurify.com | China | 3751 | 58 |
Shanghai Standard Technology Co., Ltd. | 18502101150 | ft-sales@nature-standard.com | CHINA | 1923 | 58 |
CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49975 | 58 |
Wuhan ChemNorm Biotech Co.,Ltd. | +86-27-8439 4403 18971486879 | sales@chemnorm.com | CHINA | 2935 | 58 |
TargetMol Chemicals Inc. | +1-781-999-5354; +17819995354 | marketing@targetmol.com | United States | 32433 | 58 |
Hubei Ipure Biology Co., Ltd | +8613367258412 | ada@ipurechemical.com | China | 10242 | 58 |
Hefei TNJ Chemical Industry Co.,Ltd. | +86-0551-65418671 +8618949823763 | sales@tnjchem.com | China | 34563 | 58 |
Dideu Industries Group Limited | +86-29-89586680 +86-15129568250 | 1026@dideu.com | China | 20391 | 58 |
TargetMol Chemicals Inc. | +1-781-999-5354; | support@targetmol.com | United States | 39031 | 58 |
ShenZhen Trendseen Biological Technology Co.,Ltd. | 13417589054 | trendseenbio@gmail.com | China | 11681 | 58 |
View Lastest Price from Isochlorogenic acid C manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
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2025-10-09 | 4,5-Dicaffeoylquinic acid
57378-72-0
|
US $38.00-117.00 / mg | 99.58% | 10g | TargetMol Chemicals Inc. | ||
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2023-02-24 | Isochlorogenic acid C
57378-72-0
|
US $0.00 / mg | 5mg | ≥98%(HPLC) | 10 g | Shanghai Standard Technology Co., Ltd. |
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- 4,5-Dicaffeoylquinic acid
57378-72-0
- US $38.00-117.00 / mg
- 99.58%
- TargetMol Chemicals Inc.
-
- Isochlorogenic acid C
57378-72-0
- US $0.00 / mg
- ≥98%(HPLC)
- Shanghai Standard Technology Co., Ltd.