Dihydrocaffeic acid

Dihydrocaffeic acid is a microbial metabolite of flavonoids. Dihydrocaffeic acid scavenges intracellular ROS and increases nitric oxide synthase activity. Dihydrocaffeic acid reduces phosphorylation of MAPK p38 and prevent UVB-induced skin damage. Dihydrocaffeic acid has antioxidant, anti-inflammatory and anti-cartilage degradation activities[1][2][3][4][5][6][7][8].

Product Specifications

CAS Number

[1078-61-1]

Product Name Alternative

3,4-Dihydroxy-benzenepropanoic acid

UNSPSC

12352005

Hazard Statement

H315, H319, H335

Target

Endogenous Metabolite; NO Synthase; p38 MAPK; Reactive Oxygen Species (ROS)

Type

Natural Products

Related Pathways

Immunology/Inflammation; MAPK/ERK Pathway; Metabolic Enzyme/Protease; NF-κB

Applications

COVID-19-immunoregulation

Field of Research

Inflammation/Immunology

Assay Protocol

https://www.medchemexpress.com/dihydrocaffeic-acid.html

Purity

99.65

Solubility

DMSO : 250 mg/mL (ultrasonic) |H2O : ≥ 100 mg/mL

Smiles

O=C(O)CCC1=CC=C(O)C(O)=C1

Molecular Formula

C9H10O4

Molecular Weight

182.17

Precautions

H315, H319, H335

References & Citations

[1]Oliveira MM, et al. Dihydrocaffeic Acid Prevents UVB-Induced Oxidative Stress Leading to the Inhibition of Apoptosis and MMP-1 Expression via p38 Signaling Pathway. Oxid Med Cell Longev. 2019 Jan 17;2019:2419096.|[2]Botta G, et al. Carbon nanotubes supported tyrosinase in the synthesis of lipophilic hydroxytyrosol and dihydrocaffeoyl catechols with antiviral activity against DNA and RNA viruses. Bioorg Med Chem. 2015 Sep 1;23 (17) :5345-51.|[3]Vázquez R, et al. Structure-anti-leukemic activity relationship study of ortho-dihydroxycoumarins in U-937 cells: key role of the δ-lactone ring in determining differentiation-inducing potency and selective pro-apoptotic action. Bioorg Med Chem. 2012 Sep 15;20 (18) :5537-49. |[4]Huang J, et al. Antioxidant effects of dihydrocaffeic acid in human EA.hy926 endothelial cells. J Nutr Biochem. 2004 Dec;15 (12) :722-9. |[5]Lu R, et al. Dihydrocaffeic acid improves IL-1β-induced inflammation and cartilage degradation via inhibiting NF-κB and MAPK signalling pathways. Bone Joint Res. 2023 Apr 6;12 (4) :259-273. |[6]Baeza G, et al. The colonic metabolites dihydrocaffeic acid and dihydroferulic acid are more effective inhibitors of in vitro platelet activation than their phenolic precursors. Food Funct. 2017 Mar 22;8 (3) :1333-1342.|[7]Lee K, et al. Protective Effects of Dihydrocaffeic Acid, a Coffee Component Metabolite, on a Focal Cerebral Ischemia Rat Model. Molecules. 2015 Jun 30;20 (7) :11930-40.|[8]Poquet L, et al. Effect of dihydrocaffeic acid on UV irradiation of human keratinocyte HaCaT cells. Arch Biochem Biophys. 2008 Aug 15;476 (2) :196-204.