Dihydrocaffeic acid Chemical Properties

Melting point:

136-139 °C(lit.)

Boiling point:

418℃

Density 

1.398

Flash point:

220℃

storage temp. 

Inert atmosphere,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

4.75±0.10(Predicted)

color 

Pale Beige to Pale Brown

Water Solubility 

Slightly soluble in water.

BRN 

2213449

InChI

InChI=1S/C9H10O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1,3,5,10-11H,2,4H2,(H,12,13)

InChIKey

DZAUWHJDUNRCTF-UHFFFAOYSA-N

SMILES

C1(CCC(O)=O)=CC=C(O)C(O)=C1

LogP

0.115 (est)

CAS DataBase Reference

1078-61-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

MW5143500

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Dihydrocaffeic acid Usage And Synthesis

Description

Dihydrocaffeic acid is a polyphenol that has diverse biological activities, including antioxidant, neuroprotective, and enzyme inhibitory properties. Dihydrocaffeic acid scavenges ABTS (; IC₅₀ = 81.86 μg/ml) and 2,2-diphenyl-1-picrylhydrazyl (DPPH; ; IC₅₀ = 192.86 μg/ml) radicals and increases the survival of RGC-5 mouse retinal ganglion cells under hypoxic conditions and in the presence of S-nitroso-N-acetyl-D,L-penicillamine (SNAP; ) in a concentration-dependent manner. It also decreases endothelial nitric oxide synthase (eNOS) activity in EA.hy926 human endothelial cells in a concentration-dependent manner. In vivo, dihydrocaffeic acid (30 mg/kg) decreases infarct size in a rat model of transient ischemia induced by middle cerebral artery occlusion (MCAO).

Chemical Properties

Brown Solid

Uses

Dihydrocaffeic Acid is a natural product containing a catechol group with an α,β-unsaturated carboxylic acid chain. Dihydrocaffeic Acid has been shown to have hepatoprotective activity. Dihydrocaffei c Acid is a metabolite of Caffeic Acid (C08000) with potent antioxidant properties.

Uses

3-(3,4-Dihydroxyphenyl)propionic acid it can be used to produce 3-(3,4-dihydroxy-phenyl)-propionic acid octyl ester by heating.

Definition

ChEBI: A monocarboxylic acid that is 3-phenylpropionic acid substituted by hydroxy groups at positions 3 and 4. It is a metabolite of caffeic acid and exhibits antioxidant activity.

Dihydrocaffeic acid(1078-61-1)Related Product Information

• Methyldopa
• DL-DOPA
• 3-(3,4,5-TRIMETHOXYPHENYL)PROPIONIC ACID
• 3-(3,4-METHYLENEDIOXYPHENYL)PROPIONIC ACID
• 3-(4-HYDROXY-3-METHOXYPHENYL)PROPIONIC ACID
• CINOXACIN
• Oxolinic acid
• (2S)-2-Amino-3-(3,4-dimethoxyphenyl)-2-methyl-propanoic acid
• 3,4-Dimethoxyhydrocinnamic acid
• Dihydrocaffeic acid
• Levodopa
• (2RS,3RS)-2-AMINO-3-(3,4-DIHYDROXY-PHENYL)-3-HYDROXY-PROPIONIC ACID
• BETANIN
• ETHYL 3-(3,4,5-TRIMETHOXYPHENYL)PROPIONATE
• (R)-2-Amino-3-(3,4-dihydroxyphenyl)propionic acid
• DROXIDOPA
• DL-α-Hydrazino-α-methyl-β-(3,4-dihydroxyphenyl)propionic acid
• (R)-2-Hydroxy-3-(3,4-dihydroxyphenyl)propionic acid