3,4-Dihydroxyhydrocinnamic acid

Names

[ Name ]:
3,4-Dihydroxyhydrocinnamic acid

[Synonym ]:
Dihydrocaffeate
3,4-dihydroxy-hydrocinnamicaci
Hydrocaffeate
hydrocaffeic acid
3-propionic acid
3,4-Dihydroxy-benzenepropanoic acid
3,4-Dihydroxydihydrocinnamic acid
3-(3,4-DIHYDROXYPHENYL)PROPIONIC ACID
3,4-Dihydroxybenzenepropionate
3,4-Dihydroxybenzenepropionic acid
dihydrocaffeic acid
3,4-dihydroxyhydrocinnamic acid
3-(3,4-Dihydroxyphenyl)propanoic acid
3-(3,4-Dihydroxyphenyl)propionate
Benzenepropanoic acid, 3,4-dihydroxy-
3,4-DIHYDROCAFFEIC ACID
3,4-Dihydroxyhydrocinnamate
phloretic acid
EINECS 214-083-8
3-(3,4-Dihydroxyphenyl)propionic acid,Hydrocaffeic acid
Dihydrocafeate
MFCD00002776

Biological Activity

[Description]:

Dihydrocaffeic acid is a phenolic acid found in Gynura bicolor, reduces phosphorylation of MAPK p38 and prevent UVB-induced skin damage. Antioxidant potential and anti-inflammatory activity[1].

[Related Catalog]:

Signaling Pathways >> MAPK/ERK Pathway >> p38 MAPK

Research Areas >> Inflammation/Immunology

[Target]

p38 MAPK

[References]

[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.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
417.5±30.0 °C at 760 mmHg

[ Melting Point ]:
136-139 °C(lit.)

[ Molecular Formula ]:
C₉H₁₀O₄

[ Molecular Weight ]:
182.173

[ Flash Point ]:
220.4±21.1 °C

[ Exact Mass ]:
182.057907

[ PSA ]:
77.76000

[ LogP ]:
0.50

[ Vapour Pressure ]:
0.0±1.0 mmHg at 25°C

[ Index of Refraction ]:
1.620

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: MW5143500

CHEMICAL NAME :: Hydrocinnamic acid, 3,4-dihydroxy-

CAS REGISTRY NUMBER :: 1078-61-1

BEILSTEIN REFERENCE NO. :: 2213449

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C9-H10-O4

MOLECULAR WEIGHT :: 182.19

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Mutation in mammalian somatic cells

TEST SYSTEM :: Rodent - mouse Lymphocyte

DOSE/DURATION :: 150 mg/L

REFERENCE :: EMMUEG Environmental and Molecular Mutagenesis. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.10- 1987- Volume(issue)/page/year: 11,523,1988

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
MW5143500

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

A metabolite profiling approach to identify biomarkers of flavonoid intake in humans.

J. Nucl. Med. 139 , 2309-14, (2009)

Flavonoids are phytochemicals that are widespread in the human diet. Despite limitations in their bioavailability, experimental and epidemiological data suggest health benefits of flavonoid consumptio...

Poly(N-vinylimidazole/ethylene glycol dimethacrylate) for the purification and isolation of phenolic acids.

Anal. Chim. Acta 885 , 199-206, (2015)

In this study we report the novel polymeric resin poly(N-vinyl imidazole/ethylene glycol dimethacrylate) for the purification and isolation of phenolic acids. The monomer to crosslinker ratio and the ...

Molecular modifications on carboxylic acid derivatives as potent histone deacetylase inhibitors: Activity and docking studies.

Bioorg. Med. Chem. 17 , 5219-28, (2009)

In the light of known HDAC inhibitors, 33 carboxylic acid derivatives were tested to understand the structural requirements for HDAC inhibition activity. Several modifications were applied to develop ...