(E)-Ferulic acid

Names

[ CAS No. ]:
537-98-4

[ Name ]:
(E)-Ferulic acid

[Synonym ]:
Coniferic acid
(E)-4-Hydroxy-3-methoxycinnamic acid
2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, (2E)-
Metronidazole Benzoate
trans-4-Hydroxy-3-methoxycinnamic acid,trans-Ferulic acid,Ferulic acid
(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid
Ferulic acid, trans-
3-(4-Hydroxy-3-methoxyphenyl)propenoic acid
(2E)-3-(4-Hydroxy-3-methoxyphenyl)acrylic acid
1H-Imidazole-1-ethanol, 2-methyl-5-nitro-, benzoate (ester)
MFCD00004400
trans-4-Hydroxy-3-methoxycinnamic acid,Ferulic acid
Ferulic acid, E-
(E)-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoic acid
caffeic acid 3-methyl ether
Benzoylmetronildazole
(E)-4-hydroxy-3-methoxy-Cinnamic acid
(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
Trans-4-Hydroxy-3-methoxycinnamic acid
(2E)-3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acid
(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
(E)-3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acid
2-Methyl-5-nitro-1H-imidazole-1-ethyl benzoate
Ferulic acid
trans-Ferulic acid
EINECS 208-679-7
2-(2-Methyl-5-nitro-1H-imidazol-1-yl)ethyl benzoate

Biological Activity

[Description]:

(E)-Ferulic acid is a isomer of Ferulic acid which is an aromatic compound, abundant in plant cell walls. (E)-Ferulic acid causes the phosphorylation of β-catenin, resulting in proteasomal degradation of β-catenin and increases the expression of pro-apoptotic factor Bax and decreases the expression of pro-survival factor survivin. (E)-Ferulic acid shows a potent ability to remove reactive oxygen species (ROS) and inhibits lipid peroxidation. (E)-Ferulic acid exerts both anti-proliferation and anti-migration effects in the human lung cancer cell line H1299[1].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Bcl-2 Family

Research Areas >> Cancer

[Target]

Bax

[References]

[1]. Fong Y, et al. Inhibitory effect of trans-ferulic acid on proliferation and migration of human lung cancer cells accompanied with increased endogenous reactive oxygen species and β-catenin instability. Chin Med. 2016 Oct 1;11:45.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
372.3±27.0 °C at 760 mmHg

[ Melting Point ]:
168-172ºC

[ Molecular Formula ]:
C₁₀H₁₀O₄

[ Molecular Weight ]:
194.184

[ Flash Point ]:
150.5±17.2 °C

[ Exact Mass ]:
194.057907

[ PSA ]:
66.76000

[ LogP ]:
1.64

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.627

[ Stability ]:
Stable. Incompatible with strong oxidizing agents.

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: GD9275000

CHEMICAL NAME :: Cinnamic acid, 4-hydroxy-3-methoxy-, (E)-

CAS REGISTRY NUMBER :: 537-98-4

LAST UPDATED :: 199709

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C10-H10-O4

MOLECULAR WEIGHT :: 194.20

WISWESSER LINE NOTATION :: QV1U1R DQ CO1 -T

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >194 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Parenteral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1200 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 9600 mg/kg

SEX/DURATION :: female 12 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Maternal Effects - uterus, cervix, vagina

MUTATION DATA

TYPE OF TEST :: Cytogenetic analysis

TEST SYSTEM :: Rodent - hamster Ovary

DOSE/DURATION :: 25 gm/L

REFERENCE :: CALEDQ Cancer Letters (Shannon, Ireland). (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1975- Volume(issue)/page/year: 14,251,1981

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 ]:
UD3365500

Articles

Hydroxycinnamic acids used as external acceptors of electrons: an energetic advantage for strictly heterofermentative lactic acid bacteria.

Appl. Environ. Microbiol. 80(24) , 7574-82, (2014)

The metabolism of hydroxycinnamic acids by strictly heterofermentative lactic acid bacteria (19 strains) was investigated as a potential alternative energy route. Lactobacillus curvatus PE5 was the mo...

Antimicrobial activity of natural products from the flora of Northern Ontario, Canada.

Pharm. Biol. 53(6) , 800-6, (2015)

The number of multidrug resistant (MDR) microorganisms is increasing and the antimicrobial resistance expressed by these pathogens is generating a rising global health crisis. In fact, there are only ...

Effect of selected Saccharomyces cerevisiae yeast strains and different aging techniques on the polysaccharide and polyphenolic composition and sensorial characteristics of Cabernet Sauvignon red wines.

J. Sci. Food Agric. 95 , 2132-44, (2015)

The objective of this work was to study the effect of two Saccharomyces cerevisiae yeast strains with different capabilities of polysaccharide liberation during alcoholic fermentation in addition to s...