4-Methoxycinnamic acid

Names

[ CAS No. ]:
830-09-1

[ Name ]:
4-Methoxycinnamic acid

[Synonym ]:
3-(4-Methoxy-phenyl)-acrylic acid
trans-4-Methoxycinnamic acid
4-MeOC6H4CH=CHCOOH
4-methoxycinnamate
RARECHEM BK HC T257
2-Propenoic acid, 3-(4-methoxyphenyl)-, (2E)-
2-Propenoic acid, 3- (4-methoxyphenyl)-
(E)-3-(4-methoxyphenyl)acrylic acid
4-Methoxy-(2E)-cinnamic acid
4-Methoxyciamic acid
p-coumaric acid methyl ether
(2E)-3-(4-methoxyphenyl)prop-2-enoic acid
UNII-6G4ML8401A
(E)-p-methoxycinnamic acid
4-Methoxycinnamic acid
(2E)-3-(4-Methoxyphenyl)acrylic acid
4-methoxy-(E)-cinnamic acid
EINECS 213-405-4
(E)-3-(4-Methoxyphenyl)acrylate
para-methoxycinnamic acid
PMCA
MFCD00004398
(2E)-3-(4-Methoxyphenyl)-2-propenoic acid
para-methoxycinnamate

Biological Activity

[Description]:

4-Methoxycinnamic acid is detected as natural phenylpropanoid in A. preissii.

[Related Catalog]:

Natural Products >> Acids and Aldehydes

Research Areas >> Others

[Target]

Human Endogenous Metabolite

[In Vitro]

4-Methoxycinnamic acid is an unusual phenylpropanoid involved in phenylphenalenone biosynthesis in Anigozanthos preissii[1].

[References]

[1]. Hidalgo W, et al. 4-Methoxycinnamic acid--An unusual phenylpropanoid involved in phenylphenalenone biosynthesis in Anigozanthos preissii. Phytochemistry. 2015 Sep;117:476-81.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
342.6±17.0 °C at 760 mmHg

[ Melting Point ]:
173.5 °C(lit.)

[ Molecular Formula ]:
C₁₀H₁₀O₃

[ Molecular Weight ]:
178.185

[ Flash Point ]:
138.6±14.4 °C

[ Exact Mass ]:
178.062988

[ PSA ]:
46.53000

[ LogP ]:
2.36

[ Vapour Pressure ]:
0.0±0.8 mmHg at 25°C

[ Index of Refraction ]:
1.591

[ Storage condition ]:
Refrigerator

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UD3391300

CHEMICAL NAME :: 2-Propenoic acid, 3-(4-methoxyphenyl)-

CAS REGISTRY NUMBER :: 830-09-1

LAST UPDATED :: 199701

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C10-H10-O3

MOLECULAR WEIGHT :: 178.20

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >1300 mg/kg

TOXIC EFFECTS :: Behavioral - changes in motor activity (specific assay) Behavioral - ataxia Behavioral - rigidity (including catalepsy)

REFERENCE :: IJSIDW Indian Journal of Pharmaceutical Sciences. (Kalina, Santa Cruz (East), Bombay 400 029, India) V.40(2)- 1978- Volume(issue)/page/year: 49,77,1987

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-S37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
UD3391300

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

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Structure-activity relationships of trans-substituted-propenoic acid derivatives on the nicotinic acid receptor HCA2 (GPR109A).

Bioorg. Med. Chem. Lett. 21 , 2736-9, (2011)

Nicotinic acid (niacin) has been used for decades as an antidyslipidemic drug in man. Its main target is the hydroxy-carboxylic acid receptor HCA2 (GPR109A), a G protein-coupled receptor. Other acids ...