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M13807

Sigma-Aldrich

4-Methoxycinnamic acid, predominantly trans

99%

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About This Item

Linear Formula:
CH3OC6H4CH=CHCO2H
CAS Number:
830-09-1
Molecular Weight:
178.18
EC Number:
212-594-0
MDL number:
MFCD00004398
UNSPSC Code:
12352103
PubChem Substance ID:
24896639
NACRES:
NA.23

Quality Level

100

Assay

99%

form

liquid crystal

mp

170-173 °C (lit.)

transition temp

crystalline phase to nematic phase 173.5 °C
nematic phase to isotropic phase 190 °C

SMILES string

COc1ccc(\C=C\C(O)=O)cc1

InChI

1S/C10H10O3/c1-13-9-5-2-8(3-6-9)4-7-10(11)12/h2-7H,1H3,(H,11,12)/b7-4+

InChI key

AFDXODALSZRGIH-QPJJXVBHSA-N

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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S Adisakwattana et al.
Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme, 43(11), 766-773 (2011-10-20)
p-Methoxycinnamic acid (p-MCA) is a cinnamic acid derivative that shows various pharmacologic actions such as hepatoprotective and antihyperglycemic activities. The present study was to elucidate the mechanisms by which p-MCA increases [Ca²⁺]i and insulin secretion in INS-1 cells. p-MCA (100
Yoshio Nakagawa et al.
Biochemical pharmacology, 66(1), 63-73 (2003-06-24)
The metabolism and action of trans-anethole (anethole) and the estrogen-like activity of the compound and its metabolites were studied in freshly isolated rat hepatocytes and cultured MCF-7 human breast cancer cells, respectively. The incubation of hepatocytes with anethole (0.25-2.0mM) caused
Sirintorn Yibchok-anun et al.
Basic & clinical pharmacology & toxicology, 102(5), 476-482 (2008-03-19)
This study investigated the effect of p-methoxycinnamic acid (p-MCA) on plasma glucose and insulin concentrations in normal and streptozotocin-induced diabetic rats. In both fasting and glucose-loading conditions, an oral administration of p-MCA (40-100 mg/kg) significantly decreased plasma glucose and also
Natasha Cook et al.
The Australasian journal of dermatology, 43(2), 133-135 (2002-05-02)
We report a case of photoallergic contact dermatitis to two sunscreen agents, methoxycinnamate and oxybenzone, occurring in a 6-year-old Asian boy.
H V Meyers et al.
Carbohydrate research, 197, 15-32 (1990-03-25)
This study completes the spectroscopic basis for a novel oligosaccharide microanalytical method, wherein a derivatization sequence provides monosaccharide subunits bearing two types of exciton-coupling chromophore groups ("bichromophoric") for circular dichroic spectroscopy, namely 4-bromobenzoate (lambda max 245 nm) and 4-methoxycinnamate (lambda
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