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3-Hydroxy-4-methoxycinnamic acid

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3-Hydroxy-4-methoxycinnamic acid Basic information

Product Name:
3-Hydroxy-4-methoxycinnamic acid
Synonyms:
  • ISOFERULIC ACID
  • HESPERETINIC ACID
  • HESPERETIC ACID
  • 3-HYDROXY-4-METHOXYCINNAMIC ACID
  • AKOS BBS-00006960
  • (2E)-3-(3-HYDROXY-4-METHOXYPHENYL)ACRYLIC ACID
  • (2E)-3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic acid
  • 2-Propenoic acid, 3-(3-hydroxy-4-methoxyphenyl)-
CAS:
537-73-5
MF:
C10H10O4
MW:
194.18
EINECS:
208-676-0
Product Categories:
  • Inhibitors
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Pharmaceutical Raw Materials
  • Aromatic Cinnamic Acids, Esters and Derivatives
  • Cinnamic acid
  • Aromatics Compounds
  • Aromatics
  • C10
  • Carbonyl Compounds
  • Carboxylic Acids
Mol File:
537-73-5.mol
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3-Hydroxy-4-methoxycinnamic acid Chemical Properties

Melting point:
230 °C (dec.)(lit.)
Boiling point:
250.62°C (rough estimate)
Density 
1.0583 (rough estimate)
refractive index 
1.5168 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Soluble in ethanol and methanol.
pka
4.53±0.10(Predicted)
form 
Solid
color 
Pale Yellow
BRN 
2212760
LogP
0.788 (est)
CAS DataBase Reference
537-73-5(CAS DataBase Reference)
NIST Chemistry Reference
Cinnamic acid, 3-hydroxy-4-methoxy-(537-73-5)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39-24/25
WGK Germany 
2
RTECS 
UD3365400
Hazard Note 
Irritant
HS Code 
29189090

MSDS

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3-Hydroxy-4-methoxycinnamic acid Usage And Synthesis

Chemical Properties

Off-White Crystalline Solid

Uses

3-Hydroxy-4-methoxycinnamic Acid (Isoferulic acid) is a hypoglycemic agent.

Uses

3-Hydroxy-4-methoxycinnamic acid exhibits hypoglycemic properties.

Uses

3-Hydroxy-4-methoxycinnamic acid was used in the synthesis of tranilast and various tranilast analogs (cinnamoyl anthranilates) by genetically engineered Saccharomyces cerevisiae yeast strain. It was also used in the synthesis of glycoside compounds by undergoing glycosidation.

Definition

ChEBI: A ferulic acid consisting of trans-cinnamic acid bearing methoxy and hydroxy substituents at positions 4 and 3 respectively on the phenyl ring.

General Description

3-Hydroxy-4-methoxycinnamic acid, predominantly trans is available as white crystals. 3-Hydroxy-4-methoxycinnamic acid is isolated from the aerial part of Artemisia capillaris, Chinese medicinal plant. It is a component of chinese herbal medicine used for a pain killer and stomachic. It is an efficient acetylcholine inhibitor. 3-Hydroxy-4-methoxycinnamic acid is bioactive metabolite of Spilanthes acmella Murr. It increases the resistance of low-density lipoprotein (LDL) to oxidation.

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