Isoferulic acid

Names

[ Name ]:
Isoferulic acid

[Synonym ]:
trans-3-(3-Hydroxy-4-methoxyphenyl)acrylic acid trans-3-Hydroxy-4-methoxycinnamic acid
2-Propenoic acid, 3-(3-hydroxy-4-methoxyphenyl)-
(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoic acid
3-(3-Hydroxy-4-methoxyphenyl)acrylic acid
Isoferulic acid
EINECS 247-071-6

Biological Activity

[Description]:

trans-Isoferulic acid (trans-3-Hydroxy-4-methoxycinnamic acid) is an aromatic acid isolated from the roots of Clematis florida var. plena. trans-Isoferulic acid exhibits anti-inflammatory activity[1].trans-isoferulic acid suppresses NO and PGE2 production through the induction of Nrf2-dependent heme oxygenase-1 (HO-1)[2].

[Related Catalog]:

Signaling Pathways >> Immunology/Inflammation >> NO Synthase

Signaling Pathways >> GPCR/G Protein >> Prostaglandin Receptor

Research Areas >> Inflammation/Immunology

[Target]

Human Endogenous Metabolite

[References]

[1]. Kai-Hui Sun, et al. A new indole-type alkaloid from the roots of Clematis florida var. plena. Nat Prod Res. 2019 Oct;33(20):2925-2931.

[2]. Matharage Gayani Dilshara, et al. Downregulation of NO and PGE2 in LPS-stimulated BV2 microglial cells by trans-isoferulic acid via suppression of PI3K/Akt-dependent NF-κB and activation of Nrf2-mediated HO-1. Int Immunopharmacol. 2014 Jan;18(1):203-11.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
410.2±35.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₀H₁₀O₄

[ Molecular Weight ]:
194.184

[ Flash Point ]:
167.6±19.4 °C

[ Exact Mass ]:
194.057907

[ PSA ]:
66.76000

[ LogP ]:
1.56

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

[ Index of Refraction ]:
1.627

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Safety Information

[ Hazard Codes ]:
Xi

[ RIDADR ]:
NONH for all modes of transport

Articles

Development of a targeted method for twenty-three metabolites related to polyphenol gut microbial metabolism in biological samples, using SPE and UHPLC-ESI-MS/MS.

Talanta 128 , 221-30, (2014)

An increasing number of studies have concerned the profiling of polyphenol microbial metabolites, especially in urine or plasma, but only a few have regarded their accurate quantification. This study ...

Related Compounds

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