5-Hydroxyferulic acid

Names

[ Name ]:
5-Hydroxyferulic acid

[Synonym ]:
3-Methoxy-4,5-dihydroxy-zimtsaeure
5-Hydroxyferulic acid methyl ester
3-(3,4-Dihydroxy-5-methoxyphenyl)-2-propenoic acid 3-Methoxycaffeic acid 5-Hydroxyferulic acid
(E)-3-(3,4-dihydroxy-5-methoxyphenyl)prop-2-enoic acid
5-Hydroxyferulic acid
4,5-dihydroxy-3-methoxycinnamic acid

Biological Activity

[Description]:

5-Hydroxyferulic acid is a hydroxycinnamic acid and is a metabolite of the phenylpropanoid pathway. 5-Hydroxyferulic acid is a precursor in the biosynthesis of sinapic acid and is also a COMT non-esterifed substrate[1][2][3].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Neuronal Signaling >> COMT

Signaling Pathways >> Metabolic Enzyme/Protease >> COMT

[In Vitro]

The product of the alfalfa Caffeic acid/5-hydroxyferulic acid 3/5-O-methyltransferase (COMT) catalyzed methylation of 5-Hydroxyferulic acid is sinapic acid. 5-Hydroxyferulic acid O-methyltransferase activities (pkat mg-1 protein) in stem material from COMT downregulates transgenic alfalfa[1].

[References]

[1]. K Parvathi, et al. Substrate Preferences of O-methyltransferases in Alfalfa Suggest New Pathways for 3-O-methylation of Monolignols. Plant J. 2001 Jan;25(2):193-202.

[2]. S Maury, et al. Tobacco O-methyltransferases Involved in Phenylpropanoid Metabolism. The Different Caffeoyl-Coenzyme A/5-hydroxyferuloyl-coenzyme A 3/5-O-methyltransferase and Caffeic acid/5-hydroxyferulic Acid 3/5-O-methyltransferase Classes Have Distinct Substrate Specificities and Expression Patterns. Plant Physiol. 1999 Sep;121(1):215-24.

[3]. Inoue, et al. Substrate Preferences of Caffeic acid/5-hydroxyferulic Acid 3/5-O-methyltransferases in Developing Stems of Alfalfa (Medicago Sativa L.). Arch Biochem Biophys. 2000 Mar 1;375(1):175-82.

Chemical & Physical Properties

[ Density]:
1.44g/cm3

[ Boiling Point ]:
449.1ºC at 760mmHg

[ Molecular Formula ]:
C₁₀H₁₀O₅

[ Molecular Weight ]:
210.18300

[ Flash Point ]:
182.8ºC

[ Exact Mass ]:
210.05300

[ PSA ]:
86.99000

[ LogP ]:
1.20420

[ Vapour Pressure ]:
7.49E-09mmHg at 25°C

[ Index of Refraction ]:
1.664

MSDS

Click to get detail MSDS

Safety Information

[ Hazard Codes ]:
Xi

[ HS Code ]:
2918990090

Customs

[ HS Code ]: 2918990090

[ Summary ]:
2918990090. other carboxylic acids with additional oxygen function and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Related Compounds

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