(E)-5-Hydroxyferulic acid

Names

[ CAS No. ]:
110642-42-7

[ Name ]:
(E)-5-Hydroxyferulic acid

[Synonym ]:
2-Propenoic acid,3-(3,4-dihydroxy-5-methoxyphenyl)-,(2E)
p-hydroxyferulic acid
5-hydroxyferulic acid
(E)-3,4-dihydroxy-5-methoxycinnamic acid
(E)-5-hydroxyferulic acid
4,5-Dihydroxy-3-methoxy-zimtsaeure (3-Methoxy-kaffeesaeure)

Biological Activity

[Description]:

(E)-5-Hydroxyferulic acid is the E-isomer of 5-hydroxyferulic acid (HY-133068). 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 substrat[1][2][3].

[Related Catalog]:

Signaling Pathways >> Neuronal Signaling >> COMT
Research Areas >> Metabolic Disease
Signaling Pathways >> Metabolic Enzyme/Protease >> COMT

[References]

[1]. Parvathi K, 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]. Maury S, 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 K, 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

[ Molecular Formula ]:
C10H10O5

[ Molecular Weight ]:
210.18300

[ Exact Mass ]:
210.05300

[ PSA ]:
86.99000

[ LogP ]:
1.20420

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds