2475-56-1

Basic information

• Product Name: 2-hydroxy-3-(4-hydroxy-3-methoxy-phenyl)-propanoic acid
• Synonyms: 2-hydroxy-3-(4-hydroxy-3-methoxy-phenyl)-propanoic acid;Vanillactic acid;3-Methoxy-4-hydroxyphenyllactic acid;3-(4-Hydroxy-3-methoxyphenyl)-2-hydroxypropanoic acid;α,4-Dihydroxy-3-methoxybenzenepropionic acid;2-hydroxy-3-(4-hydroxy-3-methoxy-phenyl)propionic acid;Benzenepropanoic acid, a,4-dihydroxy-3-Methoxy-;SVYIZYRTOYHQRE-UHFFFAOYSA-N
• CAS NO: 2475-56-1
• Molecular Formula: C₁₀H₁₂O₅
• Molecular Weight: 212.2
• Mol File: 2475-56-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 432.6°Cat760mmHg
• Flash Point: 174.4°C
• Appearance: /
• Density: 1.38g/cm³
• Vapor Pressure: 2.99E-08mmHg at 25°C
• Refractive Index: 1.592
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: Methanol (Slightly), Water (Slightly)
• PKA: 3.80±0.10(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: 2-hydroxy-3-(4-hydroxy-3-methoxy-phenyl)-propanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-hydroxy-3-(4-hydroxy-3-methoxy-phenyl)-propanoic acid(2475-56-1)
• EPA Substance Registry System: 2-hydroxy-3-(4-hydroxy-3-methoxy-phenyl)-propanoic acid(2475-56-1)

Safety Data

• Hazardous Substances Data: 2475-56-1(Hazardous Substances Data)

Usage

Uses

Vanillactic Acid is a metabolite of dihydroxyphenylalanine (DOPA) (D533751, L-DOPA), which is an natural isomer of the immediate precursor of dopamine.

InChI:InChI=1/C10H12O5/c1-15-9-5-6(2-3-7(9)11)4-8(12)10(13)14/h2-3,5,8,11-12H,4H2,1H3,(H,13,14)

Upstream product

• 215872-63-2 8-O-4'-dehydrodiferulic acid 
• 1081-71-6 3-(4-hydroxy-3-methoxyphenyl)-2-oxopropanoic acid 
• 70723-30-7 (Z)-2-acetamido-3-(4-hydroxy-3-methoxyphenyl) acrylic acid 
• 121-33-5 vanillin 
• 63035-29-0 (Z)-2-Hydroxy-3-(4-hydroxy-3-methoxy-phenyl)-acrylic acid 

Downstream Products

• 55887-61-1 C₁₉H₃₆O₅Si₃ 

Relevant articles and documents

Conversion of dehydrodiferulic acids by human intestinal microbiota

Plant cell wall associated dehydrodiferulic acids (DFA) are abundant components of cereal insoluble dietary fibers ingested by humans. The ability of human intestinal microbiota to convert DFA was studied in vitro by incubating 8-O-4- and 5-5-coupled DFA with fecal suspensions. 8-O-4-DFA was completely degraded by the intestinal microbiota of the majority of donors, yielding homovanillic acid, 3-(3,4-dihydroxyphenyl)propionic acid, and 3,4-dihydroxyphenylacetic acid as the main metabolites. The transient formation of ferulic acid and presumably 3-(3-hydroxy-4-methoxyphenyl)pyruvic acid suggests an initial cleavage of the ether bond. In contrast to 8-O-4-DFA, the 5-5-coupled DFA was not cleaved into monomers by any of the fecal suspensions. Only the side chains were hydrogenated and the methoxy groups were demethylated. The cleavage of DFA by human intestinal microbiota, which depended on their coupling type, may affect both the bioavailability of DFA and the degradability of DFA-coupled fiber in the gut.