Vanillactic acid

Base Information

• Chemical Name: Vanillactic acid
• CAS No.: 2475-56-1
• Molecular Formula: C10H12 O5
• Molecular Weight: 212.202
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID40862962
• Nikkaji Number: J126.276I
• Wikidata: Q27160414
• Metabolomics Workbench ID: 37499
• ChEMBL ID: CHEMBL1765649
• Mol file: 2475-56-1.mol

Synonyms:3-methoxy-4-hydroxyphenyllactic acid;vanillactic acid;vanillylactic acid

Chemical Property of Vanillactic acid

Chemical Property:

• Vapor Pressure: 2.99E-08mmHg at 25°C
• Boiling Point: 432.6°Cat760mmHg
• PKA: 3.80±0.10(Predicted)
• Flash Point: 174.4°C
• PSA: 86.99000
• Density: 1.38g/cm³
• LogP: 0.38880
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Methanol (Slightly), Water (Slightly)
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 212.06847348
• Heavy Atom Count: 15
• Complexity: 218

Purity/Quality:

99% ^*data from raw suppliers

VanillacticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)CC(C(=O)O)O)O
• Uses: Vanillactic Acid is a metabolite of dihydroxyphenylalanine (DOPA) (D533751, L-DOPA), which is an natural isomer of the immediate precursor of dopamine.

Technology Process of Vanillactic acid

There total 5 articles about Vanillactic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 73.0%

(Z)-2-Hydroxy-3-(4-hydroxy-3-methoxy-phenyl)-acrylic acid (63035-29-0) → 3-(4-hydroxy-3-methoxyphenyl)lactic acid (2475-56-1)

Guidance literature:

With hydrogenchloride; mercury; zinc; In toluene; at 120 ℃; for 4h;

DOI:10.1055/s-1992-26228

Reference yield:

8-O-4'-dehydrodiferulic acid (215872-63-2,180387-79-5) → 3-(4-hydroxy-3-methoxyphenyl)acrylic acid (1135-24-6,537-98-4) + 3-(3-hydroxyphenyl)-propanoic acid (621-54-5) + 3-(4-hydroxy-3-methoxyphenyl)propionic acid (1135-23-5) + caffeic acid (331-39-5,501-16-6) + 3,4-dihydroxyphenylacetate (102-32-9) + Homovanillic acid (306-08-1) + dihydrocaffeic acid (1078-61-1) + danshensu (23028-17-3) + 3-(4-hydroxy-3-methoxyphenyl)lactic acid (2475-56-1) + 3-(4-hydroxy-3-methoxyphenyl)-2-oxopropanoic acid (1081-71-6)

Guidance literature:

With D-glucose; In dimethyl sulfoxide; at 37 ℃; aq. buffer; anaerobic atmosphere; Enzymatic reaction;

DOI:10.1021/jf900159h

Reference yield:

3-(4-hydroxy-3-methoxyphenyl)-2-oxopropanoic acid (1081-71-6) → 3,4-dihydroxyphenylacetate (102-32-9) + danshensu (23028-17-3) + 3-(4-hydroxy-3-methoxyphenyl)lactic acid (2475-56-1)

Guidance literature:

With D-glucose; In dimethyl sulfoxide; at 37 ℃; for 5h; aq. buffer; anaerobic atmosphere; Enzymatic reaction;

DOI:10.1021/jf900159h

upstream raw materials:

(Z)-2-Hydroxy-3-(4-hydroxy-3-methoxy-phenyl)-acrylic acid

vanillin

(Z)-2-acetamido-3-(4-hydroxy-3-methoxyphenyl) acrylic acid

8-O-4'-dehydrodiferulic acid

Downstream raw materials:

C₁₉H₃₆O₅Si₃