Ferulic acid

Base Information

• Chemical Name: Ferulic acid
• CAS No.: 537-98-4
• Deprecated CAS: 1356408-74-6
• Molecular Formula: C₁₀H₁₀O₄
• Molecular Weight: 194.187
• Hs Code.: 29189900
• European Community (EC) Number: 214-490-0,208-679-7
• NSC Number: 51986,2821
• UNII: AVM951ZWST
• DSSTox Substance ID: DTXSID70892035
• Nikkaji Number: J14.707I,J7.273G
• Wikipedia: Ferulic acid
• Wikidata: Q417362
• RXCUI: 1368647
• Pharos Ligand ID: CRUUD78P39XR
• Metabolomics Workbench ID: 37517
• ChEMBL ID: CHEMBL32749
• Mol file: 537-98-4.mol

Synonyms:3-(4-hydroxy-3-methoxyphenyl)-2-propenoic acid;4-hydroxy-3-methoxycinnamic acid;8,8'-diferulic acid;cis-ferulic acid;ferulic acid;ferulic acid, (E)-isomer;ferulic acid, (Z)-isomer;ferulic acid, monosodium salt;sodium ferulate;trans-ferulic acid

Chemical Property of Ferulic acid

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 0Pa at 25℃
• Melting Point: 168-172 °C
• Refractive Index: 1.5030 (estimate)
• Boiling Point: 372.313 °C at 760 mmHg
• PKA: 4.58±0.10(Predicted)
• Flash Point: 150.489 °C
• PSA: 66.76000
• Density: 1.316 g/cm³
• LogP: 1.49860
• Storage Temp.: Store below +30°C.
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in alcohol and hot water.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 194.05790880
• Heavy Atom Count: 14
• Complexity: 224

Purity/Quality:

98%, ^*data from raw suppliers

trans-Ferulic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: COC1=C(C=CC(=C1)C=CC(=O)O)O
• Isomeric SMILES: COC1=C(C=CC(=C1)/C=C/C(=O)O)O
• Recent NIPH Clinical Trials: The efficacy of ferulic acid in the treatment of dementia (double-blinded study)
• Uses: trans-Ferulic acid was used for esterification of methacrylated dextran. It was also used to study the effect of oral administration of trans-ferulic acid to c57BL mice on ethanol-induced liver injury. Furthermore, it has been used in the synthesis of new biocompatible antioxidant polymers linking trans-ferulic acid. These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Technology Process of Ferulic acid

There total 195 articles about Ferulic 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:

p-nitrophenyl ferulate → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 3-(4-hydroxy-3-methoxyphenyl)acrylic acid (1135-24-6,537-98-4)

Guidance literature:

With ferulic acid esterase from malted Eleusine coracana; In dimethyl sulfoxide; at 37 ℃; for 1h; pH=7.0; Enzyme kinetics;

DOI:10.1021/jf071918d

Reference yield:

cyanidin 3-O-[2-O-(β-xylopyranosyl)-6-O-(4-O-(6-O-(trans-feruloyl)-β-glucopyranosyl)-trans-p-coumaroyl)-β-glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside] → 3-(4-hydroxy-3-methoxyphenyl)acrylic acid (1135-24-6,537-98-4) + D-xylose (58-86-6) + cyanidin (13306-05-3) + D-glucose (50-99-7) + malonic acid (141-82-2) + para-coumaric acid (7400-08-0,50940-26-6)

Guidance literature:

With hydrogenchloride; water; at 100 ℃; for 2h;

DOI:10.1016/j.phytol.2013.10.004

Reference yield:

cyanidin 3-O-[2-O-(2-O-(trans-feruloyl)-β-xylopyranosyl)-6-O-(4-O-(β-glucopyranosyl)-trans-pcoumaroyl)-β-glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside] → 3-(4-hydroxy-3-methoxyphenyl)acrylic acid (1135-24-6,537-98-4) + D-xylose (58-86-6) + cyanidin (13306-05-3) + D-glucose (50-99-7) + malonic acid (141-82-2) + para-coumaric acid (7400-08-0,50940-26-6)

Guidance literature:

With hydrogenchloride; water; at 100 ℃; for 2h;

DOI:10.1016/j.phytol.2013.10.004

upstream raw materials:

3-(4-acetoxy-3-methoxyphenyl)prop-2-enoic acid

malonic acid

vanillin

(E,E)-3-(4-hydroxy-3-methoxyphenyl)allyl 3-(4-hydroxy-3-methoxyphenyl)acrylate

Downstream raw materials:

cis-ferulic acid

3,6-bis-(4-hydroxy-3-methoxy-phenyl)-tetrahydro-furo[3,4-c]furan-1,4-dione

ethyl (E)-2-(3-(4-hydroxy-3-methoxyphenyl)acrylamido)acetate

-3 thiopropene-2 oate de S-phenyle

Refernces

• 1、 Abd El-wahaab, Badr,El-Shwiniy, Walaa H.,Shehab, Wesam S.. "Synthesis, spectrophotometric, spectroscopic, microbial studies and analytical applications of Cu(II) and Zn(II) complexes of chalcone ligand". . . Retrieved 2021/10/14.
• 2、 Futamura, Yushi,Ishiyama, Aki,Iwatsuki, Masato,Liu, Haicheng,Osada, Hiroyuki,Shi, Tao,Wu, Honghai,Zhang, Taotao,Zheng, Qunxiong,Zou, Hongbin,ōmura, Satoshi. "Discovery of 3-cinnamamido-n-substituted benzamides as potential antimalarial agents". . p. 1207 - 1218. Retrieved 2022/01/06.