3-(4-HYDROXY-3-METHOXYPHENYL)PROPIONIC ACID
3-(4-HYDROXY-3-METHOXYPHENYL)PROPIONIC ACID Basic information
- Product Name:
- 3-(4-HYDROXY-3-METHOXYPHENYL)PROPIONIC ACID
- Synonyms:
-
- 3-(3-METHOXY-4-HYDROXYPHENYL)-PROPIONIC ACID
- Benzenepropanoic acid, 4-hydroxy-3-methoxy-
- 3-Methoxyphloretic Acid
- Dihydroconiferylic Acid
- Shorbic Acid
- β-3-Methoxy-4-hydroxyphenylpropionic acid
- 3-(4-HYDROXY-3-METHOXYPHENYL)PROPIONIC ACID 98%
- 3-(4-Hydroxy-3-methoxyphenyl)propionic acid >=96.0% (T)
- CAS:
- 1135-23-5
- MF:
- C10H12O4
- MW:
- 196.2
- EINECS:
- 214-489-5
- Product Categories:
-
- standard material,plant extracts
- Inhibitors
- Aromatics, Metabolites & Impurities
- Aromatic Cinnamic Acids, Esters and Derivatives
- Aromatics
- Metabolites & Impurities
- Mol File:
- 1135-23-5.mol
3-(4-HYDROXY-3-METHOXYPHENYL)PROPIONIC ACID Chemical Properties
- Melting point:
- 87-93 °C
- Boiling point:
- 120-130 °C(Press: 0.5 Torr)
- Density
- 1.259±0.06 g/cm3(Predicted)
- storage temp.
- Storage temp. 2-8°C
- solubility
- Soluble in dimethyl sulfoxide and methanol.
- pka
- 4.73±0.10(Predicted)
- form
- powder to crystal
- color
- White to Light yellow
- BRN
- 2110370
- InChI
- InChI=1S/C10H12O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2,4,6,11H,3,5H2,1H3,(H,12,13)
- InChIKey
- BOLQJTPHPSDZHR-UHFFFAOYSA-N
- SMILES
- C1(CCC(O)=O)=CC=C(O)C(OC)=C1
- LogP
- 0.810 (est)
- CAS DataBase Reference
- 1135-23-5(CAS DataBase Reference)
Safety Information
- Hazard Codes
- Xn
- Risk Statements
- 22-36/37/38
- Safety Statements
- 26-36
- WGK Germany
- 2
- HazardClass
- IRRITANT
- HS Code
- 29189900
MSDS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ALFA
3-(4-HYDROXY-3-METHOXYPHENYL)PROPIONIC ACID Usage And Synthesis
Uses
3-(4-Hydroxy-3-methoxyphenyl)propionic acid (hydroferulic acid) was used to inhibit prostaglandin E(2) production.
Uses
A caffeine metabolite which showed high antioxidant activity. It is a very sensitive biomarker for the consumption of relatively small amount of coffee.
Definition
ChEBI: A monocarboxylic acid that is propanoic acid in which one of the hydrogens at position 3 has been replaced by a 4-hydroxy-3-methoxyphenyl group.
Synthesis
1135-24-6
1135-23-5
The general procedure for the synthesis of isopropyl phosphate (mono- and di-ester mixtures) from 3-methoxy-4-hydroxyphenylacrylic acid was as follows: to a stirred suspension of ferulic acid (25 g, 128.74 mmol) in methanol (200 ml) was added Pd/C catalyst (3.75 g). The reaction mixture was subjected to hydrogenation under hydrogen pressure of 1.2 MPa for 4 h at 50°C. Upon completion of the reaction, the mixture was cooled to room temperature, the catalyst was removed by filtration, and a white solid product (25 g, 99% yield) was obtained by concentration under reduced pressure. The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3) and ESI-MS: 1H NMR δ 6.76 (d, J = 7.8 Hz, 1H), 6.62 (m, 2H), 3.79 (s, 3H), 2.81 (t, J = 7.7 Hz, 2H), 2.58 (t, J = 7.7 Hz, 2H); ESI-MS m /z: 195.1 [M-H]?
in vivo
Assessing the influence of an 11 weeks intervention with a resistant starch-enriched whole grain diet (HI-RS-WG, 25% RS) compared to a WG control diet (LOW-RS-WG, 6.9% RS) on serum profile of polyphenols (PPs) in 20 Zucker Diabetic Fatty rats. Five PPs were identified and quantified in serum samples of rats belonging to both intervention groups. HI-RS-WG rats had 2.6 folds higher serum concentrations of total PPs than LOW-RS-WG rats. An explorative data reduction approach, based on the Principal Component Analysis identified two principal components related to the gut microbiota fermentation and food intake, respectively. Results showed that the abundance of hippuric acid and Dihydroferulic acid in HI-RS-WG rats was explained by the stronger gut microbiota fermentation in those rats than in LOW-RS-WG rats[4].
References
[1] Advanced Synthesis and Catalysis, 2013, vol. 355, # 1, p. 81 - 86
[2] Tetrahedron Letters, 2010, vol. 51, # 44, p. 5753 - 5756
[3] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 13, p. 4462 - 4466
[4] European Journal of Medicinal Chemistry, 2014, vol. 87, p. 429 - 439
[5] Journal of the American Chemical Society, 2017, vol. 139, # 10, p. 3767 - 3773
3-(4-HYDROXY-3-METHOXYPHENYL)PROPIONIC ACIDSupplier
- Tel
- 021-11111111 11111111111
- 546919421@qq.com
- Tel
- 13674959855 13674959855
- sales@synthontech.com
- Tel
- 18210857532; 18210857532
- jkinfo@jkchemical.com
- Tel
- 400-6106006
- saleschina@alfa-asia.com
- Tel
- 021-67121386
- Sales-CN@TCIchemicals.com
3-(4-HYDROXY-3-METHOXYPHENYL)PROPIONIC ACID(1135-23-5)Related Product Information
- Hexacosyl (E)-ferulate
- 4-HYDROXY-3-METHOXY-5-METHYLBENZENECARBALDEHYDE
- 2-Propenoic acid, 3-[4-(acetyloxy)-3-methoxyphenyl]-, 2-acetyl-5-methoxyphenyl ester
- (E)-3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic acid ethyl ester
- 3-Feruloyl-1-Sinapoyl sucrose
- Methyl 3-(4-Hydroxy-3-methoxyphenyl)propionate
- Isopropyl ferulate
- CINNAMYLISOFERULATE
- 4-hydroxy-5-methoxyisophthalaldehyde
- SODIUM ISOFERULATE
- No
- Coniferyl alcohol
- 3-(4-HYDROXY-3,5-DIMETHOXY-PHENYL)-PROPIONIC ACID ETHYL ESTER
- CIS-FERULICACID
- 3-(4-HYDROXY-3-METHOXY-PHENYL)-2-METHYL-ACRYLIC ACID
- trans-4-Acetoxy-3-methoxycinnamic acid
- Ferulic Acid Impurity 19
- N-(4-AMINOBUTYL)-3-(4-HYDROXY-3-METHOXYPHENYL)ACRYLAMIDE