(2E)-3-(3-HYDROXY-4-METHOXYPHENYL)ACRYLIC ACID
3-Hydroxy-4-methoxycinnamic acid
CAS: 537-73-5
Molecular Formula: C10H10O4
(2E)-3-(3-HYDROXY-4-METHOXYPHENYL)ACRYLIC ACID - Names and Identifiers
| Name | 3-Hydroxy-4-methoxycinnamic acid |
| Synonyms | HESPERETIC ACID ISOFERULIC ACID Isoferulic acid HESPERETINIC ACID AKOS BBS-00006960 3-HYDROXY-4-METHOXYCINNAMIC ACID 3-Hydroxy-4-methoxycinnamic acid (2E)-3-(3-HYDROXY-4-METHOXYPHENYL)ACRYLIC ACID (2E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoate 2-Propenoic acid, 3-(3-hydroxy-4-methoxyphenyl)- (2E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoic acid (2E)-3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic acid (2E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoic acid |
| CAS | 537-73-5 |
| EINECS | 208-676-0 |
| InChI | InChI=1/C10H10O4/c1-14-9-4-2-7(6-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/p-1/b5-3+ |
(2E)-3-(3-HYDROXY-4-METHOXYPHENYL)ACRYLIC ACID - Physico-chemical Properties
| Molecular Formula | C10H10O4 |
| Molar Mass | 194.18 |
| Density | 1.0583 (rough estimate) |
| Melting Point | 230°C (dec.)(lit.) |
| Boling Point | 250.62°C (rough estimate) |
| Flash Point | 167.5°C |
| Solubility | Easily soluble in methanol, ethanol and ether are hardly soluble in cold water, chloroform and benzene, insoluble in petroleum ether |
| Vapor Presure | 1.83E-07mmHg at 25°C |
| Appearance | Colorless needle crystal |
| Color | Pale Yellow |
| BRN | 2212760 |
| pKa | 4.53±0.10(Predicted) |
| Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
| Refractive Index | 1.5168 (estimate) |
| MDL | MFCD00004391 |
| Physical and Chemical Properties | White crystalline powder, soluble in methanol, ethanol, ether insoluble in cold water chloroform, benzene, insoluble in petroleum ether, derived from cohosh, Salvia miltiorrhiza. |
(2E)-3-(3-HYDROXY-4-METHOXYPHENYL)ACRYLIC ACID - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection S24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 2 |
| RTECS | UD3365400 |
| HS Code | 29189090 |
| Hazard Note | Irritant |
(2E)-3-(3-HYDROXY-4-METHOXYPHENYL)ACRYLIC ACID - Reference
| Reference Show more | 1. Su Yang, Yu Haoran, Zhu Qingwei, Sun Ye, Wu Lun, Kuang haixue. Rapid determination of isoferulic acid in cohosh by near infrared spectroscopy [J]. Modern Chinese medicine research and practice, 2017,31(06):56-60 2. Liu Shun, Dai Yuchen, Li Cunyu, et al. Study on quality standard of kanggan capsules [J]. Chinese Journal of Traditional Chinese Medicine, 2019(6):1310-1313. 3. Fan Jiahui, Yue Jinping, Yang Yunge, et al. Rapid identification of single-flower honey by non-sugar substances [J]. Modern food science and technology, 2020, v.36;No.246(02):119, 269-276. 4. Zhang Yipei, Zhang Ting, Shi Yiheng, etc. Analysis of processing technology and phenolic compounds of quinoa tea [J]. Food Science, 2019, 040(012):267-274. 5. Fan Rong, Yi guojuan, Lu Lan, Zeng Ming, Zhou Yangyang, Cheng Qiang. In vitro antibacterial activity of chlorogenic acid and its 13 main metabolites [J]. Chinese herbal medicine, 2020,51(24):6239-6245. 6. [IF = 5.455] Lu Lan et al."Quinic acid: a potential antibiofilm agent against clinical resistant Pseudomonas aeruginosa." Chin Med-Uk. 2021 Dec;16(1):1-17 7. [IF = 4.952] Yuting Zheng et al."Antioxidant, α-amylase and α-glucosidase inhibitory activities of bound polyphenols extracted from mung bean skin dietary fiber."Lwt Food Sci Technol. 2020 Oct;132:109943 8. [IF=4.24] Mengzhen Han et al."Effect of mixed Lactobacillus on the physicochemical properties of cloudy apple juice with the addition of polyphenols-concentrated solution."Food Biosci. 2021 Jun;41:101049 9. [IF=7.514] Jie Meng et al."Conduction of a chemical structure-guided metabolic phenotype analysis method targeting phenylpropane pathway via LC-MS: Ginkgo biloba and soybean as examples."FOOD CHEMISTRY. 2022 Oct;390:133155 |
(2E)-3-(3-HYDROXY-4-METHOXYPHENYL)ACRYLIC ACID - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| Uses | 3-hydroxy-4-methoxycinnamic acid can be used as a raw material to synthesize tranilast and various tranilast analogs using genetically engineered Saccharomyces cerevisiae strains (cinnamoyl o-aminobenzoate). It is also used for glycosidation to synthesize glycoside compounds. Isoferulic acid has the effects of anti-oxidation, scavenging free radicals, cell protection and anti-virus. used for content determination/identification/pharmacological experiment, etc. |
| biological activity | Isoferulic acid (3-Hydroxy-4-methoxycinnamic acid) is a cinnamic acid derivative with anti-diabetic activity. Isoferulic acid (3-Hydroxy-4-methoxycinnamic acid) binds to and activates α1-adrenergic receptors (IC50=1.4 μM), enhances β-endorphin secretion (EC50=52.2 nM) and increases glucose use in vitro. Isoferulic acid also has anti-influenza virus activity. |
Last Update：2024-04-09 18:58:34
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