530-59-6
3,5-Dimethoxy-4-hydroxycinnamic acid
CAS: 530-59-6
Molecular Formula: C11H12O5
530-59-6 - Names and Identifiers
530-59-6 - Physico-chemical Properties
| Molecular Formula | C11H12O5 |
| Molar Mass | 224.21 |
| Density | 1.1478 (rough estimate) |
| Melting Point | ~202 °C |
| Boling Point | 285.61°C (rough estimate) |
| Flash Point | 158.6°C |
| Water Solubility | insoluble |
| Solubility | Soluble in hot ethanol, slightly soluble in water and ether. |
| Vapor Presure | 3.12E-07mmHg at 25°C |
| Appearance | Crystallization |
| Color | white |
| BRN | 2130006 |
| pKa | 4.53±0.10(Predicted) |
| Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
| Stability | Stable. Incompatible with strong oxidizing agents, strong bases. Combustible. |
| Refractive Index | 1.4720 (estimate) |
| MDL | MFCD00004401 |
| Physical and Chemical Properties | White powder, soluble in chloroform, ether, methanol, derived from rapeseed meal. |
| In vitro study | Sinapinic acid acts as an inhibitor of HDAC, with an IC 50 of 2.27 mM. Sinapinic acid also inhibits ACE-I activity. Sinapinic acid inhibits HDAC activity in HeLa cells, suppresses the growth of HeLa and HT29 cells with IC 50 s of 0.91 ± 0.02 mM and 1.6 ± 0.02 mM at 72 h, respectively, induces apoptosis of these cancer cells. |
| In vivo study | Sinapinic acid (5 or 25 mg/kg, p.o. daily for 4 weeks) increases the serum estradiol concentration; decreases insulin resistance and the triglyceride and total cholesterol concentrations; and favorably affects the parameters of antioxidant abilities (reduces glutathione, superoxide dismutase) and oxidative damage in rats. |
530-59-6 - 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. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection |
| WGK Germany | 3 |
| HS Code | 29189900 |
| Hazard Note | Irritant |
530-59-6 - Reference
| Reference Show more | 1. Li Li, Yin Xiaojie, Li Li, et al. Pharmacokinetics and PK-PD correlation analysis of sinapic acid in roasted semen raphani in rats [J]. Chinese Journal of Experimental prescriptions. 2. Song Army Pigeon, Cao Chen, Li Jinwei, et al. Comparison of sample pretreatment methods for determination of phenolic compounds in rapeseed oil [J]. China Oils and fats, 2019, v.44;No.346(12):137-141. 3. Xia Ying, Li Liang, Dong Xiaoyuan, etc. Cloning and expression of phenolic acid decarboxylase from Bacillus amyloliquefaciens [J]. Microbiology, 2020(7). 4. Li, mingue, et al. "Evaluation of Anthocyanin Profile and Color in Sweet Cherry Wine: Effect of Sinapic Acid and Grape Tannins during Aging." Molecules 26.10 (2021): 2923.https://doi.org/10.3390/molecules26102923 5. Zheng, Yuting, et al. "Antioxidant, α-amylase and α-glucosidase inhibitory activities of bound polyphenols extracted from mung bean skin dietary fiber." LWT 132 (2020): 109943.https://doi.org/10.1016/j.lwt.2020.109943 6. Yi Zhong, Shufang Wang, Bingjie Zhu, Ruoliu Wang Yiyu Cheng,A strategy for identifying effective and risk compounds of botanical drugs with LC-QTOF-MS and network analysis: A case study of Ginkgo biloba preparation,Journal of Pharmaceutical and Biomedic 7. [IF=5.279] Yingying Wei et al."Hot Air Treatment Induces Disease Resistance through Activating the Phenylpropanoid Metabolism in Cherry Tomato Fruit."J Agr Food Chem. 2017;65(36):8003-8010 8. [IF=7.514] Jinxue Hou et al."Variations in phenolic acids and antioxidant activity of navel orange at different growth stages."Food Chem. 2021 Oct;360:129980 9. [IF=7.514] Xiaoming Yu et al."Impact of processing technologies on isoflavones, phenolic acids, and antioxidant capacities of soymilk prepared from 15 soybean varieties."Food Chem. 2021 May;345:128612 10. [IF=6.475] Yuge Guan et al."Proteomic analysis validates previous findings on wounding-responsive plant hormone signaling and primary metabolism contributing to the biosynthesis of secondary metabolites based on metabolomic analysis in harvested broccoli (Brassica o 11. [IF=5.537] Yi Wang et al."Reactive oxygen species-mediated the accumulation of suberin polyphenolics and lignin at wound sites on muskmelons elicited by benzo (1 2, 3)-thiadiazole-7-carbothioic acid S-methyl ester."Postharvest Biol Tec. 2020 Dec;170:111325 12. [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 13. [IF=4.952] Yuxin Hao et al."Stability and mechanism of phenolic compounds from raspberry extract under in vitro gastrointestinal digestion."Lwt Food Sci Technol. 2021 Mar;139:110552 14. [IF=4.932] Dandan Wang et al."Simultaneous Quantification of Trace and Micro Phenolic Compounds by Liquid Chromatography Tandem-Mass Spectrometry."Metabolites. 2021 Sep;11(9):589 15. [IF=4.411] Mingyue Li et al."Evaluation of Anthocyanin Profile and Color in Sweet Cherry Wine: Effect of Sinapic Acid and Grape Tannins during Aging."Molecules. 2021 Jan;26(10):2923 16. [IF=4.24] Nana Li et al."Characterization of phenolic compounds and anti-acetylcholinase activity of coconut shells."Food Biosci. 2021 Aug;42:101204 17. [IF=3.935] Jingyun Zheng et al."A systematic investigation on free phenolic acids and flavonoids profiles of commonly consumed edible flowers in China."J Pharmaceut Biomed. 2019 Aug;172:268 18. [IF=3.935] Yi Zhong et al."A strategy for identifying effective and risk compounds of botanical drugs with LC-QTOF-MS and network analysis: A case study of Ginkgo biloba preparation."J Pharmaceut Biomed. 2021 Jan;193:113759 19. [IF=6.475] Jinxin Li et al."Trapping of reactive carbonyl species by fiber-bound polyphenols from whole grains under simulated physiological conditions."Food Res Int. 2022 Jun;156:111142 20. [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 |
530-59-6 - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| Biological activity | Sinapinic acid (Sinapic acid) is a natural small hydroxyl cinnamic acid, belonging to the phenylpropane class, usually used as a matrix in MALDI mass spectrometry. Sinapinic acid (Sinapic acid) as an inhibitor of HDAC, IC50 is 2.27 mM, and ACE-1 activity is also inhibited. |
| Target | Value |
| use | for content determination/identification/pharmacological experiments, etc. |
Last Update：2024-04-09 20:52:54
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