(R)-a,3,4-Trihydroxybenzenepropanoic acid
Danshensu
CAS: 76822-21-4
Molecular Formula: C9H10O5
(R)-a,3,4-Trihydroxybenzenepropanoic acid - Names and Identifiers
| Name | Danshensu |
| Synonyms | Danshensu dan shen suan a Dan shen suan A SALVIANIC ACID A Salvianic acid A SALVIANIC ACID A SODIUM SALT 3-(3,4-Dihydroxyphenyl)-D-lactic acid (r)-a,3,4-trihydroxybenzenepropanoic acid (R)-a,3,4-Trihydroxybenzenepropanoic acid 3-(3',4'-Dihydroxyphenyl)-(2R)-lactic acid 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoic acid sodium 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate (R)-2-Hydroxy-3-(3,4-dihydroxyphenyl)propionic acid (R)-2-Hydroxy-3-(3,4-dihydroxyphenyl)propanoic acid |
| CAS | 76822-21-4 |
| InChI | InChI=1/C9H10O5.Na/c10-6-2-1-5(3-7(6)11)4-8(12)9(13)14;/h1-3,8,10-12H,4H2,(H,13,14);/q;+1/p-1 |
(R)-a,3,4-Trihydroxybenzenepropanoic acid - Physico-chemical Properties
| Molecular Formula | C9H10O5 |
| Molar Mass | 198.17 |
| Density | 1.546 |
| Melting Point | >210°C (dec.) |
| Boling Point | 481.5±40.0 °C(Predicted) |
| Specific Rotation(α) | +11.5°(methanol) |
| Flash Point | 259.1°C |
| Solubility | Soluble in water and common organic solvents, such as methanol, ethanol, acetone, ether, etc. |
| Vapor Presure | 4.42E-10mmHg at 25°C |
| Appearance | White long needle crystal |
| Color | Light Beige |
| pKa | 3.82±0.10(Predicted) |
| Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
| MDL | MFCD07781415 |
| Physical and Chemical Properties | White Crystal, soluble in methanol, ethanol, DMSO and other organic solvents, derived from Salvia miltiorrhiza. |
| In vitro study | Danshensu can reduce lipid peroxidation on mitochondrial membrane by scavenging free radicals, reducing sulfhydryl oxidation, inhibiting mitochondrial membrane permeability and transport. Danshensu can significantly improve the cell viability of H9c2 cardiomyocytes and reduce the release of LDH. In cells, increased phosphorylation of Akt and ERK1/2. The protective effect of danshensu can be PI3K inhibitor wortmannin or ERK inhibitor u0126. Danshensu can exert its cardioprotective effect in ischemia-reperfusion model, and the possible mechanism is to inhibit cardiomyocyte apoptosis. Danshensu increases the expression of Bcl-2 and reduces the expression of Bax and active caspase-3 by activating Akt and ERK signaling pathways. Danshensu can play an active role in many biological processes, such as improving microcirculation, inhibiting the production of reactive oxygen species, inhibiting platelet adhesion and aggregation, protects endothelial cells from damage caused by inflammation. |
| In vivo study | Pretreatment of ISO-treated rats with danshensu significantly reduced the ST segment (P<0.001). Its pretreatment can also significantly reduce the level of cTnI in serum. Therefore, Danshensu can have a protective effect on myocardial infarction in rats induced by ISO. In the rat model of myocardial ischemia-reperfusion injury, Danshensu significantly reduced the area of myocardial infarction, the production of CK-MB and the level of cTnI in serum. |
(R)-a,3,4-Trihydroxybenzenepropanoic acid - Reference
| Reference Show more | 1. Fan Hongjing, Liu Chenmin, Yang Jiehong et al. Optimization of extraction technology of danshensu from Salvia miltiorrhiza [J]. Chinese Journal of Traditional Chinese Medicine, 2016 v.34(04):782-784. 2. Ye Feng, Cao Wenfu. Mechanism of Salvia miltiorrhiza containing serum in regulating TGF-β1 and CyclinD1 in rat hepatic stellate cells [J]. Journal of Chongqing Medical University 2016 41(04):369-373. 3. Chen, Qian, Linhui, Yu, Jingwei, et al. Inhibitory effect of danshensu on oral squamous cell carcinoma cell line CAL-27 in vitro [J]. Oral medicine 2019 039(002):113-116. 4. Wang Hongyu, Li Jingjing, Zhou Ying, etc. Pharmacokinetics of danshensu in Xinmeng granules in rats [J]. New Traditional Chinese Medicine and Clinical Pharmacology, 2017(4). 5. Tang Yimei, Gao suya, Zhang Yan, et al. Process conditions and mechanism of ionic liquid assisted extraction of danshensu from Salvia miltiorrhiza [J]. Chemical Technology, 2018, 026(003):42-46. 6. Liang Min, Sun, Huian, et al. Simultaneous determination of 11 components in Huxin oral liquid by LC-MS/MS [J]. Chinese patent medicine 2018 040(001):105-109. 7. Zhou Huifen, he, Yi, AI, Chao, et al. Pharmacokinetics of Danhong injection in rats with Cerebral Ischemia reperfusion [J]. Chinese herbal medicine 2016(20). 8. Cui Weiliang, Li Huifen, Zhang Xuelan, et al. Analysis of 5 kinds of qualitative change compounds before and after wine processing of Danshen by UPLC-QE/MS [J]. Chinese patent medicine 2019 041(004):844-849. 9. Zhi Xuran, Dong Zhanjun, Wu Yin, et al. Simultaneous determination of four components in Shenkang injection by HPLC [J]. West China Journal of Pharmacy 2017(03):297-299. 10. Huang Juan, Qiu Xiaohui, Bai Junqi, etc. Quality Evaluation of root medicine Salvia miltiorrhiza Precision Powder [J]. Chinese Journal of Experimental prescriptions, 2017, 023(011):18-22. 11. Zhi Xuran, Liu Hongtao, Wu Yin et al. Simultaneous determination of seven active components in Shenkang injection by UPLC-MS/MS [J]. Journal of Pharmaceutical Analysis, 2017, 037(001):37-42. 12. Li Qingqing, Zhang Jifen. Determination of 14 components in guanxinning [J]. Suyan science & technology 2019 046(006):33-35. 13. Black Xiao-Bin, Li Huan, Li Hui, Liang Xiao-yan, Gao Jing, Peng Liang, Li Yi-min, Zhang Gang. Construction of sterile culture system and HPLC analysis of effective components in Salvia miltiorrhiza [J]. Chinese herbal medicine, 2020,51(22):5833-5838. 14. Cheng, Yan, et al. "Decomposition of five phenolic compounds in high temperature water." Journal of the Brazilian Chemical Society 25 (2014): 2102-2107.https://doi.org/10.5935/0103-5053.20140201 15. Li J, Liu H, Yang Z, Yu Q, Zhao L Wang Y. Synergistic Effects of Cryptotanshinone and Senkyunolide I in Guanxinning Tablet Against Endogenous Thrombus Formation in Zebrafish. Front Pharmacol. 2021;11:622787. Published 2021 Jan 14. doi:10.3389/fphar.2020.6 16. Wang, Jixia, et al. "Discovery of new targets of phenolic acids in danshen using a label-free cell phenotypic assay." RSC Advances 5.33 (2015): 25768-25776.https://doi.org/10.1039/C4RA16102E 17. [IF=3.049] Jixia Wang et al."Discovery of new targets of phenolic acids in danshen using a label-free cell phenotypic assay."Rsc Adv. 2015 Mar;5(33):25768-25776 18. [IF=6.475] Shi Qiu et al."Selection of appropriate post-harvest processing methods based on the metabolomics analysis of Salvia miltiorrhiza Bunge."Food Res Int. 2021 Jun;144:110366 19. [IF=5.81] Chenning Zhang et al."Global Analysis the Potential Medicinal Substances of Shuangxia Decoction and the Process In Vivo via Mass Spectrometry Technology."Front Pharmacol. 2021; 12: 654807 20. [IF=5.81] Jun Li et al."Synergistic Effects of Cryptotanshinone and Senkyunolide I in Guanxinning Tablet Against Endogenous Thrombus Formation in Zebrafish."Front Pharmacol. 2020; 11: 622787 21. [IF=4.759] Yi Zhang et al."Screening of inhibitors against histone demethylation jumonji domain-containing protein 3 by capillary electrophoresis."J Chromatogr A. 2020 Feb;1613:460625 22. [IF=4.36] Jing Chen et al."Salvianolic acid B and ferulic acid synergistically promote angiogenesis in HUVECs and zebrafish via regulating VEGF signaling."J Ethnopharmacol. 2021 Sep;:114667 23. [IF=3.512] Yahong Chen et al."Identification of Potential Human Ryanodine Receptor 1 Agonists and Molecular Mechanisms of Natural Small-Molecule Phenols as Anxiolytics."Acs Omega. 2021;XXXX(XXX):XXX-XXX 24. [IF=6.057] Qi Tong et al.Biosynthesis-based spatial metabolome of Salvia miltiorrhiza Bunge by combining metabolomics approaches with mass spectrometry-imaging.Talanta. 2021 Nov;:123045 25. [IF=9.078] Jun Qian et al."A strategy for effective recovery of salvianolic acid a from Salvia miltiorrhiza (Danshen) through multiple interactions."Compos Part B- Eng. 2022 Feb;231:109563 |
(R)-a,3,4-Trihydroxybenzenepropanoic acid - Reference Information
| Plant Source: | Salvia miltiorrhiza |
| properties | danshensu is a light brown-yellow to white crystalline powder with slight gas and bitter taste. |
| Use | danshensu has the functions of activating blood circulation to remove blood stasis, regulating qi and relieving pain, and is used for chest tightness and angina pectoris. danshensu has the effect of relaxing coronary smooth muscle and treating myocardial infarction. It is used for activating blood circulation to remove blood stasis, regulating qi to relieve pain, and for chest tightness and angina pectoris. for content determination/identification/pharmacological experiments. Pharmacological Efficacy: inhibition of platelet aggregation and anticoagulant effect of antibacterial anti-inflammatory and enhance the immune function. |
| biological activity | Danshensu (Salvianic acid A) is A traditional Chinese medicine, has potential anti-tumor and anti-angiogenic effects. Danshensu inhibited CYP2E1 and CYP2C9 with IC50 values of 36.63 μm and 75.76 μm, respectively. |
| Target | Value |
| CYP2E1 (Cell-free assay) | 36.63 μM |
| CYP2C9 (Cell-free assay) | 75.76 μM |
Last Update：2024-04-09 21:32:08
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Multiple SpecificationsSpot supply
Product Name: Danshensu Visit Supplier Webpage Request for quotationCAS: 76822-21-4
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
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