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(2R)-3-(3,4-Dihydroxyphenyl)-2-({(2E)-3-[2-(3,4-dihydroxyphenyl)- 7-hydroxy-1-benzofuran-4-yl]-2-propenoyl}oxy)propanoic acid

Salvianolic acid C

CAS: 115841-09-3

Molecular Formula: C26H20O10

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  5. (2R)-3-(3,4-Dihydroxyphenyl)-2-({(2E)-3-[2-(3,4-dihydroxyphenyl)- 7-hydroxy-1-benzofuran-4-yl]-2-propenoyl}oxy)propanoic acid

(2R)-3-(3,4-Dihydroxyphenyl)-2-({(2E)-3-[2-(3,4-dihydroxyphenyl)- 7-hydroxy-1-benzofuran-4-yl]-2-propenoyl}oxy)propanoic acid - Names and Identifiers

Name Salvianolic acid C
Synonyms Salvianolicacid C
Salvianolic acid C
(2R)-3-(3,4-dihydroxyphenyl)-2-[(E)-3-[2-(3,4-dihydroxypheny...
(R,E)-3-(3,4-Dihydroxyphenyl)-2-((3-(2-(3,4-dihydroxyphenyl)-7-hydroxybenzofuran-4-yl)acryloyl)oxy)propanoic acid
(2R)-3-(3,4-Dihydroxyphenyl)-2-({(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]-2-propenoyl}oxy)propanoicaci
(2R)-3-(3,4-Dihydroxyphenyl)-2-({(2E)-3-[2-(3,4-dihydroxyphenyl)- 7-hydroxy-1-benzofuran-4-yl]-2-propenoyl}oxy)propanoic acid
Benzenepropanoic acid, a-[[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-4-benzofuranyl]-1-oxo-2-propen-1-yl]oxy]-3,4-dihydroxy-,(aR)-
Benzenepropanoic acid, α-[[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-4-benzofuranyl]-1-oxo-2-propen-1-yl]oxy]-3,4-dihydroxy-, (αR)-
(alphaR)-alpha-[[(2E)-3-[2-(3,4-Dihydroxyphenyl)-7-hydroxy-4-benzofuranyl]-1-oxo-2-propen-1-yl]oxy]-3,4-dihydroxybenzenepropanoic acid
CAS 115841-09-3

(2R)-3-(3,4-Dihydroxyphenyl)-2-({(2E)-3-[2-(3,4-dihydroxyphenyl)- 7-hydroxy-1-benzofuran-4-yl]-2-propenoyl}oxy)propanoic acid - Physico-chemical Properties

Molecular FormulaC26H20O10
Molar Mass492.43
Density1.570
Boling Point844.2±65.0 °C(Predicted)
Specific Rotation(α)(c, 0.1 in EtOH)+70
Solubility Soluble in methanol and water, insoluble in petroleum ether.
AppearanceYellow powder
pKa2.76±0.10(Predicted)
Storage Conditionunder inert gas (nitrogen or Argon) at 2-8°C
SensitiveEasily absorbing moisture
MDLMFCD16660675
Physical and Chemical PropertiesWhite crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from Salvia miltiorrhiza.
In vitro study Salvianolic acid C is a noncompetitive CYP2C8 inhibitor and a moderate mixed inhibitor of CYP2J2, with K i s of 4.82, 5.75 μM for CYP2C8 and CYP2J2, respectively. 1 and 5 μM Salvianolic acid C (SalC) could significantly inhibit the NO production induced by LPS. Salvianolic acid C decreases the expression of iNOS significantly. Salvianolic acid C inhibits LPS-induced TNF-α, IL-1β, IL-6 and IL-10 overproduction. Salvianolic acid C inhibits LPS-induced NF‑κB activation. Salvianolic acid C also increases the expression of Nrf2 and HO-1 in BV2 microglial cells.
In vivo study Salvianolic acid C (20 mg/kg) treatment could significantly decrease the escape latency. In addition, SalC (10 and 20 mg/kg) treatment significantly increase the platform crossing number compared with the LPS model group. Systemic administration of Salvianolic acid C down regulates the brain TNF-α, IL-1β and IL-6 levels compared with the model group. The iNOS and COX-2 levels in rat brain cortex and hippocampus are higher than that in the control group, while Salvianolic acid C treatment significantly down regulates the cortex and hippocampus regions. Salvianolic acid C (5, 10 and 20 mg/kg) treatment dose-dependently increases the p-AMPK, Nrf2, HO-1 and NQO1 levels in rat brain cortex and hippocampus.

(2R)-3-(3,4-Dihydroxyphenyl)-2-({(2E)-3-[2-(3,4-dihydroxyphenyl)- 7-hydroxy-1-benzofuran-4-yl]-2-propenoyl}oxy)propanoic acid - Reference

Reference
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1. Cheng Pei, Han Dongqi, Hu Weihui, etc. Simultaneous determination of 10 water-soluble and 4 fat-soluble components in Salvia miltiorrhiza by high performance liquid chromatography [J]. Journal of Pharmaceutical Analysis, 2015(06):991-996.
2. 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.
3. Cui Weiliang. Comparison of the distribution of chromatographic peaks of HPLC fingerprint before and after the processing of Danshen wine [J]. Liaoning Journal of Traditional Chinese Medicine, v.46;No.507(08):1707-1709.
4. Li, X., zhao, X., shu, Z. et al. Phoma glomerata D14. Curr Microbiol 73, 31-37 (2016). https://doi.org/10.1007/s00284-016-1023-y
5. Wang, Yang, et al. "Identification of Salvia species using high‐performance liquid chromatography combined with chemical pattern recognition analysis." Journal of separation science 41.3 (2018): 609-617.https://doi.org/10.1002/jssc.201701066
6. 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
7. [IF=4.759] Yanmei Zhang et al."Screening of mammalian target of rapamycin inhibitors in natural product extracts by capillary electrophoresis in combination with high performance liquid chromatography-tandem mass spectrometry."J Chromatogr A. 2015 Apr;1388:267
8. [IF=3.645] Yang Wang et al."Identification of Salvia species using high-performance liquid chromatography combined with chemical pattern recognition analysis."J Sep Sci. 2018 Feb;41(3):609-617
9. [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
10. [IF=2.188] Li Xiuqing et al."Phoma glomerata D14: An Endophytic Fungus from Salvia miltiorrhiza That Produces Salvianolic Acid C."Curr Microbiol. 2016 Jul;73(1):31-37
11. [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
12. [IF=3.361] Rong Wang et al."Resonant waveguide grating based assays for colloidal aggregate detection and promiscuity characterization in natural products."Rsc Adv. 2019 Nov;9(65):38055-38064
13. [IF=3] Qu Lala et al."Phenotypic assessment and ligand screening of ETA/ETB receptors with label-free dynamic mass redistribution assay."N-S Arch Pharmacol. 2020 Jun;393(6):937-950
14. [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
15. [IF=7.848] Mingyue Zhou et al."Oriented Layered Graphene Oxide Pad Favoring High Loading Capacity and Stability for High-Throughput Chemical Screening."Advanced Materials Technologies. 2022 Mar 11

(2R)-3-(3,4-Dihydroxyphenyl)-2-({(2E)-3-[2-(3,4-dihydroxyphenyl)- 7-hydroxy-1-benzofuran-4-yl]-2-propenoyl}oxy)propanoic acid - Reference Information

Biological activity Salvianolic acid C is a non-competitive inhibitor of cytochrome P4502C8 (CYP2C8) and a medium-strength mixed inhibitor of cytochrome P4502J2 (CYP2J2). Its Ki values for CYP2C8 and CYP2J2 are 4.82 μM and 5.75 μM, respectively.
target CYP2C8 4.82 μM (Ki) CYP2J2 5.75 μM (Ki)
in vitro study Salvianolic acid C is a noncompetitive CYP2C8 inhibitor and a moderate mixed inhibitor of CYP2J2, with K I s of 4.82, 5.75 μM for CYP2C8 and CYP2J2, respectively. 1 and 5 μM Salvianolic acid C (SalC) could significantly inhibit the NO production induced by LPS. Salvianolic acid C decreases the expression of iNOS significantly. Salvianolic acid C inhibits LPS-induced TNF-α, IL-1β, IL-6 and IL-10 overproduction. Salvianolic acid C inhibits LPS-induced NF-κB activation. Salvianolic acid C also increases the expression of Nrf2 and HO-1 in BV2 microglial cells.
in vivo study Salvianolic acid C (20 mg/kg) treatment could significantly decrease the escape latency. In addition, SalC (10 and 20 mg/kg) treatment significantly increase the platform crossing number compared with the LPS model group. Systemic administration of Salvianolic acid C down regulates the brain TNF-α, IL-1β and IL-6 levels compared with the model group. The iNOS and COX-2 levels in rat brain cortex and hippocampus are higher than that in the control group, while Salvianolic acid C treatment significantly down regulates the cortex and hippocampus regions. Salvianolic acid C (5, 10 and 20 mg/kg) treatment dose-dependently increases the p-AMPK, Nrf2, HO-1 and NQO1 levels in rat brain cortex and hippocampus.
chemical properties white crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from salvia miltiorrhiza.
use salvianolic acid C 1. it has obvious anti-platelet aggregation effect. 2. Free radical scavenger.
used for content determination/identification/pharmacological experiment, etc. Pharmacological effects: It has certain antioxidant, protection of brain tissue cell damage, protection of cardiovascular and cerebrovascular system and anti-HIV effects.
Last Update：2024-04-09 15:16:39
(2R)-3-(3,4-Dihydroxyphenyl)-2-({(2E)-3-[2-(3,4-dihydroxyphenyl)- 7-hydroxy-1-benzofuran-4-yl]-2-propenoyl}oxy)propanoic acid
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Shanghai Yuanye Bio-Technology Co., Ltd.
Spot supply
Product Name: Salvianolic acid C Visit Supplier Webpage Request for quotation
CAS: 115841-09-3
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409 Click to send a QQ message
Wechat: 18301782025
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(2R)-3-(3,4-Dihydroxyphenyl)-2-({(2E)-3-[2-(3,4-dihydroxyphenyl)- 7-hydroxy-1-benzofuran-4-yl]-2-propenoyl}oxy)propanoic acid
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