CAS 115841-09-3|Salvianolic acid C

Introduction:Basic information about CAS 115841-09-3|Salvianolic acid C, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameSalvianolic acid C
CAS Number115841-09-3Molecular Weight492.431
Density1.6±0.1 g/cm3Boiling Point844.2±65.0 °C at 760 mmHg
Molecular FormulaC26H20O10Melting Point/
MSDS/Flash Point464.4±34.3 °C

Names

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

Salvianolic acid C BiologicalActivity

DescriptionSalvianolic acid C is a noncompetitive Cytochrome P4502C8 (CYP2C8) inhibitor and a moderate mixed inhibitor of Cytochrome P45022J2 (CYP2J2), with Kis of 4.82 μM and 5.75 μM for CYP2C8 and CYP2J2, respectively.
Related CatalogSignaling Pathways >>Metabolic Enzyme/Protease >>Cytochrome P450Research Areas >>CancerNatural Products >>Others
Target

CYP2C8:4.82 μM (Ki)

CYP2J2:5.75 μM (Ki)

In VitroSalvianolic acid C is a noncompetitive CYP2C8 inhibitor and a moderate mixed inhibitor of CYP2J2, with Kis of 4.82, 5.75 μM for CYP2C8 and CYP2J2, respectively[1]. 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[2].
In VivoSalvianolic 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[2].
References

[1]. Xu MJ, et al. Inhibitory Effects of Danshen components on CYP2C8 and CYP2J2. Chem Biol Interact. 2018 Jun 1;289:15-22.

[2]. Song J, et al. Activation of Nrf2 signaling by salvianolic acid C attenuates NF‑κB mediated inflammatory response both in vivo and in vitro. Int Immunopharmacol. 2018 Oct;63:299-310.

Chemical & Physical Properties

Density1.6±0.1 g/cm3
Boiling Point844.2±65.0 °C at 760 mmHg
Molecular FormulaC26H20O10
Molecular Weight492.431
Flash Point464.4±34.3 °C
Exact Mass492.105652
PSA177.89000
LogP3.12
Vapour Pressure0.0±3.3 mmHg at 25°C
Index of Refraction1.752
InChIKeyGCJWPRRNLSHTRY-VURDRKPISA-N
SMILESO=C(C=Cc1ccc(O)c2oc(-c3ccc(O)c(O)c3)cc12)OC(Cc1ccc(O)c(O)c1)C(=O)O
Storage condition2-8C

Synonyms

(2R)-3-(3,4-Dihydroxyphenyl)-2-({(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl}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
Benzenepropanoic acid, α-[[(2E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-4-benzofuranyl]-1-oxo-2-propen-1-yl]oxy]-3,4-dihydroxy-, (αR)-
Salvianolic acid C
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