Salvianolic Acid B

• CAS: 115939-25-8
• Catalog Number: ACM115939258
• Category: Main Products
• Molecular Weight: 718.62
• Molecular Formula: C36H30O16
• Synonyms: 4-[3-[1-Carboxy-2-(3,4-dihydroxy-phenyl) ethoxy]-3-oxo-1-propenyl]-2-(3,4-dihydrophenyl)-2,3-dihydro-7-hydroxyl-3-[1-carboxy-2-(3,4-dihydroxyphenyl) ethyl] ester
• IUPAC Name: (2R)-2-[(E)-3-[(2R,3R)-3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-4-yl]prop-2-enoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid
• Canonical SMILES: C1=CC(=C(C=C1C[C@H](C(=O)O)OC(=O)/C=C/C2=C3[C@H]([C@@H](OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)C(=O)O[C@H](CC5=CC(=C(C=C5)O)O)C(=O)O)O)O
• InChI: InChI=1S/C36H30O16/c37-20-6-1-16(11-24(20)41)13-27(34(45)46)50-29(44)10-5-18-3-9-23(40)33-30(18)31(32(52-33)19-4-8-22(39)26(43)15-19)36(49)51-28(35(47)48)14-17-2-7-21(38)25(42)12-17/h1-12,15,27-28,31-32,37-43H,13-14H2,(H,45,46)(H,47,48)/b10-5+/t27-,28-,31-,32+/m1/s1
• InChI Key: SNKFFCBZYFGCQN-PDVBOLEISA-N
• Boiling Point: 1020.3ºC at 760 mmHg
• Flash Point: 322.1ºC
• Density: 1.637 g/cm³
• Appearance: White powder
• Exact Mass: 718.15300

Case Study

Pharmacological Effects of Salvianolic Acid B on Antioxidant Damage

Xiao, Zhun, et al. Frontiers in pharmacology, 2020, 11, 572373.

Salvianolic acid B (Sal B) has a strong antioxidant effect, and its pharmacological effects have been widely studied.
Mechanisms of Sal B for Anti-Oxidation
· The pharmacological mechanisms: Sal B works by inhibiting the expressions of Tumor necrosis factor (TNF)-α, Cyclooxygenase (COX2), and NADPH oxidase (NOS) through the inhibition of TNF-α/Nuclear factor κB (NF-κB) and Toll-like receptor (TLR4)/NF-κ-B pathways. It also enhances the expression of antioxidant enzymes like Heme oxygenase-1 (HO-1), NQOD, and Superoxide dismutase (SOD), while inhibiting the expression of oxidases such as NOX-2, NOX-4, and Poly (ADP-ribozyme) polymerase 1 (PARP-1) through the Nuclear factor E2-related factor 2/Kelch-like ECH-related protein 1 pathway. This ultimately leads to the inhibition of Reactive oxygen species (ROS) generation and improvement in inflammation, cell apoptosis, autophagy, fibrosis, microcirculation disorders, and stem cell proliferation and differentiation.
· Sal B exerts its mechanisms in various chronic inflammatory diseases by increasing the expression of antioxidant enzymes like Superoxide dismutase (SOD), CAT, and GSH, and decreasing the expression of oxidative enzymes such as Cyclooxygenase (COX-2), NADPH oxidase (NOX)-4, and iNOS. This inhibition of Reactive oxygen species (ROS) and malondialdehyde (MDA) generation contributes to the improvement of chronic inflammation in different disease models. The findings suggest a close relationship between the anti-inflammatory and antioxidant effects of Sal B in treating chronic inflammatory diseases.

Custom Q&A

What is the molecular formula of Salvianolic acid B?

The molecular formula of Salvianolic acid B is C36H30O16.

What are the synonyms of Salvianolic acid B?

The synonyms of Salvianolic acid B are Lithospermic acid B, Dan Shen Suan B, and Danfensuan B.

What is the molecular weight of Salvianolic acid B?

The molecular weight of Salvianolic acid B is 718.6 g/mol.

What is the role of Salvianolic acid B?

Salvianolic acid B has multiple roles, including being an antioxidant, free radical scavenging compound, anti-inflammatory agent, hypoglycemic agent, osteogenesis regulator, apoptosis inducer, hepatoprotective agent, neuroprotective agent, cardioprotective agent, autophagy inhibitor, antidepressant, and antineoplastic agent.

What is Salvianolic acid B classified as?

Salvianolic acid B is classified as a polyphenol, a member of 1-benzofurans, an enoate ester, a dicarboxylic acid, and a member of catechols.

Where is Lithospermic acid B found?

Lithospermic acid B is a natural product found in Salvia deserti, Meehania fargesii, and other organisms.

What is the IUPAC name of Salvianolic acid B?

The IUPAC name of Salvianolic acid B is (2R)-2-[(E)-3-[(2S,3S)-3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-4-yl]prop-2-enoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid.

What is the InChIKey of Salvianolic acid B?

The InChIKey of Salvianolic acid B is SNKFFCBZYFGCQN-VWUOOIFGSA-N.

What is the Canonical SMILES of Salvianolic acid B?

The Canonical SMILES of Salvianolic acid B is C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=C3C(C(OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)C(=O)OC(CC5=CC(=C(C=C5)O)O)C(=O)O)O)O.

What is the CAS number of Salvianolic acid B?

The CAS number of Salvianolic acid B is 121521-90-2.