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SML0048

Sigma-Aldrich

Salvianolic acid B

≥94% (HPLC)

Synonym(s):

Dan Shen Suan B, Danfensuan B, Lithospermic acid B, (2S,3S)-4-[(1E)-3-[(1R)-1-Carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxo-1-propen-1-yl]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-3-benzofurancarboxylic acid 3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethyl] ester

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About This Item

Empirical Formula (Hill Notation):
C36H30O16
CAS Number:
Molecular Weight:
718.61
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥94% (HPLC)

form

powder

optical activity

[α]/D +95 to +115°, c = 1 in methanol

color

white to tan

solubility

H2O: ≥5 mg/mL

shipped in

wet ice

storage temp.

−20°C

SMILES string

OC(=O)[C@@H](Cc1ccc(O)c(O)c1)OC(=O)\C=C\c2ccc(O)c3O[C@@H]([C@@H](C(=O)O[C@H](Cc4ccc(O)c(O)c4)C(O)=O)c23)c5ccc(O)c(O)c5

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-VWUOOIFGSA-N

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Application

Salvianolic acid B (Sal B) has been used to determine the inhibitory effect of Sal B on aggregation kinetics of α-synuclein by thioflavin T (ThT) fluorescence assay. It has also been used as a reference compound to confirm the reproducibility of myelophil by finger printing analysis.
Salvianolic acid B has also been used to treat primary neuronal cells to test its effect on cell viability.

Biochem/physiol Actions

Salvianolic acid B is a cell protective antioxidant and free radical scavenger being investigated for a variety of conditions from ischemic heart disorders to Alzheimer′s disease. Several mechanisms of action have been proposed including EGFR, PDGF and MMP-9 inhibition and inhibition of the TGF-β1/Smads and NF-κB signaling pathways. Salvianolic acid B acts as scavengers of reactive oxygen species, reduces the adherence of leukocytes to endothelial cells, inhibits matrix metalloproteinases and inflammation. It has cardioprotective effects as it reduces lipid peroxidation in damaged cardiac tissue and decreases the leakage of lactic acid dehydrogenase.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Genotoxicity Evaluation of an Ethanol Extract Mixture of Astragali Radix and Salviae miltiorrhizae Radix
Lee J S, et al.
Evidence-Based Complementary and Alternative Medicine : ECAM, 2018 (2018)
Dihydromyricetin and Salvianolic acid B inhibit alpha-synuclein aggregation and enhance chaperone-mediated autophagy
Wu J Z, et al.
Translational neurodegeneration, 8(1), 18-18 (2019)
Jing-Hui Feng et al.
Plants (Basel, Switzerland), 10(6) (2021-07-03)
Arthritis is a common condition that causes pain and inflammation in a joint. Previously, we reported that the mixture extract (ME) from Agrimonia pilosa Ledeb. (AP) and Salvia miltiorrhiza Bunge (SM) could ameliorate gout arthritis. In the present study, we
Yong-Xue Guo et al.
Journal of pharmaceutical and biomedical analysis, 43(4), 1249-1255 (2006-11-23)
The degradation of lithospermic acid B (LAB) was investigated as a function of buffer concentration, pH and temperature. Stability tests were performed using a stability-indicating high-performance liquid chromatography (HPLC) with UV-vis detection. The degradation followed pseudo-first-order kinetics under all experimental
Yong-Xue Guo et al.
Journal of pharmaceutical and biomedical analysis, 43(2), 435-439 (2006-09-05)
The hydrolytic kinetics of lithospermic acid B (LAB) extracted from the roots of Salvia miltiorrhiza (Chinese herb: danshen) was investigated by using reversed-phase high-performance liquid chromatography (HPLC) with UV-vis detection. The influences of initial drug concentration, pH and temperature on

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