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Merck

SML0048

Sigma-Aldrich

Salvianolic acid B

≥94% (HPLC)

Sinónimos:

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

Fórmula empírica (notación de Hill):
C36H30O16
Número de CAS:
Peso molecular:
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


Certificados de análisis (COA)

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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)
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)
Anja Watzke et al.
Journal of natural products, 69(8), 1231-1233 (2006-08-29)
Salvianolic acid B and lithospermic acid B are the major components of Salvia miltiorrhiza, which is one of the most popular herbal traditional medicines in Asian countries. Salvianolic acid B and lithospermic acid B are reported to have identical structures
H Yamamoto et al.
Journal of chromatography. B, Biomedical sciences and applications, 738(1), 3-15 (2000-04-25)
A high-performance liquid chromatography (HPLC) analysis system based on a water-acetonitrile gradient program was established for simultaneous quantification of shikimate-derived secondary metabolites in cultured cells of Lithospermum erythrorhizon. The cells cultured in pigment production medium (M-9) are capable of producing
Xiaochuan Li et al.
Drug metabolism and disposition: the biological fate of chemicals, 35(2), 234-239 (2006-11-30)
Salviae miltiorrhiza, a traditional Chinese medical herb known as "Danshen," has been widely used in clinics to improve blood circulation, relieve blood stasis, and treat coronary heart disease. Depside salts from S. miltiorrhiza are a novel drug in which magnesium

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