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Merck

SML0048

Salvianolic acid B

≥94% (HPLC), antioxidant, powder

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
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥94% (HPLC)
Form:
powder
Quality level:
Technical Service
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Product Name

Salvianolic acid B, ≥94% (HPLC)

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

Application

Salvianolic acid B has also been used to treat primary neuronal cells to test its effect on cell viability.
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.

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.


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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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)
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
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