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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Y X Guo et al.
Journal of chromatography. A, 1218(29), 4606-4611 (2011-06-10)
Adsorption on polyamide resin was investigated as a means of separating lithospermic acid B (LAB) from a crude extract of the roots of the traditional Chinese medicine Salvia miltiorrhiza Bunge ("Danshen"). Variables affecting adsorption capacity (solution pH, contact time on
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
Hirobumi Yamamoto et al.
Chemical & pharmaceutical bulletin, 50(8), 1086-1090 (2002-08-23)
Cell suspension cultures of Lithospermum erythrorhizon produced a large amount of lithospermic acid B, a caffeic acid tetramer, as well as shikonin derivatives (each ca. 10% of dry wt.) when cultured in shikonin production medium M-9. Various culture factors for

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