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lithospermic acid

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lithospermic acid Basic information

Product Name:
lithospermic acid
Synonyms:
  • lithospermic acid
  • 4-{(E)-2-[1-Carboxy-2-(3,4-dihydroxy-phenyl)-ethoxycarbonyl]-vinyl}-2-(3,4-dihydroxy-phenyl)-7-hydroxy-2,3-dihydro-benzofuran-3-carboxylic acid
  • Aids071478
  • Aids-071478
  • Clinopodic acid H
  • (2S,3S)-4-[(E)-3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid
  • 3-Benzofurancarboxylic acid, 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-, (2S,3S)-
  • (2S,3S)-4-((E)-3-((R)-1-Carboxy-2-(3,4-dihydroxyphenyl)ethoxy)-3-oxoprop-1-en-1-yl)-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydrobenzofuran-3-carboxylic acid
CAS:
28831-65-4
MF:
C27H22O12
MW:
538.46
Product Categories:
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
Mol File:
28831-65-4.mol
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lithospermic acid Chemical Properties

Melting point:
183-188 °C
Boiling point:
862.6±65.0 °C(Predicted)
Density 
1.642±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
Soluble in methan
form 
powder
pka
2.77±0.10(Predicted)
color 
White
InChIKey
UJZQBMQZMKFSRV-RGKBJLTCSA-N
SMILES
O1C2=C(O)C=CC(/C=C/C(O[C@@H](C(O)=O)CC3=CC=C(O)C(O)=C3)=O)=C2[C@H](C(O)=O)[C@H]1C1=CC=C(O)C(O)=C1
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lithospermic acid Usage And Synthesis

Chemical Properties

Pale yellow crystals, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from the rhizome of Salvia miltiorrhiza, Lithospermum erythrorhizon of the Boraginaceae family.

Uses

Shikoric acid has the functions of improving kidney function, preventing and treating cardiovascular diseases, and anti-oxidation.

Biological Activity

Lithospermic acid, a plant-derived polycyclic phenolic carboxylic acid isolated from Salvia miltiorrhiza, has antioxidant and hepatoprotective activities against CCl4-induced acute and in vitro liver injury.

in vivo

Lithospermic acid (50 mg/kg, po for 6 days) exhibits cardioprotective efficacy against MI/R injury in mouse models[2].
Lithospermic acid (10-30 mg/kg, po, single dose) exhibits uric acid lowering and anti-inflammatory effects in rats hyperuricemia and gouty arthritis models[3].

Animal Model:C57BL/6 mouse MI/R injury models[2]
Dosage:50 mg/kg
Administration:po for 6 days
Result:Improved MI/R-induced cardiac dysfunction.
Animal Model:Hyperuricemia and gouty arthritis model[3]
Dosage:10-30 mg/kg
Administration:po, single dose
Result:Reduced the serum uric acid and monosodium urate crystal-induced paw edema.

target

ROS | ERK | MMP(e.g.TIMP) | DNA/RNA Synthesis | Caspase | TNF-α | HIV | SOD | GPx | Xanthine oxidas | MPO | MDA

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