28831-65-4

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
• CAS NO: 28831-65-4
• Molecular Formula: C27H22O12
• Molecular Weight: 538.459
• Product Categories: chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
• Mol File: 28831-65-4.mol
• Article Data: 0

Chemical Properties

• Melting Point: 183-188 °C
• Boiling Point: 862.6°Cat760mmHg
• Flash Point: 291.3°C
• Appearance: /
• Density: 1.642g/cm³
• Vapor Pressure: 9.83E-32mmHg at 25°C
• Refractive Index: 1.745
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 2.77±0.10(Predicted)
• CAS DataBase Reference: lithospermic acid(CAS DataBase Reference)
• NIST Chemistry Reference: lithospermic acid(28831-65-4)
• EPA Substance Registry System: lithospermic acid(28831-65-4)

Safety Data

• Hazardous Substances Data: 28831-65-4(Hazardous Substances Data)

Usage

Description

Lithospermic acid, also known as shikonin, is a natural naphthoquinone derivative found in the roots and flowers of the Lithospermum erythrorhizon plant. It exhibits a range of biological activities, including anti-inflammatory, antioxidant, and antimicrobial properties. Its unique chemical structure allows it to interact with various biological targets, making it a versatile compound with potential applications in different industries.

Uses

Used in Pharmaceutical Industry:
Lithospermic acid is used as a therapeutic agent for its anti-inflammatory and antimicrobial properties, making it a potential candidate for the treatment of various inflammatory and infectious diseases.
Used in Cosmetics Industry:
Lithospermic acid is used as an active ingredient in skincare products for its antioxidant and anti-inflammatory effects, which can help improve skin health and reduce signs of aging.
Used in Traditional Medicine:
Lithospermic acid has been used in traditional medicine for centuries, particularly in Chinese and Japanese medicine, for its various health benefits, including improving kidney function, preventing and treating cardiovascular diseases, and its anti-oxidation properties.
Used in Drug Delivery Systems:
Similar to gallotannin, lithospermic acid can also be incorporated into novel drug delivery systems to enhance its bioavailability and therapeutic outcomes. This can involve the use of organic and metallic nanoparticles as carriers for targeted delivery to specific tissues or cells.

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.

InChI:InChI=1/C27H22O12/c28-15-5-1-12(9-18(15)31)10-20(26(34)35)38-21(33)8-4-13-2-7-17(30)25-22(13)23(27(36)37)24(39-25)14-3-6-16(29)19(32)11-14/h1-9,11,20,23-24,28-32H,10H2,(H,34,35)(H,36,37)/b8-4+/t20-,23+,24-/m1/s1