Shikonin
Structural formula
| Business number | 05BZ |
|---|---|
| Molecular formula | C16H16O5 |
| Molecular weight | 288.30 |
| label |
5,8-Dihydroxy-2-[(1S)-1-hydroxy-4-methylpent-3-enyl]naphthalene-1,4-dione, Lithospermum red, 5,8-Dihydroxy-2-[(1S)-1-hydroxy-4-methylpent-3-enyl]naphthalene-1,4-dione, (-)-5,8-Dihydroxy-2-(1-hydroxy-4-methy-3-pentenyl)-1,4-naphthoquinone, Alkanna red, Anchus acid, 2-(1-Hydroxy-4-methyl-3-pentenyl)-5,8-dihydroxy-1,4-naphthoquinone, Natural red 20 |
Numbering system
CAS number:517-88-4
MDL number:None
EINECS number:208-245-7
RTECS number:None
BRN number:None
PubChem ID:None
Physical property data
1. Properties: Brown-red prismatic crystals with metallic luster.
2. Density (g/ cm3, 25/4℃): Undetermined
3. Relative steam density (g/cm 3, air=1): Undetermined
4. Melting point (ºC): 149
5. Boiling point (ºC, normal pressure): Undetermined
6. Boiling point (ºC, 8kPa): Undetermined
7. Refractive index: Undetermined
8. Flash point (ºC): Undetermined
9. Specific rotation (º): Undetermined
10. Autoignition point or ignition temperature (ºC): Undetermined
11. Vapor pressure (kPa, 25ºC ): Undetermined
12. Saturated vapor pressure (kPa, 60ºC): Undetermined
13. Heat of combustion (KJ/mol): Undetermined
14. Critical temperature (ºC): Undetermined
15. Critical pressure (KPa): Undetermined
16. Log value of oil-water (octanol/water) partition coefficient: Undetermined Determined
17. Explosion upper limit (%, V/V): Undetermined
18. Explosion lower limit (%, V/V): Undetermined
19. Solubility: soluble in organic solvents, slightly soluble in water.
Toxicological data
None yet
Ecological data
This substance may be harmful to the environment, and special attention should be paid to water bodies.
Molecular structure data
1. Molar refractive index: 75.86
2. Molar volume (cm3/mol): 209.9
3. Isotonic specific volume (90.2K ): 596.5
4. Surface tension (dyne/cm)��65.1
5. Polarizability (10-24cm3): 30.07
Compute chemical data
1. Reference value for hydrophobic parameter calculation (XlogP): 3
2. Number of hydrogen bond donors: 3
3. Number of hydrogen bond acceptors: 5
4. Number of rotatable chemical bonds: 3
5. Number of tautomers: 15
6. Topological molecule polar surface area 94.8
7. Number of heavy atoms: 21
8. Surface charge: 0
9. Complexity: 501
10. Number of isotope atoms: 0
11. Determine the number of atomic stereocenters: 1
12. Uncertain number of atomic stereocenters: 0
13. Determine the number of chemical bond stereocenters: 0
14. Number of uncertain chemical bond stereocenters: 0
15. Number of covalent bond units: 1
Properties and stability
Use and store according to specifications, no decomposition will occur, and avoid contact with oxides
Storage method
Stored in a cool, dry and well-ventilated warehouse. Keep away from fire and heat sources. Protect from direct sunlight. The packaging is sealed. They should be stored separately from acids and food chemicals, and avoid mixed storage. Suitable materials should be available in the storage area to contain spills.
Synthesis method
Exists in the roots of the Boraginaceae plant Lithospermum spp., Xinjiang Lithospermum and other plants. Lithospermum cell culture can also be used to produce shikonin.
Purpose
1. This product has anti-cancer, anti-inflammatory, antibacterial and other effects. It is clinically used to treat acute and chronic hepatitis and cirrhosis (ascites). Dermatology and hepatology are used to treat flat warts and psoriasis, and are used topically to treat burns and promote wound healing. Eye drops are used to treat herpes simplex keratitis and have certain effects on epithelial dendritic and superficial parenchymal dendritic keratitis. Oils are used to treat infant dermatitis, eczema, vaginitis, cervicitis, etc. Toothpaste containing this product can prevent and treat dental caries and gingivitis. It can also be used as a colorant in drugs, cosmetics and food.
2. Indicator, biological stain.
