Shan Daonian

Structural formula

Business number	0524
Molecular formula	C15H18O3
Molecular weight	246.30
label	Shan Dao Nian, Ascarisin, Ascaris, 3a,5,5a,9b-Tetrahydro-3,5a,9-trimethylnap-hthol[1,2-b]-furan-2,8(3H,4H)-dione, α-Santonin

• Numbering system
• Physical property data
• Toxicological data
• Ecological data
• Molecular structure data
• Computing chemical data
• More
  • Properties and Stability
  • Storage method
  • Synthesis method
  • Purpose

Numbering system

CAS number:481-06-1

MDL number:MFCD00135865

EINECS number:207-560-7

RTECS number:LE3150000

BRN number:89489

PubChem number:24899466

Physical property data

1. Character:Colorless rhombic wedge-shaped transparent crystal or white powder

2. Density (g/ m³,25/4℃): 1.187

3. Relative vapor density (g/cm³,AIR=1): Not OK

4. Melting point (ºC):170-173

5. Boiling point (ºC,Normal pressure): Undetermined

6. Boiling point (ºC,5.2kPa): Undetermined

7. Refractive index: Undetermined

8. Flash point (ºC): Undetermined

9. Specific optical 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. Oil and water (octanol/Log value of water) partition coefficient: Undetermined

17. Explosion limit (%,V/V): Undetermined

18. Lower explosion limit (%,V/V): Undetermined

19. Solubility: slightly soluble in water

Toxicological data

Acute toxicity: Adult males via unknown routeLDLo: 15mg/kg, no details except lethal dose;

Mouse oral LD50: 900mg/kg, no detailed instructions except the lethal dose;

Mouse intraperitoneal LD50: 130mg/kg, no details except lethal dose;

Mouse transvenousLD50: 180mg/kg, no details except lethal dose;
Highly toxic. Irritating

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:66.64

2、 Molar volume（m³/mol)：208.5

3、 isotonic ratio (90.2K):530.9

4、 Surface tension（dyne/cm)：42.0

5, Polarizability(10^-24cm³）：26.42

Compute chemical data

1. Hydrophobic parameter calculation reference value (XlogP):2.3

2. Hydrogen Bonding Number of donors: 0

3. Hydrogen Bonding Number of receptors: 3

4. Rotatable Number of chemical bonds: 0

5. Interchange Number of isomers: 2

6. Topological molecules Polar surface area (TPSA）：43.4

7. Number of heavy atoms:18

8. Surface charge ：0

9. Complexity ：500

10. Isotope atomic number:0

11. Determine the number of atomic stereocenters:4

12. Uncertain number of atomic stereocenters:0

13. Determine the number of stereocenters of chemical bonds:0

14. No Determine the number of stereocenters of chemical bonds: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

Save in a sealed manner and place it in a ventilated and dry place to avoid contact with other oxides.

Synthesis method

It is present in a certain plant of the genus Artemisia. It can be extracted from the flower buds of Artemisia roundworm, a plant of the genus Asteraceae. Take Artemisia roundworm buds, add milk of lime (pH 11-12) and boil them in hot water. The resulting leach solution is neutralized with hydrochloric acid, then concentrated under reduced pressure, cooled, and then adjusted to pH 1-2 with hydrochloric acid. Stir and heat to obtain the cyclization solution. . The cyclization liquid is fully cooled to precipitate Shandaonian crystals. The crude product obtained is recrystallized with ethanol to obtain the finished product of Sandao Nian.

Purpose

Anthelmintics. It has been used for a long time for roundworm infections with remarkable efficacy.
Synthesis of various sesquiterpenoids using chiral materials. Medical repellents.