Chelidonine

  • Stylophorine
  • (+)-Chelidonine monohydrate
  • [5bR-(5ba,6b,12ba)]-5b,6,7,12b,13,14-Hexahydro-13-methyl[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridin-6-ol
Formula
C20H19NO5
Structure
Uses
Chelidonine iInhibits tubulin polymerization and disrupts microtubular structure, leading to cell cycle arrest in G2/M. Exposure of cells to chelidonine induces activation of the SAPK/JNK phorphorylation cascade.

Registry Numbers and Inventories.
CAS
476-32-4
EC (EINECS/ELINCS)
207-504-1
20/21/22
RTECS
FL9450000
RTECS class
Drug; Natural Product
Merck
13,2061
Beilstein/Gmelin
4275089
Beilstein Reference
6-27

Properties.
Formula
C20H19NO5
Formula mass
353.40
Melting point, °C
135 - 136
Boiling point, °C
507
Vapor pressure, mmHg
4E-11 (25 C)
Density
1.411 g/cm3
Solubility in water
Insoluble
pKa/pKb
8.56 (pKb)
Heat of vaporization
81.9 kJ/mol

Hazards and Protection.
Protection
Wear appropriate government approved respirator, chemical-resistant gloves, safety goggles, other protective clothing.
Small spills/leaks
Sweep up, place in a bag and hold for waste disposal. Avoid raising dust. Ventilate area and wash spill site after material pickup is complete.
Stability
Stable at normal temperatures and pressures.
Decomposition
Thermal decomposition may produce carbon monoxide, carbon dioxide, and nitrogen oxides.

Fire.
Fire fighting
Extinguish using Carbon dioxide, dry chemical powder, or appropriate foam. Wear self-contained breathing apparatus and protective clothing to prevent contact with skin and eyes.
Hazards
Emits toxic fumes under fire conditions.

Health.
Exposure effects
Harmful. Harmful by inhalation, in contact with skin and if swallowed. Target organ(s): Smooth muscle. Skeletal muscle.

First aid
 
   Ingestion
If swallowed, wash out mouth with water provided person is conscious. Call a physician.
   Inhalation
If inhaled, remove to fresh air. If breathing becomes difficult, call a physician.
   Skin
In case of skin contact, flush with copious amounts of water for at least 15 minutes. Remove contaminated clothing and shoes. Call a physician.
   Eyes
In case of contact with eyes, flush with copious amounts of water for at least 15 minutes. Assure adequate flushing by separating the eyelids with fingers. Call a physician.

Transport.