TRIPTERINE (CELASTROL)

TRIPTERINE
PRODUCT IDENTIFICATION
CAS NO.	34157-83-0
EINECS NO.
FORMULA	C₂₉H₃₈O₄
MOL WT.	450.61
H.S. CODE	2918.99.5000
TOXICITY
SYNONYMS	Tripterine; Tripterin; Celastrol;
(2R,4aS,6aS,6aR,14bR)-10-hydroxy-2,4a,6a,6a,9,14a-hexamethyl-11-oxo-1,3,4,5,6, 13,14,14b- octahydropicene-2-carboxylic acid; (20alpha)-3-Hydroxy-2-oxo- D:A-Friedo-24- noroleana- 1(10),3,5,7- tetraen-29-oic acid; 10-Hydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,2,3,4,4a, 5,6,6a,11,12b, 13,14, 14a,14b- tetradecahydropicene-2-carboxylic acid; 3-Hydroxy-24-nor-2-oxo-1(10),3,5,7- friedelatetraen- 29-oic acid;
SMILES	C12=CC(=O)C(=C(C2=CC=C2[C@]1(CC[C@@]1([C@@]2(CC[C@ @]2([C @H] 1C[C@](C(=O)O)(CC2)C)C)C)C)C)C)O
CLASSIFICATION	Triterpenoid, Anti-Inflammatory
EXTRA NOTES	A pentacyclic triterpenoid that is 24,25,26-trinoroleana-1(10),3,5,7- tetraen- 29-oic acid bearing an oxo substituent at position 2, a hydroxy substituent at position 3 and two methyl groups at positions 9 and 13. An antioxidant and anti-inflammatory agent. Potently inhibits lipid peroxidation in mitochondria and inhibits TNF-α-induced NFκB activation. Also shown to inhibit topoisomerase II activity in vitro (IC50 = 7.41 μM). (ChEBI) Isolated from Tripterygium wilfordii; potent inhibitory activity on both Kir2.1 and ERG1 potassium channels, leading to long qt syndrome.
PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE	red crystalline powder
MELTING POINT	190~ 195 C
BOILING POINT
SPECIFIC GRAVITY
SOLUBILITY IN WATER	Insoluble
SOLVENT SOLUBILITY	Soluble in most nonpolar solvents, DMSO, ethanol.
pH
VAPOR DENSITY
AUTOIGNITION
NFPA RATINGS	Health Hazard: 2 Fire: 0 Reactivity Hazard:0
REFRACTIVE INDEX
FLASH POINT
STABILITY	Stable under ordinary conditions.
GENERAL DESCRIPTION & EXTERNAL LINKS
Wikipedia Linking - Quinone methide Google Scholar Search - Celastrol Drug Information Portal (U.S. National Library of Medicine) - Tripterine PubChem Compound Summary - Celastrol http://www.ebi.ac.uk/ - Celastrol http://www.ncbi.nlm.nih.gov/ - Celastrol http://cancerres.aacrjournals.org/ Celastrol has been effectively used in the treatment of autoimmune diseases, asthma, chronic inflammation, and neurodegenerative disease. Under in vitro conditions, Celastrol was found to inhibit cancer cell proliferation and induce leukemic cell death; however, the molecular mechanism involved still remains unclear. Chinese Medical Journal Celastrol is a major active component of Tripterygium wilfordii named “Thunder God Vine”, which is widely used to treat rheumatoid arthritis in China. The present study aims to demonstrate that celastrol has potent anticancer activity against glioma in vitro and in vivo. Local Tripterine (celastrol) is a pentacyclic triterpenoid compound isolated from the Chinese Tripterygium wilfordii Hook. It has an activity of immunosuppressive and anti-inflammatory. Triterpenes antioxidants are not common, but tripterine's antioxidant potency is equivalent to about 15 times that of alpha-tocopherol.
SALES SPECIFICATION
APPEARANCE	red crystalline powder
PURITY	98.0% min
MELTING POINT	190~ 195 C
LOSS ON DRYING	0.5% max
TRANSPORTATION
PACKING	III
HAZARD CLASS	6.1
UN NO.	2811
SAFETY INFORMATION
HAZARD OVERVIEW	Toxic if swallowed. May be harmful if inhaled. May cause respiratory tract irritation. May be harmful if absorbed through skin. May cause skin irritation. May cause eye irritation.
GHS
SIGNAL WORD	Warning
PICTOGRAMS
HAZARD STATEMENTS	H301
P STATEMENTS	P301 + P310
EC DIRECTIVES
HAZARD CODES	T
RISK PHRASES	25
SAFETY PHRASES	45