Celastrol
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Celastrol
structure -
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CAS No:
34157-83-0
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Formula:
C29H38O4
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Chemical Name:
Celastrol
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Synonyms:
24,25,26-Trinoroleana-1(10),3,5,7-tetraen-29-oic acid,3-hydroxy-9,13-dimethyl-2-oxo-,(9β,13α,14β,20α)-;D:A-Friedo-24-noroleana-1(10),3,5,7-tetraen-29-oic acid,3-hydroxy-2-oxo-,(20α)-;24-Nor-D:A-friedooleana-1(10),3,5,7-tetraen-29-oic acid,3-hydroxy-2-oxo-;(9β,13α,14β,20α)-3-Hydroxy-9,13-dimethyl-2-oxo-24,25,26-trinoroleana-1(10),3,5,7-tetraen-29-oic acid;Celastrol;Tripterin;2-Picenecarboxylic acid,1,2,3,4,4a,5,6,6a,11,12b,13,14,14a,14b-tetradecahydro-10-hydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-,[2R-(2α,4aβ,6aβ,12bβ,14aα,14bβ)]-;2-Picenecarboxylic acid,1,2,3,4,4a,5,6,6a,11,12b,13,14,14a,14b-tetradecahydro-10-hydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-,(2R,4aS,6aS,12bR,14aS,14bR)-;NSC 70931;UI1590
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CAS No:
Description
Tripterin (Celastrol) is a proteasome inhibitor which potently and preferentially inhibits the chymotrypsin-like activity of a purified 20S proteasome with IC50 of 2.5 μM.
Solid
Celastrol is 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-alpha-induced NFkappaB activation. Also shown to inhibit topoisomerase II activity in vitro (IC50 = 7.41 muM). It has a role as an antioxidant, an anti-inflammatory drug, an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor, an antineoplastic agent, a Hsp90 inhibitor and a metabolite. It is a pentacyclic triterpenoid and a monocarboxylic acid.
Characteristics
74.60000
7.08
red
1.2±0.1 g/cm3
195 °C (decomp) @ Solvent: Diethyl ether, Ligroine
645.7±55.0 °C at 760 mmHg
358.3±28.0 °C
1.602
DMSO: >10mg/mL
Store at -20°C
205.6 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]
Safety Information
UN 2811 6.1 / PGIII
2
25
45-24/25
YJ7900000
T
P301 + P310
H301
|Danger|H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]|P264, P270, P301+P310, P321, P330, P405, and P501|Aggregated GHS information provided by 39 companies from 1 notifications to the ECHA C&L Inventory.
Celastrol Use and Manufacturing
An antioxidant natural product which inhibits the growth of human glioma xenografts in nude mice through suppressing VEGFR expression. Used for clinicaltreatment for rheumatoid arthritis, was demonstrated to have antiangiogenic activity, and be
Computed Properties
Molecular Weight:450.6
XLogP3:5.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:450.27700969
Monoisotopic Mass:450.27700969
Topological Polar Surface Area:74.6
Heavy Atom Count:33
Complexity:1100
Defined Atom Stereocenter Count:6
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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