Celastrol (Standard)

CAT: 0804-HY-13067R-01Size: 5 mgDry Ice: NoHazardous: No

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CAT#:0804-HY-13067R-01Size:5 mg

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Description

Celastrol (Standard) is the analytical standard of Celastrol. This product is intended for research and analytical applications. Celastrol (Tripterine; Tripterin) is a proteasome inhibitor which potently and preferentially inhibits the chymotrypsin-like activity of a purified 20S proteasome with IC50 of 2.5 μM.

CAS Number

34157-83-0

Product Name Alternative

Tripterine (Standard) ; Tripterin (Standard)

UNSPSC

12352211

Hazard Statement

H301

Target

Apoptosis; Autophagy; Endogenous Metabolite; Mitophagy; Proteasome; Reference Standards

Type

Reference Standards

Related Pathways

Apoptosis; Autophagy; Metabolic Enzyme/Protease; Others

Field of Research

Inflammation/Immunology; Cancer

Assay Protocol

https://www.medchemexpress.com/celastrol-standard.html

Purity

99.91

Smiles

OC1=C(C2=CC=C3[C@](C)([C@]4(CC[C@]3(C2=CC1=O)C)C)CC[C@@]5(C)CC[C@@](C(O)=O)(C[C@]54[H])C)C

Molecular Formula

C29H38O4

Molecular Weight

450.61

Precautions

H301

References & Citations

[1]Yang H, et al. Celastrol, a triterpene extracted from the Chinese "Thunder of God Vine, " is a potent proteasome inhibitor and suppresses human prostate cancer growth in nude mice. Cancer Res. 2006 May 1;66 (9) :4758-65|[2]Guan Y, et al. Celastrol attenuates oxidative stress in the skeletal muscle of diabetic rats by regulating the AMPK-PGC1α-SIRT3 signaling pathway. Int J Mol Med. 2016 May;37 (5) :1229-38.

Shipping Conditions

Blue Ice

Storage Conditions

-20°C, sealed storage, away from light and moisture

Scientific Category

Reference Standards

Chemical Information

Celastrol

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 NFB activation. Also shown to inhibit topoisomerase II activity in vitro (IC50 = 7.41 M). It has a role as an antioxidant, a metabolite, an anti-inflammatory drug, an antineoplastic agent, an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor and a Hsp90 inhibitor. It is a monocarboxylic acid and a pentacyclic triterpenoid.

CAS Number	34157-83-0
PubChem CID	122724
IUPAC Name	(2R,4aS,6aR,6aS,14aS,14bR)-10-hydroxy-2,4a,6a,6a,9,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylic acid
Molecular Formula	C29H38O4
Molecular Weight	450.6
XLogP	5.9
Topological Polar Surface Area	74.6
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	1
Heavy Atom Count	33
Formal Charge	0
Complexity	1100

SMILES

CC1=C(C(=O)C=C2C1=CC=C3[C@]2(CC[C@@]4([C@@]3(CC[C@@]5([C@H]4C[C@](CC5)(C)C(=O)O)C)C)C)C)O

InChI

InChI=1S/C29H38O4/c1-17-18-7-8-21-27(4,19(18)15-20(30)23(17)31)12-14-29(6)22-16-26(3,24(32)33)10-9-25(22,2)11-13-28(21,29)5/h7-8,15,22,31H,9-14,16H2,1-6H3,(H,32,33)/t22-,25-,26-,27+,28-,29+/m1/s1

InChIKey

KQJSQWZMSAGSHN-JJWQIEBTSA-N

Chemical Structure

2D Structure

CAS: 34157-83-0

CID: 122724

Formula: C29H38O4

MW: 450.6

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
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 Å²
Heavy Atom Count	33
Formal Charge	0
Complexity	1100
Isotope Atom Count	0
Defined Atom Stereocenter Count	6
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

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200694	Celastrol

Celastrol (Standard)

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