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CBL0137

CAT: 0931-T4126-05Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0931-T4126-05Size:25 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
1197996-80-7
Target
P53, MDM-2/p53, NF-κB, Histone Acetyltransferase
Related Pathways
Chromatin/Epigenetic, NF-κB, Apoptosis
Purity
0.9968
Bioactivity
CBL0137 (Curaxin 137), a metabolically stable curaxin, activates p53 (EC50: 0.37 μM) and inhibits NF-κB (EC50: 0.47 μM) . It functionally inactivates the facilitates chromatin transcription complex (FACT), driving the effects on p53 and NF-κB and promoting cancer cell death. CBL0137 has broad anticancer activity in mice when administered orally, eradicates drug-resistant cancer stem cells, and potentiates the efficacy of gemcitabine in preClinicalal models of pancreatic cancer.
Smiles
C(CNC(C)C)N1C=2C(C=3C1=CC=C(C(C)=O)C3)=CC(C(C)=O)=CC2
Molecular Formula
C21H24N2O2
Molecular Weight
336.43
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

1,1'-(9-(2-((1-Methylethyl)amino)ethyl)-9H-carbazole-3,6-diyl)bis(ethanone)

CBL0137 is a member of the class of carbazoles that is 9H-carbazole which is substituted by acetyl groups at positions 3 and 6, and by a 2-isopropylethyl group on the nitrogen atom (position 9). It is a modulator of histone chaperone FACT (FAcilitates Chromatin Transcription) - interaction of CBL0137 with the FACT complex results in simultaneous NF- beta suppression, Heat Shock Transcription Factor 1 (HSF1) suppression and p53 activation - and shows antitumour effects in animal models of various cancers. It has a role as an antineoplastic agent, an apoptosis inducer, a NF-kappaB inhibitor and a p53 activator. It is a member of carbazoles, a secondary amino compound, a tertiary amino compound, a methyl ketone and an aromatic ketone.

CAS Number1197996-80-7
PubChem CID44519124
IUPAC Name1-[6-acetyl-9-[2-(propan-2-ylamino)ethyl]carbazol-3-yl]ethanone
Molecular FormulaC21H24N2O2
Molecular Weight336.4
XLogP3
Topological Polar Surface Area51.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count6
Heavy Atom Count25
Formal Charge0
Complexity466
SMILES
CC(C)NCCN1C2=C(C=C(C=C2)C(=O)C)C3=C1C=CC(=C3)C(=O)C
InChI
InChI=1S/C21H24N2O2/c1-13(2)22-9-10-23-20-7-5-16(14(3)24)11-18(20)19-12-17(15(4)25)6-8-21(19)23/h5-8,11-13,22H,9-10H2,1-4H3
InChIKey
JKCSODVERGVDLT-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 1,1'-(9-(2-((1-Methylethyl)amino)ethyl)-9H-carbazole-3,6-diyl)bis(ethanone)
CAS: 1197996-80-7
CID: 44519124
Formula: C21H24N2O2
MW: 336.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight336.4
XLogP33
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count6
Exact Mass336.183778013
Monoisotopic Mass336.183778013
Topological Polar Surface Area51.1 Ų
Heavy Atom Count25
Formal Charge0
Complexity466
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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B2036-5CBL0137
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