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TW-37

CAT: 0421-27775-3Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0421-27775-3Size:25 mg
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Background
TW-37 is a Bcl-2 inhibitor that has been shown to inhibit the angiogenic potential of endothelial cells in vitro. S-phase arrest and apoptosis in pancreatic cancer cell lines have been observed to be induced by TW-37. It binds to the Bcl-2 homology domain 3 (BH3) groove of Bcl-2 preventing the heterodimerization of proapoptotic proteins (such as Bid, Bim, and Bad) with Bcl-2 and subsequently allowing them to induce apoptosis. Recent studies indicate TW-37 is able to inhibit the growth of a broad range of cancer cells (such as breast, prostate, lymphoma, and pancreatic cancer), since it induces S-phase cell cycle arrest with regulation of several important cell cycle related genes, including p27, p57, E2F-1, cdc25A, CDK4, cyclin A, cyclin D1 and cyclin E.
Description
TW-37 is a potent small-molecule inhibitor that attenuates Bcl-2 activation and inhibits multiple Bcl-2 family members including Bcl-xL and Mcl-1. TW-37 also inhibits in vivo and in vitro the activation of Jagged-1 and Notch-1.
CAS Number
877877-35-5
Solubility
Soluble in DMSO (100 mM), ethanol (5 mM), and water (<1 mg/mL) .
Molecular Formula
C33H35NO6S
Shipping Conditions
Room Temperature (continental US) or Gel Packs
Storage Conditions
Store at or below –20°C. Solid form is stable at least 12 months from date of receipt, when stored as directed. Do not store aqueous solutions for more than one day.
Calculated Molecular Weight
573.7 Da

Chemical Information

TW-37

TW-37 is a secondary carboxamide resulting from the formal condensation of the carboxy group of 2,3,4-trihydroxy-5-[2-(propan-2-yl)benzyl]benzoic acid with the amino group of 4-[(2-tert-butylphenyl)sulfonyl]aniline. It is a potent inhibitor of Bcl-2 family of proteins (Ki = 260, 290 and 1110 nM for Mcl-1, Bcl-2 and Bcl-xL). It has a role as a radiosensitizing agent, a B-cell lymphoma 2 inhibitor, an antineoplastic agent, an angiogenesis inhibitor and an apoptosis inducer. It is a secondary carboxamide, a member of benzamides, a benzenetriol and a sulfone.

CAS Number877877-35-5
PubChem CID11455910
IUPAC NameN-[4-(2-tert-butylphenyl)sulfonylphenyl]-2,3,4-trihydroxy-5-[(2-propan-2-ylphenyl)methyl]benzamide
Molecular FormulaC33H35NO6S
Molecular Weight573.7
XLogP7.8
Topological Polar Surface Area132
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Heavy Atom Count41
Formal Charge0
Complexity963
SMILES
CC(C)C1=CC=CC=C1CC2=CC(=C(C(=C2O)O)O)C(=O)NC3=CC=C(C=C3)S(=O)(=O)C4=CC=CC=C4C(C)(C)C
InChI
InChI=1S/C33H35NO6S/c1-20(2)25-11-7-6-10-21(25)18-22-19-26(30(36)31(37)29(22)35)32(38)34-23-14-16-24(17-15-23)41(39,40)28-13-9-8-12-27(28)33(3,4)5/h6-17,19-20,35-37H,18H2,1-5H3,(H,34,38)
InChIKey
PQAPVTKIEGUPRN-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of TW-37
CAS: 877877-35-5
CID: 11455910
Formula: C33H35NO6S
MW: 573.7
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight573.7
XLogP37.8
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Exact Mass573.21850901
Monoisotopic Mass573.21850901
Topological Polar Surface Area132 Ų
Heavy Atom Count41
Formal Charge0
Complexity963
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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