M3258

CAT: 0013-GTR19205478-05Size: 10 mgDry Ice: NoHazardous: No

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CAT#:0013-GTR19205478-05Size:10 mg

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Description

M3258

CAS Number

2285330-15-4

Field of Research

Cell Biology, Protein Biochemistry

Purity

99.91% (May vary between batches)

Smiles

C ([C@H] (NC (=O) [C@H]1[C@]2 (O[C@@] (C1) (CC2) [H]) [H]) B (O) O) C=3C=4C (OC3) =CC=CC4

Molecular Formula

C17H20BNO5

Molecular Weight

329.16

Storage Conditions

-20°C

Notes

For research use only.

Chemical Information

M-3258

LMP7 Inhibitor M3258 is an orally bioavailable, potent, selective, reversible inhibitor of the large multifunctional peptidase 7 (LMP7, Beta5i, PSMB8), a chymotrypsin-like, proteolytic subunit of the immunoproteasome, with potential antineoplastic activity. Upon oral administration, LMP7 inhibitor M3258 targets and inhibits the proteolytic activity of the LMP7 subunit of immunoproteasome, thereby blocking its deubiquitylating activity. This blocks the ubiquitin proteasome degradation pathway, prevents the degradation of defective proteins, and leads to an accumulation of poly-ubiquitylated proteins. This induces the unfolded protein response (UPR) and results in both the induction of tumor cell apoptosis and the inhibition of tumor cell growth. Proteasomes are large multi-subunit protease complexes that degrade unneeded or damaged proteins that have been ubiquitinated, thereby restoring protein homeostasis. Unlike the constitutive proteasome, which is expressed in most tissues, immunoproteasome is specifically present in normal and malignant hematopoietic cells, including multiple myeloma. Immunoproteasome degrades ubiquitinated proteins, generates peptides for presentation on MHC class I, and plays a key role in the adaptive immune response and inflammatory diseases.

CAS Number	2285330-15-4
PubChem CID	138319683
IUPAC Name	[(1R)-2-(1-benzofuran-3-yl)-1-[[(1S,2R,4R)-7-oxabicyclo[2.2.1]heptane-2-carbonyl]amino]ethyl]boronic acid
Molecular Formula	C17H20BNO5
Molecular Weight	329.2
Topological Polar Surface Area	91.9
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	5
Heavy Atom Count	24
Formal Charge	0
Complexity	476

SMILES

B([C@H](CC1=COC2=CC=CC=C21)NC(=O)[C@@H]3C[C@H]4CC[C@@H]3O4)(O)O

InChI

InChI=1S/C17H20BNO5/c20-17(13-8-11-5-6-15(13)24-11)19-16(18(21)22)7-10-9-23-14-4-2-1-3-12(10)14/h1-4,9,11,13,15-16,21-22H,5-8H2,(H,19,20)/t11-,13-,15+,16+/m1/s1

InChIKey

RFQDLTYXNINJON-OYNZBZHQSA-N

Chemical Structure

2D Structure

CAS: 2285330-15-4

CID: 138319683

Formula: C17H20BNO5

MW: 329.2

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	329.2
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	5
Exact Mass	329.1434529
Monoisotopic Mass	329.1434529
Topological Polar Surface Area	91.9 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	476
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
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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Catalog	Name
465513	M3258

M3258

Chemical Information

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