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Salinosporamide A

CAT: 0498-bs-75213C-01Size: 100 µgDry Ice: NoHazardous: No
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CAT#:0498-bs-75213C-01Size:100 µg
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CAS Number
437742-34-2
Conjugation
Unconjugated
Purity
>95% (HPLC)
Buffer
Solid
Solubility
Soluble in DMSO. Do not dissolve in methanol or ethanol.
Smiles
[H][C@](O)([C@@]1([H])CCCC=C1)[C@@]12NC(=O)[C@H](CCCl)[C@]1(C)OC2=O
Molecular Formula
C15H20ClNO4
Molecular Weight
313.8
Storage Conditions
Stable for 1 year after receipt when stored at -20°C.
Appearance
White solid.

Chemical Information

(-)-Salinosporamide A

Salinosporamide A is a salinosporamide in which the core (1R)-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione skeleton is substituted at positions 1, 4, and 5 by (1S)-cyclohex-2-en-1-yl(hydroxy)methyl, 2-chloroethyl, and methyl groups, respectively (the 1R,4R,5S diastereoisomer). A potent proteasome inhibitor, it has attracted interest for potential use in the treatment of various cancers. It has a role as an antineoplastic agent and a proteasome inhibitor. It is an organic heterobicyclic compound, an organochlorine compound, a salinosporamide, a beta-lactone and a gamma-lactam.

CAS Number437742-34-2
PubChem CID11347535
IUPAC Name(1R,4R,5S)-4-(2-chloroethyl)-1-[(S)-[(1S)-cyclohex-2-en-1-yl]-hydroxymethyl]-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione
Molecular FormulaC15H20ClNO4
Molecular Weight313.77
XLogP1.8
Topological Polar Surface Area75.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Heavy Atom Count21
Formal Charge0
Complexity508
SMILES
C[C@]12[C@H](C(=O)N[C@]1(C(=O)O2)[C@H]([C@H]3CCCC=C3)O)CCCl
InChI
InChI=1S/C15H20ClNO4/c1-14-10(7-8-16)12(19)17-15(14,13(20)21-14)11(18)9-5-3-2-4-6-9/h3,5,9-11,18H,2,4,6-8H2,1H3,(H,17,19)/t9-,10+,11+,14+,15+/m1/s1
InChIKey
NGWSFRIPKNWYAO-SHTIJGAHSA-N
Chemical Structure
2D Structure
2D structure of (-)-Salinosporamide A
CAS: 437742-34-2
CID: 11347535
Formula: C15H20ClNO4
MW: 313.77
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight313.77
XLogP31.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Exact Mass313.1080858
Monoisotopic Mass313.1080858
Topological Polar Surface Area75.6 Ų
Heavy Atom Count21
Formal Charge0
Complexity508
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
GW2220-100ugSalinosporamide A
AR-M01095-01Marizomib (Salinosporamide A)
HY-123706Salinosporamide C
MBS5783997Salinosporamide B
A4010-.1Salinosporamide A (NPI-0052, Marizomib)
AR-M01096-01Marizomib (Salinosporamide A) -d4
MBS3840077-01Marizomib (NPI-0052, salinosporamide A)
A13853-0.5Marizomib (NPI-0052, salinosporamide A) 500ug
A13853-0.1Marizomib (NPI-0052, salinosporamide A) 100ug

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