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(E/Z) -NSC-687852

CAT: 0804-HY-15432Size: 1 EachDry Ice: NoHazardous: No
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Description
(E/Z) -NSC-687852 is a isomer of NSC-687852. NSC687852 (b-AP15) is a specific inhibitor of the deubiquitinating enzymes UCHL5 and Usp14[1].
CAS Number
330450-45-8
Product Name Alternative
(E/Z) -b-AP15
UNSPSC
12352005
Target
Deubiquitinase
Related Pathways
Cell Cycle/DNA Damage
Field of Research
Cancer
Smiles
O=C1/C(CN(C(C=C)=O)C/C1=C\C2=CC=C([N+]([O-])=O)C=C2)=C\C3=CC=C([N+]([O-])=O)C=C3
Molecular Formula
C22H17N3O6
Molecular Weight
419.39
References & Citations
[1]Berndtsson M, et al. Induction of the lysosomal apoptosis pathway by inhibitors of the ubiquitin-proteasome system. Int J Cancer. 2009;124 (6) :1463-1469.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

b-AP15

B-AP15 is a member of the class of piperidones that is piperidin-4-one substituted by a 3-oxoprop-1-en-3-yl group at position 1 and 4-nitrobenzylidene groups at positions 3 and 5. It is an inhibitor of ubiquitin-specific-processing protease 14 (USP14) and ubiquitin carboxyl-terminal hydrolase isozyme L5 (UCHL5). It has a role as an antineoplastic agent, a proteasome inhibitor, an anti-inflammatory agent and an apoptosis inducer. It is a member of acrylamides, a nitrophenol and a member of piperidones.

CAS Number330450-45-8
PubChem CID5351435
IUPAC Name(3E,5E)-3,5-bis[(4-nitrophenyl)methylidene]-1-prop-2-enoylpiperidin-4-one
Molecular FormulaC22H17N3O6
Molecular Weight419.4
XLogP3.3
Topological Polar Surface Area129
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Heavy Atom Count31
Formal Charge0
Complexity750
SMILES
C=CC(=O)N1C/C(=C\C2=CC=C(C=C2)[N+](=O)[O-])/C(=O)/C(=C/C3=CC=C(C=C3)[N+](=O)[O-])/C1
InChI
InChI=1S/C22H17N3O6/c1-2-21(26)23-13-17(11-15-3-7-19(8-4-15)24(28)29)22(27)18(14-23)12-16-5-9-20(10-6-16)25(30)31/h2-12H,1,13-14H2/b17-11+,18-12+
InChIKey
GFARQYQBWJLZMW-JYFOCSDGSA-N
Chemical Structure
2D Structure
2D structure of b-AP15
CAS: 330450-45-8
CID: 5351435
Formula: C22H17N3O6
MW: 419.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight419.4
XLogP33.3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Exact Mass419.11173527
Monoisotopic Mass419.11173527
Topological Polar Surface Area129 Ų
Heavy Atom Count31
Formal Charge0
Complexity750
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
MBS575846Z-JIB-04 (NSC 693627)
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MBS576886JIB-04 (NSC 693627)(E)
280390-01Ifosfamide (Asta Z-4942, NSC-1097) discontinued. See I0720
MBS6020550-01Ifosfamide (N,3-Bis (2-chloroethyl) tetrahydro-2H-1,3,2-oxazaphosphorinh-2-amine 2-Oxide, A-4942, Asta Z-4942, NSC-1097)
256062-01NSC 687852
2021-50NSC-687852
A15391-10NSC 687852 10mg
A15391-50NSC 687852 50mg
A15391-25NSC 687852 25mg

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