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Z-VAD-FMK

CAT: 0607-A1902-5Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0607-A1902-5Size:5 mg
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Description
Cell-permeable, irreversible pan-caspase inhibitor
CAS Number
187389-52-2
Product Name Alternative
methyl (3S)-5-fluoro-3-[[(2S)-2-[[(2S)-3-methyl-2-(phenylmethoxycarbonylamino)butanoyl]amino]propanoyl]amino]-4-oxopentanoate
Sequence
Benzyloxycarbonyl-Val-Ala-Asp(OMe)-fluoromethylketone,Z-Val-Ala-Asp(OMe)-FMK
Field of Research
Apoptosis Caspase Proteases Caspase
Purity
0.9922
Solubility
≥23.37 mg/mL in DMSO; insoluble in EtOH; insoluble in H2O
Smiles
CC(C)C(C(=O)NC(C)C(=O)NC(CC(=O)OC)C(=O)CF)NC(=O)OCC1=CC=CC=C1
Molecular Formula
C22H30FN3O7
Molecular Weight
467.49
Shipping Conditions
Blue ice
Storage Conditions
Store at -20°C.

Chemical Information

Z-VAD-fmk

Z-Val-Ala-Asp(OMe)-CH2F is a tripeptide consisting of Z-Val-Ala-Asp(OMe) in which the C-terminal OH group has been replaced by a fluoromethyl group. An irreversible pan-caspase inhibitor. It has a role as a protease inhibitor and an apoptosis inhibitor. It is a carbamate ester, an organofluorine compound and a tripeptide.

CAS Number187389-52-2
PubChem CID5497174
IUPAC Namemethyl (3S)-5-fluoro-3-[[(2S)-2-[[(2S)-3-methyl-2-(phenylmethoxycarbonylamino)butanoyl]amino]propanoyl]amino]-4-oxopentanoate
Molecular FormulaC22H30FN3O7
Molecular Weight467.5
XLogP1.9
Topological Polar Surface Area140
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count8
Rotatable Bond Count14
Heavy Atom Count33
Formal Charge0
Complexity695
SMILES
C[C@@H](C(=O)N[C@@H](CC(=O)OC)C(=O)CF)NC(=O)[C@H](C(C)C)NC(=O)OCC1=CC=CC=C1
InChI
InChI=1S/C22H30FN3O7/c1-13(2)19(26-22(31)33-12-15-8-6-5-7-9-15)21(30)24-14(3)20(29)25-16(17(27)11-23)10-18(28)32-4/h5-9,13-14,16,19H,10-12H2,1-4H3,(H,24,30)(H,25,29)(H,26,31)/t14-,16-,19-/m0/s1
InChIKey
MIFGOLAMNLSLGH-QOKNQOGYSA-N
Chemical Structure
2D Structure
2D structure of Z-VAD-fmk
CAS: 187389-52-2
CID: 5497174
Formula: C22H30FN3O7
MW: 467.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight467.5
XLogP31.9
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count8
Rotatable Bond Count14
Exact Mass467.20677847
Monoisotopic Mass467.20677847
Topological Polar Surface Area140 Ų
Heavy Atom Count33
Formal Charge0
Complexity695
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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