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Mitoguazone

CAT: 0931-T35617-06Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0931-T35617-06Size:100 mg
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CAS Number
459-86-9
Target
Apoptosis, HIV Protease
Related Pathways
Apoptosis, Microbiology/Virology, Proteases/Proteasome
Purity
0.98
Bioactivity
Mitoguazone (Methyl-GAG) is a selective S-adenosyl-methionine decarboxylase inhibitor that penetrates the blood-brain barrier and disrupts polyamine biosynthesis. Mitoguazone is a synthetic polycarbonyl derivative with anti-tumor activity that inhibits the integration of HIV DNA into cellular DNA in monocytes and macrophages, inducing apoptosis. Mitoguazone can be used to prevent acute leukemia, Hodgkin lymphoma and non-Hodgkin lymphoma.
Smiles
C\C(\C=N\NC(N)=N)=N/NC(N)=N
Molecular Formula
C5H12N8
Molecular Weight
184.2
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Mitoguazone

Mitoguazone is a hydrazone obtained by formal condensation of the two carbonyl groups of methylglyoxal with the primary amino groups of two molecules of aminoguanidine. It has a role as an antineoplastic agent, an apoptosis inducer and an EC 4.1.1.50 (adenosylmethionine decarboxylase) inhibitor. It is a member of guanidines and a hydrazone. It is functionally related to a methylglyoxal and an aminoguanidine. It is a conjugate base of a mitoguazone(2+).

CAS Number459-86-9
PubChem CID5351154
IUPAC Name2-[(E)-[(1E)-1-(diaminomethylidenehydrazinylidene)propan-2-ylidene]amino]guanidine
Molecular FormulaC5H12N8
Molecular Weight184.20
XLogP-2.2
Topological Polar Surface Area154
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Heavy Atom Count13
Formal Charge0
Complexity264
SMILES
C/C(=N\N=C(N)N)/C=N/N=C(N)N
InChI
InChI=1S/C5H12N8/c1-3(11-13-5(8)9)2-10-12-4(6)7/h2H,1H3,(H4,6,7,12)(H4,8,9,13)/b10-2+,11-3+
InChIKey
MXWHMTNPTTVWDM-NXOFHUPFSA-N
Chemical Structure
2D Structure
2D structure of Mitoguazone
CAS: 459-86-9
CID: 5351154
Formula: C5H12N8
MW: 184.20
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight184.20
XLogP3-2.2
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Exact Mass184.11849242
Monoisotopic Mass184.11849242
Topological Polar Surface Area154 Ų
Heavy Atom Count13
Formal Charge0
Complexity264
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

Alternative Products

CatalogName
JH915491Mitoguazone
bs-82916C-01Mitoguazone · 2HCl
HY-106634RMitoguazone (Standard)
abx283045-01Mitoguazone 2HCl
TBI4552-50MGMitoguazone 2HCl, Polyamine biosynthesis inhibitor

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