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6AN (6-Aminonicotinamide)

CAT: 0957-S9783-10mM/1mLSize: 10 mM/1mLDry Ice: NoHazardous: No
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CAT#:0957-S9783-10mM/1mLSize:10 mM/1mL
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
329-89-5
Target
Dehydrogenase
Applications
Metabolism
Smiles
NC (=O) C1=CC=C (N) N=C1
Molecular Formula
C6H7N3O
Additionnal Information
6AN (6-Aminonicotinamide) is an antimetabolite used to inhibit the NADPH-producing pentose phosphate pathway (PPP) in many cellular systems, making them more susceptible to oxidative stress. 6-Aminonicotinamide is a competitive inhibitor of NADP+-dependent enzyme glucose-6-phosphate dehydrogenase (G6PD) with Ki of 0.46 μM.
Storage Conditions
3 years -20°C powder

Chemical Information

6-Aminonicotinamide

6-aminonicotinamide is a monocarboxylic acid amide resulting from the formal condensation of the carboxy group of 6-aminonicotinic acid with ammonia. An inhibitor of the NADP+-dependent enzyme, 6-phosphogluconate dehydrogenase, it interferes with glycolysis, resulting in ATP depletion and synergizes with DNA-crosslinking chemotherapy drugs, such as cisplatin, in killing cancer cells. It has a role as an antimetabolite, a teratogenic agent and an EC 1.1.1.44 (NADP(+)-dependent decarboxylating phosphogluconate dehydrogenase) inhibitor. It is a monocarboxylic acid amide, an aminopyridine and a primary amino compound. It is functionally related to a 6-aminonicotinic acid.

CAS Number329-89-5
PubChem CID9500
IUPAC Name6-aminopyridine-3-carboxamide
Molecular FormulaC6H7N3O
Molecular Weight137.14
XLogP0.7
Topological Polar Surface Area82
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Heavy Atom Count10
Formal Charge0
Complexity137
SMILES
C1=CC(=NC=C1C(=O)N)N
InChI
InChI=1S/C6H7N3O/c7-5-2-1-4(3-9-5)6(8)10/h1-3H,(H2,7,9)(H2,8,10)
InChIKey
ZLWYEPMDOUQDBW-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 6-Aminonicotinamide
CAS: 329-89-5
CID: 9500
Formula: C6H7N3O
MW: 137.14
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight137.14
XLogP30.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Exact Mass137.058911855
Monoisotopic Mass137.058911855
Topological Polar Surface Area82 Ų
Heavy Atom Count10
Formal Charge0
Complexity137
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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