156724-91-3
Chemical Structure
β-Benzamide adenine dinucleotide
- CAS No.: 156724-91-3
- Formula:C22H28N6O14P2
- Molecular Weight:662.44
IUPAC Name: 5-bromo-8-nitro-1-naphthaldehyde
InChIKey: HNKKJJHKTPALEK-RACQCECLSA-N
SMILES: O[C@@H]1[C@H](O)[C@@H](COP(OP(OC[C@@H]2[C@@H](O)[C@@H](O)[C@H](C3=CC=CC(C(N)=O)=C3)O2)(O)=O)(O)=O)O[C@H]1N(C=N4)C5=C4C(N)=NC=N5
Biological Activity: β-Benzamide adenine dinucleotide is a biologically active metabolite of benzamide riboside. β-Benzamide adenine dinucleotide is a competitive inhibitor of human NAD kinase with a Ki value of 90 μM, and inhibits human IMPDH with IC50 values of 0.787 μM and 0.884 μM for type I and type II, respectively. β-Benzamide adenine dinucleotide exhibits inhibitory activities against lactate dehydrogenase, glutamate dehydrogenase, and malate dehydrogenase. β-Benzamide adenine dinucleotide can be used for the study of chronic myelogenous leukemia[1][2][3].
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β-Benzamide adenine dinucleotide | β-Benzamide adenine dinucleotide is a biologically active metabolite of benzamide riboside. β-Benzamide adenine dinucleotide is a competitive inhibitor of human NAD kinase with a Ki value of 90 μM, and inhibits human IMPDH with IC50 values of 0.787 μM and 0.884 μM for type I and type II, respectively. β-Benzamide adenine dinucleotide exhibits inhibitory activities against lactate dehydrogenase, glutamate dehydrogenase, and malate dehydrogenase. β-Benzamide adenine dinucleotide can be used for the study of chronic myelogenous leukemia. | |||||||||||||||||||||
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References
- [1]. Bonnac L, et al. Probing binding requirements of NAD kinase with modified substrate (NAD) analogues. Bioorg Med Chem Lett. 2007;17(6):1512-1515. [Content Brief]
- [2]. Lesiak K, et al. Synthesis of nonhydrolyzable analogues of thiazole-4-carboxamide and benzamide adenine dinucleotide containing fluorine atom at the C2' of adenine nucleoside: induction of K562 differentiation and inosine monophosphate dehydrogenase inhibitory activity. J Med Chem. 1997;40(16):2533-2538. [Content Brief]
- [3]. Zatorski A, et al. Chemical synthesis of benzamide adenine dinucleotide: inhibition of inosine monophosphate dehydrogenase (types I and II). J Med Chem. 1996;39(12):2422-2426. [Content Brief]
