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.
For research use only. We do not sell to patients.
- CAS No.: 156724-91-3
- Formula: C22H28N6O14P2
- Molecular Weight:662.44
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
|
IMPDH1 0.787 μM () |
IMPDH2 0.884 μM () |
β-Benzamide adenine dinucleotide (BAD) (1-2 mM) is a competitive inhibitor of human NAD kinase with a Ki of 90 μM, inhibits 90% of human NAD kinase activity at 1 mM, inhibits 37% of M. tuberculosis NAD kinase activity at 2 mM, and shows minimal activity against M. tuberculosis NAD kinase at 1 mM[1].
β-Benzamide adenine (BAD) dinucleotide is formed via anabolic conversion of benzamide riboside in K562 leukemia cells, and is produced in greater amounts than TAD under the same conditions[3].
β-Benzamide adenine dinucleotide inhibits both IMPDH Type I and IMPDH Type II with similar potency, exhibiting IC50 values of 0.787 µM and 0.884 µM, respectively[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 156724-91-3
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Molecular Weight 662.44
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Formula C22H28N6O14P2
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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
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
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]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
β-Benzamide adenine dinucleotide Related Classifications
HY-147342 Related Classifications
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- β-Benzamide adenine dinucleotide
- 156724-91-3
- Drug Metabolite
- IMPDH
- malate dehydrogenase
- lactate dehydrogenase
- human inosine monophosphate dehydrogenase
- K562 erythroleukemic cells
- Mycobacterium tuberculosis NAD kinase
- erythroid leukemia cells
- IMPDH type II
- human NAD kinase
- glutamate dehydrogenase
- chronic myelogenous leukemia
- Inhibitor
- inhibitor
- inhibit