NAP

NADP NICOTINAMIDE-ADENINE-DINUCLEOTIDE PHOSPHATE


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Chemical Component Summary

NameNADP NICOTINAMIDE-ADENINE-DINUCLEOTIDE PHOSPHATE
Synonyms2'-MONOPHOSPHOADENOSINE 5'-DIPHOSPHORIBOSE
Identifiers[(2R,3S,4R,5R)-5-(3-aminocarbonylpyridin-1-ium-1-yl)-3,4-dihydroxy-oxolan-2-yl]methyl [[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] phosphate
FormulaC21 H28 N7 O17 P3
Molecular Weight743.405
TypeNON-POLYMER
Isomeric SMILESc1cc(c[n+](c1)[C@H]2[C@@H]([C@@H]([C@H](O2)CO[P@@](=O)([O-])O[P@](=O)(O)OC[C@@H]3[C@H]([C@H]([C@@H](O3)n4cnc5c4ncnc5N)OP(=O)(O)O)O)O)O)C(=O)N
InChIInChI=1S/C21H28N7O17P3/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32/h1-4,7-8,10-11,13-16,20-21,29-31H,5-6H2,(H7-,22,23,24,25,32,33,34,35,36,37,38,39)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
InChIKeyXJLXINKUBYWONI-NNYOXOHSSA-N

Chemical Details

Formal Charge0
Atom Count76
Chiral Atom Count9
Bond Count80
Aromatic Bond Count16

Drug Info: DrugBank

DrugBank IDDB03461 
NameNicotinamide adenine dinucleotide phosphate
Groups experimental
DescriptionNicotinamide adenine dinucleotide phosphate. A coenzyme composed of ribosylnicotinamide 5'-phosphate (NMN) coupled by pyrophosphate linkage to the 5'-phosphate adenosine 2',5'-bisphosphate. It serves as an electron carrier in a number of reactions, being alternately oxidized (NADP+) and reduced (NADPH). (Dorland, 27th ed)
Synonyms
  • Coenzyme II
  • Codehydrogenase II
  • Codehydrase II
  • Triphosphopyridine nucleotide
  • Nicotinamide adenine dinucleotide phosphate
Categories
  • Adenine Nucleotides
  • Coenzymes
  • Enzymes and Coenzymes
  • Heterocyclic Compounds, Fused-Ring
  • Nucleic Acids, Nucleotides, and Nucleosides
CAS number53-59-8

Drug Targets

NameTarget SequencePharmacological ActionActions
Isocitrate dehydrogenase [NADP]MESKVVVPAQGKKITLQNGKLNVPENPIIPYIEGDGIGVDVTPAMLKVVD...unknown
Aldose reductaseMASRLLLNNGAKMPILGLGTWKSPPGQVTEAVKVAIDVGYRHIDCAHVYQ...unknown
Glucose-6-phosphate 1-dehydrogenaseMVSEIKTLVTFFGGTGDLAKRKLYPSVFNLYKKGYLQKHFAIVGTARQAL...unknown
Aldo-keto reductase family 1 member C2MDSKYQCVKLNDGHFMPVLGFGTYAPAEVPKSKALEAVKLAIEAGFHHID...unknown
Estradiol 17-beta-dehydrogenase 1MARTVVLITGCSSGIGLHLAVRLASDPSQSFKVYATLRDLKTQGRLWEAA...unknown
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 5885, 57525501
ChEMBL CHEMBL295069
ChEBI CHEBI:44409