Record Information
Version1.0
Creation date2015-10-09 22:29:02 UTC
Update date2017-01-19 02:36:15 UTC
FoodComEx IDPC000171
FoodDB RecordFDB021908
Chemical Information
NameNADP
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.) Hydrogen carrier in biochemical redox systems. In the hexose monophosphoric acid system it is reduced to Dihydrocoenzyme II and reoxidation in the presence of flavoproteins (Dictionary of Organic Compounds) [HMDB]. NADP is found in many foods, some of which are black walnut, lemon verbena, savoy cabbage, and silver linden.
CAS Number53-59-8
Structure
Thumb
Synonyms
SynonymSource
Adenine-nicotinamide dinucleotide ateHMDB
Adenine-nicotinamide dinucleotide phosphatehmdb
b-NADPhmdb
b-Nicotinamide adenine dinucleotide ateGenerator
b-Nicotinamide adenine dinucleotide ic acidGenerator
b-Nicotinamide adenine dinucleotide phosphatehmdb
b-TPNhmdb
beta-NADPhmdb
beta-Nicotinamide adenine dinucleotide ateChEBI
beta-Nicotinamide adenine dinucleotide ic acidGenerator
beta-Nicotinamide adenine dinucleotide phosphatehmdb
beta-TPNhmdb
Codehydrase IIhmdb
Codehydrogenase IIhmdb
Coenzyme IIhmdb
Cozymase IIhmdb
NAD ateHMDB
NAD phosphatehmdb
NADPhmdb
NADP+hmdb
Nicotinamide adenine dinucleotide ateChEBI
Nicotinamide adenine dinucleotide ic acidGenerator
Nicotinamide adenine dinucleotide phosphatehmdb
Nicotinamide-adenine dinucleotide ateHMDB
Nicotinamide-adenine dinucleotide phosphatehmdb
Oxidized nicotinamide-adenine dinucleotide ateChEBI
Oxidized nicotinamide-adenine dinucleotide ic acidGenerator
TPNhmdb
Triopyridine nucleotideChEBI
Triphosphopyridine nucleotidehmdb
β-nicotinamide adenine dinucleotide ateGenerator
β-nicotinamide adenine dinucleotide ic acidGenerator
Chemical FormulaC21H29N7O17P3
IUPAC name1-[(2R,3R,4S,5R)-5-[({[({[(2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxy-4-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-1lambda5-pyridin-1-ylium
InChI IdentifierInChI=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)/p+1/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
InChI KeyXJLXINKUBYWONI-NNYOXOHSSA-O
Isomeric SMILESNC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O
Average Molecular Weight744.4129
Monoisotopic Molecular Weight744.083277073
Chemical Taxonomy
Description Belongs to the class of organic compounds known as (5'->5')-dinucleotides. These are dinucleotides where the two bases are connected via a (5'->5')-phosphodiester linkage.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
Class(5'->5')-dinucleotides
Sub ClassNot Available
Direct Parent(5'->5')-dinucleotides
Alternative Parents
Substituents
  • (5'->5')-dinucleotide
  • Purine nucleotide sugar
  • Purine ribonucleoside 2',5'-bisphosphate
  • Purine ribonucleoside bisphosphate
  • Purine ribonucleoside diphosphate
  • Nicotinamide-nucleotide
  • Pyridine nucleotide
  • Pentose phosphate
  • Pentose-5-phosphate
  • Glycosyl compound
  • N-glycosyl compound
  • 6-aminopurine
  • Monosaccharide phosphate
  • Organic pyrophosphate
  • Imidazopyrimidine
  • Nicotinamide
  • Purine
  • Aminopyrimidine
  • Monoalkyl phosphate
  • Monosaccharide
  • N-substituted imidazole
  • Organic phosphoric acid derivative
  • Pyrimidine
  • Alkyl phosphate
  • Phosphoric acid ester
  • Pyridinium
  • Pyridine
  • Imidolactam
  • Imidazole
  • Tetrahydrofuran
  • Heteroaromatic compound
  • Azole
  • Secondary alcohol
  • Carboximidic acid derivative
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Carboximidic acid
  • Primary amine
  • Hydrocarbon derivative
  • Alcohol
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Amine
  • Organonitrogen compound
  • Organooxygen compound
  • Organic oxide
  • Organic cation
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 1 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci M045
Cayman Chemical 21045
MetaSci HMDB0000217