FComEx: NADP (PC000171)

Record Information

Version

1.0

Creation date

2015-10-09 22:29:02 UTC

Update date

2017-01-19 02:36:15 UTC

FoodComEx ID

PC000171

FoodDB Record

FDB021908

Chemical Information

Name

NADP

Description

Nicotinamide 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 Number

53-59-8

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
Adenine-nicotinamide dinucleotide ate	HMDB
Adenine-nicotinamide dinucleotide phosphate	hmdb
b-NADP	hmdb
b-Nicotinamide adenine dinucleotide ate	Generator
b-Nicotinamide adenine dinucleotide ic acid	Generator
b-Nicotinamide adenine dinucleotide phosphate	hmdb
b-TPN	hmdb
beta-NADP	hmdb
beta-Nicotinamide adenine dinucleotide ate	ChEBI
beta-Nicotinamide adenine dinucleotide ic acid	Generator
beta-Nicotinamide adenine dinucleotide phosphate	hmdb
beta-TPN	hmdb
Codehydrase II	hmdb
Codehydrogenase II	hmdb
Coenzyme II	hmdb
Cozymase II	hmdb
NAD ate	HMDB
NAD phosphate	hmdb
NADP	hmdb
NADP+	hmdb
Nicotinamide adenine dinucleotide ate	ChEBI
Nicotinamide adenine dinucleotide ic acid	Generator
Nicotinamide adenine dinucleotide phosphate	hmdb
Nicotinamide-adenine dinucleotide ate	HMDB
Nicotinamide-adenine dinucleotide phosphate	hmdb
Oxidized nicotinamide-adenine dinucleotide ate	ChEBI
Oxidized nicotinamide-adenine dinucleotide ic acid	Generator
TPN	hmdb
Triopyridine nucleotide	ChEBI
Triphosphopyridine nucleotide	hmdb
β-nicotinamide adenine dinucleotide ate	Generator
β-nicotinamide adenine dinucleotide ic acid	Generator

Chemical Formula

C21H29N7O17P3

IUPAC name

1-[(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 Identifier

InChI=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 Key

XJLXINKUBYWONI-NNYOXOHSSA-O

Isomeric SMILES

NC(=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 Weight

744.4129

Monoisotopic Molecular Weight

744.083277073

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-alpha-amino acids

Alternative Parents