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Substance Name: NADP
RN: 53-59-8
UNII: BY8P107XEP
InChIKey: XJLXINKUBYWONI-NNYOXOHSSA-N

Note

  • 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)

Molecular Formula

  • C21-H28-N7-O17-P3

Molecular Weight

  • 743.406
 

Classification Code

  • Drug / Therapeutic Agent
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Names and Synonyms

Name of Substance

  • NADP

MeSH Heading

  • NADP

Synonyms

  • 4-26-00-03672 (Beilstein Handbook Reference)
  • BRN 3885115
  • Codehydrase II
  • Codehydrogenase II
  • Coenzyme II
  • Cozymase II
  • EINECS 200-178-1
  • NAD phosphate
  • NADP
  • TPN
  • TPN (nucleotide)
  • Triphosphopyridine nucleotide
  • UNII-BY8P107XEP

Systematic Names

  • Adenosine 5'-(trihydrogen diphosphate), 2'-(dihydrogen phosphate), 5'->'-ester with 3-(aminocarbonyl)-1-beta-D-ribofuranosylpyridinium hydroxide, inner salt
  • Adenosine 5'-(trihydrogen diphosphate), 2'-(dihydrogen phosphate), P'-5'-ester with 3-(aminocarbonyl)-1-beta-D-ribofuranosylpyridinium, inner salt
  • Adenosine 5'-(trihydrogen diphosphate), 2'-(dihydrogen phosphate), P'->5'-ester with 3-(aminocarbonyl)-1-beta-D-ribofuranosylpyridinium, inner salt
  • Adenosine 5'-(trihydrogen diphosphate), 2'-(dihydrogen phosphate), P'.fwdarw.5'-ester with 3-(aminocarbonyl)-1-beta-D-ribofuranosylpyridinium, inner salt
  • Nadide phosphate
  • Pyridinium, 3-carbamoyl-1-beta-D-ribofuranosyl-, hydroxide, 5',5'-ester with adenosine 2'-(dihydrogen phosphate) 5'-(trihydrogen pyrophosphate), inner salt

Registry Numbers

CAS Registry Number

  • 53-59-8

FDA UNII

  • BY8P107XEP

Other Registry Numbers

  • 10213-33-9
  • 162195-92-8
  • 25158-33-2
  • 27678-67-7

System Generated Number

  • 0000053598

Structure Descriptors

InChI

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)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1

InChIKey

XJLXINKUBYWONI-NNYOXOHSSA-N

Smiles

NC(=O)c1ccc[n+](c1)[C@@H]2O[C@H](COP(=O)([O-])OP(=O)(O)OC[C@H]3O[C@H]([C@H](OP(=O)(O)O)[C@@H]3O)n4cnc5c(N)ncnc45)[C@@H](O)[C@H]2O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 3166mg/kg (3166mg/kg)   Pharmaceutical Chemistry Journal Vol. 20, Pg. 160, 1986.

Physical Properties

Physical Property Value Units Temp (deg C) Source
pKa Dissociation Constant 3.9 (none)   EXP
log P (octanol-water) -3.730 (none)   EST
Atmospheric OH Rate Constant 3.50E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.