ChemFOnt: Showing chemical card for Nicotinic acid adenine dinucleotide phosphate (CFc000235114)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 02:06:32 UTC

Chemfont ID

CFc000235114

Molecule Identification

Common Name

Nicotinic acid adenine dinucleotide phosphate

Definition

NAADP tetrasodium salt 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. Based on a literature review very few articles have been published on NAADP tetrasodium salt.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Nicotinic acid adenine dinucleotide phosphoric acid	Generator

Chemical Formula

C₂₁H₂₇N₆O₁₈P₃

Average Molecular Weight

744.392

Monoisotopic Molecular Weight

744.059469047

IUPAC Name

1-(5-{[({[5-(6-amino-9H-purin-9-yl)-3-hydroxy-4-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphono)oxy]methyl}-3,4-dihydroxyoxolan-2-yl)-3-carboxy-1lambda5-pyridin-1-ylium

Traditional Name

1-{5-[({[5-(6-aminopurin-9-yl)-3-hydroxy-4-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl phosphono}oxy)methyl]-3,4-dihydroxyoxolan-2-yl}-3-carboxy-1lambda5-pyridin-1-ylium

CAS Registry Number

Not Available

SMILES

NC1=NC=NC2=C1N=CN2C1OC(COP(O)(=O)OP([O-])(=O)OCC2OC(C(O)C2O)[N+]2=CC=CC(=C2)C(O)=O)C(O)C1OP(O)(O)=O

InChI Identifier

InChI=1S/C21H27N6O18P3/c22-17-12-18(24-7-23-17)27(8-25-12)20-16(44-46(33,34)35)14(29)11(43-20)6-41-48(38,39)45-47(36,37)40-5-10-13(28)15(30)19(42-10)26-3-1-2-9(4-26)21(31)32/h1-4,7-8,10-11,13-16,19-20,28-30H,5-6H2,(H6-,22,23,24,31,32,33,34,35,36,37,38,39)

InChI Key

QOTXBMGJKFVZRD-UHFFFAOYSA-N

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.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

(5'->5')-dinucleotides

Sub Class

Not 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
Nicotinic-acid-nucleotide
Pyridine nucleotide
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Organic pyrophosphate
Imidazopyrimidine
Pyridine carboxylic acid or derivatives
Pyridine carboxylic acid
Purine
Aminopyrimidine
Monoalkyl phosphate
Alkyl phosphate
Imidolactam
Pyrimidine
Pyridinium
Pyridine
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Phosphoric acid ester
Imidazole
Vinylogous amide
Azole
Oxolane
Heteroaromatic compound
Secondary alcohol
Amino acid
Amino acid or derivatives
Carboxylic acid derivative
Azacycle
Oxacycle
Organoheterocyclic compound
Carboxylic acid
Organic salt
Alcohol
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Amine
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Primary amine
Organic zwitterion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	4.39 g/L	ALOGPS
logP	-0.44	ALOGPS
logP	-9.6	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	0.65	ChemAxon
pKa (Strongest Basic)	4.03	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	361.83 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	149.93 m³·mol⁻¹	ChemAxon
Polarizability	61.77 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0255589

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

34561031

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53461930

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Nicotinic acid adenine dinucleotide phosphate (CFc000235114)

MOL for CFc000235114 (Nicotinic acid adenine dinucleotide phosphate)

3D MOL for CFc000235114 (Nicotinic acid adenine dinucleotide phosphate)

3D SDF for CFc000235114 (Nicotinic acid adenine dinucleotide phosphate)

3D-SDF for CFc000235114 (Nicotinic acid adenine dinucleotide phosphate)

PDB for CFc000235114 (Nicotinic acid adenine dinucleotide phosphate)

3D PDB for CFc000235114 (Nicotinic acid adenine dinucleotide phosphate)

SMILES for CFc000235114 (Nicotinic acid adenine dinucleotide phosphate)

INCHI for CFc000235114 (Nicotinic acid adenine dinucleotide phosphate)

Structure for CFc000235114 (Nicotinic acid adenine dinucleotide phosphate)

3D Structure for CFc000235114 (Nicotinic acid adenine dinucleotide phosphate)