ChemFOnt: Showing chemical card for Nicotinic acid mononucleotide (CFc000000885)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:45:24 UTC

Chemfont ID

CFc000000885

Molecule Identification

Common Name

Nicotinic acid mononucleotide

Definition

Nicotinic acid mononucleotide, also known as nicotinate ribonucleotide, belongs to the class of organic compounds known as nicotinic acid nucleotides. These are pyridine nucleotides in which the pyridine base is nicotinic acid or a derivative thereof. Nicotinic acid mononucleotide is an extremely weak basic (essentially neutral) compound (based on its pKa). Nicotinic acid mononucleotide an intermediate in the cofactor biosynthesis and the nicotinate and nicotinamide metabolism pathways. It is a substrate for nicotinamide riboside kinase, ectonucleotide pyrophosphatase/phosphodiesterase, nicotinamide mononucleotide adenylyltransferase, 5'-nucleotidase, nicotinate-nucleotide pyrophosphorylase, and 5'(3')-deoxyribonucleotidase.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Nicotinate mononucleotide	Generator
3-Carboxy-1-(5-O-phosphono-b-D-ribofuranosyl)-pyridinium inner salt	HMDB
3-Carboxy-1-(5-O-phosphono-beta-D-ribofuranosyl)-pyridinium inner salt	HMDB
3-Carboxy-1-(5-O-phosphono-beta-delta-ribofuranosyl)-pyridinium inner salt	HMDB
3-Carboxy-1-beta-D-ribofuranosylpyridinium hydroxide 5'-phosphate inner salt	HMDB
3-Carboxy-1-beta-delta-ribofuranosylpyridinium hydroxide 5'-phosphate inner salt	HMDB
3-Pyridinecarboxylic acid mononucleotide	HMDB
beta-Nicotinate D-ribonucleotide	HMDB
beta-Nicotinic acid mononucleotide	HMDB
Deamido nicotinamide ribonucleotide	HMDB
Deamido-nicotinamide mononucleotide	HMDB
Deamido-NMN	HMDB
NaMN	HMDB
Nicotinate D-ribonucleoside	HMDB
Nicotinate D-ribonucleotide	HMDB
Nicotinate nucleotide	HMDB
Nicotinate ribonucleotide	HMDB
Nicotinate-D-ribonucleotide	HMDB
Nicotinate-delta-ribonucleotide	HMDB
Nicotinic acid ribonucleotide	HMDB
Nicotinic acid ribotide	HMDB
Nicotinic mononucleotide	HMDB

Chemical Formula

C₁₁H₁₆NO₉P

Average Molecular Weight

337.2198

Monoisotopic Molecular Weight

337.056267627

IUPAC Name

3-carboxy-1-[(2R,3R,4S,5R)-5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl]-2,3-dihydro-1λ⁵-pyridin-1-ylium

Traditional Name

3-carboxy-1-[(2R,3R,4S,5R)-5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl]-2,3-dihydro-1λ⁵-pyridin-1-ylium

CAS Registry Number

321-02-8

SMILES

O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)([O-])=O)[N+]1=CC=CC(C1)C(O)=O

InChI Identifier

InChI=1S/C11H16NO9P/c13-8-7(5-20-22(17,18)19)21-10(9(8)14)12-3-1-2-6(4-12)11(15)16/h1-3,6-10,13-14H,4-5H2,(H2-,15,16,17,18,19)/t6?,7-,8-,9-,10-/m1/s1

InChI Key

OGCWVIVNTBZPBW-BHRXDNSCSA-N

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Pentose phosphates

Alternative Parents

Substituents

Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Tetrahydrofuran
1,2-diol
Secondary alcohol
Organic 1,3-dipolar compound
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Oxacycle
Organoheterocyclic compound
Propargyl-type 1,3-dipolar organic compound
Carbonyl group
Organic oxide
Organonitrogen compound
Hydrocarbon derivative
Organic zwitterion
Alcohol
Organic nitrogen compound
Organopnictogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0001132)

Organelle

Mitochondrion (HMDB: HMDB0001132)
Nucleus (HMDB: HMDB0001132)

Source

Endogenous

Endogenous (HMDB: HMDB0001132)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Nicotinate and Nicotinamide Metabolism (HMDB: HMDB0001132)
Nicotinate and Nicotinamide Metabolism (PathBank: SMP0063643)
NAD Metabolism (PathBank: SMP0002338)

Signaling pathway

NAD+ Signalling Pathway (Cancer) (PathBank: SMP0083297)
NAD+ Signalling and Aging (PathBank: SMP0084271)

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	9.83 g/L	ALOGPS
logP	0.18	ALOGPS
logP	-5.5	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	1.21	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	159.59 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	80.91 m³·mol⁻¹	ChemAxon
Polarizability	28.69 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon