P. aeruginosa Metabolome Database: NMN (PAMDB003612)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 11:54:54 AM

Metabolite ID

PAMDB003612

Identification

Name:

NMN

Description:

3-Carbamoyl-1-beta-D-ribofuranosyl pyridinium hydroxide-5'phosphate, inner salt. A nucleotide in which the nitrogenous base, nicotinamide, is in beta-N-glycosidic linkage with the C-1 position of D-ribose

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

β-nicotinamide mononucleotide
β-nicotinamide nucleotide
β-nicotinamide ribonucleotide
NicRN
NMN

Chemical Formula:

C₁₁H₁₆N₂O₈P

Average Molecular Weight:

335.2271

Monoisotopic Molecular Weight:

335.06442701

InChI Key:

DAYLJWODMCOQEW-TURQNECASA-O

InChI:

InChI=1S/C11H15N2O8P/c12-10(16)6-2-1-3-13(4-6)11-9(15)8(14)7(21-11)5-20-22(17,18)19/h1-4,7-9,11,14-15H,5H2,(H3-,12,16,17,18,19)/p+1/t7-,8-,9-,11-/m1/s1

CAS number:

1094-61-7

IUPAC Name:

1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-3-(C-hydroxycarbonimidoyl)-1???pyridin-1-ylium

Traditional IUPAC Name:

1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-3-(C-hydroxycarbonimidoyl)-1???pyridin-1-ylium

SMILES:

[H][C@]1(COP(O)(O)=O)O[C@@]([H])([N+]2=CC=CC(=C2)C(O)=N)[C@]([H])(O)[C@]1([H])O

Chemical Taxonomy

Taxonomy Description

This compound belongs to the class of organic compounds known as nicotinamide nucleotides. These are pyridine nucleotides, in which the pyridine base is nicotinamide or a derivative thereof.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyridine nucleotides

Sub Class

Nicotinamide nucleotides

Direct Parent

Nicotinamide nucleotides

Alternative Parents

Substituents

Nicotinamide-nucleotide
N-glycosyl compound
Glycosyl compound
Monosaccharide phosphate
Nicotinamide
Monoalkyl phosphate
Alkyl phosphate
Pyridinium
Pyridine
Phosphoric acid ester
Organic phosphoric acid derivative
Organic phosphate
Monosaccharide
Saccharide
Heteroaromatic compound
Oxolane
Secondary alcohol
1,2-diol
Oxacycle
Azacycle
Organoheterocyclic compound
Carboximidic acid derivative
Carboximidic acid
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Alcohol
Organic cation
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

nicotinamide mononucleotide (CHEBI:14648 )

Physical Properties

State:

Solid

Charge:

-2

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	1.53 mg/mL	ALOGPS
logP	-1.5	ALOGPS
logP	-8.6	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	1.21	ChemAxon
pKa (Strongest Basic)	6.02	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	164.41 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	82.64 m³·mol^-1	ChemAxon
Polarizability	29.35 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations:

Cytoplasm

Reactions:

Water + NAD <> Adenosine monophosphate +2 Hydrogen ion + Nicotinamide ribotide + NMN
Adenosine triphosphate + Hydrogen ion + Nicotinamide ribotide + NMN <> NAD + Pyrophosphate
NAD + (deoxyribonucleotide)(n) + (deoxyribonucleotide)(m) > Adenosine monophosphate + NMN + (deoxyribonucleotide)(n+m)
Adenosine triphosphate + NMN > Pyrophosphate + NAD
Adenosine triphosphate + Nicotinamide riboside > ADP + NMN
NAD + Water > Adenosine monophosphate + NMN
NAD + DNA <> Adenosine monophosphate + NMN
NMN + Water <> Nicotinamide ribotide + Ammonia
beta-nicotinamide D-ribonucleotide + Water + NMN > Ammonium + nicotinate beta-D-ribonucleotide + Nicotinamide ribotide
Nicotinamide riboside + Adenosine triphosphate > Adenosine diphosphate + Hydrogen ion + beta-nicotinamide D-ribonucleotide + ADP + NMN
beta-nicotinamide D-ribonucleotide + Adenosine triphosphate + Hydrogen ion + NMN > Pyrophosphate + NAD

Pathways:

DNA replication pae03030
Metabolic pathways pae01100
Nicotinate and nicotinamide metabolism pae00760

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-1009000000-5f50c20045d0b9493f33	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004j-5219000000-3b516421e6f26f4266ee	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0005-9500000000-4760ef36c1253b7200eb	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-2009000000-388bca4c5bcdaaf421c3	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-002b-9001000000-1dc8f508da2995c85814	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-b190037f5b434f05678b	View in MoNA

References

References:

Not Available

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
CHEBI ID	16171
HMDB ID	HMDB00229
Pubchem Compound ID	14180
Kegg ID	C00455
ChemSpider ID	13554
Wikipedia ID	Not Available
BioCyc ID	NICOTINAMIDE_NUCLEOTIDE
EcoCyc ID	NICOTINAMIDE_NUCLEOTIDE
Ligand Expo	NMN

NMN (PAMDB003612)

Structure for NMN (PAMDB003612)