Nicotinamide mononucleotide

Details

• Internal ID: c65edb5a-bf61-45d8-8783-65f893e45cba
• Taxonomy: Nucleosides, nucleotides, and analogues > Pyridine nucleotides > Nicotinamide nucleotides
• IUPAC Name: [(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate
• SMILES (Canonical): C1=CC(=C[N+](=C1)C2C(C(C(O2)COP(=O)(O)[O-])O)O)C(=O)N
• SMILES (Isomeric): C1=CC(=C[N+](=C1)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)[O-])O)O)C(=O)N
• 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)/t7-,8-,9-,11-/m1/s1
• InChI Key: DAYLJWODMCOQEW-TURQNECASA-N
• Popularity: 563 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₅N₂O₈P
• Molecular Weight: 334.22 g/mol
• Exact Mass: 334.05660244 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: -3.50
• Atomic LogP (AlogP): -2.83
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• beta-Nicotinamide mononucleotide
• nicotinamide mononucleotide
• NMN zwitterion
• beta-NMN
• Nicotinamide ribotide
• nicotinamide nucleotide
• NMN
• beta-nicotinamide D-ribonucleotide
• nicotinamide ribonucleotide
• nicotinamide D-ribonucleotide
• beta-Nicotinamide ribonucleotide
• 2KG6QX4W0V
• CHEBI:16171
• 3-(Aminocarbonyl)-1-(5-O-phosphonato-beta-D-ribofuranosyl)pyridinium
• Pyridinium, 3-(aminocarbonyl)-1-(5-O-phosphono-beta-D-ribofuranosyl)-, inner salt
• ((2R,3S,4R,5R)-5-(3-Carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl hydrogen phosphate
• beta-nicotinamide ribose monophosphate
• ((2R,3S,4R,5R)-5-(3-carbamoylpyridinium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl hydrogen phosphate
• Nicotinamide ribonucleoside 5'-phosphate
• UNII-2KG6QX4W0V
• -Nicotinamide mononucleotide
• MFCD00038748
• EINECS 214-136-5
• ss-NMN
• BETANMN
• b-NM
• Nicotinamidmononucleotid
• -NM;NMN
• .BETA.-NMN
• .BETA.-D-NMN
• bmse000260
• ?-Nicotinamidemononucleotide
• NMN [MI]
• ss-Nicotinamide mononucleotide
• fA-Nicotinamide Mononucleotide
• SCHEMBL105618
• CHEMBL610238
• beta -Nicotinamide mononucleotide
• DTXSID50911152
• DAYLJWODMCOQEW-TURQNECASA-N
• Pyridinium, 3-(aminocarbonyl)-1-(5-O-phosphono-.beta.-D-ribofuranosyl)-, inner salt
• B-NICOTINAMIDE MONONUCLEOTIDE
• EX-A3534
• HY-F0004
• BDBM50366763
• 3-(Aminocarbonyl)-1-(5-O-phosphono-beta-D-ribofuranosyl)pyridinium inner salt
• AKOS015896881
• CCG-267847
• CS-4996
• 3-carbamoyl-1-beta-D-ribofuranosylpyridinium hydroxide 5'-(dihydrogen phosphate) inner salt
• AC-35057
• AS-59655
• N1123
• C00455
• H11919
• J-002287
• Q21547155
• 3-carbamoyl-1-[5-O-(hydroxyphosphinato)-beta-D-ribofuranosyl]pyridinium
• 3-(AMINOCARBONYL)-1-(5-O-PHOSPHONO-.BETA.-D-RIBOFURANOSYL)PYRIDINIUM INNER SALT
• 3-(aminocarbonyl)-1-(5-O-phosphono-beta-D-ribofuranosyl)pyridinium, inner salt
• [(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methylhydrogenphosphate
• 3-carbamoyl-1-[(2R,3R,4S,5R)-5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl]-1$l^{5}-pyridin-1-ylium
• 3-carbamoyl-1-[(2R,3R,4S,5R)-5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl]-1??-pyridin-1-ylium
• AfAE'A centa' notA inverted exclamation markAfasA'A|AfAE'Adaggeratrade markAfA centA centasA notA em leaderA inverted exclamation mark-Nicotinamide mononucleotide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9499	94.99%
Caco-2	-	0.8621	86.21%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5610	56.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9347	93.47%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9375	93.75%
P-glycoprotein inhibitior	-	0.8615	86.15%
P-glycoprotein substrate	-	0.8169	81.69%
CYP3A4 substrate	+	0.5476	54.76%
CYP2C9 substrate	-	0.8064	80.64%
CYP2D6 substrate	-	0.8679	86.79%
CYP3A4 inhibition	-	0.9583	95.83%
CYP2C9 inhibition	-	0.9113	91.13%
CYP2C19 inhibition	-	0.8866	88.66%
CYP2D6 inhibition	-	0.9149	91.49%
CYP1A2 inhibition	-	0.9106	91.06%
CYP2C8 inhibition	-	0.7449	74.49%
CYP inhibitory promiscuity	-	0.9753	97.53%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.4758	47.58%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.9601	96.01%
Skin irritation	-	0.7706	77.06%
Skin corrosion	-	0.9264	92.64%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6723	67.23%
Micronuclear	+	0.9800	98.00%
Hepatotoxicity	-	0.5194	51.94%
skin sensitisation	-	0.8480	84.80%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7501	75.01%
Acute Oral Toxicity (c)	III	0.5493	54.93%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5605	56.05%
Thyroid receptor binding	-	0.5527	55.27%
Glucocorticoid receptor binding	-	0.6300	63.00%
Aromatase binding	+	0.5332	53.32%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7528	75.28%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	-	0.6551	65.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.43%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	91.70%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.83%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.14%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.33%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.08%	97.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.94%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.89%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	83.41%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.90%	96.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.65%	89.67%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	81.41%	87.67%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	81.40%	94.01%
CHEMBL3902	P09211	Glutathione S-transferase Pi	80.55%	93.81%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14180
• LOTUS: LTS0257073
• wikiData: Q21547155