MiMeDB: Showing metabocard for Nicotinic acid mononucleotide (MMDBc0032945)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:28:23 UTC

Update Date

2024-04-30 19:55:36 UTC

Metabolite ID

MMDBc0032945

Metabolite Identification

Common Name

Nicotinic acid mononucleotide

Description

Nicotinic acid mononucleotide, also known as beta-nicotinate D-ribonucleotide or deamido-NMN, 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. Nicotinic acid mononucleotide is an extremely weak basic (essentially neutral) compound (based on its pKa). Nicotinic acid mononucleotide exists in all eukaryotes, ranging from yeast to humans. nicotinic acid mononucleotide and phosphate can be biosynthesized from niacinamide and phosphoribosyl pyrophosphate; which is mediated by the enzyme nicotinamide phosphoribosyltransferase. In humans, nicotinic acid mononucleotide is involved in nad+ signalling and aging.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02231218562D          

 22 23  0  0  1  0            999 V2000
   15.2282   -4.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4208   -4.0636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4372   -5.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0313   -3.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9356   -4.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8223   -3.4956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7133   -4.7315    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.9477   -5.5225    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.7724   -5.5442    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.0477   -4.7664    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.0150   -2.6935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8388   -4.5321    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   11.4454   -6.1771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2396   -6.2240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8060   -2.4592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2831   -2.5919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7322   -4.1472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2300   -3.0942    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   10.7853   -3.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3932   -4.2642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0076   -3.3695    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   14.4166   -2.1255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  1  2  2  0  0  0  0
  2  6  1  0  0  0  0
  3 12  2  0  0  0  0
  4  6  1  0  0  0  0
  4 12  1  0  0  0  0
  7  5  1  1  0  0  0
  5 19  1  0  0  0  0
  6 11  1  0  0  0  0
  7  8  1  0  0  0  0
  7 20  1  0  0  0  0
  8 13  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  1  6  0  0  0
 10 20  1  0  0  0  0
 10 12  1  1  0  0  0
 11 15  1  0  0  0  0
 16 21  1  0  0  0  0
 17 21  2  0  0  0  0
 18 21  1  0  0  0  0
 19 21  1  0  0  0  0
 22 11  2  0  0  0  0
M  CHG  2  12   1  18  -1
M  END
> <DATABASE_ID>
MMDBc0032945

> <DATABASE_NAME>
MIME

> <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

> <FORMULA>
C11H16NO9P

> <MOLECULAR_WEIGHT>
337.2198

> <EXACT_MASS>
337.056267627

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
28.692880556852675

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.18

> <JCHEM_LOGP>
-5.521236776138411

> <ALOGPS_LOGS>
-1.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.079195997844857

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2125065696226747

> <JCHEM_PKA_STRONGEST_BASIC>
-3.731629293503155

> <JCHEM_POLAR_SURFACE_AREA>
159.58999999999997

> <JCHEM_REFRACTIVITY>
80.90999999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.83e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      28.426  -9.083   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      28.785  -7.585   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      26.949  -9.520   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      26.192  -6.963   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.413  -8.318   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      27.668  -6.525   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.865  -8.832   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.302 -10.309   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      23.842 -10.349   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      24.356  -8.897   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      28.028  -5.028   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      25.832  -8.460   0.000  0.00  0.00           N+1
HETATM   13  O   UNK     0      21.365 -11.531   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      24.714 -11.618   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      29.505  -4.591   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      19.195  -4.838   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      18.167  -7.741   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      17.229  -5.776   0.000  0.00  0.00           O-1
HETATM   19  O   UNK     0      20.133  -6.804   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      23.134  -7.960   0.000  0.00  0.00           O+0
HETATM   21  P   UNK     0      18.681  -6.290   0.000  0.00  0.00           P+0
HETATM   22  O   UNK     0      26.911  -3.968   0.000  0.00  0.00           O+0
CONECT    1    3    2                                                       
CONECT    2    1    6                                                       
CONECT    3    1   12                                                       
CONECT    4    6   12                                                       
CONECT    5    7   19                                                       
CONECT    6    2    4   11                                                  
CONECT    7    5    8   20                                                  
CONECT    8    7   13    9                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   20   12                                                  
CONECT   11    6   15   22                                                  
CONECT   12    3    4   10                                                  
CONECT   13    8                                                            
CONECT   14    9                                                            
CONECT   15   11                                                            
CONECT   16   21                                                            
CONECT   17   21                                                            
CONECT   18   21                                                            
CONECT   19    5   21                                                       
CONECT   20    7   10                                                       
CONECT   21   16   17   18   19                                             
CONECT   22   11                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

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

Molecular Formula

C₁₁H₁₆NO₉P

Average Mass

337.2198

Monoisotopic Mass

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

Not Available

Physical Properties

State

Solid

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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-052b-9722000000-018e28ddf721d5b8f3e5	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-000b-9321450000-a1a581b1c0db3e8a82f0	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-1109000000-853a042b1707a4c36557	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-002b-7539000000-e8df8c1fb65e397a534d	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-002e-8910000000-7666464d7f3cabd48973	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-1109000000-924b50297114d22949c4	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001j-9101000000-5bedd125bd4b3f9df5ae	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0032-9000000000-78cf9bb7de438a8e5979	2016-09-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Mitochondria
Nucleus

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank
NAD+ Signalling Pathway (Cancer)
NAD+ Signalling and Aging

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0001756	Nicotinic acid ribonucleoside	Nicotinic acid mononucleotide	Not Available	VMH; KEGG	30371894
MMDBr0001766	Nicotinic acid mononucleotide	Nicotinic acid adenine dinucleotide	nicotinamide nucleotide adenylyltransferase 3	VMH	12574164
MMDBr0001767	Nicotinic acid mononucleotide	Nicotinic acid adenine dinucleotide	nicotinamide nucleotide adenylyltransferase 1	VMH; KEGG	30371894
MMDBr0002534	Nicotinic acid mononucleotide	Nicotinic acid	Not Available	VMH	17604275
MMDBr0002584	Nicotinamide ribotide	Nicotinic acid mononucleotide	Not Available	VMH	7021549
MMDBr0002610	Nicotinic acid adenine dinucleotide	Nicotinic acid mononucleotide	Not Available	VMH	11579996 11946484
MMDBr0007507	Nicotinic acid mononucleotide	Nicotinic acid adenine dinucleotide	Not Available	VMH; KEGG	30371894
MMDBr0007508	Phosphoribosyl pyrophosphate	Nicotinic acid mononucleotide	Not Available	VMH; KEGG	30371894
MMDBr0007646	Nicotinic acid	Nicotinic acid mononucleotide	Not Available	VMH	30371894
MMDBr0007921	Nicotinic acid mononucleotide	Nicotinic acid ribonucleoside	Not Available	VMH; KEGG	30371894
MMDBr0012674	Nicotinic acid	Nicotinic acid mononucleotide	Not Available	VMH	30371894
MMDBr0012675	Nicotinamide ribotide	Nicotinic acid mononucleotide	Not Available	VMH	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown
Bacteria	Proteobacteria	173	Pig ; Human feces; Human ; Human sputum; Human unknown; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal	Metabolic reconstruction
Bacteria	Firmicutes	369	Human feces; Cattle ; Human ; Human pleural fluid plaque; Pig ; Human stool; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Actinobacteria	119	Human feces; Human pleural fluid plaque; Human dental plaque; Human sputum; Human ; Human nasopharyngeal swab; Human supragingival plaque; Human mucosa; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	116	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva; Human gastric fluid; Human urine; Human subgingival plaque; Human supragingival plaque	Metabolic reconstruction
Bacteria	Synergistetes	3	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria	Fusobacteria	19	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	5		Metabolic reconstruction
Bacteria	Tenericutes	4	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0001132

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022444

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C01185

BioCyc ID

Not Available

BiGG ID

37018

Wikipedia Link

Not Available

METLIN ID

6026

PubChem Compound

53477721

PDB ID

Not Available

ChEBI ID

15763

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Hillyard D, Rechsteiner M, Manlapaz-Ramos P, Imperial JS, Cruz LJ, Olivera BM: The pyridine nucleotide cycle. Studies in Escherichia coli and the human cell line D98/AH2. J Biol Chem. 1981 Aug 25;256(16):8491-7. [PubMed:7021549 ]
Zhang X, Kurnasov OV, Karthikeyan S, Grishin NV, Osterman AL, Zhang H: Structural characterization of a human cytosolic NMN/NaMN adenylyltransferase and implication in human NAD biosynthesis. J Biol Chem. 2003 Apr 11;278(15):13503-11. doi: 10.1074/jbc.M300073200. Epub 2003 Feb 6. [PubMed:12574164 ]
Hara N, Yamada K, Shibata T, Osago H, Hashimoto T, Tsuchiya M: Elevation of cellular NAD levels by nicotinic acid and involvement of nicotinic acid phosphoribosyltransferase in human cells. J Biol Chem. 2007 Aug 24;282(34):24574-82. doi: 10.1074/jbc.M610357200. Epub 2007 Jun 29. [PubMed:17604275 ]
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Showing metabocard for Nicotinic acid mononucleotide (MMDBc0032945)

MOL for #<Metabolite:0x00007fdb45adbb78>

3D MOL for #<Metabolite:0x00007fdb45adbb78>

3D SDF for #<Metabolite:0x00007fdb45adbb78>

3D-SDF for #<Metabolite:0x00007fdb45adbb78>

PDB for #<Metabolite:0x00007fdb45adbb78>

3D PDB for #<Metabolite:0x00007fdb45adbb78>

SMILES for #<Metabolite:0x00007fdb45adbb78>

INCHI for #<Metabolite:0x00007fdb45adbb78>

Structure for #<Metabolite:0x00007fdb45adbb78>

3D Structure for #<Metabolite:0x00007fdb45adbb78>