MiMeDB: Showing metabocard for reduced beta-nicotinamide D-ribonucleotide (MMDBc0056287)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:21:47 UTC

Update Date

2022-08-12 20:09:40 UTC

Metabolite ID

MMDBc0056287

Metabolite Identification

Common Name

reduced beta-nicotinamide D-ribonucleotide

Description

NMNH(2-) 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. Based on a literature review a significant number of articles have been published on NMNH(2-).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222212D          

 26 27  0  0  1  0            999 V2000
   -1.4884    0.9479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1528    0.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0034    1.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526    0.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1665    3.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323    0.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819    2.9812    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    3.4661    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0470    2.9812    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0032   -0.6457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.1965    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4817   -1.3131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830    1.5291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.2911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376    3.2361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8237   -0.7319    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.3489    3.1939    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.8192    2.1544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3093    3.7236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7796    2.6841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.1965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5642    2.9390    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.5110    3.7960    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0206    3.8406    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5363    2.3978    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6765    1.4614    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  6  2  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  1  1  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  6  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  2  0  0  0  0
 13  3  1  0  0  0  0
 13  4  1  0  0  0  0
 11 13  1  1  0  0  0
  8 14  1  6  0  0  0
  9 15  1  6  0  0  0
 16 10  1  0  0  0  0
 20  5  1  0  0  0  0
 21  7  1  0  0  0  0
 21 11  1  0  0  0  0
 22 17  1  0  0  0  0
 22 18  1  0  0  0  0
 22 19  2  0  0  0  0
 22 20  1  0  0  0  0
  7 23  1  6  0  0  0
  8 24  1  1  0  0  0
  9 25  1  1  0  0  0
 11 26  1  6  0  0  0
M  CHG  2  16  -1  17  -1
M  END


  Mrv1652306172222212D          

 26 27  0  0  1  0            999 V2000
   -1.4884    0.9479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1528    0.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0034    1.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526    0.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1665    3.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323    0.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819    2.9812    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    3.4661    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0470    2.9812    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0032   -0.6457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.1965    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4817   -1.3131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830    1.5291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.2911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376    3.2361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8237   -0.7319    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.3489    3.1939    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.8192    2.1544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3093    3.7236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7796    2.6841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.1965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5642    2.9390    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.5110    3.7960    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0206    3.8406    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5363    2.3978    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6765    1.4614    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  6  2  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  1  1  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  6  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  2  0  0  0  0
 13  3  1  0  0  0  0
 13  4  1  0  0  0  0
 11 13  1  1  0  0  0
  8 14  1  6  0  0  0
  9 15  1  6  0  0  0
 16 10  1  0  0  0  0
 20  5  1  0  0  0  0
 21  7  1  0  0  0  0
 21 11  1  0  0  0  0
 22 17  1  0  0  0  0
 22 18  1  0  0  0  0
 22 19  2  0  0  0  0
 22 20  1  0  0  0  0
  7 23  1  6  0  0  0
  8 24  1  1  0  0  0
  9 25  1  1  0  0  0
 11 26  1  6  0  0  0
M  CHG  2  16  -1  17  -1
M  END
> <DATABASE_ID>
MMDBc0056287

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(O)[C@@]([H])(O)[C@@]([H])(O[C@]1([H])COP(O)([O-])=O)N1C=CCC(=C1)C([O-])=N

> <INCHI_IDENTIFIER>
InChI=1S/C11H17N2O8P/c12-10(16)6-2-1-3-13(4-6)11-9(15)8(14)7(21-11)5-20-22(17,18)19/h1,3-4,7-9,11,14-15H,2,5H2,(H2,12,16)(H2,17,18,19)/p-2/t7-,8-,9-,11-/m1/s1

> <INCHI_KEY>
XQHMUSRSLNRVGA-TURQNECASA-L

> <FORMULA>
C11H15N2O8P

> <MOLECULAR_WEIGHT>
334.222

> <EXACT_MASS>
334.057699609

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
28.75852811637386

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(2R,3R,4S,5R)-5-[(hydrogen phosphonooxy)methyl]-3,4-dihydroxyoxolan-2-yl]-1,4-dihydropyridine-3-carboximidate

> <JCHEM_LOGP>
-6.834777569062312

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
1.2141078700851464

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.9843876405393654

> <JCHEM_PKA_STRONGEST_BASIC>
12.009747356540336

> <JCHEM_POLAR_SURFACE_AREA>
169.42999999999998

> <JCHEM_REFRACTIVITY>
93.0754

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
1-[(2R,3R,4S,5R)-5-[(hydrogen phosphonooxy)methyl]-3,4-dihydroxyoxolan-2-yl]-4H-pyridine-3-carboximidate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      -2.778   1.769   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.152   0.363   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.873   3.015   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.285   1.447   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.044   6.041   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.620   0.202   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.580   5.565   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   6.470   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.088   5.565   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.006  -1.205   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.564   4.100   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -0.899  -2.451   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0      -0.342   2.854   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0       1.334   8.010   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -1.377   6.041   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.538  -1.366   0.000  0.00  0.00           O-1
HETATM   17  O   UNK     0       8.118   5.962   0.000  0.00  0.00           O-1
HETATM   18  O   UNK     0       7.129   4.021   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       6.177   6.951   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.189   5.010   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.104   4.100   0.000  0.00  0.00           O+0
HETATM   22  P   UNK     0       6.653   5.486   0.000  0.00  0.00           P+0
HETATM   23  H   UNK     0       2.820   7.086   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.038   7.169   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.001   4.476   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.263   2.728   0.000  0.00  0.00           H+0
CONECT    1    2    3                                                       
CONECT    2    1    6                                                       
CONECT    3    1   13                                                       
CONECT    4    6   13                                                       
CONECT    5    7   20                                                       
CONECT    6    2    4   10                                                  
CONECT    7    5    8   21   23                                             
CONECT    8    7    9   14   24                                             
CONECT    9    8   11   15   25                                             
CONECT   10    6   12   16                                                  
CONECT   11    9   13   21   26                                             
CONECT   12   10                                                            
CONECT   13    3    4   11                                                  
CONECT   14    8                                                            
CONECT   15    9                                                            
CONECT   16   10                                                            
CONECT   17   22                                                            
CONECT   18   22                                                            
CONECT   19   22                                                            
CONECT   20    5   22                                                       
CONECT   21    7   11                                                       
CONECT   22   17   18   19   20                                             
CONECT   23    7                                                            
CONECT   24    8                                                            
CONECT   25    9                                                            
CONECT   26   11                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

Synonyms

Value	Source
Reduced beta-nicotinamide D-ribonucleotide	ChEBI
Reduced b-nicotinamide D-ribonucleotide	Generator
Reduced β-nicotinamide D-ribonucleotide	Generator

Molecular Formula

C₁₁H₁₅N₂O₈P

Average Mass

334.222

Monoisotopic Mass

334.057699609

IUPAC Name

1-[(2R,3R,4S,5R)-5-[(hydrogen phosphonooxy)methyl]-3,4-dihydroxyoxolan-2-yl]-1,4-dihydropyridine-3-carboximidate

Traditional Name

1-[(2R,3R,4S,5R)-5-[(hydrogen phosphonooxy)methyl]-3,4-dihydroxyoxolan-2-yl]-4H-pyridine-3-carboximidate

CAS Registry Number

Not Available

SMILES

[H][C@]1(O)[C@@]([H])(O)[C@@]([H])(O[C@]1([H])COP(O)([O-])=O)N1C=CCC(=C1)C([O-])=N

InChI Identifier

InChI=1S/C11H17N2O8P/c12-10(16)6-2-1-3-13(4-6)11-9(15)8(14)7(21-11)5-20-22(17,18)19/h1,3-4,7-9,11,14-15H,2,5H2,(H2,12,16)(H2,17,18,19)/p-2/t7-,8-,9-,11-/m1/s1

InChI Key

XQHMUSRSLNRVGA-TURQNECASA-L

Chemical Taxonomy

Description

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
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
N-substituted nicotinamide
Pentose monosaccharide
Dihydropyridine
Hydropyridine
Monosaccharide
Alkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Vinylogous amide
Tetrahydrofuran
Carboxamide group
1,2-diol
Secondary alcohol
Primary carboxylic acid amide
Organoheterocyclic compound
Azacycle
Enamine
Oxacycle
Carboxylic acid derivative
Carbonyl group
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Organopnictogen compound
Organic anion
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-6.8	ChemAxon
pKa (Strongest Acidic)	-0.98	ChemAxon
pKa (Strongest Basic)	12.01	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	169.43 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	93.08 m³·mol⁻¹	ChemAxon
Polarizability	28.76 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

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

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

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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
Eukaryota/Fungi	Ascomycota	2
Bacteria	Proteobacteria	92	Cattle ; Human ; Human feces; Chicken
Bacteria	Deinococcus-thermus	1
Bacteria	Actinobacteria	6	Cattle ; Human

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

58145826

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25246098

PDB ID

Not Available

ChEBI ID

90832

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for reduced beta-nicotinamide D-ribonucleotide (MMDBc0056287)

MOL for #<Metabolite:0x00007fed154e28c0>

3D MOL for #<Metabolite:0x00007fed154e28c0>

3D SDF for #<Metabolite:0x00007fed154e28c0>

3D-SDF for #<Metabolite:0x00007fed154e28c0>

PDB for #<Metabolite:0x00007fed154e28c0>

3D PDB for #<Metabolite:0x00007fed154e28c0>

SMILES for #<Metabolite:0x00007fed154e28c0>

INCHI for #<Metabolite:0x00007fed154e28c0>

Structure for #<Metabolite:0x00007fed154e28c0>

3D Structure for #<Metabolite:0x00007fed154e28c0>