MiMeDB: Showing metabocard for 7-Methylguanosine 5'-phosphate (MMDBc0033130)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:35:58 UTC

Update Date

2022-08-31 22:26:32 UTC

Metabolite ID

MMDBc0033130

Metabolite Identification

Common Name

7-Methylguanosine 5'-phosphate

Description

Structure

MOL SDF PDB SMILES InChI

ChEBI
  Mrv0541 02241222362D          

 25 27  0  0  1  0            999 V2000
    7.1350  -13.5322    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2275  -13.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8201  -12.9582    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7207  -12.5254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4467  -12.9520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2233  -14.0778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1386  -14.0778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4441  -12.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8541  -12.0702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0582   -9.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0582  -10.7248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3437   -9.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3437  -11.1373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6293   -9.8998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6293  -10.7248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8428  -10.9798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3277  -10.3124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8428   -9.6449    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.9148  -11.1373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3437   -8.6623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8391   -8.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0734  -12.5184    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.2927  -12.9666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5216  -13.2991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6252  -11.7377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  3  4  1  0  0  0  0
  3  2  1  1  0  0  0
  5  1  1  1  0  0  0
  4  5  1  0  0  0  0
  6  2  1  0  0  0  0
  7  1  1  0  0  0  0
  8  5  1  0  0  0  0
  9  8  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  2  0  0  0  0
 14 15  1  0  0  0  0
 17 16  1  0  0  0  0
 11 16  1  0  0  0  0
 18 17  2  0  0  0  0
 10 11  2  0  0  0  0
 10 18  1  0  0  0  0
 19 15  1  0  0  0  0
 20 12  2  0  0  0  0
  3 16  1  0  0  0  0
 21 18  1  0  0  0  0
 23 22  2  0  0  0  0
 24 22  1  0  0  0  0
 25 22  1  0  0  0  0
  9 22  1  0  0  0  0
M  CHG  1  18   1
M  END

ChEBI
  Mrv0541 02241222362D          

 25 27  0  0  1  0            999 V2000
    7.1350  -13.5322    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2275  -13.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8201  -12.9582    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7207  -12.5254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4467  -12.9520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2233  -14.0778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1386  -14.0778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4441  -12.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8541  -12.0702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0582   -9.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0582  -10.7248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3437   -9.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3437  -11.1373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6293   -9.8998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6293  -10.7248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8428  -10.9798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3277  -10.3124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8428   -9.6449    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.9148  -11.1373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3437   -8.6623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8391   -8.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0734  -12.5184    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.2927  -12.9666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5216  -13.2991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6252  -11.7377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  3  4  1  0  0  0  0
  3  2  1  1  0  0  0
  5  1  1  1  0  0  0
  4  5  1  0  0  0  0
  6  2  1  0  0  0  0
  7  1  1  0  0  0  0
  8  5  1  0  0  0  0
  9  8  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  2  0  0  0  0
 14 15  1  0  0  0  0
 17 16  1  0  0  0  0
 11 16  1  0  0  0  0
 18 17  2  0  0  0  0
 10 11  2  0  0  0  0
 10 18  1  0  0  0  0
 19 15  1  0  0  0  0
 20 12  2  0  0  0  0
  3 16  1  0  0  0  0
 21 18  1  0  0  0  0
 23 22  2  0  0  0  0
 24 22  1  0  0  0  0
 25 22  1  0  0  0  0
  9 22  1  0  0  0  0
M  CHG  1  18   1
M  END
> <DATABASE_ID>
MMDBc0033130

> <DATABASE_NAME>
MIME

> <SMILES>
C[N+]1=CN([C@@H]2O[C@H](COP(O)(O)=O)[C@H](O)C2O)C2=C1C(=O)NC(N)=N2

> <INCHI_IDENTIFIER>
InChI=1S/C11H16N5O8P/c1-15-3-16(8-5(15)9(19)14-11(12)13-8)10-7(18)6(17)4(24-10)2-23-25(20,21)22/h3-4,6-7,10,17-18H,2H2,1H3,(H4-,12,13,14,19,20,21,22)/p+1/t4-,6+,7?,10-/m1/s1

> <INCHI_KEY>
AOKQNZVJJXPUQA-PKJMTWSGSA-O

> <FORMULA>
C11H17N5O8P

> <MOLECULAR_WEIGHT>
378.2551

> <EXACT_MASS>
378.081474057

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
33.372600959633075

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-9-[(2R,4R,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-7-methyl-6-oxo-6,9-dihydro-1H-purin-7-ium

> <ALOGPS_LOGP>
-2.43

> <JCHEM_LOGP>
-8.560589556709315

> <ALOGPS_LOGS>
-2.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.249470982574368

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2105966904741798

> <JCHEM_PKA_STRONGEST_BASIC>
3.0962810165441015

> <JCHEM_POLAR_SURFACE_AREA>
192.73999999999998

> <JCHEM_REFRACTIVITY>
80.68669999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.80e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-9-[(2R,4R,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-7-methyl-6-oxo-1H-purin-7-ium

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: ChEBI                                             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      13.319 -25.260   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      15.358 -25.260   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.464 -24.189   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      14.412 -23.381   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      12.034 -24.177   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      15.350 -26.279   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      13.325 -26.279   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      12.029 -23.171   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      10.928 -22.531   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      15.042 -18.480   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.042 -20.020   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.708 -17.710   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      13.708 -20.790   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0      12.375 -18.480   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      12.375 -20.020   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      16.507 -20.496   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      17.412 -19.250   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      16.507 -18.004   0.000  0.00  0.00           N+1
HETATM   19  N   UNK     0      11.041 -20.790   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0      13.708 -16.170   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      16.500 -16.280   0.000  0.00  0.00           C+0
HETATM   22  P   UNK     0       9.470 -23.368   0.000  0.00  0.00           P+0
HETATM   23  O   UNK     0       8.013 -24.204   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      10.307 -24.825   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       8.634 -21.910   0.000  0.00  0.00           O+0
CONECT    1    2    5    7                                                  
CONECT    2    1    3    6                                                  
CONECT    3    4    2   16                                                  
CONECT    4    3    5                                                       
CONECT    5    1    4    8                                                  
CONECT    6    2                                                            
CONECT    7    1                                                            
CONECT    8    5    9                                                       
CONECT    9    8   22                                                       
CONECT   10   12   11   18                                                  
CONECT   11   13   16   10                                                  
CONECT   12   10   14   20                                                  
CONECT   13   11   15                                                       
CONECT   14   12   15                                                       
CONECT   15   13   14   19                                                  
CONECT   16   17   11    3                                                  
CONECT   17   16   18                                                       
CONECT   18   17   10   21                                                  
CONECT   19   15                                                            
CONECT   20   12                                                            
CONECT   21   18                                                            
CONECT   22   23   24   25    9                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   22                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

Synonyms

Value	Source
7-Methylguanosine 5'-phosphoric acid	Generator

Molecular Formula

C₁₁H₁₇N₅O₈P

Average Mass

378.2551

Monoisotopic Mass

378.081474057

IUPAC Name

2-amino-9-[(2R,4R,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-7-methyl-6-oxo-6,9-dihydro-1H-purin-7-ium

Traditional Name

2-amino-9-[(2R,4R,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-7-methyl-6-oxo-1H-purin-7-ium

CAS Registry Number

10162-58-0

SMILES

C[N+]1=CN([C@@H]2O[C@H](COP(O)(O)=O)[C@H](O)C2O)C2=C1C(=O)NC(N)=N2

InChI Identifier

InChI=1S/C11H16N5O8P/c1-15-3-16(8-5(15)9(19)14-11(12)13-8)10-7(18)6(17)4(24-10)2-23-25(20,21)22/h3-4,6-7,10,17-18H,2H2,1H3,(H4-,12,13,14,19,20,21,22)/p+1/t4-,6+,7?,10-/m1/s1

InChI Key

AOKQNZVJJXPUQA-PKJMTWSGSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine ribonucleotides

Direct Parent

Purine ribonucleoside monophosphates

Alternative Parents

Substituents

Purine ribonucleoside monophosphate
Pentose-5-phosphate
Pentose phosphate
N-glycosyl compound
Glycosyl compound
Pentose monosaccharide
Monosaccharide phosphate
Hypoxanthine
6-oxopurine
Purine
Imidazopyrimidine
Monoalkyl phosphate
Pyrimidone
Aminopyrimidine
Alkyl phosphate
Pyrimidine
Phosphoric acid ester
Organic phosphoric acid derivative
N-substituted imidazole
Monosaccharide
Heteroaromatic compound
Vinylogous amide
Tetrahydrofuran
Imidazole
Azole
Secondary alcohol
1,2-diol
Oxacycle
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Amine
Alcohol
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	1.8 g/L	ALOGPS
logP	-2.4	ALOGPS
logP	-8.6	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	1.21	ChemAxon
pKa (Strongest Basic)	3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	192.74 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	80.69 m³·mol⁻¹	ChemAxon
Polarizability	33.37 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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 LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-1009000000-ac11a6e5e6554d3a3c24	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0092-6319000000-7cbaca15e0785ea54c87	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0007-9620000000-fc0c9105ecabc0c0638f	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-2009000000-79b6a021245376c6f57b	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9001000000-cb44126030b7725e7b55	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-87084a5c45da50c8a346	2016-09-12	View Spectrum

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	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown
Bacteria	Proteobacteria	93	Human ; Human feces; Turkey ; Pig

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

135582353

PDB ID

Not Available

ChEBI ID

Not Available

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 7-Methylguanosine 5'-phosphate (MMDBc0033130)

MOL for #<Metabolite:0x00007fecec035cb0>

3D MOL for #<Metabolite:0x00007fecec035cb0>

3D SDF for #<Metabolite:0x00007fecec035cb0>

3D-SDF for #<Metabolite:0x00007fecec035cb0>

PDB for #<Metabolite:0x00007fecec035cb0>

3D PDB for #<Metabolite:0x00007fecec035cb0>

SMILES for #<Metabolite:0x00007fecec035cb0>

INCHI for #<Metabolite:0x00007fecec035cb0>

Structure for #<Metabolite:0x00007fecec035cb0>

3D Structure for #<Metabolite:0x00007fecec035cb0>