MiMeDB: Showing metabocard for 7-Deaza-7-carboxyguanine (MMDBc0031592)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:40:37 UTC

Update Date

2022-08-31 18:22:04 UTC

Metabolite ID

MMDBc0031592

Metabolite Identification

Common Name

7-Deaza-7-carboxyguanine

Description

7-deaza-7-carboxyguanine is a member of the chemical class known as Pyrrolopyrimidines. These are compounds containing a pyrrolopyrimidine moiety, which consists of a pyrrole ring fused to a pyrimidine.

Structure

MOL SDF PDB SMILES InChI

13344694
  Mrv0541 07091216332D          

 20 21  0  0  0  0            999 V2000
    3.5220    1.2661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0807    1.2343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7224    1.6783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0171   -1.0479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.2090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    0.0285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -1.2090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    0.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -0.7965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0171    0.2799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4986   -0.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.7965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2734    1.0642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1760   -1.5340    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0101   -0.3840    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.7205    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.9532    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -1.7205    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2396    1.7205    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  2  0  0  0  0
  2 14  1  0  0  0  0
  2 20  1  0  0  0  0
  3 14  2  0  0  0  0
  4  9  1  0  0  0  0
  4 11  1  0  0  0  0
  4 15  1  0  0  0  0
  5  9  1  0  0  0  0
  5 13  1  0  0  0  0
  5 17  1  0  0  0  0
  6 12  1  0  0  0  0
  6 13  2  0  0  0  0
  7 13  1  0  0  0  0
  7 18  1  0  0  0  0
  7 19  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  8 12  1  0  0  0  0
 10 11  2  0  0  0  0
 10 14  1  0  0  0  0
 11 16  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031592

> <DATABASE_NAME>
MIME

> <SMILES>
[H]OC(=O)C1=C([H])N([H])C2=C1C(=O)N=C(N([H])[H])N2[H]

> <INCHI_IDENTIFIER>
InChI=1S/C7H6N4O3/c8-7-10-4-3(5(12)11-7)2(1-9-4)6(13)14/h1H,(H,13,14)(H4,8,9,10,11,12)

> <INCHI_KEY>
XIUIRSLBMMTDSK-UHFFFAOYSA-N

> <FORMULA>
C7H6N4O3

> <MOLECULAR_WEIGHT>
194.1475

> <EXACT_MASS>
194.043990078

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
17.09945101530517

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-amino-4-oxo-1H,4H,7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid

> <ALOGPS_LOGP>
-0.51

> <JCHEM_LOGP>
-0.1585695356666668

> <ALOGPS_LOGS>
-1.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.055287808798807

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.208069365021551

> <JCHEM_PKA_STRONGEST_BASIC>
0.050273895375684496

> <JCHEM_POLAR_SURFACE_AREA>
120.57

> <JCHEM_REFRACTIVITY>
47.0236

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.96e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-4-oxo-1H,7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-JUL-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 13344694                                          
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-12         0                                  
HETATM    1  O   UNK     0       6.574   2.363   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      11.351   2.304   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       8.815   3.133   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       9.365  -1.956   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       6.574  -2.257   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       5.241   0.053   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       3.907  -2.257   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       7.908   0.053   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.908  -1.487   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.365   0.523   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.264  -0.717   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.574   0.823   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.241  -1.487   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.844   1.986   0.000  0.00  0.00           C+0
HETATM   15  H   UNK     0       9.662  -2.864   0.000  0.00  0.00           H+0
HETATM   16  H   UNK     0      11.219  -0.717   0.000  0.00  0.00           H+0
HETATM   17  H   UNK     0       6.574  -3.212   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0       3.080  -1.779   0.000  0.00  0.00           H+0
HETATM   19  H   UNK     0       3.907  -3.212   0.000  0.00  0.00           H+0
HETATM   20  H   UNK     0      11.647   3.212   0.000  0.00  0.00           H+0
CONECT    1   12                                                            
CONECT    2   14   20                                                       
CONECT    3   14                                                            
CONECT    4    9   11   15                                                  
CONECT    5    9   13   17                                                  
CONECT    6   12   13                                                       
CONECT    7   13   18   19                                                  
CONECT    8    9   10   12                                                  
CONECT    9    4    5    8                                                  
CONECT   10    8   11   14                                                  
CONECT   11    4   10   16                                                  
CONECT   12    1    6    8                                                  
CONECT   13    5    6    7                                                  
CONECT   14    2    3   10                                                  
CONECT   15    4                                                            
CONECT   16   11                                                            
CONECT   17    5                                                            
CONECT   18    7                                                            
CONECT   19    7                                                            
CONECT   20    2                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

Synonyms

Value	Source
7-Carboxy-7-deazaguanine	Kegg

Molecular Formula

C₇H₆N₄O₃

Average Mass

194.1475

Monoisotopic Mass

194.043990078

IUPAC Name

2-amino-4-oxo-1H,4H,7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid

Traditional Name

2-amino-4-oxo-1H,7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C1=C([H])N([H])C2=C1C(=O)N=C(N([H])[H])N2[H]

InChI Identifier

InChI=1S/C7H6N4O3/c8-7-10-4-3(5(12)11-7)2(1-9-4)6(13)14/h1H,(H,13,14)(H4,8,9,10,11,12)

InChI Key

XIUIRSLBMMTDSK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrrolo[2,3-d]pyrimidines. These are aromatic heteropolycyclic compounds containing a pyrrolo[2,3-d]pyrimidine ring system, which is an pyrrolopyrimidine isomers having the 3 ring nitrogen atoms at the 1-, 5-, and 7-positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolopyrimidines

Sub Class

Pyrrolo[2,3-d]pyrimidines

Direct Parent

Pyrrolo[2,3-d]pyrimidines

Alternative Parents

Substituents

Pyrrolo[2,3-d]pyrimidine
Pyrrole-3-carboxylic acid
Pyrrole-3-carboxylic acid or derivatives
Aminopyrimidine
Pyrimidone
Pyrimidine
Substituted pyrrole
Heteroaromatic compound
Vinylogous amide
Pyrrole
Amino acid or derivatives
Amino acid
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Primary amine
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:61125 )
pyrrolopyrimidine (CHEBI:61125 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	2.96 g/L	ALOGPS
logP	-0.51	ALOGPS
logP	-0.16	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	5.21	ChemAxon
pKa (Strongest Basic)	0.05	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	120.57 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	47.02 m³·mol⁻¹	ChemAxon
Polarizability	17.1 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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 (TMS_1_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002b-0900000000-bf9e486de51c440522d9	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004j-0900000000-58f4e55d1aebe6f5cceb	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a7s-1900000000-46af04c26b8110735f23	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0005-0900000000-765de4deda0d7402eb4e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0005-3900000000-a3e8ab6eeb37a9fb7c5f	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-3900000000-86c7751b7a5c749304c4	2015-09-15	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-21	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
Bacteria	Proteobacteria	342	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Pig ; Cattle ; River trout ; Turkey ; Sheep ; Lion ; Chicken ; American dog tick	Unknown
Bacteria	Aquificae	3
Archaea/Archaea	Euryarchaeota	30
Bacteria	Firmicutes	73	Human ; Human feces; Cattle
Bacteria	Bacteroidetes	8	Human ; Human feces
Bacteria	Chlorobi	10
Bacteria	Cyanobacteria	29	Human
Archaea/Archaea	Crenarchaeota	5
Bacteria	Acidobacteria	2
Bacteria	Spirochaetes	6	Human
Bacteria	Planctomycetes	1
Bacteria	nah	1
Bacteria	Actinobacteria	2
Archaea	Euryarchaeota	2
Archaea	Crenarchaeota	1

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

C20248

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13344694

PDB ID

Not Available

ChEBI ID

61125

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]
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-Deaza-7-carboxyguanine (MMDBc0031592)

MOL for #<Metabolite:0x00007fed14325218>

3D MOL for #<Metabolite:0x00007fed14325218>

3D SDF for #<Metabolite:0x00007fed14325218>

3D-SDF for #<Metabolite:0x00007fed14325218>

PDB for #<Metabolite:0x00007fed14325218>

3D PDB for #<Metabolite:0x00007fed14325218>

SMILES for #<Metabolite:0x00007fed14325218>

INCHI for #<Metabolite:0x00007fed14325218>

Structure for #<Metabolite:0x00007fed14325218>

3D Structure for #<Metabolite:0x00007fed14325218>