MiMeDB: Showing metabocard for 7-Aminomethyl-7-carbaguanine (MMDBc0030380)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 00:06:01 UTC

Update Date

2024-10-13 13:00:17 UTC

Metabolite ID

MMDBc0030380

Metabolite Identification

Common Name

7-Aminomethyl-7-carbaguanine

Description

7-Aminomethyl-7-carbaguanine is one of the precursors of nucleoside Q (queuosine) biosynthesis. It is a substrate for preQ1 synthase (EC 1.7.1.13) which catalyzes the NADPH-dependent reduction of 7-cyano-7-carbaguanine (preQ0) to 7-aminomethyl-7-carbaguanine (preQ1). More specifically, this enzyme catalyzes the chemical reaction

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02241201502D          

 13 14  0  0  0  0            999 V2000
   10.8729   -9.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8729   -8.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1584   -9.9795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1584   -8.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4440   -9.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4440   -8.7420    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6575   -9.8218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1423   -9.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6574   -8.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1584   -7.5045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7295   -9.9795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9122   -7.7024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7191   -7.5308    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  1  1  0  0  0  0
  2  1  2  0  0  0  0
  8  7  1  0  0  0  0
  9  8  2  0  0  0  0
  9  2  1  0  0  0  0
 10  4  2  0  0  0  0
 11  5  1  0  0  0  0
 12  9  1  0  0  0  0
 13 12  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030380

> <DATABASE_NAME>
MIME

> <SMILES>
NCC1=CNC2=C1C(=O)NC(N)=N2

> <INCHI_IDENTIFIER>
InChI=1S/C7H9N5O/c8-1-3-2-10-5-4(3)6(13)12-7(9)11-5/h2H,1,8H2,(H4,9,10,11,12,13)

> <INCHI_KEY>
MEYMBLGOKYDGLZ-UHFFFAOYSA-N

> <FORMULA>
C7H9N5O

> <MOLECULAR_WEIGHT>
179.1793

> <EXACT_MASS>
179.080709935

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
17.440777443981148

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-5-(aminomethyl)-3H,4H,7H-pyrrolo[2,3-d]pyrimidin-4-one

> <ALOGPS_LOGP>
-1.43

> <JCHEM_LOGP>
-1.207994808333333

> <ALOGPS_LOGS>
-1.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.120217269603746

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.037900308457573

> <JCHEM_PKA_STRONGEST_BASIC>
8.601212537607308

> <JCHEM_POLAR_SURFACE_AREA>
109.28999999999999

> <JCHEM_REFRACTIVITY>
48.6742

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.93e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-aminomethyl-7-deazaguanine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      20.296 -17.858   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.296 -16.318   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      18.962 -18.628   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      18.962 -15.548   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.629 -17.858   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      17.629 -16.318   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      21.761 -18.334   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      22.666 -17.088   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      21.760 -15.842   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      18.962 -14.008   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      16.295 -18.628   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      22.236 -14.378   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      23.742 -14.057   0.000  0.00  0.00           N+0
CONECT    1    3    7    2                                                  
CONECT    2    4    1    9                                                  
CONECT    3    1    5                                                       
CONECT    4    2    6   10                                                  
CONECT    5    3    6   11                                                  
CONECT    6    4    5                                                       
CONECT    7    1    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    2   12                                                  
CONECT   10    4                                                            
CONECT   11    5                                                            
CONECT   12    9   13                                                       
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END

Synonyms

Value	Source
7-DEAZA-7-aminomethyl-guanine	ChEBI
7-Aminomethyl-7-deazaguanine	Kegg
PreQ1	HMDB

Molecular Formula

C₇H₉N₅O

Average Mass

179.1793

Monoisotopic Mass

179.080709935

IUPAC Name

2-amino-5-(aminomethyl)-3H,4H,7H-pyrrolo[2,3-d]pyrimidin-4-one

Traditional Name

7-aminomethyl-7-deazaguanine

CAS Registry Number

Not Available

SMILES

NCC1=CNC2=C1C(=O)NC(N)=N2

InChI Identifier

InChI=1S/C7H9N5O/c8-1-3-2-10-5-4(3)6(13)12-7(9)11-5/h2H,1,8H2,(H4,9,10,11,12,13)

InChI Key

MEYMBLGOKYDGLZ-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
Aralkylamine
Hydroxypyrimidine
Substituted pyrrole
Pyrimidine
Heteroaromatic compound
Pyrrole
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Amine
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

pyrrolopyrimidine (CHEBI:45126 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	2.93 g/L	ALOGPS
logP	-1.4	ALOGPS
logP	-1.2	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	11.04	ChemAxon
pKa (Strongest Basic)	8.6	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	109.29 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	48.67 m³·mol⁻¹	ChemAxon
Polarizability	17.44 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	splash10-06vr-1900000000-6c74d2d331883324fbd8	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03e9-0900000000-186cf56f77e8ac46162e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0900000000-e42a8c4daace1afde7ae	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0229-1900000000-d9d17cbc8d643eb3bb92	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0900000000-7c00db685d48eeeaa166	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004j-2900000000-8a8ba88dc9cf497add5e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9600000000-8d2f3dc2af852732e95b	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0900000000-640c17980dbf68c2f745	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03dj-1900000000-ed2d82c910ac3948e2e7	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9700000000-110463c1e8dbf082afcf	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0900000000-056d9eb91af27afcf50d	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0900000000-8b141eab907933d865b1	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0075-4900000000-b0875f15fc961a04cee6	2021-09-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	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
MMDBp0192464	Queuine tRNA-ribosyltransferase	Unknown	Q9BXR0	Homo sapiens
MMDBp0195886	Queuine tRNA-ribosyltransferase subunit QTRTD1	Enzyme	Q9H974	Homo sapiens

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	309	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Pig ; Cattle ; River trout ; Turkey ; Sheep ; Lion ; Chicken ; American dog tick	Unknown
Bacteria	Cyanobacteria	23	Human
Bacteria	Firmicutes	56	Human feces; Human ; Cattle
Bacteria	Aquificae	1
Bacteria	Bacteroidetes	6	Human ; Human feces
Bacteria	Chlorobi	10
Bacteria	Elusimicrobia	1
Bacteria	Actinobacteria	1
Bacteria	Spirochaetes	4	Human
Bacteria	Planctomycetes	1
Bacteria	nah	1
Bacteria	Thermotogae	3
Bacteria	Chloroflexi	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

HMDB0011690

DrugBank ID

DB03304

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB028377

KNApSAcK ID

Not Available

Chemspider ID

166

KEGG Compound ID

C16675

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

171

PDB ID

PRF

ChEBI ID

45126

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-Aminomethyl-7-carbaguanine (MMDBc0030380)

MOL for #<Metabolite:0x00007fab212891e0>

3D MOL for #<Metabolite:0x00007fab212891e0>

3D SDF for #<Metabolite:0x00007fab212891e0>

3D-SDF for #<Metabolite:0x00007fab212891e0>

PDB for #<Metabolite:0x00007fab212891e0>

3D PDB for #<Metabolite:0x00007fab212891e0>

SMILES for #<Metabolite:0x00007fab212891e0>

INCHI for #<Metabolite:0x00007fab212891e0>

Structure for #<Metabolite:0x00007fab212891e0>

3D Structure for #<Metabolite:0x00007fab212891e0>