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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2023-05-30 20:55:54 UTC

HMDB ID

HMDB0000897

Secondary Accession Numbers

HMDB00897

Metabolite Identification

Common Name

7-Methylguanine

Description

7-Methylguanine, also known as N7-me-g, belongs to the class of organic compounds known as hypoxanthines. Hypoxanthines are compounds containing the purine derivative 1H-purin-6(9H)-one. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring. 7-Methylguanine exists in all eukaryotes, ranging from yeast to plants to humans. 7-Methylguanine has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make 7-methylguanine a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 7-Methylguanine.

Structure

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

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  O   UNK     0      23.403  -3.969   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      23.403  -5.509   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      26.195  -5.812   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      24.740  -6.281   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      27.095  -7.049   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      26.674  -4.347   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      23.403  -8.594   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      24.740  -7.821   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      22.065  -7.821   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      26.195  -8.295   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0      22.065  -6.281   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      20.738  -8.589   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1   11    4                                                  
CONECT    3    4    5    6                                                  
CONECT    4    3    8    2                                                  
CONECT    5    3   10                                                       
CONECT    6    3                                                            
CONECT    7    8    9                                                       
CONECT    8    7   10    4                                                  
CONECT    9    7   11   12                                                  
CONECT   10    8    5                                                       
CONECT   11    2    9                                                       
CONECT   12    9                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Amino-1,7-dihydro-7-methyl-6H-purin-6-one	ChEBI
2-Amino-7-methylhypoxanthine	ChEBI
N(7)-Methylguanine	ChEBI
2-Amino-1,7-dihydroxy-7-methyl-6H-purine-6-one	HMDB
2-Amino-6-hydroxy-7-methylpurine	HMDB
7-Methyl-guanine	HMDB
7-Methyl-guanine (8ci)	HMDB
N-Methylguanine	HMDB
N7-Methylguanine	HMDB
7-Methylguanine, 14C-labeled	HMDB
N2-Methylguanine	HMDB
N7-Me-g	HMDB
N(2)-Methylguanine	HMDB
7-Methylguanine	ChEBI

Chemical Formula

C₆H₇N₅O

Average Molecular Weight

165.1527

Monoisotopic Molecular Weight

165.065059871

IUPAC Name

2-amino-7-methyl-6,7-dihydro-3H-purin-6-one

Traditional Name

2-amino-7-methylhypoxanthine

CAS Registry Number

578-76-7

SMILES

CN1C=NC2=C1C(=O)N=C(N)N2

InChI Identifier

InChI=1S/C6H7N5O/c1-11-2-8-4-3(11)5(12)10-6(7)9-4/h2H,1H3,(H3,7,9,10,12)

InChI Key

FZWGECJQACGGTI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hypoxanthines. Hypoxanthines are compounds containing the purine derivative 1H-purin-6(9H)-one. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyrimidines

Sub Class

Purines and purine derivatives

Direct Parent

Hypoxanthines

Alternative Parents

Substituents

6-oxopurine
Hypoxanthine
Aminopyrimidine
Pyrimidone
N-substituted imidazole
Pyrimidine
Azole
Imidazole
Heteroaromatic compound
Vinylogous amide
Azacycle
Primary amine
Organooxygen compound
Organonitrogen compound
Organic oxide
Amine
Organopnictogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

7-methylguanine (CHEBI:28664 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 2437827)

Cell

White blood cell (HMDB: HMDB0000897)
Leukocyte (HMDB: HMDB0000897)

Organ

Placenta (HMDB: HMDB0000897)

Excreta

Biofluid or Excreta

Feces (PMID: 27015276)

Cellular substructure

Cytoplasm (HMDB: HMDB0000897)

Source

Endogenous

Endogenous (HMDB: HMDB0000897)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	370 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Baker	136.617	30932474
[M+H]+	Baker	134.333	30932474
[M-H]-	Not Available	136.617	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001790

Predicted Molecular Properties

Property	Value	Source
Water Solubility	6.12 g/L	ALOGPS
logP	-0.62	ALOGPS
logP	-0.37	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	9.35	ChemAxon
pKa (Strongest Basic)	2.07	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	43.8 m³·mol⁻¹	ChemAxon
Polarizability	15.41 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	134.389	31661259
DarkChem	[M-H]-	135.371	31661259
AllCCS	[M+H]+	135.554	32859911
AllCCS	[M-H]-	132.42	32859911
DeepCCS	[M+H]+	133.547	30932474
DeepCCS	[M-H]-	131.151	30932474
DeepCCS	[M-2H]-	166.902	30932474
DeepCCS	[M+Na]+	141.362	30932474
AllCCS	[M+H]+	135.6	32859911
AllCCS	[M+H-H2O]+	131.1	32859911
AllCCS	[M+NH4]+	139.7	32859911
AllCCS	[M+Na]+	140.9	32859911
AllCCS	[M-H]-	132.4	32859911
AllCCS	[M+Na-2H]-	133.2	32859911
AllCCS	[M+HCOO]-	134.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-Methylguanine	CN1C=NC2=C1C(=O)N=C(N)N2	2769.2	Standard polar	33892256
7-Methylguanine	CN1C=NC2=C1C(=O)N=C(N)N2	1933.9	Standard non polar	33892256
7-Methylguanine	CN1C=NC2=C1C(=O)N=C(N)N2	2150.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7-Methylguanine,1TMS,isomer #1	CN1C=NC2=C1C(=O)N=C(N[Si](C)(C)C)[NH]2	2064.5	Semi standard non polar	33892256
7-Methylguanine,1TMS,isomer #1	CN1C=NC2=C1C(=O)N=C(N[Si](C)(C)C)[NH]2	2187.2	Standard non polar	33892256
7-Methylguanine,1TMS,isomer #1	CN1C=NC2=C1C(=O)N=C(N[Si](C)(C)C)[NH]2	3085.8	Standard polar	33892256
7-Methylguanine,1TMS,isomer #2	CN1C=NC2=C1C(=O)N=C(N)N2[Si](C)(C)C	1983.8	Semi standard non polar	33892256
7-Methylguanine,1TMS,isomer #2	CN1C=NC2=C1C(=O)N=C(N)N2[Si](C)(C)C	2119.3	Standard non polar	33892256
7-Methylguanine,1TMS,isomer #2	CN1C=NC2=C1C(=O)N=C(N)N2[Si](C)(C)C	3029.7	Standard polar	33892256
7-Methylguanine,2TMS,isomer #1	CN1C=NC2=C1C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	1976.5	Semi standard non polar	33892256
7-Methylguanine,2TMS,isomer #1	CN1C=NC2=C1C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	2116.7	Standard non polar	33892256
7-Methylguanine,2TMS,isomer #1	CN1C=NC2=C1C(=O)N=C(N[Si](C)(C)C)N2[Si](C)(C)C	2721.1	Standard polar	33892256
7-Methylguanine,2TMS,isomer #2	CN1C=NC2=C1C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2	1991.7	Semi standard non polar	33892256
7-Methylguanine,2TMS,isomer #2	CN1C=NC2=C1C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2	2149.5	Standard non polar	33892256
7-Methylguanine,2TMS,isomer #2	CN1C=NC2=C1C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]2	2726.4	Standard polar	33892256
7-Methylguanine,3TMS,isomer #1	CN1C=NC2=C1C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	2020.0	Semi standard non polar	33892256
7-Methylguanine,3TMS,isomer #1	CN1C=NC2=C1C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	2168.4	Standard non polar	33892256
7-Methylguanine,3TMS,isomer #1	CN1C=NC2=C1C(=O)N=C(N([Si](C)(C)C)[Si](C)(C)C)N2[Si](C)(C)C	2400.5	Standard polar	33892256
7-Methylguanine,1TBDMS,isomer #1	CN1C=NC2=C1C(=O)N=C(N[Si](C)(C)C(C)(C)C)[NH]2	2273.3	Semi standard non polar	33892256
7-Methylguanine,1TBDMS,isomer #1	CN1C=NC2=C1C(=O)N=C(N[Si](C)(C)C(C)(C)C)[NH]2	2322.4	Standard non polar	33892256
7-Methylguanine,1TBDMS,isomer #1	CN1C=NC2=C1C(=O)N=C(N[Si](C)(C)C(C)(C)C)[NH]2	3085.6	Standard polar	33892256
7-Methylguanine,1TBDMS,isomer #2	CN1C=NC2=C1C(=O)N=C(N)N2[Si](C)(C)C(C)(C)C	2227.8	Semi standard non polar	33892256
7-Methylguanine,1TBDMS,isomer #2	CN1C=NC2=C1C(=O)N=C(N)N2[Si](C)(C)C(C)(C)C	2288.5	Standard non polar	33892256
7-Methylguanine,1TBDMS,isomer #2	CN1C=NC2=C1C(=O)N=C(N)N2[Si](C)(C)C(C)(C)C	3011.9	Standard polar	33892256
7-Methylguanine,2TBDMS,isomer #1	CN1C=NC2=C1C(=O)N=C(N[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	2417.6	Semi standard non polar	33892256
7-Methylguanine,2TBDMS,isomer #1	CN1C=NC2=C1C(=O)N=C(N[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	2532.2	Standard non polar	33892256
7-Methylguanine,2TBDMS,isomer #1	CN1C=NC2=C1C(=O)N=C(N[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	2757.6	Standard polar	33892256
7-Methylguanine,2TBDMS,isomer #2	CN1C=NC2=C1C(=O)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]2	2380.9	Semi standard non polar	33892256
7-Methylguanine,2TBDMS,isomer #2	CN1C=NC2=C1C(=O)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]2	2561.1	Standard non polar	33892256
7-Methylguanine,2TBDMS,isomer #2	CN1C=NC2=C1C(=O)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]2	2756.1	Standard polar	33892256
7-Methylguanine,3TBDMS,isomer #1	CN1C=NC2=C1C(=O)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	2604.0	Semi standard non polar	33892256
7-Methylguanine,3TBDMS,isomer #1	CN1C=NC2=C1C(=O)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	2804.9	Standard non polar	33892256
7-Methylguanine,3TBDMS,isomer #1	CN1C=NC2=C1C(=O)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C	2631.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Methylguanine GC-MS (Non-derivatized) - 70eV, Positive	splash10-01bi-2900000000-b0a95cd14f249c667450	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Methylguanine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Methylguanine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7-Methylguanine Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-014i-0900000000-9467edfe6e5fe41d80c7	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7-Methylguanine Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-0002-0900000000-248230263bb02a17634d	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7-Methylguanine Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-014i-9000000000-64ba12b6ac3ae920980e	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7-Methylguanine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOF	splash10-03di-0900000000-6d69b62500523e3dc3d0	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7-Methylguanine LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOF	splash10-03di-0900000000-37d2717efb3cfd99a3a5	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7-Methylguanine LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative-QTOF	splash10-0a4i-1900000000-9b6a6193e87ed7391bfd	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7-Methylguanine LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative-QTOF	splash10-0a4i-2900000000-8bc29ce14fc996e59b37	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7-Methylguanine LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative-QTOF	splash10-0a4i-6900000000-b9b860095178bfbd4cd4	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7-Methylguanine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOF	splash10-00kb-1900000000-0d0f6cc2cd44562b2323	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7-Methylguanine LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive-QTOF	splash10-00di-9500000000-80f25018b3b2b6146ab0	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7-Methylguanine LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive-QTOF	splash10-00di-9600000000-ab600e6988ac4e56e321	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7-Methylguanine LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive-QTOF	splash10-00dj-9400000000-e929965f6c63f59fcb15	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7-Methylguanine LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive-QTOF	splash10-014j-9000000000-fa82f4a1c9751a539c26	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7-Methylguanine LC-ESI-QQ , negative-QTOF	splash10-03di-0900000000-6d69b62500523e3dc3d0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7-Methylguanine LC-ESI-QQ , negative-QTOF	splash10-03di-0900000000-2105f1b548050728fb41	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7-Methylguanine LC-ESI-QQ , negative-QTOF	splash10-0a4i-1900000000-9b6a6193e87ed7391bfd	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7-Methylguanine LC-ESI-QQ , negative-QTOF	splash10-0a4i-2900000000-8bc29ce14fc996e59b37	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7-Methylguanine LC-ESI-QQ , negative-QTOF	splash10-0a4i-6900000000-b9b860095178bfbd4cd4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7-Methylguanine LC-ESI-QQ , positive-QTOF	splash10-00kb-1900000000-61125a8802327f88d32a	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Methylguanine 10V, Positive-QTOF	splash10-014i-0900000000-7bbf7f0a999ef7bf8afb	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Methylguanine 20V, Positive-QTOF	splash10-014i-0900000000-b6a2ab544a0f5c16da9b	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Methylguanine 40V, Positive-QTOF	splash10-006t-9800000000-eee86daa744a6ab97786	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Methylguanine 10V, Negative-QTOF	splash10-03di-0900000000-8ba30384438f851de3ff	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Methylguanine 20V, Negative-QTOF	splash10-03di-1900000000-f0d2b014e6cd3c2588c4	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Methylguanine 40V, Negative-QTOF	splash10-001i-9100000000-6fba35b30d5f7e144718	2016-09-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm (predicted from logP)

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Leukocyte
Placenta

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.129 +/- 0.024 uM	Adult (>18 years old)	Both	Normal	2437827	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	34436864	details
Urine	Detected and Quantified	10.79 +/- 0.86 umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	Analysis of 40 NI...	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022305

KNApSAcK ID

Not Available

Chemspider ID

10883

KEGG Compound ID

C02242

BioCyc ID

CPD0-2377

BiGG ID

Not Available

Wikipedia Link

7-Methylguanine

METLIN ID

Not Available

PubChem Compound

11361

PDB ID

Not Available

ChEBI ID

28664

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Adams, Benjamin L. De-D-ribosylation of 7-alkylpurine D-ribonucleosides by a reduction-displacement procedure. Conversion of 7-methylguanosine into 7-methylguanine. Nucleic Acid Chem. (1978), 2 615-17.

Material Safety Data Sheet (MSDS)

Not Available

General References

Mustonen R, Hemminki K: 7-Methylguanine levels in DNA of smokers' and non-smokers' total white blood cells, granulocytes and lymphocytes. Carcinogenesis. 1992 Nov;13(11):1951-5. [PubMed:1423861 ]
Eder E: Intraindividual variations of DNA adduct levels in humans. Mutat Res. 1999 Mar 8;424(1-2):249-61. [PubMed:10064865 ]
van Delft JH, van den Ende AM, Keizer HJ, Ouwerkerk J, Baan RA: Determination of N7-methylguanine in DNA of white blood cells from cancer patients treated with dacarbazine. Carcinogenesis. 1992 Jul;13(7):1257-9. [PubMed:1638694 ]
Kumar R, Hemminki K: Separation of 7-methyl- and 7-(2-hydroxyethyl)-guanine adducts in human DNA samples using a combination of TLC and HPLC. Carcinogenesis. 1996 Mar;17(3):485-92. [PubMed:8631134 ]
Chao MR, Wang CJ, Yang HH, Chang LW, Hu CW: Rapid and sensitive quantification of urinary N7-methylguanine by isotope-dilution liquid chromatography/electrospray ionization tandem mass spectrometry with on-line solid-phase extraction. Rapid Commun Mass Spectrom. 2005;19(17):2427-32. [PubMed:16059882 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Enzymes

Enzyme Details

1. DNA-3-methyladenine glycosylase

General function:: Involved in catalytic activity
Specific function:: Hydrolysis of the deoxyribose N-glycosidic bond to excise 3-methyladenine, and 7-methylguanine from the damaged DNA polymer formed by alkylation lesions
Gene Name:: MPG
Uniprot ID:: P29372
Molecular weight:: 32868.4

Showing metabocard for 7-Methylguanine (HMDB0000897)

MOL for HMDB0000897 (7-Methylguanine)

3D MOL for HMDB0000897 (7-Methylguanine)

3D SDF for HMDB0000897 (7-Methylguanine)

3D-SDF for HMDB0000897 (7-Methylguanine)

PDB for HMDB0000897 (7-Methylguanine)

3D PDB for HMDB0000897 (7-Methylguanine)

SMILES for HMDB0000897 (7-Methylguanine)

INCHI for HMDB0000897 (7-Methylguanine)

Structure for HMDB0000897 (7-Methylguanine)

3D Structure for HMDB0000897 (7-Methylguanine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes