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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2007-04-12 21:01:07 UTC

Update Date

2023-02-21 17:17:13 UTC

HMDB ID

HMDB0006040

Secondary Accession Numbers

HMDB06040

Metabolite Identification

Common Name

N2-Methylguanine

Description

N2-Methylguanine is a modified nucleoside. N2-Methylguanine is an endogenous methylated nucleoside found in human fluids; methylated purine bases are present in higher amounts in tumor-bearing patients compared to healthy controls. Human exposure to carcinogenic alkylating agents can lead to the formation of covalently bound adducts in DNA, some of which are excreted in urine as alkylated purines following DNA degrdn. and repair; the N2 position of guanine is one of the major sites for DNA modification by various carcinogens. Measurements of RNA or DNA catabolites in urine can be used as a measure for the metabolism of each of the three major species of RNA. An accumulation of modified ribonucleosides appears in the serum of uremic patients. (PMID: 16527824 , 16061253 , 8043914 , 2428556 , 7159514 , 9607216 ).

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      32.847  -5.451   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0      32.847 -10.071   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0      35.638  -7.292   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      35.638  -9.770   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      31.514  -7.761   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      30.180 -10.071   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      34.181  -7.761   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      34.181  -9.301   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      31.514  -9.301   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      32.847  -6.991   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      36.537  -8.531   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      28.847  -9.301   0.000  0.00  0.00           C+0
CONECT    1   10                                                            
CONECT    2    8    9                                                       
CONECT    3    7   11                                                       
CONECT    4    8   11                                                       
CONECT    5    9   10                                                       
CONECT    6    9   12                                                       
CONECT    7    3    8   10                                                  
CONECT    8    2    4    7                                                  
CONECT    9    2    5    6                                                  
CONECT   10    1    5    7                                                  
CONECT   11    3    4                                                       
CONECT   12    6                                                            
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
1,7-Dihydro-2-(methylamino)-6H-purin-6-one	ChEBI
2-Methylamino-6-oxopurine	ChEBI
2-Methylguanine	ChEBI
N-Methyl-guanine	ChEBI
1, 7-dihydro-2-(methylamino)-6H-Purin-6-one	HMDB
2-(methylamino)-9H-Purin-6-ol	HMDB
2-methylamino-1,9-dihydro-Purin-6-one	HMDB
2-monomethylamino-6-Hydroxypurine	HMDB
6-Hydroxy-2-methylamino-purine	HMDB
6-Hydroxy-2-methylaminopurine	HMDB
7-Methylguanine	MeSH, HMDB
N7-Me-g	MeSH, HMDB
7-Methylguanine, 14C-labeled	MeSH, HMDB
N(2)-Methylguanine	MeSH, HMDB
N7-Methylguanine	MeSH, HMDB
N2-Methylguanine	MeSH

Chemical Formula

C₆H₇N₅O

Average Molecular Weight

165.1527

Monoisotopic Molecular Weight

165.065059871

IUPAC Name

2-(methylamino)-6,7-dihydro-3H-purin-6-one

Traditional Name

2-(methylamino)-3,7-dihydropurin-6-one

CAS Registry Number

10030-78-1

SMILES

CNC1=NC(=O)C2=C(N1)N=CN2

InChI Identifier

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

InChI Key

SGSSKEDGVONRGC-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
Secondary aliphatic/aromatic amine
Pyrimidine
Heteroaromatic compound
Vinylogous amide
Imidazole
Azole
Azacycle
Secondary amine
Organic nitrogen compound
Amine
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0006040)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0006040)

Source

Endogenous

Endogenous (HMDB: HMDB0006040)

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	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.81 g/L	ALOGPS
logP	-0.71	ALOGPS
logP	-0.31	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	8.92	ChemAxon
pKa (Strongest Basic)	2.22	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	82.17 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	43.68 m³·mol⁻¹	ChemAxon
Polarizability	15.5 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]+	134.543	31661259
DarkChem	[M-H]-	134.913	31661259
DeepCCS	[M+H]+	133.966	30932474
DeepCCS	[M-H]-	130.992	30932474
DeepCCS	[M-2H]-	167.643	30932474
DeepCCS	[M+Na]+	143.004	30932474
AllCCS	[M+H]+	136.1	32859911
AllCCS	[M+H-H2O]+	131.6	32859911
AllCCS	[M+NH4]+	140.3	32859911
AllCCS	[M+Na]+	141.5	32859911
AllCCS	[M-H]-	132.7	32859911
AllCCS	[M+Na-2H]-	133.4	32859911
AllCCS	[M+HCOO]-	134.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.08 minutes	32390414
Predicted by Siyang on May 30, 2022	9.508 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.75 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	124.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	635.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	327.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	54.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	197.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	52.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	285.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	286.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	574.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	617.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	103.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	780.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	198.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	255.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	666.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	216.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	253.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N2-Methylguanine	CNC1=NC(=O)C2=C(N1)N=CN2	2939.8	Standard polar	33892256
N2-Methylguanine	CNC1=NC(=O)C2=C(N1)N=CN2	2048.6	Standard non polar	33892256
N2-Methylguanine	CNC1=NC(=O)C2=C(N1)N=CN2	2170.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N2-Methylguanine,1TMS,isomer #1	CN(C1=NC(=O)C2=C(N=C[NH]2)[NH]1)[Si](C)(C)C	2016.8	Semi standard non polar	33892256
N2-Methylguanine,1TMS,isomer #1	CN(C1=NC(=O)C2=C(N=C[NH]2)[NH]1)[Si](C)(C)C	2113.5	Standard non polar	33892256
N2-Methylguanine,1TMS,isomer #1	CN(C1=NC(=O)C2=C(N=C[NH]2)[NH]1)[Si](C)(C)C	3098.3	Standard polar	33892256
N2-Methylguanine,1TMS,isomer #2	CNC1=NC(=O)C2=C(N=C[NH]2)N1[Si](C)(C)C	1961.5	Semi standard non polar	33892256
N2-Methylguanine,1TMS,isomer #2	CNC1=NC(=O)C2=C(N=C[NH]2)N1[Si](C)(C)C	2108.2	Standard non polar	33892256
N2-Methylguanine,1TMS,isomer #2	CNC1=NC(=O)C2=C(N=C[NH]2)N1[Si](C)(C)C	3118.7	Standard polar	33892256
N2-Methylguanine,1TMS,isomer #3	CNC1=NC(=O)C2=C(N=CN2[Si](C)(C)C)[NH]1	2065.3	Semi standard non polar	33892256
N2-Methylguanine,1TMS,isomer #3	CNC1=NC(=O)C2=C(N=CN2[Si](C)(C)C)[NH]1	2058.1	Standard non polar	33892256
N2-Methylguanine,1TMS,isomer #3	CNC1=NC(=O)C2=C(N=CN2[Si](C)(C)C)[NH]1	3043.0	Standard polar	33892256
N2-Methylguanine,2TMS,isomer #1	CN(C1=NC(=O)C2=C(N=CN2[Si](C)(C)C)[NH]1)[Si](C)(C)C	2044.0	Semi standard non polar	33892256
N2-Methylguanine,2TMS,isomer #1	CN(C1=NC(=O)C2=C(N=CN2[Si](C)(C)C)[NH]1)[Si](C)(C)C	2106.2	Standard non polar	33892256
N2-Methylguanine,2TMS,isomer #1	CN(C1=NC(=O)C2=C(N=CN2[Si](C)(C)C)[NH]1)[Si](C)(C)C	2623.0	Standard polar	33892256
N2-Methylguanine,2TMS,isomer #2	CN(C1=NC(=O)C2=C(N=C[NH]2)N1[Si](C)(C)C)[Si](C)(C)C	1993.2	Semi standard non polar	33892256
N2-Methylguanine,2TMS,isomer #2	CN(C1=NC(=O)C2=C(N=C[NH]2)N1[Si](C)(C)C)[Si](C)(C)C	2173.7	Standard non polar	33892256
N2-Methylguanine,2TMS,isomer #2	CN(C1=NC(=O)C2=C(N=C[NH]2)N1[Si](C)(C)C)[Si](C)(C)C	2707.6	Standard polar	33892256
N2-Methylguanine,2TMS,isomer #3	CNC1=NC(=O)C2=C(N=CN2[Si](C)(C)C)N1[Si](C)(C)C	1982.5	Semi standard non polar	33892256
N2-Methylguanine,2TMS,isomer #3	CNC1=NC(=O)C2=C(N=CN2[Si](C)(C)C)N1[Si](C)(C)C	2042.5	Standard non polar	33892256
N2-Methylguanine,2TMS,isomer #3	CNC1=NC(=O)C2=C(N=CN2[Si](C)(C)C)N1[Si](C)(C)C	2687.0	Standard polar	33892256
N2-Methylguanine,3TMS,isomer #1	CN(C1=NC(=O)C2=C(N=CN2[Si](C)(C)C)N1[Si](C)(C)C)[Si](C)(C)C	2028.2	Semi standard non polar	33892256
N2-Methylguanine,3TMS,isomer #1	CN(C1=NC(=O)C2=C(N=CN2[Si](C)(C)C)N1[Si](C)(C)C)[Si](C)(C)C	2110.7	Standard non polar	33892256
N2-Methylguanine,3TMS,isomer #1	CN(C1=NC(=O)C2=C(N=CN2[Si](C)(C)C)N1[Si](C)(C)C)[Si](C)(C)C	2390.6	Standard polar	33892256
N2-Methylguanine,1TBDMS,isomer #1	CN(C1=NC(=O)C2=C(N=C[NH]2)[NH]1)[Si](C)(C)C(C)(C)C	2207.7	Semi standard non polar	33892256
N2-Methylguanine,1TBDMS,isomer #1	CN(C1=NC(=O)C2=C(N=C[NH]2)[NH]1)[Si](C)(C)C(C)(C)C	2323.5	Standard non polar	33892256
N2-Methylguanine,1TBDMS,isomer #1	CN(C1=NC(=O)C2=C(N=C[NH]2)[NH]1)[Si](C)(C)C(C)(C)C	3173.7	Standard polar	33892256
N2-Methylguanine,1TBDMS,isomer #2	CNC1=NC(=O)C2=C(N=C[NH]2)N1[Si](C)(C)C(C)(C)C	2176.0	Semi standard non polar	33892256
N2-Methylguanine,1TBDMS,isomer #2	CNC1=NC(=O)C2=C(N=C[NH]2)N1[Si](C)(C)C(C)(C)C	2327.2	Standard non polar	33892256
N2-Methylguanine,1TBDMS,isomer #2	CNC1=NC(=O)C2=C(N=C[NH]2)N1[Si](C)(C)C(C)(C)C	3090.0	Standard polar	33892256
N2-Methylguanine,1TBDMS,isomer #3	CNC1=NC(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)[NH]1	2270.0	Semi standard non polar	33892256
N2-Methylguanine,1TBDMS,isomer #3	CNC1=NC(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)[NH]1	2236.3	Standard non polar	33892256
N2-Methylguanine,1TBDMS,isomer #3	CNC1=NC(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)[NH]1	3101.2	Standard polar	33892256
N2-Methylguanine,2TBDMS,isomer #1	CN(C1=NC(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)[NH]1)[Si](C)(C)C(C)(C)C	2421.1	Semi standard non polar	33892256
N2-Methylguanine,2TBDMS,isomer #1	CN(C1=NC(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)[NH]1)[Si](C)(C)C(C)(C)C	2525.6	Standard non polar	33892256
N2-Methylguanine,2TBDMS,isomer #1	CN(C1=NC(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)[NH]1)[Si](C)(C)C(C)(C)C	2737.1	Standard polar	33892256
N2-Methylguanine,2TBDMS,isomer #2	CN(C1=NC(=O)C2=C(N=C[NH]2)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2354.5	Semi standard non polar	33892256
N2-Methylguanine,2TBDMS,isomer #2	CN(C1=NC(=O)C2=C(N=C[NH]2)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2569.7	Standard non polar	33892256
N2-Methylguanine,2TBDMS,isomer #2	CN(C1=NC(=O)C2=C(N=C[NH]2)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2747.3	Standard polar	33892256
N2-Methylguanine,2TBDMS,isomer #3	CNC1=NC(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)N1[Si](C)(C)C(C)(C)C	2408.6	Semi standard non polar	33892256
N2-Methylguanine,2TBDMS,isomer #3	CNC1=NC(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)N1[Si](C)(C)C(C)(C)C	2471.8	Standard non polar	33892256
N2-Methylguanine,2TBDMS,isomer #3	CNC1=NC(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)N1[Si](C)(C)C(C)(C)C	2754.3	Standard polar	33892256
N2-Methylguanine,3TBDMS,isomer #1	CN(C1=NC(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2583.5	Semi standard non polar	33892256
N2-Methylguanine,3TBDMS,isomer #1	CN(C1=NC(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2785.6	Standard non polar	33892256
N2-Methylguanine,3TBDMS,isomer #1	CN(C1=NC(=O)C2=C(N=CN2[Si](C)(C)C(C)(C)C)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2633.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N2-Methylguanine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00li-2900000000-539ed57cd0169be157e1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N2-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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N2-Methylguanine 10V, Positive-QTOF	splash10-014i-0900000000-c5b4249fffca3d4d371f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N2-Methylguanine 20V, Positive-QTOF	splash10-014i-0900000000-e0e61dd036c1eeb8c7cd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N2-Methylguanine 40V, Positive-QTOF	splash10-000b-9700000000-bc35e49ab2b1f81d19f2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N2-Methylguanine 10V, Negative-QTOF	splash10-03di-0900000000-18f6ed24aee9629d2b71	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N2-Methylguanine 20V, Negative-QTOF	splash10-03dr-1900000000-3647b625be48894ded97	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N2-Methylguanine 40V, Negative-QTOF	splash10-00kf-9200000000-eb014bf17054735890c3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N2-Methylguanine 10V, Negative-QTOF	splash10-03di-0900000000-11e5406fb2e0acd600c0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N2-Methylguanine 20V, Negative-QTOF	splash10-03el-1900000000-3dab99342f0796ffff0a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N2-Methylguanine 40V, Negative-QTOF	splash10-0006-9000000000-568aee5531b232c43016	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N2-Methylguanine 10V, Positive-QTOF	splash10-014i-0900000000-7f20cf9333bbb1eb98e1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N2-Methylguanine 20V, Positive-QTOF	splash10-014i-1900000000-2641d6f2b8a568415740	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N2-Methylguanine 40V, Positive-QTOF	splash10-0002-9300000000-58b99541aa08fb42a838	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	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

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Detected and Quantified	0.20 (0.16-0.23) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Geigy Scientific ...	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023816

KNApSAcK ID

Not Available

Chemspider ID

23213

KEGG Compound ID

C04153

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24828

PDB ID

Not Available

ChEBI ID

21818

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Niwa T, Takeda N, Yoshizumi H: RNA metabolism in uremic patients: accumulation of modified ribonucleosides in uremic serum. Technical note. Kidney Int. 1998 Jun;53(6):1801-6. [PubMed:9607216 ]
Choi JY, Guengerich FP: Adduct size limits efficient and error-free bypass across bulky N2-guanine DNA lesions by human DNA polymerase eta. J Mol Biol. 2005 Sep 9;352(1):72-90. [PubMed:16061253 ]
Kanduc D, Sapia G: Origin of 1,7-dimethylguanosine in tRNA chemical and enzymatic methylation. Boll Soc Ital Biol Sper. 1982 Oct 15;58(19):1221-5. [PubMed:7159514 ]
Choi JY, Guengerich FP: Kinetic evidence for inefficient and error-prone bypass across bulky N2-guanine DNA adducts by human DNA polymerase iota. J Biol Chem. 2006 May 5;281(18):12315-24. Epub 2006 Mar 8. [PubMed:16527824 ]
Porcelli B, Pagani R, Lorenzini L, De Martino A, Catinella S, Traldi P: Different mass spectrometric approaches in the identification of endogenous methylated purine bases in urine extracts. Rapid Commun Mass Spectrom. 1994 Jun;8(6):443-50. [PubMed:8043914 ]
Sander G, Topp H, Heller-Schoch G, Wieland J, Schoch G: Ribonucleic acid turnover in man:RNA catabolites in urine as measure for the metabolism of each of the three major species of RNA. Clin Sci (Lond). 1986 Oct;71(4):367-74. [PubMed:2428556 ]

Showing metabocard for N2-Methylguanine (HMDB0006040)

MOL for HMDB0006040 (N2-Methylguanine)

3D MOL for HMDB0006040 (N2-Methylguanine)

3D SDF for HMDB0006040 (N2-Methylguanine)

3D-SDF for HMDB0006040 (N2-Methylguanine)

PDB for HMDB0006040 (N2-Methylguanine)

3D PDB for HMDB0006040 (N2-Methylguanine)

SMILES for HMDB0006040 (N2-Methylguanine)

INCHI for HMDB0006040 (N2-Methylguanine)

Structure for HMDB0006040 (N2-Methylguanine)

3D Structure for HMDB0006040 (N2-Methylguanine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra