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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-04 19:00:37 UTC

Update Date

2019-07-23 07:15:07 UTC

HMDB ID

HMDB0060805

Secondary Accession Numbers

HMDB60805

Metabolite Identification

Common Name

9-Carboxymethoxymethylguanine

Description

9-Carboxymethoxymethylguanine is a metabolite of aciclovir. Aciclovir or acyclovir, chemical name acycloguanosine, abbreviated as ACV, is a guanosine analogue antiviral drug, marketed under trade names such as Cyclovir, Herpex, Acivir, Acivirax, Zovirax, and Xovir. One of the most commonly used antiviral drugs, it is primarily used for the treatment of herpes simplex virus infections, as well as in the treatment of varicella zoster (chickenpox) and herpes zoster (shingles). (Wikipedia )

Structure

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


  Mrv0541 07041312002D          

 17 18  0  0  0  0            999 V2000
    1.3921   -3.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6217   -1.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8210   -3.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6776   -2.8178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8412   -2.5402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2892   -3.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6482   -2.7118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3511   -4.1095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6060   -4.8941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4287   -1.8258    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5441   -3.9380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9031   -3.4964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5355   -2.8178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0369   -3.2303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6776   -1.9928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2002   -2.0987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1065   -2.8178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  9  8  2  0  0  0  0
 10  2  2  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
 11  8  1  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13  2  1  0  0  0  0
 13  3  1  0  0  0  0
 13  6  1  0  0  0  0
 14  4  2  0  0  0  0
 15  4  1  0  0  0  0
 16  7  1  0  0  0  0
 17  1  1  0  0  0  0
 17  3  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060805

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)COCN1C=NC2=C1NC(=N)N=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C8H9N5O4/c9-8-11-6-5(7(16)12-8)10-2-13(6)3-17-1-4(14)15/h2H,1,3H2,(H,14,15)(H3,9,11,12,16)

> <INCHI_KEY>
MICNQLKUSOVNNG-UHFFFAOYSA-N

> <FORMULA>
C8H9N5O4

> <MOLECULAR_WEIGHT>
239.1882

> <EXACT_MASS>
239.065453801

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
21.489102905522053

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)methoxy]acetic acid

> <ALOGPS_LOGP>
-1.17

> <JCHEM_LOGP>
-2.228003263869897

> <ALOGPS_LOGS>
-1.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.038908674970126

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.100227571711156

> <JCHEM_PKA_STRONGEST_BASIC>
4.960680324010582

> <JCHEM_POLAR_SURFACE_AREA>
132.82

> <JCHEM_REFRACTIVITY>
65.4402

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.97e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(6-hydroxy-2-imino-3H-purin-9-yl)methoxy]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JUL-13         0                                  
HETATM    1  C   UNK     0       2.599  -6.030   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.761  -3.728   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.266  -6.030   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.265  -5.260   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.037  -4.742   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.007  -5.886   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.543  -5.062   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.989  -7.671   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      10.465  -9.136   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0       8.267  -3.408   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0       8.482  -7.351   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      11.019  -6.527   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       6.600  -5.260   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0      -0.069  -6.030   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       1.265  -3.720   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      11.574  -3.918   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.932  -5.260   0.000  0.00  0.00           O+0
CONECT    1    4   17                                                       
CONECT    2   10   13                                                       
CONECT    3   13   17                                                       
CONECT    4    1   14   15                                                  
CONECT    5    6    7   10                                                  
CONECT    6    5   11   13                                                  
CONECT    7    5   12   16                                                  
CONECT    8    9   11   12                                                  
CONECT    9    8                                                            
CONECT   10    2    5                                                       
CONECT   11    6    8                                                       
CONECT   12    7    8                                                       
CONECT   13    2    3    6                                                  
CONECT   14    4                                                            
CONECT   15    4                                                            
CONECT   16    7                                                            
CONECT   17    1    3                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0060805
HETATM    1  N1  UNL     1       3.043  -1.016   2.199  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.582  -0.287   1.213  1.00  0.00           C  
HETATM    3  N2  UNL     1       3.218   0.839   0.845  1.00  0.00           N  
HETATM    4  C2  UNL     1       2.746   1.590  -0.168  1.00  0.00           C  
HETATM    5  O1  UNL     1       3.440   2.748  -0.512  1.00  0.00           O  
HETATM    6  C3  UNL     1       1.602   1.241  -0.866  1.00  0.00           C  
HETATM    7  N3  UNL     1       0.936   1.806  -1.896  1.00  0.00           N  
HETATM    8  C4  UNL     1      -0.119   1.010  -2.156  1.00  0.00           C  
HETATM    9  N4  UNL     1      -0.099  -0.023  -1.301  1.00  0.00           N  
HETATM   10  C5  UNL     1      -1.082  -1.081  -1.282  1.00  0.00           C  
HETATM   11  O2  UNL     1      -2.167  -0.830  -0.474  1.00  0.00           O  
HETATM   12  C6  UNL     1      -1.885  -0.629   0.851  1.00  0.00           C  
HETATM   13  C7  UNL     1      -3.142  -0.376   1.598  1.00  0.00           C  
HETATM   14  O3  UNL     1      -3.157  -0.161   2.837  1.00  0.00           O  
HETATM   15  O4  UNL     1      -4.354  -0.372   0.924  1.00  0.00           O  
HETATM   16  C8  UNL     1       0.960   0.087  -0.481  1.00  0.00           C  
HETATM   17  N5  UNL     1       1.475  -0.621   0.534  1.00  0.00           N  
HETATM   18  H1  UNL     1       2.590  -1.879   2.510  1.00  0.00           H  
HETATM   19  H2  UNL     1       3.129   3.674  -0.244  1.00  0.00           H  
HETATM   20  H3  UNL     1      -0.854   1.212  -2.951  1.00  0.00           H  
HETATM   21  H4  UNL     1      -1.483  -1.178  -2.326  1.00  0.00           H  
HETATM   22  H5  UNL     1      -0.609  -2.069  -1.023  1.00  0.00           H  
HETATM   23  H6  UNL     1      -1.152   0.183   1.032  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.447  -1.566   1.268  1.00  0.00           H  
HETATM   25  H8  UNL     1      -5.150  -0.812   1.405  1.00  0.00           H  
HETATM   26  H9  UNL     1       0.978  -1.492   0.814  1.00  0.00           H  
CONECT    1    2    2   18
CONECT    2    3   17
CONECT    3    4    4
CONECT    4    5    6
CONECT    5   19
CONECT    6    7   16   16
CONECT    7    8    8
CONECT    8    9   20
CONECT    9   10   16
CONECT   10   11   21   22
CONECT   11   12
CONECT   12   13   23   24
CONECT   13   14   14   15
CONECT   15   25
CONECT   16   17
CONECT   17   26
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
9-[(Carboxymethoxy)methyl]-guanine	HMDB
CMMG	HMDB
2-[(6-Hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)methoxy]acetate	Generator

Chemical Formula

C₈H₉N₅O₄

Average Molecular Weight

239.1882

Monoisotopic Molecular Weight

239.065453801

IUPAC Name

2-[(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)methoxy]acetic acid

Traditional Name

[(6-hydroxy-2-imino-3H-purin-9-yl)methoxy]acetic acid

CAS Registry Number

Not Available

SMILES

OC(=O)COCN1C=NC2=C1NC(=N)N=C2O

InChI Identifier

InChI=1S/C8H9N5O4/c9-8-11-6-5(7(16)12-8)10-2-13(6)3-17-1-4(14)15/h2H,1,3H2,(H,14,15)(H3,9,11,12,16)

InChI Key

MICNQLKUSOVNNG-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
Pyrimidine
N-substituted imidazole
Azole
Heteroaromatic compound
Vinylogous amide
Imidazole
Amino acid or derivatives
Amino acid
Carboxylic acid derivative
Azacycle
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Primary amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

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	3.97 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-2.2	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	3.1	ChemAxon
pKa (Strongest Basic)	4.96	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	132.82 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	65.44 m³·mol⁻¹	ChemAxon
Polarizability	21.49 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]+	152.361	31661259
DarkChem	[M-H]-	150.857	31661259
DeepCCS	[M+H]+	143.812	30932474
DeepCCS	[M-H]-	141.454	30932474
DeepCCS	[M-2H]-	175.653	30932474
DeepCCS	[M+Na]+	150.426	30932474
AllCCS	[M+H]+	150.7	32859911
AllCCS	[M+H-H2O]+	147.0	32859911
AllCCS	[M+NH4]+	154.2	32859911
AllCCS	[M+Na]+	155.2	32859911
AllCCS	[M-H]-	150.4	32859911
AllCCS	[M+Na-2H]-	150.3	32859911
AllCCS	[M+HCOO]-	150.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
9-Carboxymethoxymethylguanine	OC(=O)COCN1C=NC2=C1NC(=N)N=C2O	3520.9	Standard polar	33892256
9-Carboxymethoxymethylguanine	OC(=O)COCN1C=NC2=C1NC(=N)N=C2O	2381.9	Standard non polar	33892256
9-Carboxymethoxymethylguanine	OC(=O)COCN1C=NC2=C1NC(=N)N=C2O	2615.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
9-Carboxymethoxymethylguanine,1TMS,isomer #1	C[Si](C)(C)OC(=O)COCN1C=NC2=C1[NH]C(=N)N=C2O	2476.1	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,1TMS,isomer #2	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N=CN2COCC(=O)O	2441.4	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,1TMS,isomer #3	C[Si](C)(C)N1C(=N)N=C(O)C2=C1N(COCC(=O)O)C=N2	2503.3	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,1TMS,isomer #4	C[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N(COCC(=O)O)C=N2	2540.7	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,2TMS,isomer #1	C[Si](C)(C)OC(=O)COCN1C=NC2=C1[NH]C(=N)N=C2O[Si](C)(C)C	2435.3	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,2TMS,isomer #2	C[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N(COCC(=O)O[Si](C)(C)C)C=N2	2468.7	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,2TMS,isomer #3	C[Si](C)(C)OC(=O)COCN1C=NC2=C1N([Si](C)(C)C)C(=N)N=C2O	2479.9	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,2TMS,isomer #4	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N(COCC(=O)O)C=N2	2399.7	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,2TMS,isomer #5	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N=CN2COCC(=O)O	2449.4	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,2TMS,isomer #6	C[Si](C)(C)N=C1N=C(O)C2=C(N(COCC(=O)O)C=N2)N1[Si](C)(C)C	2545.0	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,3TMS,isomer #1	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N(COCC(=O)O[Si](C)(C)C)C=N2	2429.6	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,3TMS,isomer #1	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N(COCC(=O)O[Si](C)(C)C)C=N2	2500.8	Standard non polar	33892256
9-Carboxymethoxymethylguanine,3TMS,isomer #1	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N(COCC(=O)O[Si](C)(C)C)C=N2	3671.2	Standard polar	33892256
9-Carboxymethoxymethylguanine,3TMS,isomer #2	C[Si](C)(C)OC(=O)COCN1C=NC2=C1N([Si](C)(C)C)C(=N)N=C2O[Si](C)(C)C	2441.4	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,3TMS,isomer #2	C[Si](C)(C)OC(=O)COCN1C=NC2=C1N([Si](C)(C)C)C(=N)N=C2O[Si](C)(C)C	2431.5	Standard non polar	33892256
9-Carboxymethoxymethylguanine,3TMS,isomer #2	C[Si](C)(C)OC(=O)COCN1C=NC2=C1N([Si](C)(C)C)C(=N)N=C2O[Si](C)(C)C	3664.5	Standard polar	33892256
9-Carboxymethoxymethylguanine,3TMS,isomer #3	C[Si](C)(C)N=C1N=C(O)C2=C(N(COCC(=O)O[Si](C)(C)C)C=N2)N1[Si](C)(C)C	2492.8	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,3TMS,isomer #3	C[Si](C)(C)N=C1N=C(O)C2=C(N(COCC(=O)O[Si](C)(C)C)C=N2)N1[Si](C)(C)C	2511.9	Standard non polar	33892256
9-Carboxymethoxymethylguanine,3TMS,isomer #3	C[Si](C)(C)N=C1N=C(O)C2=C(N(COCC(=O)O[Si](C)(C)C)C=N2)N1[Si](C)(C)C	3443.7	Standard polar	33892256
9-Carboxymethoxymethylguanine,3TMS,isomer #4	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N(COCC(=O)O)C=N2)N1[Si](C)(C)C	2446.7	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,3TMS,isomer #4	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N(COCC(=O)O)C=N2)N1[Si](C)(C)C	2518.8	Standard non polar	33892256
9-Carboxymethoxymethylguanine,3TMS,isomer #4	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N(COCC(=O)O)C=N2)N1[Si](C)(C)C	3584.8	Standard polar	33892256
9-Carboxymethoxymethylguanine,4TMS,isomer #1	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N(COCC(=O)O[Si](C)(C)C)C=N2)N1[Si](C)(C)C	2479.8	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,4TMS,isomer #1	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N(COCC(=O)O[Si](C)(C)C)C=N2)N1[Si](C)(C)C	2476.8	Standard non polar	33892256
9-Carboxymethoxymethylguanine,4TMS,isomer #1	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N(COCC(=O)O[Si](C)(C)C)C=N2)N1[Si](C)(C)C	3267.9	Standard polar	33892256
9-Carboxymethoxymethylguanine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)COCN1C=NC2=C1[NH]C(=N)N=C2O	2769.7	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=NC(=N)[NH]C2=C1N=CN2COCC(=O)O	2661.7	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=N)N=C(O)C2=C1N(COCC(=O)O)C=N2	2762.3	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N(COCC(=O)O)C=N2	2829.1	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)COCN1C=NC2=C1[NH]C(=N)N=C2O[Si](C)(C)C(C)(C)C	2877.9	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N(COCC(=O)O[Si](C)(C)C(C)(C)C)C=N2	2931.6	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)COCN1C=NC2=C1N([Si](C)(C)C(C)(C)C)C(=N)N=C2O	2940.1	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N=C1N=C(O[Si](C)(C)C(C)(C)C)C2=C([NH]1)N(COCC(=O)O)C=N2	2858.6	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C(C)(C)C)C2=C1N=CN2COCC(=O)O	2875.9	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N=C1N=C(O)C2=C(N(COCC(=O)O)C=N2)N1[Si](C)(C)C(C)(C)C	2989.6	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C1N=C(O[Si](C)(C)C(C)(C)C)C2=C([NH]1)N(COCC(=O)O[Si](C)(C)C(C)(C)C)C=N2	3041.4	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C1N=C(O[Si](C)(C)C(C)(C)C)C2=C([NH]1)N(COCC(=O)O[Si](C)(C)C(C)(C)C)C=N2	3076.9	Standard non polar	33892256
9-Carboxymethoxymethylguanine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C1N=C(O[Si](C)(C)C(C)(C)C)C2=C([NH]1)N(COCC(=O)O[Si](C)(C)C(C)(C)C)C=N2	3675.3	Standard polar	33892256
9-Carboxymethoxymethylguanine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)COCN1C=NC2=C1N([Si](C)(C)C(C)(C)C)C(=N)N=C2O[Si](C)(C)C(C)(C)C	3045.4	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)COCN1C=NC2=C1N([Si](C)(C)C(C)(C)C)C(=N)N=C2O[Si](C)(C)C(C)(C)C	3008.8	Standard non polar	33892256
9-Carboxymethoxymethylguanine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)COCN1C=NC2=C1N([Si](C)(C)C(C)(C)C)C(=N)N=C2O[Si](C)(C)C(C)(C)C	3645.4	Standard polar	33892256
9-Carboxymethoxymethylguanine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N=C1N=C(O)C2=C(N(COCC(=O)O[Si](C)(C)C(C)(C)C)C=N2)N1[Si](C)(C)C(C)(C)C	3105.5	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N=C1N=C(O)C2=C(N(COCC(=O)O[Si](C)(C)C(C)(C)C)C=N2)N1[Si](C)(C)C(C)(C)C	3096.4	Standard non polar	33892256
9-Carboxymethoxymethylguanine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N=C1N=C(O)C2=C(N(COCC(=O)O[Si](C)(C)C(C)(C)C)C=N2)N1[Si](C)(C)C(C)(C)C	3455.6	Standard polar	33892256
9-Carboxymethoxymethylguanine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N=C1N=C(O[Si](C)(C)C(C)(C)C)C2=C(N(COCC(=O)O)C=N2)N1[Si](C)(C)C(C)(C)C	3040.5	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N=C1N=C(O[Si](C)(C)C(C)(C)C)C2=C(N(COCC(=O)O)C=N2)N1[Si](C)(C)C(C)(C)C	3040.0	Standard non polar	33892256
9-Carboxymethoxymethylguanine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N=C1N=C(O[Si](C)(C)C(C)(C)C)C2=C(N(COCC(=O)O)C=N2)N1[Si](C)(C)C(C)(C)C	3559.1	Standard polar	33892256
9-Carboxymethoxymethylguanine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C1N=C(O[Si](C)(C)C(C)(C)C)C2=C(N(COCC(=O)O[Si](C)(C)C(C)(C)C)C=N2)N1[Si](C)(C)C(C)(C)C	3200.1	Semi standard non polar	33892256
9-Carboxymethoxymethylguanine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C1N=C(O[Si](C)(C)C(C)(C)C)C2=C(N(COCC(=O)O[Si](C)(C)C(C)(C)C)C=N2)N1[Si](C)(C)C(C)(C)C	3179.2	Standard non polar	33892256
9-Carboxymethoxymethylguanine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C1N=C(O[Si](C)(C)C(C)(C)C)C2=C(N(COCC(=O)O[Si](C)(C)C(C)(C)C)C=N2)N1[Si](C)(C)C(C)(C)C	3443.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 9-Carboxymethoxymethylguanine GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-3900000000-8bfd7054ec6d4595c253	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9-Carboxymethoxymethylguanine GC-MS (2 TMS) - 70eV, Positive	splash10-006x-9254000000-fa30ca38ef25ba85e0ce	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9-Carboxymethoxymethylguanine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9-Carboxymethoxymethylguanine 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 - 9-Carboxymethoxymethylguanine 10V, Positive-QTOF	splash10-0udi-0950000000-ade2ffbcd940262b4bf3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Carboxymethoxymethylguanine 20V, Positive-QTOF	splash10-0udi-0900000000-f519bbb15269bc72c2b3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Carboxymethoxymethylguanine 40V, Positive-QTOF	splash10-115i-0900000000-5e6a40251a60e6673140	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Carboxymethoxymethylguanine 10V, Negative-QTOF	splash10-000i-0490000000-f7f7bddf2fed308da37b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Carboxymethoxymethylguanine 20V, Negative-QTOF	splash10-0udr-0930000000-906e1ee8e512fd7ee793	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Carboxymethoxymethylguanine 40V, Negative-QTOF	splash10-0a4l-4900000000-52a4890e8072d394880d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Carboxymethoxymethylguanine 10V, Positive-QTOF	splash10-0udi-0910000000-1362ab88f0b6f48e22aa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Carboxymethoxymethylguanine 20V, Positive-QTOF	splash10-0udi-0900000000-15659c2eb4b9418b444b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Carboxymethoxymethylguanine 40V, Positive-QTOF	splash10-0kai-0900000000-53285ae82c92b3636f9c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Carboxymethoxymethylguanine 10V, Negative-QTOF	splash10-000i-0690000000-1d65105366bd0dbaa7c3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Carboxymethoxymethylguanine 20V, Negative-QTOF	splash10-0zfr-0900000000-8504ae7a0f171845d553	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Carboxymethoxymethylguanine 40V, Negative-QTOF	splash10-0a4l-4900000000-224340627b1004832868	2021-10-12	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

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

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	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

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

9-Carboxymethoxymethylguanine

METLIN ID

Not Available

PubChem Compound

133521

PDB ID

Not Available

ChEBI ID

Not Available

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

Not Available

Showing metabocard for 9-Carboxymethoxymethylguanine (HMDB0060805)

MOL for HMDB0060805 (9-Carboxymethoxymethylguanine)

3D MOL for HMDB0060805 (9-Carboxymethoxymethylguanine)

3D SDF for HMDB0060805 (9-Carboxymethoxymethylguanine)

3D-SDF for HMDB0060805 (9-Carboxymethoxymethylguanine)

PDB for HMDB0060805 (9-Carboxymethoxymethylguanine)

3D PDB for HMDB0060805 (9-Carboxymethoxymethylguanine)

SMILES for HMDB0060805 (9-Carboxymethoxymethylguanine)

INCHI for HMDB0060805 (9-Carboxymethoxymethylguanine)

Structure for HMDB0060805 (9-Carboxymethoxymethylguanine)

3D Structure for HMDB0060805 (9-Carboxymethoxymethylguanine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra