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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 14:17:33 UTC

Update Date

2023-02-21 17:16:04 UTC

HMDB ID

HMDB0002032

Secondary Accession Numbers

HMDB0011613
HMDB02032
HMDB11613

Metabolite Identification

Common Name

8-Hydroxyguanine

Description

Formation of 8-hydroxyguanine (8-OHG), a mutagenic base which is a marker for OH-mediated DNA damage, requires peroxidase and halides and occurs in the presence of transition metal chelators (DTPA +/- desferrioxamine), and is inhibited by catalase, superoxide dismutase (SOD), and scavengers of hypohalous acids. (PMID 10820020 ). 8-Hydroxyguanine is an oxidative stress marker for diagnosis of Alzheimer's disease (AD). (PMID 15977989 ).

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  C   UNK     0      29.299 -19.968   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      28.529 -18.634   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      30.839 -19.968   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      29.299 -17.300   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      31.609 -18.634   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      30.839 -17.300   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      27.022 -18.954   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      26.861 -20.486   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      28.268 -21.112   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0      31.609 -15.966   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0      31.609 -21.301   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      25.527 -21.256   0.000  0.00  0.00           O+0
CONECT    1    3    2    9                                                  
CONECT    2    4    7    1                                                  
CONECT    3    1    5   11                                                  
CONECT    4    2    6                                                       
CONECT    5    3    6                                                       
CONECT    6    4    5   10                                                  
CONECT    7    8    2                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8    1                                                       
CONECT   10    6                                                            
CONECT   11    3                                                            
CONECT   12    8                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
8-Oxoguanine	ChEBI
1H-Purine-6,8-dione, 2-amino-7,9-dihydro-1H-purine-6,8-dione	HMDB
2-amino-6,8-Dihydroxypurine	HMDB, MeSH
2-amino-7,9-dihydro-1H-Purine-6,8-dione	HMDB
2-amino-Purine-6,8-diol	HMDB
2-Aminopurine-6,8-diol	HMDB
7,8-dihydro-8-Oxoguanine	HMDB
oxo-8-Gua	MeSH, HMDB
8-oxo-7,8-Dihydroguanine	MeSH, HMDB
8-Hydroxyguanine	ChEBI

Chemical Formula

C₅H₅N₅O₂

Average Molecular Weight

167.1255

Monoisotopic Molecular Weight

167.044324429

IUPAC Name

2-amino-6,7,8,9-tetrahydro-1H-purine-6,8-dione

Traditional Name

8-hydroxyguanine

CAS Registry Number

5614-64-2

SMILES

NC1=NC2=C(NC(=O)N2)C(=O)N1

InChI Identifier

InChI=1S/C5H5N5O2/c6-4-8-2-1(3(11)10-4)7-5(12)9-2/h(H5,6,7,8,9,10,11,12)

InChI Key

CLGFIVUFZRGQRP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purines and purine derivatives. These are aromatic heterocyclic compounds containing a purine moiety, which is formed a pyrimidine-ring ring fused to an imidazole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyrimidines

Sub Class

Purines and purine derivatives

Direct Parent

Purines and purine derivatives

Alternative Parents

Substituents

Purine
Hydroxypyrimidine
Pyrimidine
Heteroaromatic compound
Imidazole
Azole
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

oxopurine (CHEBI:52617 )
an aromatic compound (CPD-12427 )

Ontology

Physiological effect

Health effect

Circulatory system disorder

Blood and lymphatic system disorder

Diabetes mellitus type 2 (HMDB: HMDB0002032)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0002032)
Cerebrospinal fluid (HMDB: HMDB0002032)
Cerebrospinal Fluid (CSF) (PMID: 11255442)

Excreta

Biofluid or Excreta

Feces (HMDB: HMDB0002032)

Source

Endogenous

Endogenous (HMDB: HMDB0002032)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
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)

Equine

Horse (FooDB: FOOD00378)

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)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Biomarker

Alzheimer's Disease (MarkerDB: MDB00000370)
Diabetes mellitus type 2 (MarkerDB: MDB00000370)

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	1.94 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-1.5	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	7.35	ChemAxon
pKa (Strongest Basic)	3.95	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	108.61 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	47.81 m³·mol⁻¹	ChemAxon
Polarizability	14.26 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]+	134.171	31661259
DarkChem	[M-H]-	133.556	31661259
DeepCCS	[M+H]+	134.512	30932474
DeepCCS	[M-H]-	131.524	30932474
DeepCCS	[M-2H]-	168.109	30932474
DeepCCS	[M+Na]+	143.593	30932474
AllCCS	[M+H]+	135.6	32859911
AllCCS	[M+H-H2O]+	131.1	32859911
AllCCS	[M+NH4]+	139.8	32859911
AllCCS	[M+Na]+	141.0	32859911
AllCCS	[M-H]-	130.5	32859911
AllCCS	[M+Na-2H]-	131.1	32859911
AllCCS	[M+HCOO]-	131.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8-Hydroxyguanine	NC1=NC2=C(NC(=O)N2)C(=O)N1	3130.2	Standard polar	33892256
8-Hydroxyguanine	NC1=NC2=C(NC(=O)N2)C(=O)N1	2084.8	Standard non polar	33892256
8-Hydroxyguanine	NC1=NC2=C(NC(=O)N2)C(=O)N1	2319.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
8-Hydroxyguanine,1TMS,isomer #1	C[Si](C)(C)NC1=NC2=C([NH]C(=O)[NH]2)C(=O)[NH]1	2168.6	Semi standard non polar	33892256
8-Hydroxyguanine,1TMS,isomer #1	C[Si](C)(C)NC1=NC2=C([NH]C(=O)[NH]2)C(=O)[NH]1	2224.3	Standard non polar	33892256
8-Hydroxyguanine,1TMS,isomer #1	C[Si](C)(C)NC1=NC2=C([NH]C(=O)[NH]2)C(=O)[NH]1	3547.1	Standard polar	33892256
8-Hydroxyguanine,1TMS,isomer #2	C[Si](C)(C)N1C(=O)[NH]C2=C1C(=O)[NH]C(N)=N2	2103.0	Semi standard non polar	33892256
8-Hydroxyguanine,1TMS,isomer #2	C[Si](C)(C)N1C(=O)[NH]C2=C1C(=O)[NH]C(N)=N2	2233.6	Standard non polar	33892256
8-Hydroxyguanine,1TMS,isomer #2	C[Si](C)(C)N1C(=O)[NH]C2=C1C(=O)[NH]C(N)=N2	3306.3	Standard polar	33892256
8-Hydroxyguanine,1TMS,isomer #3	C[Si](C)(C)N1C(=O)[NH]C2=C1N=C(N)[NH]C2=O	2131.0	Semi standard non polar	33892256
8-Hydroxyguanine,1TMS,isomer #3	C[Si](C)(C)N1C(=O)[NH]C2=C1N=C(N)[NH]C2=O	2245.1	Standard non polar	33892256
8-Hydroxyguanine,1TMS,isomer #3	C[Si](C)(C)N1C(=O)[NH]C2=C1N=C(N)[NH]C2=O	3381.6	Standard polar	33892256
8-Hydroxyguanine,1TMS,isomer #4	C[Si](C)(C)N1C(N)=NC2=C([NH]C(=O)[NH]2)C1=O	2192.5	Semi standard non polar	33892256
8-Hydroxyguanine,1TMS,isomer #4	C[Si](C)(C)N1C(N)=NC2=C([NH]C(=O)[NH]2)C1=O	2212.3	Standard non polar	33892256
8-Hydroxyguanine,1TMS,isomer #4	C[Si](C)(C)N1C(N)=NC2=C([NH]C(=O)[NH]2)C1=O	3461.5	Standard polar	33892256
8-Hydroxyguanine,2TMS,isomer #1	C[Si](C)(C)N(C1=NC2=C([NH]C(=O)[NH]2)C(=O)[NH]1)[Si](C)(C)C	2062.0	Semi standard non polar	33892256
8-Hydroxyguanine,2TMS,isomer #1	C[Si](C)(C)N(C1=NC2=C([NH]C(=O)[NH]2)C(=O)[NH]1)[Si](C)(C)C	2280.2	Standard non polar	33892256
8-Hydroxyguanine,2TMS,isomer #1	C[Si](C)(C)N(C1=NC2=C([NH]C(=O)[NH]2)C(=O)[NH]1)[Si](C)(C)C	3205.3	Standard polar	33892256
8-Hydroxyguanine,2TMS,isomer #2	C[Si](C)(C)NC1=NC2=C([NH]C(=O)N2[Si](C)(C)C)C(=O)[NH]1	2057.9	Semi standard non polar	33892256
8-Hydroxyguanine,2TMS,isomer #2	C[Si](C)(C)NC1=NC2=C([NH]C(=O)N2[Si](C)(C)C)C(=O)[NH]1	2381.4	Standard non polar	33892256
8-Hydroxyguanine,2TMS,isomer #2	C[Si](C)(C)NC1=NC2=C([NH]C(=O)N2[Si](C)(C)C)C(=O)[NH]1	3203.2	Standard polar	33892256
8-Hydroxyguanine,2TMS,isomer #3	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N([Si](C)(C)C)C(=O)[NH]2	2105.7	Semi standard non polar	33892256
8-Hydroxyguanine,2TMS,isomer #3	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N([Si](C)(C)C)C(=O)[NH]2	2205.3	Standard non polar	33892256
8-Hydroxyguanine,2TMS,isomer #3	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N([Si](C)(C)C)C(=O)[NH]2	3114.5	Standard polar	33892256
8-Hydroxyguanine,2TMS,isomer #4	C[Si](C)(C)NC1=NC2=C([NH]C(=O)[NH]2)C(=O)N1[Si](C)(C)C	2128.3	Semi standard non polar	33892256
8-Hydroxyguanine,2TMS,isomer #4	C[Si](C)(C)NC1=NC2=C([NH]C(=O)[NH]2)C(=O)N1[Si](C)(C)C	2320.9	Standard non polar	33892256
8-Hydroxyguanine,2TMS,isomer #4	C[Si](C)(C)NC1=NC2=C([NH]C(=O)[NH]2)C(=O)N1[Si](C)(C)C	3169.8	Standard polar	33892256
8-Hydroxyguanine,2TMS,isomer #5	C[Si](C)(C)N1C(=O)N([Si](C)(C)C)C2=C1N=C(N)[NH]C2=O	2142.6	Semi standard non polar	33892256
8-Hydroxyguanine,2TMS,isomer #5	C[Si](C)(C)N1C(=O)N([Si](C)(C)C)C2=C1N=C(N)[NH]C2=O	2266.7	Standard non polar	33892256
8-Hydroxyguanine,2TMS,isomer #5	C[Si](C)(C)N1C(=O)N([Si](C)(C)C)C2=C1N=C(N)[NH]C2=O	3025.0	Standard polar	33892256
8-Hydroxyguanine,2TMS,isomer #6	C[Si](C)(C)N1C(N)=NC2=C(C1=O)N([Si](C)(C)C)C(=O)[NH]2	2166.5	Semi standard non polar	33892256
8-Hydroxyguanine,2TMS,isomer #6	C[Si](C)(C)N1C(N)=NC2=C(C1=O)N([Si](C)(C)C)C(=O)[NH]2	2255.9	Standard non polar	33892256
8-Hydroxyguanine,2TMS,isomer #6	C[Si](C)(C)N1C(N)=NC2=C(C1=O)N([Si](C)(C)C)C(=O)[NH]2	3112.7	Standard polar	33892256
8-Hydroxyguanine,2TMS,isomer #7	C[Si](C)(C)N1C(N)=NC2=C([NH]C(=O)N2[Si](C)(C)C)C1=O	2117.7	Semi standard non polar	33892256
8-Hydroxyguanine,2TMS,isomer #7	C[Si](C)(C)N1C(N)=NC2=C([NH]C(=O)N2[Si](C)(C)C)C1=O	2308.8	Standard non polar	33892256
8-Hydroxyguanine,2TMS,isomer #7	C[Si](C)(C)N1C(N)=NC2=C([NH]C(=O)N2[Si](C)(C)C)C1=O	3167.0	Standard polar	33892256
8-Hydroxyguanine,3TMS,isomer #1	C[Si](C)(C)N(C1=NC2=C([NH]C(=O)N2[Si](C)(C)C)C(=O)[NH]1)[Si](C)(C)C	2041.2	Semi standard non polar	33892256
8-Hydroxyguanine,3TMS,isomer #1	C[Si](C)(C)N(C1=NC2=C([NH]C(=O)N2[Si](C)(C)C)C(=O)[NH]1)[Si](C)(C)C	2317.1	Standard non polar	33892256
8-Hydroxyguanine,3TMS,isomer #1	C[Si](C)(C)N(C1=NC2=C([NH]C(=O)N2[Si](C)(C)C)C(=O)[NH]1)[Si](C)(C)C	2790.0	Standard polar	33892256
8-Hydroxyguanine,3TMS,isomer #2	C[Si](C)(C)N(C1=NC2=C(C(=O)[NH]1)N([Si](C)(C)C)C(=O)[NH]2)[Si](C)(C)C	2081.9	Semi standard non polar	33892256
8-Hydroxyguanine,3TMS,isomer #2	C[Si](C)(C)N(C1=NC2=C(C(=O)[NH]1)N([Si](C)(C)C)C(=O)[NH]2)[Si](C)(C)C	2221.6	Standard non polar	33892256
8-Hydroxyguanine,3TMS,isomer #2	C[Si](C)(C)N(C1=NC2=C(C(=O)[NH]1)N([Si](C)(C)C)C(=O)[NH]2)[Si](C)(C)C	2643.5	Standard polar	33892256
8-Hydroxyguanine,3TMS,isomer #3	C[Si](C)(C)N(C1=NC2=C([NH]C(=O)[NH]2)C(=O)N1[Si](C)(C)C)[Si](C)(C)C	2123.7	Semi standard non polar	33892256
8-Hydroxyguanine,3TMS,isomer #3	C[Si](C)(C)N(C1=NC2=C([NH]C(=O)[NH]2)C(=O)N1[Si](C)(C)C)[Si](C)(C)C	2361.6	Standard non polar	33892256
8-Hydroxyguanine,3TMS,isomer #3	C[Si](C)(C)N(C1=NC2=C([NH]C(=O)[NH]2)C(=O)N1[Si](C)(C)C)[Si](C)(C)C	2795.9	Standard polar	33892256
8-Hydroxyguanine,3TMS,isomer #4	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C	2039.5	Semi standard non polar	33892256
8-Hydroxyguanine,3TMS,isomer #4	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C	2223.9	Standard non polar	33892256
8-Hydroxyguanine,3TMS,isomer #4	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C	2855.2	Standard polar	33892256
8-Hydroxyguanine,3TMS,isomer #5	C[Si](C)(C)NC1=NC2=C([NH]C(=O)N2[Si](C)(C)C)C(=O)N1[Si](C)(C)C	2082.0	Semi standard non polar	33892256
8-Hydroxyguanine,3TMS,isomer #5	C[Si](C)(C)NC1=NC2=C([NH]C(=O)N2[Si](C)(C)C)C(=O)N1[Si](C)(C)C	2345.4	Standard non polar	33892256
8-Hydroxyguanine,3TMS,isomer #5	C[Si](C)(C)NC1=NC2=C([NH]C(=O)N2[Si](C)(C)C)C(=O)N1[Si](C)(C)C	2824.0	Standard polar	33892256
8-Hydroxyguanine,3TMS,isomer #6	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N([Si](C)(C)C)C(=O)[NH]2	2131.1	Semi standard non polar	33892256
8-Hydroxyguanine,3TMS,isomer #6	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N([Si](C)(C)C)C(=O)[NH]2	2252.3	Standard non polar	33892256
8-Hydroxyguanine,3TMS,isomer #6	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N([Si](C)(C)C)C(=O)[NH]2	2781.1	Standard polar	33892256
8-Hydroxyguanine,3TMS,isomer #7	C[Si](C)(C)N1C(N)=NC2=C(C1=O)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C	2132.9	Semi standard non polar	33892256
8-Hydroxyguanine,3TMS,isomer #7	C[Si](C)(C)N1C(N)=NC2=C(C1=O)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C	2242.7	Standard non polar	33892256
8-Hydroxyguanine,3TMS,isomer #7	C[Si](C)(C)N1C(N)=NC2=C(C1=O)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C	2956.6	Standard polar	33892256
8-Hydroxyguanine,4TMS,isomer #1	C[Si](C)(C)N(C1=NC2=C(C(=O)[NH]1)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C)[Si](C)(C)C	2145.2	Semi standard non polar	33892256
8-Hydroxyguanine,4TMS,isomer #1	C[Si](C)(C)N(C1=NC2=C(C(=O)[NH]1)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C)[Si](C)(C)C	2246.6	Standard non polar	33892256
8-Hydroxyguanine,4TMS,isomer #1	C[Si](C)(C)N(C1=NC2=C(C(=O)[NH]1)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C)[Si](C)(C)C	2443.8	Standard polar	33892256
8-Hydroxyguanine,4TMS,isomer #2	C[Si](C)(C)N(C1=NC2=C([NH]C(=O)N2[Si](C)(C)C)C(=O)N1[Si](C)(C)C)[Si](C)(C)C	2185.4	Semi standard non polar	33892256
8-Hydroxyguanine,4TMS,isomer #2	C[Si](C)(C)N(C1=NC2=C([NH]C(=O)N2[Si](C)(C)C)C(=O)N1[Si](C)(C)C)[Si](C)(C)C	2368.3	Standard non polar	33892256
8-Hydroxyguanine,4TMS,isomer #2	C[Si](C)(C)N(C1=NC2=C([NH]C(=O)N2[Si](C)(C)C)C(=O)N1[Si](C)(C)C)[Si](C)(C)C	2495.4	Standard polar	33892256
8-Hydroxyguanine,4TMS,isomer #3	C[Si](C)(C)N(C1=NC2=C(C(=O)N1[Si](C)(C)C)N([Si](C)(C)C)C(=O)[NH]2)[Si](C)(C)C	2211.7	Semi standard non polar	33892256
8-Hydroxyguanine,4TMS,isomer #3	C[Si](C)(C)N(C1=NC2=C(C(=O)N1[Si](C)(C)C)N([Si](C)(C)C)C(=O)[NH]2)[Si](C)(C)C	2314.9	Standard non polar	33892256
8-Hydroxyguanine,4TMS,isomer #3	C[Si](C)(C)N(C1=NC2=C(C(=O)N1[Si](C)(C)C)N([Si](C)(C)C)C(=O)[NH]2)[Si](C)(C)C	2424.1	Standard polar	33892256
8-Hydroxyguanine,4TMS,isomer #4	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C	2171.5	Semi standard non polar	33892256
8-Hydroxyguanine,4TMS,isomer #4	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C	2276.3	Standard non polar	33892256
8-Hydroxyguanine,4TMS,isomer #4	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C	2571.8	Standard polar	33892256
8-Hydroxyguanine,5TMS,isomer #1	C[Si](C)(C)N(C1=NC2=C(C(=O)N1[Si](C)(C)C)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C)[Si](C)(C)C	2297.5	Semi standard non polar	33892256
8-Hydroxyguanine,5TMS,isomer #1	C[Si](C)(C)N(C1=NC2=C(C(=O)N1[Si](C)(C)C)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C)[Si](C)(C)C	2372.0	Standard non polar	33892256
8-Hydroxyguanine,5TMS,isomer #1	C[Si](C)(C)N(C1=NC2=C(C(=O)N1[Si](C)(C)C)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C)[Si](C)(C)C	2300.6	Standard polar	33892256
8-Hydroxyguanine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC2=C([NH]C(=O)[NH]2)C(=O)[NH]1	2364.1	Semi standard non polar	33892256
8-Hydroxyguanine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC2=C([NH]C(=O)[NH]2)C(=O)[NH]1	2438.5	Standard non polar	33892256
8-Hydroxyguanine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC2=C([NH]C(=O)[NH]2)C(=O)[NH]1	3520.2	Standard polar	33892256
8-Hydroxyguanine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)[NH]C2=C1C(=O)[NH]C(N)=N2	2325.1	Semi standard non polar	33892256
8-Hydroxyguanine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)[NH]C2=C1C(=O)[NH]C(N)=N2	2410.9	Standard non polar	33892256
8-Hydroxyguanine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)[NH]C2=C1C(=O)[NH]C(N)=N2	3301.0	Standard polar	33892256
8-Hydroxyguanine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)[NH]C2=C1N=C(N)[NH]C2=O	2321.4	Semi standard non polar	33892256
8-Hydroxyguanine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)[NH]C2=C1N=C(N)[NH]C2=O	2475.6	Standard non polar	33892256
8-Hydroxyguanine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)[NH]C2=C1N=C(N)[NH]C2=O	3357.3	Standard polar	33892256
8-Hydroxyguanine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1C(N)=NC2=C([NH]C(=O)[NH]2)C1=O	2387.7	Semi standard non polar	33892256
8-Hydroxyguanine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1C(N)=NC2=C([NH]C(=O)[NH]2)C1=O	2446.6	Standard non polar	33892256
8-Hydroxyguanine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1C(N)=NC2=C([NH]C(=O)[NH]2)C1=O	3427.6	Standard polar	33892256
8-Hydroxyguanine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NC2=C([NH]C(=O)[NH]2)C(=O)[NH]1)[Si](C)(C)C(C)(C)C	2450.1	Semi standard non polar	33892256
8-Hydroxyguanine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NC2=C([NH]C(=O)[NH]2)C(=O)[NH]1)[Si](C)(C)C(C)(C)C	2700.1	Standard non polar	33892256
8-Hydroxyguanine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NC2=C([NH]C(=O)[NH]2)C(=O)[NH]1)[Si](C)(C)C(C)(C)C	3129.5	Standard polar	33892256
8-Hydroxyguanine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC2=C([NH]C(=O)N2[Si](C)(C)C(C)(C)C)C(=O)[NH]1	2465.6	Semi standard non polar	33892256
8-Hydroxyguanine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC2=C([NH]C(=O)N2[Si](C)(C)C(C)(C)C)C(=O)[NH]1	2716.5	Standard non polar	33892256
8-Hydroxyguanine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC2=C([NH]C(=O)N2[Si](C)(C)C(C)(C)C)C(=O)[NH]1	3131.6	Standard polar	33892256
8-Hydroxyguanine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N([Si](C)(C)C(C)(C)C)C(=O)[NH]2	2485.8	Semi standard non polar	33892256
8-Hydroxyguanine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N([Si](C)(C)C(C)(C)C)C(=O)[NH]2	2588.6	Standard non polar	33892256
8-Hydroxyguanine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N([Si](C)(C)C(C)(C)C)C(=O)[NH]2	3079.7	Standard polar	33892256
8-Hydroxyguanine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC2=C([NH]C(=O)[NH]2)C(=O)N1[Si](C)(C)C(C)(C)C	2554.3	Semi standard non polar	33892256
8-Hydroxyguanine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC2=C([NH]C(=O)[NH]2)C(=O)N1[Si](C)(C)C(C)(C)C	2758.5	Standard non polar	33892256
8-Hydroxyguanine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC2=C([NH]C(=O)[NH]2)C(=O)N1[Si](C)(C)C(C)(C)C	3102.6	Standard polar	33892256
8-Hydroxyguanine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N1C(=O)N([Si](C)(C)C(C)(C)C)C2=C1N=C(N)[NH]C2=O	2464.9	Semi standard non polar	33892256
8-Hydroxyguanine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N1C(=O)N([Si](C)(C)C(C)(C)C)C2=C1N=C(N)[NH]C2=O	2652.6	Standard non polar	33892256
8-Hydroxyguanine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N1C(=O)N([Si](C)(C)C(C)(C)C)C2=C1N=C(N)[NH]C2=O	3024.3	Standard polar	33892256
8-Hydroxyguanine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N1C(N)=NC2=C(C1=O)N([Si](C)(C)C(C)(C)C)C(=O)[NH]2	2549.6	Semi standard non polar	33892256
8-Hydroxyguanine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N1C(N)=NC2=C(C1=O)N([Si](C)(C)C(C)(C)C)C(=O)[NH]2	2643.9	Standard non polar	33892256
8-Hydroxyguanine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N1C(N)=NC2=C(C1=O)N([Si](C)(C)C(C)(C)C)C(=O)[NH]2	3082.3	Standard polar	33892256
8-Hydroxyguanine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N1C(N)=NC2=C([NH]C(=O)N2[Si](C)(C)C(C)(C)C)C1=O	2537.2	Semi standard non polar	33892256
8-Hydroxyguanine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N1C(N)=NC2=C([NH]C(=O)N2[Si](C)(C)C(C)(C)C)C1=O	2695.1	Standard non polar	33892256
8-Hydroxyguanine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N1C(N)=NC2=C([NH]C(=O)N2[Si](C)(C)C(C)(C)C)C1=O	3113.1	Standard polar	33892256
8-Hydroxyguanine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NC2=C([NH]C(=O)N2[Si](C)(C)C(C)(C)C)C(=O)[NH]1)[Si](C)(C)C(C)(C)C	2580.3	Semi standard non polar	33892256
8-Hydroxyguanine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NC2=C([NH]C(=O)N2[Si](C)(C)C(C)(C)C)C(=O)[NH]1)[Si](C)(C)C(C)(C)C	2914.8	Standard non polar	33892256
8-Hydroxyguanine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NC2=C([NH]C(=O)N2[Si](C)(C)C(C)(C)C)C(=O)[NH]1)[Si](C)(C)C(C)(C)C	2880.6	Standard polar	33892256
8-Hydroxyguanine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=NC2=C(C(=O)[NH]1)N([Si](C)(C)C(C)(C)C)C(=O)[NH]2)[Si](C)(C)C(C)(C)C	2599.2	Semi standard non polar	33892256
8-Hydroxyguanine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=NC2=C(C(=O)[NH]1)N([Si](C)(C)C(C)(C)C)C(=O)[NH]2)[Si](C)(C)C(C)(C)C	2855.8	Standard non polar	33892256
8-Hydroxyguanine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=NC2=C(C(=O)[NH]1)N([Si](C)(C)C(C)(C)C)C(=O)[NH]2)[Si](C)(C)C(C)(C)C	2805.0	Standard polar	33892256
8-Hydroxyguanine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C1=NC2=C([NH]C(=O)[NH]2)C(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2644.7	Semi standard non polar	33892256
8-Hydroxyguanine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C1=NC2=C([NH]C(=O)[NH]2)C(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2985.1	Standard non polar	33892256
8-Hydroxyguanine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C1=NC2=C([NH]C(=O)[NH]2)C(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2886.8	Standard polar	33892256
8-Hydroxyguanine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C	2605.1	Semi standard non polar	33892256
8-Hydroxyguanine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C	2825.5	Standard non polar	33892256
8-Hydroxyguanine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C	2959.6	Standard polar	33892256
8-Hydroxyguanine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC1=NC2=C([NH]C(=O)N2[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C	2689.8	Semi standard non polar	33892256
8-Hydroxyguanine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC1=NC2=C([NH]C(=O)N2[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C	2926.0	Standard non polar	33892256
8-Hydroxyguanine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC1=NC2=C([NH]C(=O)N2[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C	2909.2	Standard polar	33892256
8-Hydroxyguanine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)[NH]2	2705.9	Semi standard non polar	33892256
8-Hydroxyguanine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)[NH]2	2867.0	Standard non polar	33892256
8-Hydroxyguanine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)[NH]2	2894.9	Standard polar	33892256
8-Hydroxyguanine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N1C(N)=NC2=C(C1=O)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C	2699.3	Semi standard non polar	33892256
8-Hydroxyguanine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N1C(N)=NC2=C(C1=O)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C	2865.4	Standard non polar	33892256
8-Hydroxyguanine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N1C(N)=NC2=C(C1=O)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C	3041.3	Standard polar	33892256
8-Hydroxyguanine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NC2=C(C(=O)[NH]1)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2785.6	Semi standard non polar	33892256
8-Hydroxyguanine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NC2=C(C(=O)[NH]1)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3067.2	Standard non polar	33892256
8-Hydroxyguanine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NC2=C(C(=O)[NH]1)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2795.9	Standard polar	33892256
8-Hydroxyguanine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=NC2=C([NH]C(=O)N2[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2864.8	Semi standard non polar	33892256
8-Hydroxyguanine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=NC2=C([NH]C(=O)N2[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3168.4	Standard non polar	33892256
8-Hydroxyguanine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=NC2=C([NH]C(=O)N2[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2818.6	Standard polar	33892256
8-Hydroxyguanine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C1=NC2=C(C(=O)N1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)[NH]2)[Si](C)(C)C(C)(C)C	2880.1	Semi standard non polar	33892256
8-Hydroxyguanine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C1=NC2=C(C(=O)N1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)[NH]2)[Si](C)(C)C(C)(C)C	3111.9	Standard non polar	33892256
8-Hydroxyguanine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C1=NC2=C(C(=O)N1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)[NH]2)[Si](C)(C)C(C)(C)C	2781.6	Standard polar	33892256
8-Hydroxyguanine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C	2903.5	Semi standard non polar	33892256
8-Hydroxyguanine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C	3077.1	Standard non polar	33892256
8-Hydroxyguanine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C	2882.5	Standard polar	33892256
8-Hydroxyguanine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NC2=C(C(=O)N1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3123.9	Semi standard non polar	33892256
8-Hydroxyguanine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NC2=C(C(=O)N1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3293.6	Standard non polar	33892256
8-Hydroxyguanine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NC2=C(C(=O)N1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2791.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxyguanine GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-3900000000-58549cee828db799d7b5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxyguanine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxyguanine 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 - 8-Hydroxyguanine 10V, Positive-QTOF	splash10-014i-0900000000-6a4117b10e5530095707	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyguanine 20V, Positive-QTOF	splash10-014i-0900000000-89fdc38268686eaba66a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyguanine 40V, Positive-QTOF	splash10-107l-9600000000-7c79695abe7a15874725	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyguanine 10V, Negative-QTOF	splash10-014i-0900000000-ac22897692beb4981ede	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyguanine 20V, Negative-QTOF	splash10-014i-2900000000-f3b3767a022d716580d1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyguanine 40V, Negative-QTOF	splash10-0006-9100000000-9a8d26eff2e742411cb2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyguanine 10V, Negative-QTOF	splash10-014i-0900000000-d3890f3472d103400e66	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyguanine 20V, Negative-QTOF	splash10-00ri-1900000000-59a4be35534659234b6b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyguanine 40V, Negative-QTOF	splash10-0006-9100000000-7d9830f9bdf455a84283	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyguanine 10V, Positive-QTOF	splash10-014i-0900000000-2907e7cb009d3747cf21	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyguanine 20V, Positive-QTOF	splash10-014i-0900000000-5795d2965bc15c5daf00	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyguanine 40V, Positive-QTOF	splash10-00us-9200000000-fd1acc84bba1739821db	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	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
Cerebrospinal Fluid (CSF)
Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.0001 +/- 0.00015 uM	Adult (>18 years old)	Both	Normal	11315839	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.68 (0.49-0.87) uM	Adult (>18 years old)	Not Specified	Normal	11255442	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	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

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.005 +/- 0.0007 uM	Adult (>18 years old)	Both	Diabetes	11315839	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.19 (0.15-0.23) uM	Adult (>18 years old)	Not Specified	Alzheimer's disease	11255442	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details

Associated Disorders and Diseases

Disease References

Diabetes mellitus type 2
Shin CS, Moon BS, Park KS, Kim SY, Park SJ, Chung MH, Lee HK: Serum 8-hydroxy-guanine levels are increased in diabetic patients. Diabetes Care. 2001 Apr;24(4):733-7. [PubMed:11315839 ]
Alzheimer's disease
Lovell MA, Markesbery WR: Ratio of 8-hydroxyguanine in intact DNA to free 8-hydroxyguanine is increased in Alzheimer disease ventricular cerebrospinal fluid. Arch Neurol. 2001 Mar;58(3):392-6. [PubMed:11255442 ]
Colorectal cancer
Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ] 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

125853 (Diabetes mellitus type 2)
104300 (Alzheimer's disease)
114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022809

KNApSAcK ID

Not Available

Chemspider ID

58661

KEGG Compound ID

C20155

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

8-Oxoguanine

METLIN ID

Not Available

PubChem Compound

65154

PDB ID

Not Available

ChEBI ID

52617

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

MDB00000370

Good Scents ID

Not Available

References

Synthesis Reference

Usacheva A M; Chernikov A V; Bruskov V I Formation of 8-hydroxyguanine upon damage of guanine nucleotides by gamma radiation. Molekuliarnaia biologiia (1995), 29(2), 446-51.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Lovell MA, Markesbery WR: Ratio of 8-hydroxyguanine in intact DNA to free 8-hydroxyguanine is increased in Alzheimer disease ventricular cerebrospinal fluid. Arch Neurol. 2001 Mar;58(3):392-6. [PubMed:11255442 ]
Shen Z, Wu W, Hazen SL: Activated leukocytes oxidatively damage DNA, RNA, and the nucleotide pool through halide-dependent formation of hydroxyl radical. Biochemistry. 2000 May 9;39(18):5474-82. [PubMed:10820020 ]
Flirski M, Sobow T: Biochemical markers and risk factors of Alzheimer's disease. Curr Alzheimer Res. 2005 Jan;2(1):47-64. [PubMed:15977989 ]

Showing metabocard for 8-Hydroxyguanine (HMDB0002032)

MOL for HMDB0002032 (8-Hydroxyguanine)

3D MOL for HMDB0002032 (8-Hydroxyguanine)

3D SDF for HMDB0002032 (8-Hydroxyguanine)

3D-SDF for HMDB0002032 (8-Hydroxyguanine)

PDB for HMDB0002032 (8-Hydroxyguanine)

3D PDB for HMDB0002032 (8-Hydroxyguanine)

SMILES for HMDB0002032 (8-Hydroxyguanine)

INCHI for HMDB0002032 (8-Hydroxyguanine)

Structure for HMDB0002032 (8-Hydroxyguanine)

3D Structure for HMDB0002032 (8-Hydroxyguanine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra