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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:33:07 UTC

Update Date

2022-03-07 02:52:19 UTC

HMDB ID

HMDB0029864

Secondary Accession Numbers

HMDB29864

Metabolite Identification

Common Name

2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline

Description

2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline, also known as 8-methyl-iqx or 8-meiqx, belongs to the class of organic compounds known as quinoxalines. Quinoxalines are compounds containing a quinoxaline moiety, a bicyclic heterocycle made up of a benzene ring fused to a pyrazine ring. 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline.

Structure

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


  Mrv0541 02241215172D          

 16 18  0  0  0  0            999 V2000
    2.4283    0.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6184    0.4045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4283   -0.5665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6192   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4572   -1.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7281   -1.8613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0810   -1.2949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6474   -1.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2945   -1.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1326   -0.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3235   -0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2429   -0.4851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0520   -0.2433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3235    0.8091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1326    1.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3759    1.8613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2 10  1  0  0  0  0
  2 15  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 13  2  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 12  2  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029864

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C(N)=NC2=C1C=CC1=C2N=C(C)C=N1

> <INCHI_IDENTIFIER>
InChI=1S/C11H11N5/c1-6-5-13-7-3-4-8-10(9(7)14-6)15-11(12)16(8)2/h3-5H,1-2H3,(H2,12,15)

> <INCHI_KEY>
DVCCCQNKIYNAKB-UHFFFAOYSA-N

> <FORMULA>
C11H11N5

> <MOLECULAR_WEIGHT>
213.2385

> <EXACT_MASS>
213.101445377

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
22.95580438437837

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,8-dimethyl-3H-imidazo[4,5-f]quinoxalin-2-amine

> <ALOGPS_LOGP>
1.34

> <JCHEM_LOGP>
0.7957068386666666

> <ALOGPS_LOGS>
-2.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
4.76072436491985

> <JCHEM_POLAR_SURFACE_AREA>
69.62

> <JCHEM_REFRACTIVITY>
60.02279999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.67e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,8-dimethylimidazo[4,5-f]quinoxalin-2-amine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       4.533   0.755   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       3.021   0.755   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -4.533  -1.058   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.023  -1.510   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.720  -3.022   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -1.359  -3.474   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -0.151  -2.417   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.209  -2.870   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.416  -1.964   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.114  -0.454   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.604  -0.001   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.453  -0.906   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -1.964  -0.454   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       0.604   1.510   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       2.114   1.963   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       2.568   3.474   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1   10   15                                                  
CONECT    3    4                                                            
CONECT    4    3    5   13                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    2    9   11                                                  
CONECT   11   10   12   14                                                  
CONECT   12    7   11   13                                                  
CONECT   13    4   12                                                       
CONECT   14   11   15                                                       
CONECT   15    2   14   16                                                  
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END

COMPND    HMDB0029864
HETATM    1  C1  UNL     1       4.314  -1.227  -1.265  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.234  -0.350  -0.711  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.558   0.873  -0.169  1.00  0.00           C  
HETATM    4  N1  UNL     1       2.598   1.671   0.332  1.00  0.00           N  
HETATM    5  C4  UNL     1       1.308   1.303   0.320  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.322   2.122   0.834  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.991   1.744   0.820  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.339   0.525   0.283  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.345  -0.280  -0.226  1.00  0.00           C  
HETATM   10  N2  UNL     1      -0.961  -1.400  -0.682  1.00  0.00           N  
HETATM   11  C9  UNL     1      -2.283  -1.289  -0.463  1.00  0.00           C  
HETATM   12  N3  UNL     1      -3.311  -2.235  -0.784  1.00  0.00           N  
HETATM   13  N4  UNL     1      -2.536  -0.112   0.130  1.00  0.00           N  
HETATM   14  C10 UNL     1      -3.814   0.437   0.553  1.00  0.00           C  
HETATM   15  C11 UNL     1       0.990   0.061  -0.232  1.00  0.00           C  
HETATM   16  N5  UNL     1       1.942  -0.746  -0.737  1.00  0.00           N  
HETATM   17  H1  UNL     1       4.552  -2.029  -0.507  1.00  0.00           H  
HETATM   18  H2  UNL     1       5.214  -0.608  -1.431  1.00  0.00           H  
HETATM   19  H3  UNL     1       4.022  -1.695  -2.216  1.00  0.00           H  
HETATM   20  H4  UNL     1       4.589   1.201  -0.142  1.00  0.00           H  
HETATM   21  H5  UNL     1       0.599   3.087   1.259  1.00  0.00           H  
HETATM   22  H6  UNL     1      -1.799   2.348   1.209  1.00  0.00           H  
HETATM   23  H7  UNL     1      -4.182  -1.849  -1.208  1.00  0.00           H  
HETATM   24  H8  UNL     1      -3.191  -3.251  -0.604  1.00  0.00           H  
HETATM   25  H9  UNL     1      -3.705   1.487   0.822  1.00  0.00           H  
HETATM   26  H10 UNL     1      -4.531   0.397  -0.304  1.00  0.00           H  
HETATM   27  H11 UNL     1      -4.253  -0.186   1.369  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3   16
CONECT    3    4   20
CONECT    4    5    5
CONECT    5    6   15
CONECT    6    7    7   21
CONECT    7    8   22
CONECT    8    9    9   13
CONECT    9   10   15
CONECT   10   11   11
CONECT   11   12   13
CONECT   12   23   24
CONECT   13   14
CONECT   14   25   26   27
CONECT   15   16   16
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Amino-3,8-dimethyl-3H-imidazo(4,5-F)quinoxaline	ChEBI
2-Amino-3,8-dimethylimidazo[4,5-F]quinoxaline	ChEBI
8-MeIQX	ChEBI
8-Methyl-iqx	ChEBI
2-amino-3,8-dimethylimidazo(4,5-F)Quinoxaline	HMDB, MeSH
2-amino-3,8-dimethylimidazo[4,5-F ]Quinoxaline	HMDB
3,8-DiMeIQX	HMDB, MeSH
3,8-Dimethyl-3H-imidazo(4,5-F)quinoxalin-2-amine	HMDB
3,8-Dimethyl-3H-imidazo[4,5-F]quinoxalin-2-amine	HMDB
3,8-Dimethyl-3H-imidazo[4,5-F]quinoxalin-2-amine, 9ci	HMDB
3,8-dimethylimidazo(4,5-F)Quinoxaline-2-amine	HMDB, MeSH
Me-iqx	HMDB, MeSH
MeIQx	HMDB
Meiqx CPD	HMDB, MeSH

Chemical Formula

C₁₁H₁₁N₅

Average Molecular Weight

213.2385

Monoisotopic Molecular Weight

213.101445377

IUPAC Name

3,8-dimethyl-3H-imidazo[4,5-f]quinoxalin-2-amine

Traditional Name

3,8-dimethylimidazo[4,5-f]quinoxalin-2-amine

CAS Registry Number

77500-04-0

SMILES

CN1C(N)=NC2=C1C=CC1=C2N=C(C)C=N1

InChI Identifier

InChI=1S/C11H11N5/c1-6-5-13-7-3-4-8-10(9(7)14-6)15-11(12)16(8)2/h3-5H,1-2H3,(H2,12,15)

InChI Key

DVCCCQNKIYNAKB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinoxalines. Quinoxalines are compounds containing a quinoxaline moiety, a bicyclic heterocycle made up of a benzene ring fused to a pyrazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Quinoxalines

Alternative Parents

Substituents

Quinoxaline
Benzimidazole
Aminoimidazole
Benzenoid
Pyrazine
N-substituted imidazole
Azole
Heteroaromatic compound
Imidazole
Azacycle
Primary amine
Amine
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aromatic amine (CHEBI:76604 )
imidazoquinoxaline (CHEBI:76604 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029864)
Cytoplasm (HMDB: HMDB0029864)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029864)

Source

Endogenous

Endogenous (HMDB: HMDB0029864)

Exogenous

Food

Food (HMDB: HMDB0029864)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	295 - 300 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	1.01	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.77 g/L	ALOGPS
logP	1.34	ALOGPS
logP	0.8	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Basic)	4.76	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	69.62 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	60.02 m³·mol⁻¹	ChemAxon
Polarizability	22.96 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	147.553	31661259
DarkChem	[M-H]-	148.913	31661259
DeepCCS	[M+H]+	146.901	30932474
DeepCCS	[M-H]-	144.506	30932474
DeepCCS	[M-2H]-	177.739	30932474
DeepCCS	[M+Na]+	152.814	30932474
AllCCS	[M+H]+	148.1	32859911
AllCCS	[M+H-H2O]+	144.0	32859911
AllCCS	[M+NH4]+	151.9	32859911
AllCCS	[M+Na]+	153.0	32859911
AllCCS	[M-H]-	150.5	32859911
AllCCS	[M+Na-2H]-	150.3	32859911
AllCCS	[M+HCOO]-	150.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline	CN1C(N)=NC2=C1C=CC1=C2N=C(C)C=N1	2927.9	Standard polar	33892256
2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline	CN1C(N)=NC2=C1C=CC1=C2N=C(C)C=N1	2243.0	Standard non polar	33892256
2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline	CN1C(N)=NC2=C1C=CC1=C2N=C(C)C=N1	2538.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline,1TMS,isomer #1	CC1=CN=C2C=CC3=C(N=C(N[Si](C)(C)C)N3C)C2=N1	2531.8	Semi standard non polar	33892256
2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline,1TMS,isomer #1	CC1=CN=C2C=CC3=C(N=C(N[Si](C)(C)C)N3C)C2=N1	2245.7	Standard non polar	33892256
2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline,2TMS,isomer #1	CC1=CN=C2C=CC3=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)N3C)C2=N1	2445.6	Semi standard non polar	33892256
2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline,2TMS,isomer #1	CC1=CN=C2C=CC3=C(N=C(N([Si](C)(C)C)[Si](C)(C)C)N3C)C2=N1	2386.4	Standard non polar	33892256
2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline,1TBDMS,isomer #1	CC1=CN=C2C=CC3=C(N=C(N[Si](C)(C)C(C)(C)C)N3C)C2=N1	2718.2	Semi standard non polar	33892256
2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline,1TBDMS,isomer #1	CC1=CN=C2C=CC3=C(N=C(N[Si](C)(C)C(C)(C)C)N3C)C2=N1	2424.0	Standard non polar	33892256
2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline,2TBDMS,isomer #1	CC1=CN=C2C=CC3=C(N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N3C)C2=N1	2777.6	Semi standard non polar	33892256
2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline,2TBDMS,isomer #1	CC1=CN=C2C=CC3=C(N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N3C)C2=N1	2807.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline EI-B (Non-derivatized)	splash10-03di-9630000000-e8a4917bbc669d325e41	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline EI-B (Non-derivatized)	splash10-03di-9630000000-e8a4917bbc669d325e41	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline GC-MS (Non-derivatized) - 70eV, Positive	splash10-053i-0900000000-0d6af152818e5f530c3d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline 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 - 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline APCI-ITFT , negative-QTOF	splash10-0002-0900000000-03d709fe2574ca7fec31	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline ESI-ITFT , positive-QTOF	splash10-03di-0390000000-8ed87f2afa42aabd3d50	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline APCI-ITFT , positive-QTOF	splash10-006t-0910000000-90504cc9714205cd22e3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline 30V, Positive-QTOF	splash10-03dj-0980000000-50411c62b97c8360d105	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline 40V, Positive-QTOF	splash10-0002-0900000000-11e6669d06720d9153bd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline 20V, Positive-QTOF	splash10-03di-0090000000-f43e697cafe001331dbe	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline 10V, Positive-QTOF	splash10-03di-0090000000-159c1d3a85e946b03eca	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline 50V, Positive-QTOF	splash10-008a-0900000000-36b0714ea24bc0b0f53c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline 30V, Positive-QTOF	splash10-03dj-0980000000-52e3471483370bb41dd4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline 35V, Positive-QTOF	splash10-03di-0390000000-07cadffeea6f6a02ab84	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline 10V, Positive-QTOF	splash10-03di-0090000000-3d4e5561b68230947db9	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline 20V, Positive-QTOF	splash10-03di-0590000000-9909fec9d9bf2ce2c608	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline 40V, Positive-QTOF	splash10-053r-1900000000-fa1c95b62ff0a0d20450	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline 10V, Negative-QTOF	splash10-03di-0090000000-75942ba4bbc76a904bf8	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline 20V, Negative-QTOF	splash10-03di-0390000000-123f616c3a9c164347fc	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline 40V, Negative-QTOF	splash10-002b-3900000000-2678374bc011990ab3ac	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline 10V, Negative-QTOF	splash10-03di-0090000000-30d0b34fa4acc6bca290	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline 20V, Negative-QTOF	splash10-03di-0390000000-4fe19f6505755b2da029	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline 40V, Negative-QTOF	splash10-001i-0920000000-a36acb9976b8ad2b2f1a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline 10V, Positive-QTOF	splash10-03di-0090000000-36fa26cf92b7f44a3ce6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline 20V, Positive-QTOF	splash10-03di-0090000000-e822b8dab153205d5822	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline 40V, Positive-QTOF	splash10-052f-0900000000-86a61ce4e597d5f3de49	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB001093

KNApSAcK ID

Not Available

Chemspider ID

56076

KEGG Compound ID

C19255

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

62275

PDB ID

Not Available

ChEBI ID

76604

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

Zaidi R, Kumar S, Rawat PR: Rapid detection and quantification of dietary mutagens in food using mass spectrometry and ultra performance liquid chromatography. Food Chem. 2012 Dec 15;135(4):2897-903. doi: 10.1016/j.foodchem.2012.07.065. Epub 2012 Jul 20. [PubMed:22980887 ]
Aschebrook-Kilfoy B, Ollberding NJ, Kolar C, Lawson TA, Smith SM, Weisenburger DD, Chiu BC: Meat intake and risk of non-Hodgkin lymphoma. Cancer Causes Control. 2012 Oct;23(10):1681-92. doi: 10.1007/s10552-012-0047-2. Epub 2012 Aug 14. [PubMed:22890783 ]
Gibis M, Weiss J: Antioxidant capacity and inhibitory effect of grape seed and rosemary extract in marinades on the formation of heterocyclic amines in fried beef patties. Food Chem. 2012 Sep 15;134(2):766-74. doi: 10.1016/j.foodchem.2012.02.179. Epub 2012 Mar 10. [PubMed:23107689 ]
Guo H, Pan H, Wang Z, Chen L, Zhang D: [Simultaneous determination of nine heterocyclic aromatic amines in mutton products by solid phase extraction-high performance liquid chromatography]. Se Pu. 2012 Oct;30(10):1074-80. [PubMed:23383498 ]
Liao GZ, Wang GY, Zhang YJ, Xu XL, Zhou GH: Formation of heterocyclic amines during cooking of duck meat. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2012;29(11):1668-78. doi: 10.1080/19440049.2012.702928. Epub 2012 Jul 30. [PubMed:22838849 ]
Hayashi H, Taniai E, Morita R, Hayashi M, Nakamura D, Wakita A, Suzuki K, Shibutani M, Mitsumori K: Enhanced liver tumor promotion but not liver initiation activity in rats subjected to combined administration of omeprazole and beta-naphthoflavone. J Toxicol Sci. 2012;37(5):969-85. [PubMed:23038005 ]
Wei M, Kakehashi A, Yamano S, Tamano S, Shirai T, Wanibuchi H, Fukushima S: Lack of Hepatocarcinogenicity of Combinations of Low Doses of 2-amino-3, 8-dimethylimidazo[4,5- f ]quinoxaline and Diethylnitrosamine in Rats: Indication for the Existence of a Threshold for Genotoxic Carcinogens. J Toxicol Pathol. 2012 Sep;25(3):209-14. doi: 10.1293/tox.25.209. Epub 2012 Oct 1. [PubMed:22988339 ]
Miller PE, Lazarus P, Lesko SM, Cross AJ, Sinha R, Laio J, Zhu J, Harper G, Muscat JE, Hartman TJ: Meat-related compounds and colorectal cancer risk by anatomical subsite. Nutr Cancer. 2013;65(2):202-26. doi: 10.1080/01635581.2013.756534. [PubMed:23441608 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline (HMDB0029864)

MOL for HMDB0029864 (2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline)

3D MOL for HMDB0029864 (2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline)

3D SDF for HMDB0029864 (2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline)

3D-SDF for HMDB0029864 (2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline)

PDB for HMDB0029864 (2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline)

3D PDB for HMDB0029864 (2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline)

SMILES for HMDB0029864 (2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline)

INCHI for HMDB0029864 (2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline)

Structure for HMDB0029864 (2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline)

3D Structure for HMDB0029864 (2-Amino-3,8-dimethyl-3H-imidazo[4,5-f]quinoxaline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra