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Showing metabocard for Dimethylbenzimidazole (HMDB0003701)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-08-13 03:39:40 UTC
Update Date2023-02-21 17:16:48 UTC
HMDB IDHMDB0003701
Secondary Accession Numbers
  • HMDB03701
Metabolite Identification
Common NameDimethylbenzimidazole
DescriptionDimethylbenzimidazole, also known as dimedazol, belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds). Dimethylbenzimidazole exists in all living organisms, ranging from bacteria to humans. In humans, dimethylbenzimidazole is involved in the riboflavin metabolism pathway. Dimethylbenzimidazole has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make dimethylbenzimidazole a potential biomarker for the consumption of these foods. Dimethylbenzimidazole 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 Dimethylbenzimidazole.
Structure
Data?1676999808
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0003701 (Dimethylbenzimidazole)


  Mrv1652304272018482D          

 11 12  0  0  0  0            999 V2000
   -2.7112    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7112   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2822    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2822   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7018    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9967    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9967   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5678    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5678   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2169    0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2169   -0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  2  7  1  0  0  0  0
  3  6  2  0  0  0  0
  3  8  1  0  0  0  0
  4  7  2  0  0  0  0
  4  9  1  0  0  0  0
  5 10  2  0  0  0  0
  5 11  1  0  0  0  0
  6  7  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
M  END
Download

3D MOL for HMDB0003701 (Dimethylbenzimidazole)

HMDB0003701
     RDKit          3D
Dimethylbenzimidazole
 21 22  0  0  0  0  0  0  0  0999 V2000
   -2.3836    1.2311    0.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0007    0.6708    0.0174 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1165    1.4928   -0.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3972    0.9867   -0.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6204    1.5397   -0.0728 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5716    0.5879   -0.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9059   -0.5817   -0.0933 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5774   -0.3803   -0.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4593   -1.1999   -0.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8267   -0.7015    0.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0114   -1.6172    0.0301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9338    1.0669   -0.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2989    2.3229    0.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9629    0.7230    0.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0213    2.5631    0.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6588    0.7290   -0.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3258   -1.5573   -0.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6308   -2.2734   -0.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3780   -1.6544    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6385   -2.6489   -0.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8079   -1.2993   -0.6389 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10  2  1  0
  8  4  2  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  6 16  1  0
  7 17  1  0
  9 18  1  0
 11 19  1  0
 11 20  1  0
 11 21  1  0
M  END
Download

3D SDF for HMDB0003701 (Dimethylbenzimidazole)


  Mrv1652304272018482D          

 11 12  0  0  0  0            999 V2000
   -2.7112    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7112   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2822    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2822   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7018    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9967    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9967   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5678    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5678   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2169    0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2169   -0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  2  7  1  0  0  0  0
  3  6  2  0  0  0  0
  3  8  1  0  0  0  0
  4  7  2  0  0  0  0
  4  9  1  0  0  0  0
  5 10  2  0  0  0  0
  5 11  1  0  0  0  0
  6  7  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0003701

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC2=C(C=C1C)N=CN2

> <INCHI_IDENTIFIER>
InChI=1S/C9H10N2/c1-6-3-8-9(4-7(6)2)11-5-10-8/h3-5H,1-2H3,(H,10,11)

> <INCHI_KEY>
LJUQGASMPRMWIW-UHFFFAOYSA-N

> <FORMULA>
C9H10N2

> <MOLECULAR_WEIGHT>
146.1891

> <EXACT_MASS>
146.08439833

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
16.4703364092055

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,6-dimethyl-1H-1,3-benzodiazole

> <ALOGPS_LOGP>
1.88

> <JCHEM_LOGP>
2.2863467776666666

> <ALOGPS_LOGS>
-1.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.725186577116627

> <JCHEM_PKA_STRONGEST_BASIC>
6.425313062256422

> <JCHEM_POLAR_SURFACE_AREA>
28.68

> <JCHEM_REFRACTIVITY>
45.0509

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.08e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,6-dimethylbenzimidazole

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0003701 (Dimethylbenzimidazole)

HMDB0003701
     RDKit          3D
Dimethylbenzimidazole
 21 22  0  0  0  0  0  0  0  0999 V2000
   -2.3836    1.2311    0.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0007    0.6708    0.0174 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1165    1.4928   -0.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3972    0.9867   -0.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6204    1.5397   -0.0728 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5716    0.5879   -0.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9059   -0.5817   -0.0933 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5774   -0.3803   -0.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4593   -1.1999   -0.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8267   -0.7015    0.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0114   -1.6172    0.0301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9338    1.0669   -0.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2989    2.3229    0.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9629    0.7230    0.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0213    2.5631    0.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6588    0.7290   -0.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3258   -1.5573   -0.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6308   -2.2734   -0.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3780   -1.6544    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6385   -2.6489   -0.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8079   -1.2993   -0.6389 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10  2  1  0
  8  4  2  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  6 16  1  0
  7 17  1  0
  9 18  1  0
 11 19  1  0
 11 20  1  0
 11 21  1  0
M  END
Download

PDB for HMDB0003701 (Dimethylbenzimidazole)

HEADER    PROTEIN                                 27-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-20         0                                  
HETATM    1  C   UNK     0      -5.061   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.061  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.393   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.393  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.310   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.727   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.727  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.060   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.060  -0.770   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       0.405   1.246   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0       0.405  -1.246   0.000  0.00  0.00           N+0
CONECT    1    6                                                            
CONECT    2    7                                                            
CONECT    3    6    8                                                       
CONECT    4    7    9                                                       
CONECT    5   10   11                                                       
CONECT    6    1    3    7                                                  
CONECT    7    2    4    6                                                  
CONECT    8    3    9   10                                                  
CONECT    9    4    8   11                                                  
CONECT   10    5    8                                                       
CONECT   11    5    9                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END
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3D PDB for HMDB0003701 (Dimethylbenzimidazole)

COMPND    HMDB0003701
HETATM    1  C1  UNL     1      -2.384   1.231   0.057  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.001   0.671   0.017  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.116   1.493  -0.007  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.397   0.987  -0.044  1.00  0.00           C  
HETATM    5  N1  UNL     1       2.620   1.540  -0.073  1.00  0.00           N  
HETATM    6  C5  UNL     1       3.572   0.588  -0.104  1.00  0.00           C  
HETATM    7  N2  UNL     1       2.906  -0.582  -0.093  1.00  0.00           N  
HETATM    8  C6  UNL     1       1.577  -0.380  -0.057  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.459  -1.200  -0.033  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.827  -0.701   0.004  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.011  -1.617   0.030  1.00  0.00           C  
HETATM   12  H1  UNL     1      -2.934   1.067  -0.871  1.00  0.00           H  
HETATM   13  H2  UNL     1      -2.299   2.323   0.297  1.00  0.00           H  
HETATM   14  H3  UNL     1      -2.963   0.723   0.881  1.00  0.00           H  
HETATM   15  H4  UNL     1      -0.021   2.563   0.003  1.00  0.00           H  
HETATM   16  H5  UNL     1       4.659   0.729  -0.132  1.00  0.00           H  
HETATM   17  H6  UNL     1       3.326  -1.557  -0.110  1.00  0.00           H  
HETATM   18  H7  UNL     1       0.631  -2.273  -0.044  1.00  0.00           H  
HETATM   19  H8  UNL     1      -2.378  -1.654   1.096  1.00  0.00           H  
HETATM   20  H9  UNL     1      -1.639  -2.649  -0.181  1.00  0.00           H  
HETATM   21  H10 UNL     1      -2.808  -1.299  -0.639  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3    3   10
CONECT    3    4   15
CONECT    4    5    8    8
CONECT    5    6    6
CONECT    6    7   16
CONECT    7    8   17
CONECT    8    9
CONECT    9   10   10   18
CONECT   10   11
CONECT   11   19   20   21
END
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SMILES for HMDB0003701 (Dimethylbenzimidazole)

CC1=CC2=C(C=C1C)N=CN2
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INCHI for HMDB0003701 (Dimethylbenzimidazole)

InChI=1S/C9H10N2/c1-6-3-8-9(4-7(6)2)11-5-10-8/h3-5H,1-2H3,(H,10,11)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
DimedazolChEBI
DimedazoleChEBI
DimesolChEBI
DimezolChEBI
5,6-DimethylbenzimidazoleKegg
5,6-Dimethyl-1H-benzimidazoleHMDB
DimezolDimedazolHMDB
5,6-Dimethylbenzimidazole hydrochlorideMeSH, HMDB
Chemical FormulaC9H10N2
Average Molecular Weight146.1891
Monoisotopic Molecular Weight146.08439833
IUPAC Name5,6-dimethyl-1H-1,3-benzodiazole
Traditional Name5,6-dimethylbenzimidazole
CAS Registry Number582-60-5
SMILES
CC1=CC2=C(C=C1C)N=CN2
InChI Identifier
InChI=1S/C9H10N2/c1-6-3-8-9(4-7(6)2)11-5-10-8/h3-5H,1-2H3,(H,10,11)
InChI KeyLJUQGASMPRMWIW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds).
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzimidazoles
Sub ClassNot Available
Direct ParentBenzimidazoles
Alternative Parents
Substituents
  • Benzimidazole
  • Benzenoid
  • Heteroaromatic compound
  • Imidazole
  • Azole
  • Azacycle
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
Process
Naturally occurring process
Role
Industrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point205.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP1.854Not Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-MetCCS_train_neg127.72830932474
[M+H]+MetCCS_train_pos129.9330932474
[M-H]-Not Available129.3http://allccs.zhulab.cn/database/detail?ID=AllCCS00000358
[M+H]+Not Available130.3http://allccs.zhulab.cn/database/detail?ID=AllCCS00000358
Predicted Molecular Properties
PropertyValueSource
Water Solubility2.08 g/LALOGPS
logP1.88ALOGPS
logP2.29ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)12.73ChemAxon
pKa (Strongest Basic)6.43ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area28.68 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity45.05 m³·mol⁻¹ChemAxon
Polarizability16.47 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+130.91431661259
DarkChem[M-H]-131.05931661259
DeepCCS[M+H]+132.58730932474
DeepCCS[M-H]-129.26830932474
DeepCCS[M-2H]-166.33430932474
DeepCCS[M+Na]+141.7130932474
AllCCS[M+H]+128.332859911
AllCCS[M+H-H2O]+123.632859911
AllCCS[M+NH4]+132.832859911
AllCCS[M+Na]+134.032859911
AllCCS[M-H]-129.932859911
AllCCS[M+Na-2H]-130.832859911
AllCCS[M+HCOO]-131.932859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
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, 2022.3.47 minutes32390414
Predicted by Siyang on May 30, 20229.7969 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.19 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid40.8 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1066.7 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid309.8 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid107.7 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid184.6 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid74.2 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid361.4 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid301.5 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)360.0 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid690.3 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid288.3 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid892.0 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid191.6 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid225.3 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate534.3 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA269.1 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water156.2 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
DimethylbenzimidazoleCC1=CC2=C(C=C1C)N=CN22378.0Standard polar33892256
DimethylbenzimidazoleCC1=CC2=C(C=C1C)N=CN21588.0Standard non polar33892256
DimethylbenzimidazoleCC1=CC2=C(C=C1C)N=CN21761.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Dimethylbenzimidazole,1TMS,isomer #1CC1=CC2=C(C=C1C)N([Si](C)(C)C)C=N21760.3Semi standard non polar33892256
Dimethylbenzimidazole,1TMS,isomer #1CC1=CC2=C(C=C1C)N([Si](C)(C)C)C=N21689.1Standard non polar33892256
Dimethylbenzimidazole,1TMS,isomer #1CC1=CC2=C(C=C1C)N([Si](C)(C)C)C=N21881.2Standard polar33892256
Dimethylbenzimidazole,1TBDMS,isomer #1CC1=CC2=C(C=C1C)N([Si](C)(C)C(C)(C)C)C=N21999.0Semi standard non polar33892256
Dimethylbenzimidazole,1TBDMS,isomer #1CC1=CC2=C(C=C1C)N([Si](C)(C)C(C)(C)C)C=N21873.3Standard non polar33892256
Dimethylbenzimidazole,1TBDMS,isomer #1CC1=CC2=C(C=C1C)N([Si](C)(C)C(C)(C)C)C=N22026.0Standard polar33892256
Spectra
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen Locations
  • Prostate Tissue
Tissue Locations
  • Prostate
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
Prostate TissueDetected and Quantified0.5 (0.0-1.0) umol/g tissueAdult (>18 years old)Both
Prostate cancer		 details
Associated Disorders and Diseases
Disease References
Prostate cancer
  1. Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
Associated OMIM IDs
DrugBank IDDB02591
Phenol Explorer Compound IDNot Available
FooDB IDFDB023216
KNApSAcK IDNot Available
Chemspider ID655
KEGG Compound IDC03114
BioCyc IDDIMETHYLBENZIMIDAZOLE
BiGG IDNot Available
Wikipedia LinkDimethylbenzimidazole
METLIN IDNot Available
PubChem Compound675
PDB IDNot Available
ChEBI ID15890
Food Biomarker OntologyNot Available
VMH IDDMBZID
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]