Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:55:40 UTC

Update Date

2021-09-26 23:00:17 UTC

HMDB ID

HMDB0249416

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline

Description

2-(4,5-dihydro-1H-imidazol-2-yl)quinoline belongs to the class of organic compounds known as quinolines and derivatives. Quinolines and derivatives are compounds containing a quinoline moiety, which consists of a benzene ring fused to a pyrimidine ring to form benzo[b]azabenzene. Based on a literature review very few articles have been published on 2-(4,5-dihydro-1H-imidazol-2-yl)quinoline. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-(4,5-dihydro-1h-imidazol-2-yl)quinoline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

  Mrv1533004241520382D          

 15 17  0  0  0  0            999 V2000
   -1.3057    0.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8932    0.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0862    0.8205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7537   -0.3356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  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
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  6 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249416

> <DATABASE_NAME>
hmdb

> <SMILES>
C1CN=C(N1)C1=NC2=CC=CC=C2C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H11N3/c1-2-4-10-9(3-1)5-6-11(15-10)12-13-7-8-14-12/h1-6H,7-8H2,(H,13,14)

> <INCHI_KEY>
OSUVWJGCKQEMHK-UHFFFAOYSA-N

> <FORMULA>
C12H11N3

> <MOLECULAR_WEIGHT>
197.241

> <EXACT_MASS>
197.095297366

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
21.801996514797146

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4,5-dihydro-1H-imidazol-2-yl)quinoline

> <ALOGPS_LOGP>
1.99

> <JCHEM_LOGP>
1.7669797926666666

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.0261516249307245

> <JCHEM_POLAR_SURFACE_AREA>
37.28

> <JCHEM_REFRACTIVITY>
58.567200000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.51e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(4,5-dihydro-1H-imidazol-2-yl)quinoline

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -2.437   0.518   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.667   1.852   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -0.161   1.532   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -1.407  -0.626   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4    1                                                       
CONECT    6    4    7   15                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14    6                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END

COMPND    HMDB0249416
HETATM    1  C1  UNL     1       4.403   0.208  -0.072  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.881   1.298   0.613  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.510   1.414   0.760  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.653   0.466   0.238  1.00  0.00           C  
HETATM    5  N1  UNL     1       0.313   0.540   0.358  1.00  0.00           N  
HETATM    6  C5  UNL     1      -0.534  -0.359  -0.135  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.995  -0.202   0.042  1.00  0.00           C  
HETATM    8  N2  UNL     1      -2.902  -1.001  -0.387  1.00  0.00           N  
HETATM    9  C7  UNL     1      -4.224  -0.553  -0.043  1.00  0.00           C  
HETATM   10  C8  UNL     1      -4.004   0.878   0.381  1.00  0.00           C  
HETATM   11  N3  UNL     1      -2.610   0.879   0.721  1.00  0.00           N  
HETATM   12  C9  UNL     1      -0.065  -1.447  -0.815  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.302  -1.577  -0.970  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.157  -0.627  -0.447  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.541  -0.719  -0.580  1.00  0.00           C  
HETATM   16  H1  UNL     1       5.481   0.165  -0.158  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.498   2.065   1.039  1.00  0.00           H  
HETATM   18  H3  UNL     1       2.063   2.247   1.286  1.00  0.00           H  
HETATM   19  H4  UNL     1      -4.592  -1.102   0.857  1.00  0.00           H  
HETATM   20  H5  UNL     1      -4.938  -0.637  -0.886  1.00  0.00           H  
HETATM   21  H6  UNL     1      -4.662   1.191   1.211  1.00  0.00           H  
HETATM   22  H7  UNL     1      -4.133   1.521  -0.511  1.00  0.00           H  
HETATM   23  H8  UNL     1      -2.130   1.543   1.346  1.00  0.00           H  
HETATM   24  H9  UNL     1      -0.714  -2.205  -1.234  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.731  -2.416  -1.499  1.00  0.00           H  
HETATM   26  H11 UNL     1       3.972  -1.568  -1.115  1.00  0.00           H  
CONECT    1    2    2   15   16
CONECT    2    3   17
CONECT    3    4    4   18
CONECT    4    5   14
CONECT    5    6    6
CONECT    6    7   12
CONECT    7    8    8   11
CONECT    8    9
CONECT    9   10   19   20
CONECT   10   11   21   22
CONECT   11   23
CONECT   12   13   13   24
CONECT   13   14   25
CONECT   14   15   15
CONECT   15   26
END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₂H₁₁N₃

Average Molecular Weight

197.241

Monoisotopic Molecular Weight

197.095297366

IUPAC Name

2-(4,5-dihydro-1H-imidazol-2-yl)quinoline

Traditional Name

2-(4,5-dihydro-1H-imidazol-2-yl)quinoline

CAS Registry Number

Not Available

SMILES

C1CN=C(N1)C1=NC2=CC=CC=C2C=C1

InChI Identifier

InChI=1S/C12H11N3/c1-2-4-10-9(3-1)5-6-11(15-10)12-13-7-8-14-12/h1-6H,7-8H2,(H,13,14)

InChI Key

OSUVWJGCKQEMHK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinolines and derivatives. Quinolines and derivatives are compounds containing a quinoline moiety, which consists of a benzene ring fused to a pyrimidine ring to form benzo[b]azabenzene.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Not Available

Direct Parent

Quinolines and derivatives

Alternative Parents

Substituents

Quinoline
Pyridine
Benzenoid
Imidolactam
2-imidazoline
Heteroaromatic compound
Amidine
Carboxylic acid amidine
Carboximidamide
Azacycle
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Hydrocarbon derivative
Organic nitrogen compound
Organonitrogen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

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
logP	1.99	ALOGPS
logP	1.77	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Basic)	7.03	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.28 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	58.57 m³·mol⁻¹	ChemAxon
Polarizability	21.8 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	145.556	30932474
DeepCCS	[M-H]-	143.183	30932474
DeepCCS	[M-2H]-	176.795	30932474
DeepCCS	[M+Na]+	151.695	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline	C1CN=C(N1)C1=NC2=CC=CC=C2C=C1	2771.8	Standard polar	33892256
2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline	C1CN=C(N1)C1=NC2=CC=CC=C2C=C1	1867.3	Standard non polar	33892256
2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline	C1CN=C(N1)C1=NC2=CC=CC=C2C=C1	2022.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline,1TMS,isomer #1	C[Si](C)(C)N1CCN=C1C1=CC=C2C=CC=CC2=N1	2107.4	Semi standard non polar	33892256
2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline,1TMS,isomer #1	C[Si](C)(C)N1CCN=C1C1=CC=C2C=CC=CC2=N1	2173.0	Standard non polar	33892256
2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline,1TMS,isomer #1	C[Si](C)(C)N1CCN=C1C1=CC=C2C=CC=CC2=N1	3172.9	Standard polar	33892256
2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCN=C1C1=CC=C2C=CC=CC2=N1	2361.5	Semi standard non polar	33892256
2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCN=C1C1=CC=C2C=CC=CC2=N1	2374.5	Standard non polar	33892256
2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCN=C1C1=CC=C2C=CC=CC2=N1	3324.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline GC-MS (Non-derivatized) - 70eV, Positive	splash10-01c0-1900000000-d71ad9e4f91b4c6107bd	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline 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 - 2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline 10V, Positive-QTOF	splash10-0002-0900000000-732fba02eb75c1e91307	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline 20V, Positive-QTOF	splash10-0002-0900000000-b3822a7a30284f737a09	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline 40V, Positive-QTOF	splash10-0lec-0900000000-07fecb2d364ee75a8247	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline 10V, Negative-QTOF	splash10-0002-0900000000-b22be240139874e130a3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline 20V, Negative-QTOF	splash10-0002-0900000000-3a9b5dcc0f1b61e0b3d3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline 40V, Negative-QTOF	splash10-0fb9-0900000000-a2738258d2aaf0420a50	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	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

2363

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline (HMDB0249416)

MOL for HMDB0249416 (2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline)

3D MOL for HMDB0249416 (2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline)

3D SDF for HMDB0249416 (2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline)

3D-SDF for HMDB0249416 (2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline)

PDB for HMDB0249416 (2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline)

3D PDB for HMDB0249416 (2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline)

SMILES for HMDB0249416 (2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline)

INCHI for HMDB0249416 (2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline)

Structure for HMDB0249416 (2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline)

3D Structure for HMDB0249416 (2-(4,5-Dihydro-1H-imidazol-2-yl)quinoline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra