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Showing metabocard for Imidazoline (HMDB0246608)

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enzymes (1) Show 1 protein
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 23:37:26 UTC
Update Date2021-10-01 18:54:48 UTC
HMDB IDHMDB0246608
Secondary Accession NumbersNone
Metabolite Identification
Common NameImidazoline
Descriptionimidazoline belongs to the class of organic compounds known as imidazolines. These are organic compounds containing an imidazoline ring, which is an unsaturated ring (derived from imidazole) with two nitrogen atoms at positions 1 and 3 respectively, and containing only one CN double bond. Based on a literature review a significant number of articles have been published on imidazoline. This compound has been identified in human blood as reported by (PMID: 31557052 ). Imidazoline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Imidazoline 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
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0246608 (Imidazoline)


  Mrv1652309112101372D          

  5  5  0  0  0  0            999 V2000
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 N   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
M  END
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3D MOL for HMDB0246608 (Imidazoline)

HMDB0246608
     RDKit          3D
Imidazoline
 11 11  0  0  0  0  0  0  0  0999 V2000
    1.4149   -0.0146   -0.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8134    1.0833   -0.4845 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5724    1.0042   -0.0894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7922   -0.4896   -0.0408 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5091   -0.9213    0.4312 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4671   -0.2850   -0.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2529    1.4632   -0.8295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6587    1.4683    0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9820   -0.8112   -1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6079   -0.7778    0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6616   -1.7194    1.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  1  6  1  0
  3  7  1  0
  3  8  1  0
  4  9  1  0
  4 10  1  0
  5 11  1  0
M  END
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3D SDF for HMDB0246608 (Imidazoline)


  Mrv1652309112101372D          

  5  5  0  0  0  0            999 V2000
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 N   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
M  END
> <DATABASE_ID>
HMDB0246608

> <DATABASE_NAME>
hmdb

> <SMILES>
C1CN=CN1

> <INCHI_IDENTIFIER>
InChI=1S/C3H6N2/c1-2-5-3-4-1/h3H,1-2H2,(H,4,5)

> <INCHI_KEY>
MTNDZQHUAFNZQY-UHFFFAOYSA-N

> <FORMULA>
C3H6N2

> <MOLECULAR_WEIGHT>
70.095

> <EXACT_MASS>
70.053098201

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
7.214885777666561

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,5-dihydro-1H-imidazole

> <ALOGPS_LOGP>
-0.99

> <JCHEM_LOGP>
-0.6793983346666667

> <ALOGPS_LOGS>
-0.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
10.170071635919944

> <JCHEM_POLAR_SURFACE_AREA>
24.39

> <JCHEM_REFRACTIVITY>
19.856900000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.45e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
imidazoline

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0246608 (Imidazoline)

HMDB0246608
     RDKit          3D
Imidazoline
 11 11  0  0  0  0  0  0  0  0999 V2000
    1.4149   -0.0146   -0.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8134    1.0833   -0.4845 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5724    1.0042   -0.0894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7922   -0.4896   -0.0408 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5091   -0.9213    0.4312 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4671   -0.2850   -0.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2529    1.4632   -0.8295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6587    1.4683    0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9820   -0.8112   -1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6079   -0.7778    0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6616   -1.7194    1.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  1  6  1  0
  3  7  1  0
  3  8  1  0
  4  9  1  0
  4 10  1  0
  5 11  1  0
M  END
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PDB for HMDB0246608 (Imidazoline)

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       1.830  -0.290   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -0.186   1.175   0.000  0.00  0.00           N+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    1                                                       
MASTER        0    0    0    0    0    0    0    0    5    0   10    0
END
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3D PDB for HMDB0246608 (Imidazoline)

COMPND    HMDB0246608
HETATM    1  C1  UNL     1       1.415  -0.015  -0.183  1.00  0.00           C  
HETATM    2  N1  UNL     1       0.813   1.083  -0.484  1.00  0.00           N  
HETATM    3  C2  UNL     1      -0.572   1.004  -0.089  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.792  -0.490  -0.041  1.00  0.00           C  
HETATM    5  N2  UNL     1       0.509  -0.921   0.431  1.00  0.00           N  
HETATM    6  H1  UNL     1       2.467  -0.285  -0.343  1.00  0.00           H  
HETATM    7  H2  UNL     1      -1.253   1.463  -0.830  1.00  0.00           H  
HETATM    8  H3  UNL     1      -0.659   1.468   0.918  1.00  0.00           H  
HETATM    9  H4  UNL     1      -0.982  -0.811  -1.095  1.00  0.00           H  
HETATM   10  H5  UNL     1      -1.608  -0.778   0.646  1.00  0.00           H  
HETATM   11  H6  UNL     1       0.662  -1.719   1.070  1.00  0.00           H  
CONECT    1    2    2    5    6
CONECT    2    3
CONECT    3    4    7    8
CONECT    4    5    9   10
CONECT    5   11
END
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SMILES for HMDB0246608 (Imidazoline)

C1CN=CN1
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INCHI for HMDB0246608 (Imidazoline)

InChI=1S/C3H6N2/c1-2-5-3-4-1/h3H,1-2H2,(H,4,5)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
2-ImidazolineChEBI
4,5-Dihydro-1H-imidazoleChEBI
ImidazolinesMeSH
Chemical FormulaC3H6N2
Average Molecular Weight70.095
Monoisotopic Molecular Weight70.053098201
IUPAC Name4,5-dihydro-1H-imidazole
Traditional Nameimidazoline
CAS Registry NumberNot Available
SMILES
C1CN=CN1
InChI Identifier
InChI=1S/C3H6N2/c1-2-5-3-4-1/h3H,1-2H2,(H,4,5)
InChI KeyMTNDZQHUAFNZQY-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as imidazolines. These are organic compounds containing an imidazoline ring, which is an unsaturated ring (derived from imidazole) with two nitrogen atoms at positions 1 and 3 respectively, and containing only one CN double bond.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassAzolines
Sub ClassImidazolines
Direct ParentImidazolines
Alternative Parents
Substituents
  • 2-imidazoline
  • Formamidine
  • Azacycle
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboximidamide
  • Carboxylic acid amidine
  • Amidine
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP-0.99ALOGPS
logP-0.68ChemAxon
logS-0.04ALOGPS
pKa (Strongest Basic)10.17ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area24.39 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity19.86 m³·mol⁻¹ChemAxon
Polarizability7.21 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+118.74630932474
DeepCCS[M-H]-116.81430932474
DeepCCS[M-2H]-152.430932474
DeepCCS[M+Na]+126.87430932474
AllCCS[M+H]+114.432859911
AllCCS[M+H-H2O]+109.132859911
AllCCS[M+NH4]+119.432859911
AllCCS[M+Na]+120.932859911
AllCCS[M-H]-117.332859911
AllCCS[M+Na-2H]-121.932859911
AllCCS[M+HCOO]-127.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
ImidazolineC1CN=CN11637.9Standard polar33892256
ImidazolineC1CN=CN1787.1Standard non polar33892256
ImidazolineC1CN=CN1869.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Imidazoline,1TMS,isomer #1C[Si](C)(C)N1C=NCC11117.1Semi standard non polar33892256
Imidazoline,1TMS,isomer #1C[Si](C)(C)N1C=NCC11118.8Standard non polar33892256
Imidazoline,1TMS,isomer #1C[Si](C)(C)N1C=NCC11510.3Standard polar33892256
Imidazoline,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C=NCC11319.7Semi standard non polar33892256
Imidazoline,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C=NCC11346.0Standard non polar33892256
Imidazoline,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C=NCC11800.3Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Imidazoline GC-MS (Non-derivatized) - 70eV, Positivesplash10-00fu-9000000000-975185ae5bab21f742b52021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Imidazoline GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazoline 10V, Positive-QTOFsplash10-00di-9000000000-9591496b734184f0d62a2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazoline 20V, Positive-QTOFsplash10-00di-9000000000-84bbec4cead693da5dee2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazoline 40V, Positive-QTOFsplash10-0006-9000000000-ee3d03c92c7ddc6b885d2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazoline 10V, Negative-QTOFsplash10-014i-9000000000-59c8a08833b22c577cfa2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazoline 20V, Negative-QTOFsplash10-014i-9000000000-b837fffc4f16a21a71dc2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Imidazoline 40V, Negative-QTOFsplash10-0006-9000000000-4220a9f4c5c51bd37d032021-10-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID61464
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkImidazoline
METLIN IDNot Available
PubChem Compound68156
PDB IDNot Available
ChEBI ID53094
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]

Enzymes

Enzyme Details
1. Nischarin
General function:
Not Available
Specific function:
Acts either as the functional imidazoline-1 receptor (I1R) candidate or as a membrane-associated mediator of the I1R signaling. Binds numerous imidazoline ligands that induces initiation of cell-signaling cascades triggering to cell survival, growth and migration. Its activation by the agonist rilmenidine induces an increase in phosphorylation of mitogen-activated protein kinases MAPK1 and MAPK3 in rostral ventrolateral medulla (RVLM) neurons that exhibited rilmenidine-evoked hypotension (By similarity). Blocking its activation with efaroxan abolished rilmenidine-induced mitogen-activated protein kinase phosphorylation in RVLM neurons (By similarity). Acts as a modulator of Rac-regulated signal transduction pathways (By similarity). Suppresses Rac1-stimulated cell migration by interacting with PAK1 and inhibiting its kinase activity (By similarity). Also blocks Pak-independent Rac signaling by interacting with RAC1 and inhibiting Rac1-stimulated NF-kB response element and cyclin D1 promoter activation (By similarity). Inhibits also LIMK1 kinase activity by reducing LIMK1 'Tyr-508' phosphorylation (By similarity). Inhibits Rac-induced cell migration and invasion in breast and colon epithelial cells (By similarity). Inhibits lamellipodia formation, when overexpressed (By similarity). Plays a role in protection against apoptosis. Involved in association with IRS4 in the enhancement of insulin activation of MAPK1 and MAPK3. When overexpressed, induces a redistribution of cell surface ITGA5 integrin to intracellular endosomal structures.
Gene Name:
NISCH
Uniprot ID:
Q9Y2I1
Molecular weight:
166627.105