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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:02:50 UTC

Update Date

2023-02-21 17:26:04 UTC

HMDB ID

HMDB0037787

Secondary Accession Numbers

HMDB37787

Metabolite Identification

Common Name

xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole

Description

xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole belongs to the class of organic compounds known as imidolactams. These are cyclic organooxygen compounds containing the structure RC(=N)N where the central carbon atom and one of the linked nitrogen atoms are part of the same ring( R here is an organyl group). They can also be viewed as analogs of lactams where the oxygen atom is replaced by a nitrogen atom. xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole has been detected, but not quantified in, fishes. This could make XI-4,5-dihydro-2,4(5)-dimethyl-1H-imidazole a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₅H₁₀N₂

Average Molecular Weight

98.1463

Monoisotopic Molecular Weight

98.08439833

IUPAC Name

2,5-dimethyl-4,5-dihydro-1H-imidazole

Traditional Name

2,4-dimethyl-4,5-dihydro-3H-imidazole

CAS Registry Number

Not Available

SMILES

CC1CN=C(C)N1

InChI Identifier

InChI=1S/C5H10N2/c1-4-3-6-5(2)7-4/h4H,3H2,1-2H3,(H,6,7)

InChI Key

DIHAURBCYGTGCV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as imidolactams. These are cyclic organooxygen compounds containing the structure RC(=N)N where the central carbon atom and one of the linked nitrogen atoms are part of the same ring( R here is an organyl group). They can also be viewed as analogs of lactams where the oxygen atom is replaced by a nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidolactams

Sub Class

Not Available

Direct Parent

Imidolactams

Alternative Parents

Substituents

Imidolactam
2-imidazoline
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 Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Ingestion (HMDB: HMDB0037787)

Source

Exogenous

Exogenous (HMDB: HMDB0037787)

Food

Food (HMDB: HMDB0037787)

Aquatic origin

Fish

Fishes (FooDB: FOOD00865)

Endogenous

Animal

Animal (HMDB: HMDB0037787)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0037787)

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
Water Solubility	37 g/L	ALOGPS
logP	0.94	ALOGPS
logP	-0.21	ChemAxon
logS	-0.42	ALOGPS
pKa (Strongest Basic)	10.63	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	24.39 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	28.77 m³·mol⁻¹	ChemAxon
Polarizability	11.31 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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
DarkChem	[M+H]+	119.332	31661259
DarkChem	[M-H]-	114.561	31661259
DeepCCS	[M+H]+	124.886	30932474
DeepCCS	[M-H]-	122.771	30932474
DeepCCS	[M-2H]-	158.71	30932474
DeepCCS	[M+Na]+	133.268	30932474
AllCCS	[M+H]+	121.0	32859911
AllCCS	[M+H-H2O]+	116.1	32859911
AllCCS	[M+NH4]+	125.6	32859911
AllCCS	[M+Na]+	127.0	32859911
AllCCS	[M-H]-	121.9	32859911
AllCCS	[M+Na-2H]-	125.2	32859911
AllCCS	[M+HCOO]-	128.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole	CC1CN=C(C)N1	1464.5	Standard polar	33892256
xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole	CC1CN=C(C)N1	928.8	Standard non polar	33892256
xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole	CC1CN=C(C)N1	973.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole,1TMS,isomer #1	CC1=NCC(C)N1[Si](C)(C)C	1202.2	Semi standard non polar	33892256
xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole,1TMS,isomer #1	CC1=NCC(C)N1[Si](C)(C)C	1116.9	Standard non polar	33892256
xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole,1TBDMS,isomer #1	CC1=NCC(C)N1[Si](C)(C)C(C)(C)C	1429.3	Semi standard non polar	33892256
xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole,1TBDMS,isomer #1	CC1=NCC(C)N1[Si](C)(C)C(C)(C)C	1339.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole EI-B (Non-derivatized)	splash10-067m-9000000000-85f00966cfcc80571526	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole EI-B (Non-derivatized)	splash10-067m-9000000000-85f00966cfcc80571526	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-053v-9000000000-0ee9d6d8dd3a2e9e07b9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole 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 - xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole 10V, Positive-QTOF	splash10-0002-9000000000-f971e0af93617bf15791	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole 20V, Positive-QTOF	splash10-0002-9000000000-f7c5d3d3bf59491e269d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole 40V, Positive-QTOF	splash10-0006-9000000000-accb553176d7dd75f1bd	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole 10V, Negative-QTOF	splash10-0002-9000000000-090e53f7c10d3159e7c0	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole 20V, Negative-QTOF	splash10-0002-9000000000-1269dfbab40b18f537a3	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole 40V, Negative-QTOF	splash10-0f6x-9000000000-4cd7acb4f50897bd1f8f	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole 10V, Positive-QTOF	splash10-0002-9000000000-9c9f42a8e118016276b1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole 20V, Positive-QTOF	splash10-0ab9-9000000000-c8c8bb60ef0bad3aecfe	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole 40V, Positive-QTOF	splash10-052f-9000000000-64e148aaa11e6d5fd048	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole 10V, Negative-QTOF	splash10-0002-9000000000-b6219e1400aaad316063	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole 20V, Negative-QTOF	splash10-0002-9000000000-1e69e80aca22fa40143b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole 40V, Negative-QTOF	splash10-052f-9000000000-fb4e72a5d7b0d46b4c26	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	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]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB016931

KNApSAcK ID

Not Available

Chemspider ID

92597

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102522

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole (HMDB0037787)

MOL for HMDB0037787 (xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole)

3D MOL for HMDB0037787 (xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole)

3D SDF for HMDB0037787 (xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole)

3D-SDF for HMDB0037787 (xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole)

PDB for HMDB0037787 (xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole)

3D PDB for HMDB0037787 (xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole)

SMILES for HMDB0037787 (xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole)

INCHI for HMDB0037787 (xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole)

Structure for HMDB0037787 (xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole)

3D Structure for HMDB0037787 (xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra