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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-23 05:52:07 UTC

Update Date

2023-02-21 17:31:06 UTC

HMDB ID

HMDB0062719

Secondary Accession Numbers

HMDB62719

Metabolite Identification

Common Name

5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide

Description

5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide is classified as an imidazolyl carboxylic acid or an Imidazolyl carboxylic acid derivative. Imidazolyl carboxylic acids are organic compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an imidazole ring. 5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide is considered to be soluble (in water) and acidic

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-(5-Hydroxy-1H-imidazol-4-yl)propanoate	HMDB

Chemical Formula

C₆H₈N₂O₃

Average Molecular Weight

156.141

Monoisotopic Molecular Weight

156.053492126

IUPAC Name

3-(5-hydroxy-1H-imidazol-4-yl)propanoic acid

Traditional Name

3-(5-hydroxy-1H-imidazol-4-yl)propanoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CCC1=C(O)NC=N1

InChI Identifier

InChI=1S/C6H8N2O3/c9-5(10)2-1-4-6(11)8-3-7-4/h3,11H,1-2H2,(H,7,8)(H,9,10)

InChI Key

OWVUGOIAIJBQNX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as imidazolyl carboxylic acids and derivatives. These are organic compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an imidazole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Imidazoles

Direct Parent

Imidazolyl carboxylic acids and derivatives

Alternative Parents

Substituents

Imidazolyl carboxylic acid derivative
Heteroaromatic compound
Azacycle
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0062719)

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	508 g/l	ALOGPS
LogP	-0.23	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.32	ALOGPS
logP	-1.7	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	3.66	ChemAxon
pKa (Strongest Basic)	5.94	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.21 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	35.73 m³·mol⁻¹	ChemAxon
Polarizability	14.56 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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
DeepCCS	[M+H]+	130.803	30932474
DeepCCS	[M-H]-	127.38	30932474
DeepCCS	[M-2H]-	164.766	30932474
DeepCCS	[M+Na]+	139.976	30932474
AllCCS	[M+H]+	134.2	32859911
AllCCS	[M+H-H2O]+	129.8	32859911
AllCCS	[M+NH4]+	138.2	32859911
AllCCS	[M+Na]+	139.4	32859911
AllCCS	[M-H]-	129.5	32859911
AllCCS	[M+Na-2H]-	130.8	32859911
AllCCS	[M+HCOO]-	132.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide	OC(=O)CCC1=C(O)NC=N1	2905.8	Standard polar	33892256
5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide	OC(=O)CCC1=C(O)NC=N1	1545.7	Standard non polar	33892256
5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide	OC(=O)CCC1=C(O)NC=N1	1798.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide,1TMS,isomer #1	C[Si](C)(C)OC(=O)CCC1=C(O)[NH]C=N1	1803.3	Semi standard non polar	33892256
5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide,1TMS,isomer #2	C[Si](C)(C)OC1=C(CCC(=O)O)N=C[NH]1	1689.7	Semi standard non polar	33892256
5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide,1TMS,isomer #3	C[Si](C)(C)N1C=NC(CCC(=O)O)=C1O	1805.4	Semi standard non polar	33892256
5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide,2TMS,isomer #1	C[Si](C)(C)OC(=O)CCC1=C(O[Si](C)(C)C)[NH]C=N1	1659.4	Semi standard non polar	33892256
5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide,2TMS,isomer #2	C[Si](C)(C)OC(=O)CCC1=C(O)N([Si](C)(C)C)C=N1	1825.6	Semi standard non polar	33892256
5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide,2TMS,isomer #3	C[Si](C)(C)OC1=C(CCC(=O)O)N=CN1[Si](C)(C)C	1870.2	Semi standard non polar	33892256
5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCC1=C(O[Si](C)(C)C)N([Si](C)(C)C)C=N1	1928.8	Semi standard non polar	33892256
5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCC1=C(O[Si](C)(C)C)N([Si](C)(C)C)C=N1	1790.8	Standard non polar	33892256
5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCC1=C(O[Si](C)(C)C)N([Si](C)(C)C)C=N1	2033.4	Standard polar	33892256
5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC1=C(O)[NH]C=N1	2079.6	Semi standard non polar	33892256
5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C(CCC(=O)O)N=C[NH]1	1948.5	Semi standard non polar	33892256
5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C=NC(CCC(=O)O)=C1O	2101.1	Semi standard non polar	33892256
5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC1=C(O[Si](C)(C)C(C)(C)C)[NH]C=N1	2137.4	Semi standard non polar	33892256
5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CCC1=C(O)N([Si](C)(C)C(C)(C)C)C=N1	2364.4	Semi standard non polar	33892256
5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=C(CCC(=O)O)N=CN1[Si](C)(C)C(C)(C)C	2358.8	Semi standard non polar	33892256
5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC1=C(O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C=N1	2578.0	Semi standard non polar	33892256
5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC1=C(O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C=N1	2424.4	Standard non polar	33892256
5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC1=C(O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C=N1	2350.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide 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 - 5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide 10V, Positive-QTOF	splash10-000i-0900000000-b1baa20a3a6d9af66620	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide 20V, Positive-QTOF	splash10-03dr-1900000000-f5e9999769d95b627ed6	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide 40V, Positive-QTOF	splash10-015l-9000000000-9ac233b89bbd3284dd12	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide 10V, Negative-QTOF	splash10-0a4i-2900000000-dee1a72e54b2d337fed8	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide 20V, Negative-QTOF	splash10-0bu9-5900000000-c32280341e5a262c85c2	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide 40V, Negative-QTOF	splash10-0006-9100000000-246818e77e761ab0c2f1	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide 10V, Negative-QTOF	splash10-0a4i-1900000000-7ca4de62d9b58e903683	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide 20V, Negative-QTOF	splash10-000x-9300000000-ee9036a08d94f6e775ba	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide 40V, Negative-QTOF	splash10-0006-9000000000-b1293d4d2b8c466c2826	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide 10V, Positive-QTOF	splash10-0a4i-1900000000-2c39f8c83555b6f07e44	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide 20V, Positive-QTOF	splash10-03e9-7900000000-f7e336743ab2d3e78c9d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide 40V, Positive-QTOF	splash10-0ktf-9000000000-37c273d74c0691fc9efc	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

74849619

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25243960

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

Not Available

Showing metabocard for 5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide (HMDB0062719)

MOL for HMDB0062719 (5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide)

3D MOL for HMDB0062719 (5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide)

3D SDF for HMDB0062719 (5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide)

3D-SDF for HMDB0062719 (5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide)

PDB for HMDB0062719 (5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide)

3D PDB for HMDB0062719 (5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide)

SMILES for HMDB0062719 (5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide)

INCHI for HMDB0062719 (5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide)

Structure for HMDB0062719 (5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide)

3D Structure for HMDB0062719 (5-(2-carboxylatoethyl)-4-oxo-4,5-dihydro-1H-imidazol-5-ide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra