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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:49:08 UTC

Update Date

2023-02-21 17:24:28 UTC

HMDB ID

HMDB0034888

Secondary Accession Numbers

HMDB34888

Metabolite Identification

Common Name

4-Acetylimidazo[4,5-c]pyridine

Description

4-Acetylimidazo[4,5-c]pyridine belongs to the class of organic compounds known as imidazo-[4,5-c]pyridines. These are organic heterocyclic compounds containing an imidazo-[4,5-c]pyridine ring system. Imidazo-[4,5-c]pyridine consists of an imidazole ring fused to a pyridine, so that the three ring nitrogen atoms are at the 1-, 2-, and 5-position, respectively. Based on a literature review very few articles have been published on 4-Acetylimidazo[4,5-c]pyridine.

Structure

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

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       3.864   6.693   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.530   5.923   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       3.864   3.613   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0      -0.268   1.597   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0      -0.268   4.089   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0       1.197   6.693   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    3    6                                                       
CONECT    3    2    9                                                       
CONECT    4   10   11                                                       
CONECT    5    1    7   12                                                  
CONECT    6    2    8   10                                                  
CONECT    7    5    8    9                                                  
CONECT    8    6    7   11                                                  
CONECT    9    3    7                                                       
CONECT   10    4    6                                                       
CONECT   11    4    8                                                       
CONECT   12    5                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-(1H-imidazo[4,5-c]Pyridin-4-yl)ethanone, 9ci	HMDB
2-acetylpyrido[3,4-D]Imidazole (incorr.)	HMDB

Chemical Formula

C₈H₇N₃O

Average Molecular Weight

161.1607

Monoisotopic Molecular Weight

161.058911861

IUPAC Name

1-{3H-imidazo[4,5-c]pyridin-4-yl}ethan-1-one

Traditional Name

1-{3H-imidazo[4,5-c]pyridin-4-yl}ethanone

CAS Registry Number

146874-38-6

SMILES

CC(=O)C1=NC=CC2=C1NC=N2

InChI Identifier

InChI=1S/C8H7N3O/c1-5(12)7-8-6(2-3-9-7)10-4-11-8/h2-4H,1H3,(H,10,11)

InChI Key

WTOOGKIOBGXDDY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as imidazo-[4,5-c]pyridines. These are organic heterocyclic compounds containing an imidazo-[4,5-c]pyridine ring system. Imidazo-[4,5-c]pyridine consists of an imidazole ring fused to a pyridine, so that the three ring nitrogen atoms are at the 1-, 2-, and 5-position, respectively.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyridines

Sub Class

Imidazo-[4,5-c]pyridines

Direct Parent

Imidazo-[4,5-c]pyridines

Alternative Parents

Substituents

Imidazo-[4,5-c]pyridine
Aryl alkyl ketone
Aryl ketone
Pyridine
Azole
Imidazole
Heteroaromatic compound
Ketone
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0034888)
Cytoplasm (HMDB: HMDB0034888)

Source

Exogenous

Exogenous (HMDB: HMDB0034888)

Food

Food (HMDB: HMDB0034888)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034888)

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	11.9 g/L	ALOGPS
logP	0.42	ALOGPS
logP	-0.015	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	9.77	ChemAxon
pKa (Strongest Basic)	4.82	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	58.64 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	42.84 m³·mol⁻¹	ChemAxon
Polarizability	15.76 Å³	ChemAxon
Number of Rings	2	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
DarkChem	[M+H]+	134.735	31661259
DarkChem	[M-H]-	131.813	31661259
DeepCCS	[M+H]+	132.546	30932474
DeepCCS	[M-H]-	130.051	30932474
DeepCCS	[M-2H]-	166.197	30932474
DeepCCS	[M+Na]+	141.277	30932474
AllCCS	[M+H]+	132.5	32859911
AllCCS	[M+H-H2O]+	127.8	32859911
AllCCS	[M+NH4]+	136.9	32859911
AllCCS	[M+Na]+	138.1	32859911
AllCCS	[M-H]-	131.5	32859911
AllCCS	[M+Na-2H]-	132.1	32859911
AllCCS	[M+HCOO]-	132.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Acetylimidazo[4,5-c]pyridine	CC(=O)C1=NC=CC2=C1NC=N2	2265.5	Standard polar	33892256
4-Acetylimidazo[4,5-c]pyridine	CC(=O)C1=NC=CC2=C1NC=N2	1779.6	Standard non polar	33892256
4-Acetylimidazo[4,5-c]pyridine	CC(=O)C1=NC=CC2=C1NC=N2	1723.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Acetylimidazo[4,5-c]pyridine,1TMS,isomer #1	CC(=O)C1=NC=CC2=C1N([Si](C)(C)C)C=N2	1867.3	Semi standard non polar	33892256
4-Acetylimidazo[4,5-c]pyridine,1TMS,isomer #1	CC(=O)C1=NC=CC2=C1N([Si](C)(C)C)C=N2	1785.3	Standard non polar	33892256
4-Acetylimidazo[4,5-c]pyridine,1TBDMS,isomer #1	CC(=O)C1=NC=CC2=C1N([Si](C)(C)C(C)(C)C)C=N2	2050.4	Semi standard non polar	33892256
4-Acetylimidazo[4,5-c]pyridine,1TBDMS,isomer #1	CC(=O)C1=NC=CC2=C1N([Si](C)(C)C(C)(C)C)C=N2	1969.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Acetylimidazo[4,5-c]pyridine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-7900000000-68a67ad616d3bf6982bd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Acetylimidazo[4,5-c]pyridine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Acetylimidazo[4,5-c]pyridine 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 - 4-Acetylimidazo[4,5-c]pyridine 10V, Positive-QTOF	splash10-03di-0900000000-2fdcb4bb09e013410375	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetylimidazo[4,5-c]pyridine 20V, Positive-QTOF	splash10-03dl-0900000000-e2da6696a5bc7407f2c4	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetylimidazo[4,5-c]pyridine 40V, Positive-QTOF	splash10-0006-3900000000-e7c2a396fd39b3271873	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetylimidazo[4,5-c]pyridine 10V, Negative-QTOF	splash10-03di-0900000000-d6d49d2cf608cd6bf2ec	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetylimidazo[4,5-c]pyridine 20V, Negative-QTOF	splash10-03xr-0900000000-a63a93833a917ac44a14	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetylimidazo[4,5-c]pyridine 40V, Negative-QTOF	splash10-014l-1900000000-473a8df3420076638fe0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetylimidazo[4,5-c]pyridine 10V, Negative-QTOF	splash10-03di-0900000000-6c33232a808ce57b4215	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetylimidazo[4,5-c]pyridine 20V, Negative-QTOF	splash10-02t9-1900000000-7dea982e25f17ebf27bb	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetylimidazo[4,5-c]pyridine 40V, Negative-QTOF	splash10-014l-9800000000-05975322b64e8831bc57	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetylimidazo[4,5-c]pyridine 10V, Positive-QTOF	splash10-03di-0900000000-ffe445ac1f6f473ef4ad	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetylimidazo[4,5-c]pyridine 20V, Positive-QTOF	splash10-03di-0900000000-377e6d391a555ce22881	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetylimidazo[4,5-c]pyridine 40V, Positive-QTOF	splash10-014u-6900000000-563e870a211b05ef3ee3	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

Cytoplasm
Extracellular

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

FDB013464

KNApSAcK ID

Not Available

Chemspider ID

501779

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

577206

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 4-Acetylimidazo[4,5-c]pyridine (HMDB0034888)

MOL for HMDB0034888 (4-Acetylimidazo[4,5-c]pyridine)

3D MOL for HMDB0034888 (4-Acetylimidazo[4,5-c]pyridine)

3D SDF for HMDB0034888 (4-Acetylimidazo[4,5-c]pyridine)

3D-SDF for HMDB0034888 (4-Acetylimidazo[4,5-c]pyridine)

PDB for HMDB0034888 (4-Acetylimidazo[4,5-c]pyridine)

3D PDB for HMDB0034888 (4-Acetylimidazo[4,5-c]pyridine)

SMILES for HMDB0034888 (4-Acetylimidazo[4,5-c]pyridine)

INCHI for HMDB0034888 (4-Acetylimidazo[4,5-c]pyridine)

Structure for HMDB0034888 (4-Acetylimidazo[4,5-c]pyridine)

3D Structure for HMDB0034888 (4-Acetylimidazo[4,5-c]pyridine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra