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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-21 06:15:24 UTC

Update Date

2023-02-21 17:30:52 UTC

HMDB ID

HMDB0062406

Secondary Accession Numbers

HMDB62406

Metabolite Identification

Common Name

4-Oxo-1-(3-pyridyl)-1-butanone

Description

4-Oxo-1-(3-pyridyl)-1-butanone, also known as gamma-oxo-3-Pyridinebutanal or 3-Succinoylsemialdehyde-pyridine, is classified as a member of the Aryl alkyl ketones. Aryl alkyl ketones are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group. 4-Oxo-1-(3-pyridyl)-1-butanone is considered to be soluble (in water) and relatively neutral

Structure

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

HEADER    PROTEIN                                 21-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-MAR-17         0                                  
HETATM    1  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       9.336  -5.390   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-Succinoylsemialdehyde-pyridine	ChEBI
4-(3-Pyridyl)-4-oxobutanal	ChEBI
4-(3-Pyridyl)-4-oxobutyraldehyde	ChEBI
4-oxo-1-(3-Pyridyl)-1-butanone	ChEBI
4-oxo-4-(3-Pyridinebutanal)	ChEBI
4-oxo-4-(3-Pyridyl)butanal	ChEBI
4-oxo-4-Pyridin-3-yl-butyraldehyde	ChEBI
gamma-oxo-3-Pyridinebutanal	ChEBI
g-oxo-3-Pyridinebutanal	Generator
Γ-oxo-3-pyridinebutanal	Generator
4-oxo-4-(Pyridin-3-yl)butanal	KEGG

Chemical Formula

C₉H₉NO₂

Average Molecular Weight

163.176

Monoisotopic Molecular Weight

163.063328534

IUPAC Name

4-oxo-4-(pyridin-3-yl)butanal

Traditional Name

4-oxo-4-(pyridin-3-yl)butanal

CAS Registry Number

76014-80-7

SMILES

O=CCCC(=O)C1=CN=CC=C1

InChI Identifier

InChI=1S/C9H9NO2/c11-6-2-4-9(12)8-3-1-5-10-7-8/h1,3,5-7H,2,4H2

InChI Key

CFONOJVUTZAMCB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl alkyl ketones

Alternative Parents

Substituents

Aryl alkyl ketone
Pyridine
Heteroaromatic compound
Alpha-hydrogen aldehyde
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Aldehyde
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyridines (CHEBI:66879 )
aromatic ketone (CHEBI:66879 )
butanals (CHEBI:66879 )

Ontology

Not Available

Not Available

Not Available

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	26.3 g/l	ALOGPS
LogP	0.37	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.37	ALOGPS
logP	-0.021	ChemAxon
logS	-0.79	ALOGPS
pKa (Strongest Acidic)	13.65	ChemAxon
pKa (Strongest Basic)	3.81	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	47.03 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	44.27 m³·mol⁻¹	ChemAxon
Polarizability	16.59 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	137.563	31661259
DarkChem	[M-H]-	133.385	31661259
DeepCCS	[M+H]+	136.537	30932474
DeepCCS	[M-H]-	132.708	30932474
DeepCCS	[M-2H]-	170.344	30932474
DeepCCS	[M+Na]+	145.883	30932474
AllCCS	[M+H]+	135.1	32859911
AllCCS	[M+H-H2O]+	130.6	32859911
AllCCS	[M+NH4]+	139.2	32859911
AllCCS	[M+Na]+	140.4	32859911
AllCCS	[M-H]-	135.4	32859911
AllCCS	[M+Na-2H]-	136.4	32859911
AllCCS	[M+HCOO]-	137.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Oxo-1-(3-pyridyl)-1-butanone	O=CCCC(=O)C1=CN=CC=C1	2305.9	Standard polar	33892256
4-Oxo-1-(3-pyridyl)-1-butanone	O=CCCC(=O)C1=CN=CC=C1	1455.6	Standard non polar	33892256
4-Oxo-1-(3-pyridyl)-1-butanone	O=CCCC(=O)C1=CN=CC=C1	1494.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Oxo-1-(3-pyridyl)-1-butanone,1TMS,isomer #1	C[Si](C)(C)OC=CCC(=O)C1=CC=CN=C1	1714.5	Semi standard non polar	33892256
4-Oxo-1-(3-pyridyl)-1-butanone,1TMS,isomer #1	C[Si](C)(C)OC=CCC(=O)C1=CC=CN=C1	1592.4	Standard non polar	33892256
4-Oxo-1-(3-pyridyl)-1-butanone,1TMS,isomer #1	C[Si](C)(C)OC=CCC(=O)C1=CC=CN=C1	2112.4	Standard polar	33892256
4-Oxo-1-(3-pyridyl)-1-butanone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=CCC(=O)C1=CC=CN=C1	1938.8	Semi standard non polar	33892256
4-Oxo-1-(3-pyridyl)-1-butanone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=CCC(=O)C1=CC=CN=C1	1843.9	Standard non polar	33892256
4-Oxo-1-(3-pyridyl)-1-butanone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=CCC(=O)C1=CC=CN=C1	2257.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Oxo-1-(3-pyridyl)-1-butanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-4900000000-6db4d13b001b67ec702d	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Oxo-1-(3-pyridyl)-1-butanone 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-Oxo-1-(3-pyridyl)-1-butanone 10V, Positive-QTOF	splash10-03di-0900000000-597923f3561708a211aa	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Oxo-1-(3-pyridyl)-1-butanone 20V, Positive-QTOF	splash10-0a4i-3900000000-067bad5efe6d2fb21188	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Oxo-1-(3-pyridyl)-1-butanone 40V, Positive-QTOF	splash10-0a4i-9400000000-59d1e8616da4d3a13ea9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Oxo-1-(3-pyridyl)-1-butanone 10V, Negative-QTOF	splash10-03di-0900000000-ba657ad5989d6e5caf9b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Oxo-1-(3-pyridyl)-1-butanone 20V, Negative-QTOF	splash10-03di-2900000000-19e771baa87b19fc7a29	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Oxo-1-(3-pyridyl)-1-butanone 40V, Negative-QTOF	splash10-002f-9100000000-154292d95fa32591e1a3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Oxo-1-(3-pyridyl)-1-butanone 10V, Negative-QTOF	splash10-03k9-1900000000-b4010c54513094a9262a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Oxo-1-(3-pyridyl)-1-butanone 20V, Negative-QTOF	splash10-002f-9000000000-88f10c3cad998aa32d10	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Oxo-1-(3-pyridyl)-1-butanone 40V, Negative-QTOF	splash10-004l-9200000000-da002ad28554d2765c5d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Oxo-1-(3-pyridyl)-1-butanone 10V, Positive-QTOF	splash10-03k9-0900000000-eb49a59758aa84384ac3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Oxo-1-(3-pyridyl)-1-butanone 20V, Positive-QTOF	splash10-01qc-3900000000-e5c6b4f1981f61c50413	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Oxo-1-(3-pyridyl)-1-butanone 40V, Positive-QTOF	splash10-0059-9400000000-3e6a15a9f2c7a14c4a80	2021-09-22	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+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

Not Available

KEGG Compound ID

C19567

BioCyc ID

CPD-14100

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

115084

PDB ID

Not Available

ChEBI ID

66879

Food Biomarker Ontology

Not Available

VMH ID

M01025

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 4-Oxo-1-(3-pyridyl)-1-butanone (HMDB0062406)

MOL for HMDB0062406 (4-Oxo-1-(3-pyridyl)-1-butanone)

3D MOL for HMDB0062406 (4-Oxo-1-(3-pyridyl)-1-butanone)

3D SDF for HMDB0062406 (4-Oxo-1-(3-pyridyl)-1-butanone)

3D-SDF for HMDB0062406 (4-Oxo-1-(3-pyridyl)-1-butanone)

PDB for HMDB0062406 (4-Oxo-1-(3-pyridyl)-1-butanone)

3D PDB for HMDB0062406 (4-Oxo-1-(3-pyridyl)-1-butanone)

SMILES for HMDB0062406 (4-Oxo-1-(3-pyridyl)-1-butanone)

INCHI for HMDB0062406 (4-Oxo-1-(3-pyridyl)-1-butanone)

Structure for HMDB0062406 (4-Oxo-1-(3-pyridyl)-1-butanone)

3D Structure for HMDB0062406 (4-Oxo-1-(3-pyridyl)-1-butanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra