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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2023-02-21 17:15:41 UTC

HMDB ID

HMDB0001424

Secondary Accession Numbers

HMDB01424

Metabolite Identification

Common Name

4-(3-Pyridyl)-3-butenoic acid

Description

4-(3-Pyridyl)-3-butenoic acid belongs to the class of organic compounds known as pyridines and derivatives. Pyridines and derivatives are compounds containing a pyridine ring, which is a six-member aromatic heterocycle which consists of one nitrogen atom and five carbon atoms. 4-(3-Pyridyl)-3-butenoic acid has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make 4-(3-pyridyl)-3-butenoic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 4-(3-Pyridyl)-3-butenoic acid.

Structure

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

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      27.035 -14.101   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      28.368 -13.331   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      29.702 -14.101   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      29.702 -15.641   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      28.368 -16.411   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      27.035 -15.641   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.701 -13.331   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      25.701 -11.791   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      24.367 -11.021   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      24.367  -9.481   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      23.034  -8.711   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      25.701  -8.711   0.000  0.00  0.00           O+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5                                                       
CONECT    7    1    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10   11   12    9                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
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
4-(3-Pyridyl)-3-butenoate	Generator
(3E)-4-(Pyridin-3-yl)but-3-enoate	Generator, HMDB

Chemical Formula

C₉H₉NO₂

Average Molecular Weight

163.1733

Monoisotopic Molecular Weight

163.063328537

IUPAC Name

(3E)-4-(pyridin-3-yl)but-3-enoic acid

Traditional Name

4-(3-pyridyl)-3-butenoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C\C=C\C1=CN=CC=C1

InChI Identifier

InChI=1S/C9H9NO2/c11-9(12)5-1-3-8-4-2-6-10-7-8/h1-4,6-7H,5H2,(H,11,12)/b3-1+

InChI Key

MHVJWSPYMHAALE-HNQUOIGGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyridines and derivatives. Pyridines and derivatives are compounds containing a pyridine ring, which is a six-member aromatic heterocycle which consists of one nitrogen atom and five carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Not Available

Direct Parent

Pyridines and derivatives

Alternative Parents

Substituents

Pyridine
Heteroaromatic compound
Azacycle
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen 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

Endogenous (HMDB: HMDB0001424)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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	3.5 g/L	ALOGPS
logP	1.08	ALOGPS
logP	0.11	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	3.92	ChemAxon
pKa (Strongest Basic)	4.96	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	50.19 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	45.53 m³·mol⁻¹	ChemAxon
Polarizability	16.74 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]+	138.775	31661259
DarkChem	[M-H]-	134.148	31661259
AllCCS	[M+H]+	134.597	32859911
AllCCS	[M-H]-	134.46	32859911
DeepCCS	[M+H]+	134.422	30932474
DeepCCS	[M-H]-	131.567	30932474
DeepCCS	[M-2H]-	167.749	30932474
DeepCCS	[M+Na]+	143.21	30932474
AllCCS	[M+H]+	134.6	32859911
AllCCS	[M+H-H2O]+	130.1	32859911
AllCCS	[M+NH4]+	138.7	32859911
AllCCS	[M+Na]+	139.9	32859911
AllCCS	[M-H]-	134.5	32859911
AllCCS	[M+Na-2H]-	135.4	32859911
AllCCS	[M+HCOO]-	136.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-(3-Pyridyl)-3-butenoic acid	OC(=O)C\C=C\C1=CN=CC=C1	2690.1	Standard polar	33892256
4-(3-Pyridyl)-3-butenoic acid	OC(=O)C\C=C\C1=CN=CC=C1	1583.7	Standard non polar	33892256
4-(3-Pyridyl)-3-butenoic acid	OC(=O)C\C=C\C1=CN=CC=C1	1600.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-(3-Pyridyl)-3-butenoic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)C/C=C/C1=CC=CN=C1	1670.6	Semi standard non polar	33892256
4-(3-Pyridyl)-3-butenoic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C/C=C/C1=CC=CN=C1	1915.3	Semi 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-(3-Pyridyl)-3-butenoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-2900000000-eb6c3946ecf8fe4df98e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(3-Pyridyl)-3-butenoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-01b9-7910000000-e1c8609d28535482fd12	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(3-Pyridyl)-3-butenoic acid 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-(3-Pyridyl)-3-butenoic acid 10V, Positive-QTOF	splash10-0002-0900000000-4de69871ec2a498ae090	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Pyridyl)-3-butenoic acid 20V, Positive-QTOF	splash10-014j-2900000000-e169603fd5b107f06f04	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Pyridyl)-3-butenoic acid 40V, Positive-QTOF	splash10-0uxu-9300000000-47f655dd69ad4c7c2adc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Pyridyl)-3-butenoic acid 10V, Negative-QTOF	splash10-03di-0900000000-5f2db5f643ef6c950022	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Pyridyl)-3-butenoic acid 20V, Negative-QTOF	splash10-03xu-0900000000-6d15e0883c313e482ed0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Pyridyl)-3-butenoic acid 40V, Negative-QTOF	splash10-052f-9400000000-3fab20f81f1be49e9d45	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Pyridyl)-3-butenoic acid 10V, Negative-QTOF	splash10-03di-1900000000-525ea5a075d31c0d8a45	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Pyridyl)-3-butenoic acid 20V, Negative-QTOF	splash10-014i-7900000000-dedb870b5513620a137a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Pyridyl)-3-butenoic acid 40V, Negative-QTOF	splash10-014i-6900000000-d4710f884e71289f760f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Pyridyl)-3-butenoic acid 10V, Positive-QTOF	splash10-03xs-0900000000-6e93cdd5430049620ad3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Pyridyl)-3-butenoic acid 20V, Positive-QTOF	splash10-014l-8900000000-3ef3de9e126e4c11af85	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(3-Pyridyl)-3-butenoic acid 40V, Positive-QTOF	splash10-014l-9100000000-b07206b6f115087ab080	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	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]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	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

FDB022615

KNApSAcK ID

Not Available

Chemspider ID

17216119

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6236

PubChem Compound

5478892

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 4-(3-Pyridyl)-3-butenoic acid (HMDB0001424)

MOL for HMDB0001424 (4-(3-Pyridyl)-3-butenoic acid)

3D MOL for HMDB0001424 (4-(3-Pyridyl)-3-butenoic acid)

3D SDF for HMDB0001424 (4-(3-Pyridyl)-3-butenoic acid)

3D-SDF for HMDB0001424 (4-(3-Pyridyl)-3-butenoic acid)

PDB for HMDB0001424 (4-(3-Pyridyl)-3-butenoic acid)

3D PDB for HMDB0001424 (4-(3-Pyridyl)-3-butenoic acid)

SMILES for HMDB0001424 (4-(3-Pyridyl)-3-butenoic acid)

INCHI for HMDB0001424 (4-(3-Pyridyl)-3-butenoic acid)

Structure for HMDB0001424 (4-(3-Pyridyl)-3-butenoic acid)

3D Structure for HMDB0001424 (4-(3-Pyridyl)-3-butenoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra