MiMeDB: Showing metabocard for pseudooxynicotine (MMDBc0054648)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:22:33 UTC

Update Date

2022-08-27 01:44:08 UTC

Metabolite ID

MMDBc0054648

Metabolite Identification

Common Name

pseudooxynicotine

Description

Pseudooxynicotine 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. Pseudooxynicotine 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 pseudooxynicotine a potential biomarker for the consumption of these foods. Pseudooxynicotine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Pseudooxynicotine.

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       9.347 -20.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.117 -21.668   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.347 -23.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.807 -23.001   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       7.037 -21.668   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       7.807 -20.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.117 -19.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.347 -17.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.117 -16.333   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.347 -14.999   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      10.117 -13.666   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       9.347 -12.332   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      11.657 -19.000   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    5    1                                                       
CONECT    7    1    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13    7                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

COMPND    HMDB0001240
HETATM    1  C1  UNL     1      -3.785   0.641  -0.483  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.557   0.750  -1.207  1.00  0.00           N  
HETATM    3  C2  UNL     1      -2.035  -0.512  -1.683  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.571  -1.407  -0.581  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.489  -0.863   0.286  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.735  -0.594  -0.491  1.00  0.00           C  
HETATM    7  O1  UNL     1       0.754  -0.897  -1.705  1.00  0.00           O  
HETATM    8  C6  UNL     1       1.919   0.024   0.154  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.073   0.282  -0.549  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.149   0.863   0.104  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.122   1.199   1.444  1.00  0.00           C  
HETATM   12  N2  UNL     1       2.972   0.928   2.091  1.00  0.00           N  
HETATM   13  C10 UNL     1       1.908   0.366   1.488  1.00  0.00           C  
HETATM   14  H1  UNL     1      -4.422  -0.132  -0.916  1.00  0.00           H  
HETATM   15  H2  UNL     1      -3.659   0.430   0.593  1.00  0.00           H  
HETATM   16  H3  UNL     1      -4.294   1.650  -0.524  1.00  0.00           H  
HETATM   17  H4  UNL     1      -1.841   1.337  -0.735  1.00  0.00           H  
HETATM   18  H5  UNL     1      -2.924  -1.039  -2.152  1.00  0.00           H  
HETATM   19  H6  UNL     1      -1.295  -0.294  -2.467  1.00  0.00           H  
HETATM   20  H7  UNL     1      -2.482  -1.704  -0.003  1.00  0.00           H  
HETATM   21  H8  UNL     1      -1.264  -2.372  -1.083  1.00  0.00           H  
HETATM   22  H9  UNL     1      -0.849   0.057   0.811  1.00  0.00           H  
HETATM   23  H10 UNL     1      -0.293  -1.620   1.092  1.00  0.00           H  
HETATM   24  H11 UNL     1       3.084   0.015  -1.595  1.00  0.00           H  
HETATM   25  H12 UNL     1       5.063   1.065  -0.457  1.00  0.00           H  
HETATM   26  H13 UNL     1       4.968   1.652   1.946  1.00  0.00           H  
HETATM   27  H14 UNL     1       1.014   0.175   2.067  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3   17
CONECT    3    4   18   19
CONECT    4    5   20   21
CONECT    5    6   22   23
CONECT    6    7    7    8
CONECT    8    9    9   13
CONECT    9   10   24
CONECT   10   11   11   25
CONECT   11   12   26
CONECT   12   13   13
CONECT   13   27
END

Synonyms

Value	Source
4-(Methylamino)-1-(3-pyridinyl)-1-butanone	ChEBI
4-(Methylamino)-1-(3-pyridyl)-1-butanone	ChEBI
4-(Methylamino)-1-(pyridin-3-yl)butan-1-one	Kegg

Molecular Formula

C₁₀H₁₄N₂O

Average Mass

178.231

Monoisotopic Mass

178.11061308

IUPAC Name

4-(methylamino)-1-(pyridin-3-yl)butan-1-one

Traditional Name

pseudooxynicotine

CAS Registry Number

Not Available

SMILES

CNCCCC(=O)C1=CC=CN=C1

InChI Identifier

InChI=1S/C10H14N2O/c1-11-6-3-5-10(13)9-4-2-7-12-8-9/h2,4,7-8,11H,3,5-6H2,1H3

InChI Key

SGDIDUFQYHRMPR-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
Gamma-aminoketone
Heteroaromatic compound
Azacycle
Organoheterocyclic compound
Secondary amine
Secondary aliphatic amine
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyridine alkaloid (CHEBI:37753 )
aminoacylpyridine (CHEBI:37753 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	7.2 g/L	ALOGPS
logP	0.36	ALOGPS
logP	0.35	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	15.84	ChemAxon
pKa (Strongest Basic)	10.28	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	41.99 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	51.89 m³·mol⁻¹	ChemAxon
Polarizability	20.2 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-8900000000-a51d7230ba64ee05b9bf	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0900000000-864e3a7b118c43c28ab9	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-2900000000-aa5527fd5a4939d5db96	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9400000000-6e453ee4f5fffb43f0f3	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-1900000000-3d5c5ae2acb462ff372e	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-2900000000-772a8d554e7586b358c6	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9400000000-1eb60cdce5693a6699c5	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0900000000-ba736bf097495f199225	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-006t-3900000000-51e47f5c6d14a31b8725	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-9400000000-6b4f5e53b780312a852c	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0900000000-403f45bf7fa583376662	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-5900000000-64491dac933fd429afa6	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00ou-9100000000-f2b7446f5c11b5b26757	2021-09-22	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human feces; Human

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0001240

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022506

KNApSAcK ID

Not Available

Chemspider ID

421

KEGG Compound ID

C20361

BioCyc ID

CPD-14092

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6100

PubChem Compound

434

PDB ID

Not Available

ChEBI ID

37753

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for pseudooxynicotine (MMDBc0054648)

MOL for #<Metabolite:0x00007fdb0f4dcbb8>

3D MOL for #<Metabolite:0x00007fdb0f4dcbb8>

3D SDF for #<Metabolite:0x00007fdb0f4dcbb8>

3D-SDF for #<Metabolite:0x00007fdb0f4dcbb8>

PDB for #<Metabolite:0x00007fdb0f4dcbb8>

3D PDB for #<Metabolite:0x00007fdb0f4dcbb8>

SMILES for #<Metabolite:0x00007fdb0f4dcbb8>

INCHI for #<Metabolite:0x00007fdb0f4dcbb8>

Structure for #<Metabolite:0x00007fdb0f4dcbb8>

3D Structure for #<Metabolite:0x00007fdb0f4dcbb8>