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Human Metabolome Database Version 3.5

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Showing metabocard for Pseudooxynicotine (HMDB01240)

Record Information
Version 3.5
Creation Date 2005-11-16 08:48:42 -0700
Update Date 2013-02-08 17:10:09 -0700
HMDB ID HMDB01240
Secondary Accession Numbers None
Metabolite Identification
Common Name Pseudooxynicotine
Description Nicorette is a branded over-the-counter palliative treatment which is used to ameliorate the withdrawal effects involved in quitting smoking. Originally available as a patch for topical application, it was later made available as a nicotine gum (composed of nicotine polacrilex)lozenge, inhaler, and nasal spray. All these products contain nicotine as the active ingredient and work by delivering this into the bloodstream.
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 4-(Methylamino)-1-(3-pyridinyl)-1-butanone
  2. 4-(Methylamino)-1-(3-pyridyl)-1-butanone
  3. Pseudooxynicotine
Chemical Formula C10H14N2O
Average Molecular Weight 178.231
Monoisotopic Molecular Weight 178.11061308
IUPAC Name 4-(methylamino)-1-(pyridin-3-yl)butan-1-one
Traditional IUPAC Name pseudooxynicotine
CAS Registry Number 2055-23-4
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
Kingdom Organic Compounds
Super Class Aromatic Heteromonocyclic Compounds
Class Pyridines and Derivatives
Sub Class N/A
Other Descriptors
  • Gamma-Amino Ketones
  • aminoacylpyridine(ChEBI)
  • pyridine alkaloid(ChEBI)
Substituents
  • Ketone
  • Secondary Aliphatic Amine (Dialkylamine)
Direct Parent Pyridines and Derivatives
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction Not Available
Application Not Available
Cellular locations
  • Membrane
Physical Properties
State Solid
Experimental 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
Predicted Properties
Property Value Source
Water Solubility 7.2 g/L ALOGPS
LogP 0.36 ALOGPS
LogP 0.35 ChemAxon
LogS -1.39 ALOGPS
pKa (strongest acidic) 15.84 ChemAxon
pKa (strongest basic) 10.28 ChemAxon
Hydrogen Acceptor Count 3 ChemAxon
Hydrogen Donor Count 1 ChemAxon
Polar Surface Area 41.99 A2 ChemAxon
Rotatable Bond Count 5 ChemAxon
Refractivity 51.89 ChemAxon
Polarizability 20.2 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 1 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Membrane
Biofluid Locations Not Available
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB022506
KNApSAcK ID Not Available
Chemspider ID 421 Link_out
KEGG Compound ID Not Available
BioCyc ID CPD-3189 Link_out
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB01240 Link_out
Metagene Link HMDB01240 Link_out
METLIN ID 6100 Link_out
PubChem Compound 434 Link_out
PDB ID Not Available
ChEBI ID 37753 Link_out
References
Synthesis Reference Kisaki, Takuro; Maeda, Susumu; Sasaki, So; Mikami, Yoichi; Uchida, Setsuko. Pseudooxynicotine. Jpn. Kokai Tokkyo Koho (1977), 6 pp.
Material Safety Data Sheet (MSDS) Not Available
General References Not Available