Hmp_logo

Human Metabolome Database Version 3.5

HMDB has recently undergone some major changes, if you are experiencing problems please click here to provide us with feedback.

Showing metabocard for 4-Hydroxy-4-(3-pyridyl)-butanoic acid (HMDB01119)

Record Information
Version 3.5
Creation Date 2005-11-16 08:48:42 -0700
Update Date 2013-05-29 13:30:30 -0600
HMDB ID HMDB01119
Secondary Accession Numbers None
Metabolite Identification
Common Name 4-Hydroxy-4-(3-pyridyl)-butanoic acid
Description 4-Hydroxy-4-(3-pyridyl)-butanoic acid is a nitrosonornicotine metabolite derived from tobacco smoke. (PMID: 796709 Link_out). This nicotine-related compound was separated by HPLC as a cotinine metabolite in human urine and an urinary metabolites of (methylnitrosamino)(pyridyl)butanone in rats. (MID: 10362230).
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 4-(3-Pyridyl)-4-hydroxybutyrate
  2. 4-(3-Pyridyl)-4-hydroxybutyric acid
  3. 4-Hydroxy-4-(3-pyridyl)-butanoate
  4. 4-Hydroxy-4-(3-pyridyl)-butanoic acid
  5. gamma-(3-Pyridyl)-gamma-hydroxybutyrate
  6. gamma-(3-Pyridyl)-gamma-hydroxybutyric acid
Chemical Formula C9H11NO3
Average Molecular Weight 181.1885
Monoisotopic Molecular Weight 181.073893223
IUPAC Name 4-hydroxy-4-(pyridin-3-yl)butanoic acid
Traditional IUPAC Name 4-hydroxy-4-(pyridin-3-yl)butanoic acid
CAS Registry Number 15569-97-8
SMILES OC(CCC(O)=O)C1=CC=CN=C1
InChI Identifier InChI=1S/C9H11NO3/c11-8(3-4-9(12)13)7-2-1-5-10-6-7/h1-2,5-6,8,11H,3-4H2,(H,12,13)
InChI Key STZOZPPVGWNSMC-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aromatic Heteromonocyclic Compounds
Class Pyridines and Derivatives
Sub Class N/A
Other Descriptors
  • N/A
Substituents
  • Carboxylic Acid
  • Secondary Alcohol
Direct Parent Pyridines and Derivatives
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction
  • Protein synthesis, amino acid biosynthesis
Application Not Available
Cellular locations Not Available
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 13.6 g/L ALOGPS
LogP 0.16 ALOGPS
LogP -0.8 ChemAxon
LogS -1.13 ALOGPS
pKa (strongest acidic) 3.84 ChemAxon
pKa (strongest basic) 4.77 ChemAxon
Hydrogen Acceptor Count 4 ChemAxon
Hydrogen Donor Count 2 ChemAxon
Polar Surface Area 70.42 A2 ChemAxon
Rotatable Bond Count 4 ChemAxon
Refractivity 45.93 ChemAxon
Polarizability 18.13 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -1 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations Not Available
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 FDB022433
KNApSAcK ID Not Available
Chemspider ID 425 Link_out
KEGG Compound ID C19579 Link_out
BioCyc ID CPD-3193 Link_out
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB01119 Link_out
Metagene Link HMDB01119 Link_out
METLIN ID 6015 Link_out
PubChem Compound 438 Link_out
PDB ID Not Available
ChEBI ID Not Available
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References
  1. Bardodej Z: Metabolic studies and the evaluation of genetic risk from the viewpoint of industrial toxicology. Mutat Res. 1976 Nov 1;41(1 spel. no):7-14. Pubmed: 796709 Link_out