| 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 ). 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 |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
| Synonyms |
| Value |
Source |
4-(3-Pyridyl)-4-hydroxybutyrateHMDB
4-(3-Pyridyl)-4-hydroxybutyric acidHMDB
4-Hydroxy-4-(3-pyridyl)-butanoateHMDB
gamma-(3-Pyridyl)-gamma-hydroxybutyrateHMDB
gamma-(3-Pyridyl)-gamma-hydroxybutyric acidHMDB
4-HOPC4aMeSH
4-Hydroxy-4-(3-pyridyl)butanoic acidMeSH
4-Hydroxy-4-(3-pyridyl)butyric acidMeSH
| Chemical Formlia |
C9H11NO3
| Average Molecliar Weight |
181.1885
| Monoisotopic Molecliar Weight |
181.073893223
| IUPAC Name |
4-hydroxy-4-(pyridin-3-yl)butanoic acid
| Traditional 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 |
| Description |
This compound belongs to the class of chemical entities known as pyridines and derivatives. These are compounds containing a pyridine ring, which is a six-member aromatic heterocycle which consists of one nitrogen atom and five carbon atoms.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Organoheterocyclic compounds
| Sub Class |
Pyridines and derivatives
| Direct Parent |
Pyridines and derivatives
| Alternative Parents |
Heteroaromatic compounds
Secondary alcohols
Monocarboxylic acids and derivatives
Carboxylic acids
Azacyclic compounds
Organopnictogen compounds
Organonitrogen compounds
Organic oxides
Hydrocarbon derivatives
Carbonyl compounds
Aromatic alcohols
| Substituents |
Pyridine
Heteroaromatic compound
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Aromatic alcohol
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Organopnictogen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteromonocyclic compound
| Molecliar Framework |
Aromatic heteromonocyclic compounds
| External Descriptors |
pyridines (CHEBI:82573 )
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
| Biofunction |
Protein synthesis, amino acid biosynthesis
| Application |
Not Available
| Cellliar locations |
Not Available
| Physical Properties |
| State |
Solid
| Experimental Properties |
| Property |
Value |
Reference |
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility13.6 mg/mLALOGPS
logP0.16ALOGPS
logP-0.8ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)3.84ChemAxon
pKa (Strongest Basic)4.77ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area70.42 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity45.93 m3·mol-1ChemAxon
Polarizability18.13 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
Not Available
| Biological Properties |
| Cellliar 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
| External Links |
| DrugBank ID |
Not Available
| DrugBank Metabolite 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
| KEGG Compound ID |
C19579
| BioCyc ID |
CPD-3193
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB01119
| Metagene Link |
HMDB01119
| METLIN ID |
6015
| PubChem Compound |
438
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: Evatanepag
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- 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 ]
|
PMID: 23536811