FComEx: Hydroxycotinine (PC001198)

Record Information

Version

1.0

Creation date

2018-05-02 12:32:42 UTC

Update date

2018-05-04 14:22:47 UTC

FoodComEx ID

PC001198

FoodDB Record

FDB022597

Chemical Information

Name

Hydroxycotinine

Description

Quantitatively, the most important metabolite of nicotine in most mammalian species is cotinine. In humans, about 70 to 80% of nicotine is converted to cotinine. 3-Hydroxycotinine (3HC) is the main nicotine metabolite detected in smokers urine. It is also excreted as a glucuronide conjugate (3HC-Gluc). 3HC and 3HC-Gluc account for 40-60% of the nicotine dose in urine. [HMDB]

CAS Number

34834-67-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(3R-trans)-3-hydroxy-1-methyl-5-(3-pyridinyl)-2-Pyrrolidinone	hmdb
3-Hydroxy-1-methyl-5-(3-pyridinyl)-2-pyrrolidinone	hmdb
3-Hydroxycotinine	hmdb
trans-3-Hydroxycotinine	hmdb
trans-3'-hydroxycotinine	hmdb

Chemical Formula

C10H12N2O2

IUPAC name

(5S)-3-hydroxy-1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one

InChI Identifier

InChI=1S/C10H12N2O2/c1-12-8(5-9(13)10(12)14)7-3-2-4-11-6-7/h2-4,6,8-9,13H,5H2,1H3/t8-,9?/m0/s1

InChI Key

XOKCJXZZNAUIQN-IENPIDJESA-N

Isomeric SMILES

CN1[C@@H](CC(O)C1=O)C1=CN=CC=C1

Average Molecular Weight

192.2145

Monoisotopic Molecular Weight

192.089877638

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrrolidinylpyridines. Pyrrolidinylpyridines are compounds containing a pyrrolidinylpyridine ring system, which consists of a pyrrolidine ring linked to a pyridine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Pyrrolidinylpyridines

Direct Parent

Pyrrolidinylpyridines

Alternative Parents