(2R,6R) 6-hydroxynorketamine

Ligand id: 9154

Name: (2R,6R) 6-hydroxynorketamine

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 1
Topological polar surface area 63.32
Molecular weight 239.07
XLogP 2.24
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
(2R,6R)-2-amino-2-(2-chlorophenyl)-6-hydroxycyclohexan-1-one
Synonyms
(2R,6R)HNK
Database Links
PubChem CID 89504167
Search Google for chemical match using the InChIKey CFBVGSWSOJBYGC-ZYHUDNBSSA-N
Search Google for chemicals with the same backbone CFBVGSWSOJBYGC
Search UniChem for chemical match using the InChIKey CFBVGSWSOJBYGC-ZYHUDNBSSA-N
Search UniChem for chemicals with the same backbone CFBVGSWSOJBYGC
Comments
A recent (April 2016) report [1] shows that the metabolism of racemic ketamine to hydroxynorketamine (HNK) is essential for its antidepressant effects, and that these reside in this entry as the (2R,6R)-HNK enantiomer. In mice these actions are independent of NMDAR inhibition and lack ketamine-related side effects. The (flat) rendering of HNK is PubChem CID 133669. The (2S,6S)-HNK is represented as PubChem CID 71519584 but this showed a decreased antidepressant effect compared to (2R,6R)-HNK.