garcinol

Ligand id: 7001

Name: garcinol

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 3
Rotatable bonds 10
Topological polar surface area 111.9
Molecular weight 602.36
XLogP 10.07
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Natural product or derivative
IUPAC Name
(1S,5R,7R)-3-[(3,4-dihydroxyphenyl)(hydroxy)methylidene]-6,6-dimethyl-1-[(2S)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-5,7-bis(3-methylbut-2-en-1-yl)bicyclo[3.3.1]nonane-2,4,9-trione
Database Links
CAS Registry No. 78824-30-3
GtoPdb PubChem SID 178103580
PubChem CID 174159
Search Google for chemical match using the InChIKey DTTONLKLWRTCAB-SMDXAGPFSA-N
Search Google for chemicals with the same backbone DTTONLKLWRTCAB
Search UniChem for chemical match using the InChIKey DTTONLKLWRTCAB-SMDXAGPFSA-N
Search UniChem for chemicals with the same backbone DTTONLKLWRTCAB
Comments
The is some ambiguity as to the exact stereochemistry of garcinol, with several representations of the structure listed on PubChem. It has been ascribed activity as a histone acetyltransferase (HAT) inhibitor. However, a 2017 article by Dahlin et al. suggests that the garcinol non-specifically perturbs biological assays, bringing in to question its HAT inhibitor activity [2].