garcinol

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Ligands
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

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

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].

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].

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