enexasogaol   Click here for help

GtoPdb Ligand ID: 9773

Synonyms: 6-Shogaol | [6]-shogaol | trans-6-shogaol
Immunopharmacology Ligand
Compound class: Natural product
Comment: Enexasogaol (6-Shogaol) is a bioactive phytochemical isolated from ginger (Zingiber officinale Roscoe). It has anti-inflammatory, analgesic and antioxidant properties [2-3,5-6].

enexasogaol is commercially available from our sponsors

2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 9
Topological polar surface area 46.53
Molecular weight 276.17
XLogP 4.11
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES CCCCCC=CC(=O)CCc1ccc(c(c1)OC)O
Isomeric SMILES CCCCC/C=C/C(=O)CCc1ccc(c(c1)OC)O
InChI InChI=1S/C17H24O3/c1-3-4-5-6-7-8-15(18)11-9-14-10-12-16(19)17(13-14)20-2/h7-8,10,12-13,19H,3-6,9,11H2,1-2H3/b8-7+
InChI Key OQWKEEOHDMUXEO-BQYQJAHWSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Natural product
IUPAC Name Click here for help
(E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one
International Nonproprietary Names Click here for help
INN number INN
10763 enexasogaol
Synonyms Click here for help
6-Shogaol | [6]-shogaol | trans-6-shogaol
Database Links Click here for help
BindingDB Ligand 50240419
CAS Registry No. 23513-13-5 (source: WHO INN record)
ChEMBL Ligand CHEMBL25948
GtoPdb PubChem SID 354702246
PubChem CID 5281794
Search Google for chemical match using the InChIKey OQWKEEOHDMUXEO-BQYQJAHWSA-N
Search Google for chemicals with the same backbone OQWKEEOHDMUXEO
Search PubMed clinical trials enexasogaol
Search PubMed titles enexasogaol
Search PubMed titles/abstracts enexasogaol
UniChem Compound Search for chemical match using the InChIKey OQWKEEOHDMUXEO-BQYQJAHWSA-N
UniChem Connectivity Search for chemical match using the InChIKey OQWKEEOHDMUXEO-BQYQJAHWSA-N

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MedChemExpress
Shogaol (links to external site)
Cat. No. HY-14616