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α-asarone   Click here for help

GtoPdb Ligand ID: 13278

Synonyms: (α)-asarone | trans-asarone
Compound class: Natural product
Comment: α-asarone is a pharmacologically active plant-derived phenylpropanoid compound. Studies in rodent models suggests that the noradrenergic (α1- and α2-adrenoceptors) and serotonergic (5-HT1A) pathways are involved in α-asarone's anti-depressant-like effects [1].

α-asarone 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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Click here for structure editor
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 3
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 27.69
Molecular weight 208.25
XLogP 2.44
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 C/C=C/C1=C(C=C(C(=C1)OC)OC)OC
Isomeric SMILES C/C=C/C1=CC(=C(C=C1OC)OC)OC
InChI InChI=1S/C12H16O3/c1-5-6-9-7-11(14-3)12(15-4)8-10(9)13-2/h5-8H,1-4H3/b6-5+
InChI Key RKFAZBXYICVSKP-AATRIKPKSA-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
1,2,4-trimethoxy-5-[(E)-prop-1-enyl]benzene
Synonyms Click here for help
(α)-asarone | trans-asarone
Database Links Click here for help
ChEBI CHEBI:78309
ChEMBL Ligand CHEMBL333306
GtoPdb PubChem SID 491300060
PubChem CID 636822
Search Google for chemical match using the InChIKey RKFAZBXYICVSKP-AATRIKPKSA-N
Search Google for chemicals with the same backbone RKFAZBXYICVSKP
UniChem Compound Search for chemical match using the InChIKey RKFAZBXYICVSKP-AATRIKPKSA-N
UniChem Connectivity Search for chemical match using the InChIKey RKFAZBXYICVSKP-AATRIKPKSA-N

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Links are provided in return for sponsorship, used to fund improvements to this database. The sponsorship account is managed and audited by the University of Edinburgh, a charitable body registered in Scotland, SC005336. If you are interested in sponsoring the database, please contact us.

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MedChemExpress
alpha-Asarone (links to external site)
Cat. No. HY-N0700