daidzein   Click here for help

GtoPdb Ligand ID: 2828

Synonyms: 7,4'-dihydroxyisoflavone
PDB Ligand
Compound class: Natural product
Comment: Daidzein is a soy phytoestrogen, which is metabolised to S-equol (PubChem CID 91469), an estrogen-like compound, in the presence of requisite gut flora. Daidzein may have beneficial health effects [1].
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 2
Rotatable bonds 1
Topological polar surface area 70.67
Molecular weight 254.06
XLogP 3.74
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 Oc1ccc(cc1)c1coc2c(c1=O)ccc(c2)O
Isomeric SMILES Oc1ccc(cc1)c1coc2c(c1=O)ccc(c2)O
InChI InChI=1S/C15H10O4/c16-10-3-1-9(2-4-10)13-8-19-14-7-11(17)5-6-12(14)15(13)18/h1-8,16-17H
InChI Key ZQSIJRDFPHDXIC-UHFFFAOYSA-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
7-hydroxy-3-(4-hydroxyphenyl)chromen-4-one
Synonyms Click here for help
7,4'-dihydroxyisoflavone
Database Links Click here for help
BindingDB Ligand 23420
CAS Registry No. 486-66-8 (source: Scifinder)
ChEBI CHEBI:28197
ChEMBL Ligand CHEMBL8145
GtoPdb PubChem SID 135649858
LIPID MAPS LMPK12050038
PubChem CID 5281708
RCSB PDB Ligand ZF1
Search Google for chemical match using the InChIKey ZQSIJRDFPHDXIC-UHFFFAOYSA-N
Search Google for chemicals with the same backbone ZQSIJRDFPHDXIC
UniChem Compound Search for chemical match using the InChIKey ZQSIJRDFPHDXIC-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey ZQSIJRDFPHDXIC-UHFFFAOYSA-N
Wikipedia Daidzein