talaroterphenyl A   Click here for help

GtoPdb Ligand ID: 13465

Synonyms: compound 1 [PMID: 38943602]
Compound class: Natural product
Comment: Talaroterphenyl A is a p-terphenyl isolated from a species of Talaromyces that dwells in mangrove sediment. The fungus synthesises talaroterphenyl A from tyrosine and phenylalanine. Exhibits phosphodiesterase 4 (PDE4) inhibitory activity in vitro, and anti-inflammatory and antifibrotic potential in cell models [1]
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 64.99
Molecular weight 370.44
XLogP 2.17
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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Canonical SMILES CC(=O)OC1C(C2=CC=CC=C2)C(C(C(C3=CC=CC=C3)C1OC)OC)O
Isomeric SMILES COC1C(O)C(C(OC(C)=O)C(OC)C1C2=CC=CC=C2)C3=CC=CC=C3
InChI InChI=1S/C22H26O5/c1-14(23)27-22-17(15-10-6-4-7-11-15)19(24)20(25-2)18(21(22)26-3)16-12-8-5-9-13-16/h4-13,17-22,24H,1-3H3
InChI Key UXGUZVJDXYLRIZ-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
3-hydroxy-4,6-dimethoxy-2,5-diphenylcyclohexyl acetate
Synonyms Click here for help
compound 1 [PMID: 38943602]
Database Links Click here for help
GtoPdb PubChem SID 500839875
PubChem CID 172011803
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