(+)-Yanhusanine B   Click here for help

GtoPdb Ligand ID: 13569

Synonyms: (+)-(9S)-Yanhusanine B [1]
Compound class: Natural product
Comment: Yanhusanine B was isolated from Corydalis yanhusuo (Asian corydalis). The (+) rotamer (9S-enantiomer) is a more potent carboxylesterase inhibitor than the (-) rotamer [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 75.58
Molecular weight 395.41
XLogP 1.28
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 C[C@]1(C2=CC=C(C(=C2C(=O)O1)OC)OC)C3=C4C=C(C(=CC4=CC=N3)OC)OC
Isomeric SMILES COC1=CC2=C(C=C1OC)C(=NC=C2)[C@@]3(C)OC(=O)C4=C3C=CC(OC)=C4OC
InChI InChI=1S/C22H21NO6/c1-22(14-6-7-15(25-2)19(28-5)18(14)21(24)29-22)20-13-11-17(27-4)16(26-3)10-12(13)8-9-23-20/h6-11H,1-5H3/t22-/m0/s1
InChI Key WEIMSZGIAOAYGZ-QFIPXVFZSA-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
(3S)-3-(6,7-dimethoxyisoquinolin-1-yl)-6,7-dimethoxy-3-methyl-1,3-dihydro-2-benzofuran-1-one
Synonyms Click here for help
(+)-(9S)-Yanhusanine B [1]
Database Links Click here for help
GtoPdb PubChem SID 504705388
PubChem CID 156016579
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UniChem Connectivity Search for chemical match using the InChIKey WEIMSZGIAOAYGZ-QFIPXVFZSA-N