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COCONUT Compound
4-methoxy-3-methyl-5-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-3~{H}-benzo[f]isobenzofuran-1-one
CNP0387718.2 · C20H22O9 · View on COCONUT ↗
2D Structure
Identifiers
| IUPAC Name | 4-methoxy-3-methyl-5-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-3~{H}-benzo[f]isobenzofuran-1-one |
|---|---|
| COCONUT ID | CNP0387718.2 |
| InChIKey | IOCTZWXQJGMMEX-QWGAHANSSA-N |
| InChI | InChI=1S/C20H22O9/c1-8-13-10(19(25)27-8)6-9-4-3-5-11(14(9)18(13)26-2)28-20-17(24)16(23)15(22)12(7-21)29-20/h3-6,8,12,15-17,20-24H,7H2,1-2H3/t8?,12-,15-,16+,17-,20-/m1/s1 |
| SMILES | COC1=C2C(=CC3=CC=CC(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=C13)C(=O)OC2C |
Properties
| Molecular Formula | C20H22O9 |
|---|---|
| Molecular Weight | 406.39 |
| Exact Mass | 406.12638 |
| Log P (ALogP) | 0.26 |
| TPSA | 134.91 |
| H-Bond Donors / Acceptors | 4 / 9 |
| Rotatable Bonds | 4 |
| Lipinski's Rule of 5 Violations | 0 |
| QED Drug-likeness | 0.53 |
| NP-likeness | 2.03 |
Classification
| NP Pathway | Polyketides |
|---|---|
| NP Superclass | Naphthalenes |
| NP Class | Naphthalenes and derivatives |
| Chemical Superclass | Organoheterocyclic compounds |
| Chemical Class | Naphthofurans |
| Chemical Subclass | Naphthofurans |
Reported in GR-MAPs Plants
| Acorus calamus | as “Acorus calamus” in COCONUT |
|---|
Data from COCONUT (COlleCtion of Open Natural prodUcTs), released under CC0. Chandrasekhar V. et al. COCONUT 2.0: a comprehensive overhaul and curation of the collection of open natural products database. Nucleic Acids Research (2024), doi:10.1093/nar/gkae1063. COCONUT release 2026-10.