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COCONUT Compound
4-[[(3R,4S,5S)-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-2-methoxyphenol
CNP0193057.2 · C20H24O6 · View on COCONUT ↗
2D Structure
Identifiers
| Name | 4-[[(3R,4S,5S)-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-2-methoxyphenol |
|---|---|
| IUPAC Name | 4-[[(3~{R},4~{S},5~{S})-5-(4-hydroxy-3-methoxy-phenyl)-4-(hydroxymethyl)tetrahydrofuran-3-yl]methyl]-2-methoxy-phenol |
| COCONUT ID | CNP0193057.2 |
| InChIKey | MHXCIKYXNYCMHY-BXTJHSDWSA-N |
| InChI | InChI=1S/C20H24O6/c1-24-18-8-12(3-5-16(18)22)7-14-11-26-20(15(14)10-21)13-4-6-17(23)19(9-13)25-2/h3-6,8-9,14-15,20-23H,7,10-11H2,1-2H3/t14-,15+,20+/m0/s1 |
| SMILES | COC1=CC(C[C@H]2CO[C@H](C3=CC=C(O)C(OC)=C3)[C@@H]2CO)=CC=C1O |
Properties
| Molecular Formula | C20H24O6 |
|---|---|
| Molecular Weight | 360.41 |
| Exact Mass | 360.15729 |
| Log P (ALogP) | 2.65 |
| TPSA | 88.38 |
| H-Bond Donors / Acceptors | 3 / 6 |
| Rotatable Bonds | 6 |
| Lipinski's Rule of 5 Violations | 0 |
| QED Drug-likeness | 0.73 |
| NP-likeness | 1.59 |
Classification
| NP Pathway | Shikimates and Phenylpropanoids |
|---|---|
| NP Superclass | Lignans |
| NP Class | Furanoid lignans |
| Chemical Superclass | Lignans, neolignans and related compounds |
| Chemical Class | Furanoid lignans |
| Chemical Subclass | Tetrahydrofuran lignans |
Reported in GR-MAPs Plants
| Vitex negundo | as “Vitex negundo” in COCONUT |
|---|
References (1)
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.