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COCONUT Compound
4-Hydroxysesamin
CNP0202624.4 · C20H18O7 · View on COCONUT ↗
2D Structure
Identifiers
| Name | 4-Hydroxysesamin |
|---|---|
| IUPAC Name | (3~{R},3~{a}~{R},6~{R},6~{a}~{S})-3,6-bis(1,3-benzodioxol-5-yl)-1,3,3~{a},4,6,6~{a}-hexahydrofuro[3,4-c]furan-4-ol |
| COCONUT ID | CNP0202624.4 |
| InChIKey | AWLJZFUREZNLGG-RXABKWRFSA-N |
| InChI | InChI=1S/C20H18O7/c21-20-17-12(18(27-20)10-1-3-13-15(5-10)25-8-23-13)7-22-19(17)11-2-4-14-16(6-11)26-9-24-14/h1-6,12,17-21H,7-9H2/t12-,17-,18+,19+,20?/m1/s1 |
| SMILES | OC1O[C@@H](C2=CC=C3OCOC3=C2)[C@@H]2CO[C@@H](C3=CC=C4OCOC4=C3)[C@H]12 |
Properties
| Molecular Formula | C20H18O7 |
|---|---|
| Molecular Weight | 370.36 |
| Exact Mass | 370.10525 |
| Log P (ALogP) | 2.54 |
| TPSA | 75.61 |
| H-Bond Donors / Acceptors | 1 / 7 |
| Rotatable Bonds | 2 |
| Lipinski's Rule of 5 Violations | 0 |
| QED Drug-likeness | 0.87 |
| NP-likeness | 1.46 |
Classification
| NP Pathway | Shikimates and Phenylpropanoids |
|---|---|
| NP Superclass | Lignans |
| NP Class | Furofuranoid lignans |
| Chemical Superclass | Lignans, neolignans and related compounds |
| Chemical Class | Furanoid lignans |
| Chemical Subclass | Furan lignans |
Reported in GR-MAPs Plants
| Vitex negundo | as “Vitex negundo” 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.