(2S,4Z,5R)-5-[(1R)-1,2-dihydroxyethyl]-4-[[5-(hydroxymethyl)furan-2-yl]methylidene]-2-methoxyoxolan-3-one
CNP0241991.2 · C13H16O7 · View on COCONUT ↗
Identifiers
| Name | (2S,4Z,5R)-5-[(1R)-1,2-dihydroxyethyl]-4-[[5-(hydroxymethyl)furan-2-yl]methylidene]-2-methoxyoxolan-3-one |
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| IUPAC Name | (2~{S},4~{Z},5~{R})-5-[(1~{R})-1,2-dihydroxyethyl]-4-[[5-(hydroxymethyl)-2-furyl]methylene]-2-methoxy-tetrahydrofuran-3-one |
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| COCONUT ID | CNP0241991.2 |
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| InChIKey | OLAJHZSASFEBCD-RSABJPLESA-N |
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| InChI | InChI=1S/C13H16O7/c1-18-13-11(17)9(12(20-13)10(16)6-15)4-7-2-3-8(5-14)19-7/h2-4,10,12-16H,5-6H2,1H3/b9-4+/t10-,12-,13+/m1/s1 |
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| SMILES | CO[C@H]1O[C@@H]([C@H](O)CO)/C(=C/C2=CC=C(CO)O2)C1=O |
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Properties
| Molecular Formula | C13H16O7 |
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| Molecular Weight | 284.26 |
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| Exact Mass | 284.08960 |
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| Log P (ALogP) | -0.55 |
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| TPSA | 109.36 |
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| H-Bond Donors / Acceptors | 3 / 7 |
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| Rotatable Bonds | 5 |
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| Lipinski's Rule of 5 Violations | 0 |
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| QED Drug-likeness | 0.62 |
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| NP-likeness | 1.14 |
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Classification
| NP Pathway | Polyketides |
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| NP Superclass | Cyclic polyketides |
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| NP Class | Furans |
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| Chemical Superclass | Organoheterocyclic compounds |
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| Chemical Class | Dihydrofurans |
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| Chemical Subclass | Furanones |
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Reported in GR-MAPs Plants
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.
