methyl 8-[(1~{S},5~{Z})-4-oxo-5-[(~{Z})-pent-2-enylidene]cyclopent-2-en-1-yl]octanoate
CNP0142406.2 · C19H28O3 · View on COCONUT ↗
Identifiers
| IUPAC Name | methyl 8-[(1~{S},5~{Z})-4-oxo-5-[(~{Z})-pent-2-enylidene]cyclopent-2-en-1-yl]octanoate |
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| COCONUT ID | CNP0142406.2 |
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| InChIKey | DBGHMVTUIZIOCE-XMYKTDCHSA-N |
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| InChI | InChI=1S/C19H28O3/c1-3-4-8-12-17-16(14-15-18(17)20)11-9-6-5-7-10-13-19(21)22-2/h4,8,12,14-16H,3,5-7,9-11,13H2,1-2H3/b8-4-,17-12-/t16-/m0/s1 |
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| SMILES | CC/C=C\C=C1/C(=O)C=C[C@@H]1CCCCCCCC(=O)OC |
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Properties
| Molecular Formula | C19H28O3 |
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| Molecular Weight | 304.43 |
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| Exact Mass | 304.20384 |
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| Log P (ALogP) | 4.54 |
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| TPSA | 43.37 |
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| H-Bond Donors / Acceptors | 0 / 3 |
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| Rotatable Bonds | 10 |
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| Lipinski's Rule of 5 Violations | 0 |
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| QED Drug-likeness | 0.34 |
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| NP-likeness | 1.76 |
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Classification
| NP Pathway | Fatty acids |
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| NP Superclass | Eicosanoids |
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| NP Class | Isoprostanes |
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| Chemical Superclass | Lipids and lipid-like molecules |
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| Chemical Class | Fatty Acyls |
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| Chemical Subclass | Fatty acid esters |
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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.
