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COCONUT Compound
8-[(1~{S},5~{Z})-1-hydroxy-4-oxo-5-[(~{Z})-pent-2-enylidene]cyclopent-2-en-1-yl]octanoic acid
CNP0186914.3 · C18H26O4 · View on COCONUT ↗
2D Structure
Identifiers
| IUPAC Name | 8-[(1~{S},5~{Z})-1-hydroxy-4-oxo-5-[(~{Z})-pent-2-enylidene]cyclopent-2-en-1-yl]octanoic acid |
|---|---|
| COCONUT ID | CNP0186914.3 |
| InChIKey | JCIAXQFIDQSPBE-UXXIRUSTSA-N |
| InChI | InChI=1S/C18H26O4/c1-2-3-7-10-15-16(19)12-14-18(15,22)13-9-6-4-5-8-11-17(20)21/h3,7,10,12,14,22H,2,4-6,8-9,11,13H2,1H3,(H,20,21)/b7-3-,15-10+/t18-/m0/s1 |
| SMILES | CC/C=C\C=C1/C(=O)C=C[C@@]1(O)CCCCCCCC(=O)O |
Properties
| Molecular Formula | C18H26O4 |
|---|---|
| Molecular Weight | 306.40 |
| Exact Mass | 306.18311 |
| Log P (ALogP) | 3.56 |
| TPSA | 74.60 |
| H-Bond Donors / Acceptors | 2 / 3 |
| Rotatable Bonds | 10 |
| Lipinski's Rule of 5 Violations | 0 |
| QED Drug-likeness | 0.48 |
| NP-likeness | 2.24 |
Classification
| NP Pathway | Fatty acids |
|---|---|
| NP Superclass | Eicosanoids |
| NP Class | Clavulones |
| Chemical Superclass | Lipids and lipid-like molecules |
| Chemical Class | Fatty Acyls |
| Chemical Subclass | Fatty acids and conjugates |
Reported in GR-MAPs Plants
| Mucuna pruriens | as “Mucuna prurita” 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.