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COCONUT Compound
4-[(~{E})-2-[(1~{S},4~{a}~{S},5~{R},6~{R},8~{a}~{R})-6-hydroxy-5-(hydroxymethyl)-5,8~{a}-dimethyl-2-methylene-decalin-1-yl]vinyl]-2~{H}-furan-5-one
CNP0232430.7 · C20H28O4 · View on COCONUT ↗
2D Structure
Identifiers
| IUPAC Name | 4-[(~{E})-2-[(1~{S},4~{a}~{S},5~{R},6~{R},8~{a}~{R})-6-hydroxy-5-(hydroxymethyl)-5,8~{a}-dimethyl-2-methylene-decalin-1-yl]vinyl]-2~{H}-furan-5-one |
|---|---|
| COCONUT ID | CNP0232430.7 |
| InChIKey | XMJAJFVLHDIEHF-XMYVGIEKSA-N |
| InChI | InChI=1S/C20H28O4/c1-13-4-7-16-19(2,10-8-17(22)20(16,3)12-21)15(13)6-5-14-9-11-24-18(14)23/h5-6,9,15-17,21-22H,1,4,7-8,10-12H2,2-3H3/b6-5+/t15-,16-,17+,19-,20-/m0/s1 |
| SMILES | C=C1CC[C@@H]2[C@](C)(CO)[C@H](O)CC[C@@]2(C)[C@H]1/C=C/C1=CCOC1=O |
Properties
| Molecular Formula | C20H28O4 |
|---|---|
| Molecular Weight | 332.44 |
| Exact Mass | 332.19876 |
| Log P (ALogP) | 2.77 |
| TPSA | 66.76 |
| H-Bond Donors / Acceptors | 2 / 4 |
| Rotatable Bonds | 3 |
| Lipinski's Rule of 5 Violations | 0 |
| QED Drug-likeness | 0.62 |
| NP-likeness | 3.68 |
Classification
| NP Pathway | Terpenoids |
|---|---|
| NP Superclass | Diterpenoids |
| NP Class | Labdane diterpenoids |
| Chemical Superclass | Lipids and lipid-like molecules |
| Chemical Class | Prenol lipids |
| Chemical Subclass | Terpene lactones |
Reported in GR-MAPs Plants
| Andrographis paniculata | as “Andrographis paniculata” 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.