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COCONUT Compound
[(1R,2R,4aR,5R,8aS)-1,4a-dimethyl-6-methylidene-5-[(E)-2-[(5E)-5-[(2E,7E)-2-methylnona-2,7-dienylidene]-2-oxofuran-3-yl]ethenyl]-2-(pyridine-3-carbonyloxy)-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl pyridine-3-carboxylate
CNP0087227.1 · C42H48N2O6 · View on COCONUT ↗
2D Structure
Identifiers
| Name | [(1R,2R,4aR,5R,8aS)-1,4a-dimethyl-6-methylidene-5-[(E)-2-[(5E)-5-[(2E,7E)-2-methylnona-2,7-dienylidene]-2-oxofuran-3-yl]ethenyl]-2-(pyridine-3-carbonyloxy)-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl pyridine-3-carboxylate |
|---|---|
| IUPAC Name | [(1~{R},2~{R},4~{a}~{R},5~{R},8~{a}~{S})-1,4~{a}-dimethyl-6-methylene-5-[(~{E})-2-[(5~{E})-5-[(2~{E},7~{E})-2-methylnona-2,7-dienylidene]-2-oxo-3-furyl]vinyl]-2-(pyridine-3-carbonyloxy)decalin-1-yl]methyl pyridine-3-carboxylate |
| COCONUT ID | CNP0087227.1 |
| InChIKey | FGJYTYSOHPJTRK-SSGBKKNDSA-N |
| InChI | InChI=1S/C42H48N2O6/c1-6-7-8-9-10-13-29(2)24-34-25-31(39(46)49-34)17-18-35-30(3)16-19-36-41(35,4)21-20-37(50-40(47)33-15-12-23-44-27-33)42(36,5)28-48-38(45)32-14-11-22-43-26-32/h6-7,11-15,17-18,22-27,35-37H,3,8-10,16,19-21,28H2,1-2,4-5H3/b7-6+,18-17+,29-13+,34-24+/t35-,36+,37-,41+,42+/m1/s1 |
| SMILES | C=C1CC[C@@H]2[C@](C)(COC(=O)C3=CC=CN=C3)[C@H](OC(=O)C3=CC=CN=C3)CC[C@@]2(C)[C@@H]1/C=C/C1=C/C(=C\C(C)=C\CCC/C=C/C)OC1=O |
Properties
| Molecular Formula | C42H48N2O6 |
|---|---|
| Molecular Weight | 676.85 |
| Exact Mass | 676.35124 |
| Log P (ALogP) | 8.86 |
| TPSA | 104.68 |
| H-Bond Donors / Acceptors | 0 / 8 |
| Rotatable Bonds | 12 |
| Lipinski's Rule of 5 Violations | 2 |
| QED Drug-likeness | 0.10 |
| NP-likeness | 2.17 |
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 |
|---|
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.