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COCONUT Compound
[(1R,2R,4aR,5R,8aS)-2-hydroxy-1,4a-dimethyl-6-methylidene-5-[(E)-2-(5-oxo-2H-furan-4-yl)ethenyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl acetate
CNP0346413.1 · C22H30O5 · View on COCONUT ↗
2D Structure
Identifiers
| Name | [(1R,2R,4aR,5R,8aS)-2-hydroxy-1,4a-dimethyl-6-methylidene-5-[(E)-2-(5-oxo-2H-furan-4-yl)ethenyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl acetate |
|---|---|
| IUPAC Name | [(1~{R},2~{R},4~{a}~{R},5~{R},8~{a}~{S})-2-hydroxy-1,4~{a}-dimethyl-6-methylene-5-[(~{E})-2-(5-oxo-2~{H}-furan-4-yl)vinyl]decalin-1-yl]methyl acetate |
| COCONUT ID | CNP0346413.1 |
| InChIKey | LEZFQUGXNJHTGD-TUTLYMRMSA-N |
| InChI | InChI=1S/C22H30O5/c1-14-5-8-18-21(3,17(14)7-6-16-10-12-26-20(16)25)11-9-19(24)22(18,4)13-27-15(2)23/h6-7,10,17-19,24H,1,5,8-9,11-13H2,2-4H3/b7-6+/t17-,18+,19-,21+,22+/m1/s1 |
| SMILES | C=C1CC[C@@H]2[C@](C)(COC(C)=O)[C@H](O)CC[C@@]2(C)[C@@H]1/C=C/C1=CCOC1=O |
Properties
| Molecular Formula | C22H30O5 |
|---|---|
| Molecular Weight | 374.48 |
| Exact Mass | 374.20932 |
| Log P (ALogP) | 3.34 |
| TPSA | 72.83 |
| H-Bond Donors / Acceptors | 1 / 5 |
| Rotatable Bonds | 4 |
| Lipinski's Rule of 5 Violations | 0 |
| QED Drug-likeness | 0.60 |
| NP-likeness | 3.59 |
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.