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COCONUT Compound
(3~{E},4~{S})-3-[2-[(1~{R},4~{a}~{S},6~{R},8~{a}~{S})-6-hydroxy-5,8~{a}-dimethyl-2-methylene-5-[[(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]decalin-1-yl]ethylidene]-4-hydroxy-tetrahydrofuran-2-one
CNP0234271.3 · C26H40O10 · View on COCONUT ↗
2D Structure
Identifiers
| IUPAC Name | (3~{E},4~{S})-3-[2-[(1~{R},4~{a}~{S},6~{R},8~{a}~{S})-6-hydroxy-5,8~{a}-dimethyl-2-methylene-5-[[(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]decalin-1-yl]ethylidene]-4-hydroxy-tetrahydrofuran-2-one |
|---|---|
| COCONUT ID | CNP0234271.3 |
| InChIKey | VUEPOIYXKZTLMD-QVVVLQFPSA-N |
| InChI | InChI=1S/C26H40O10/c1-13-4-7-18-25(2,15(13)6-5-14-16(28)11-34-23(14)33)9-8-19(29)26(18,3)12-35-24-22(32)21(31)20(30)17(10-27)36-24/h5,15-22,24,27-32H,1,4,6-12H2,2-3H3/b14-5+/t15-,16-,17-,18+,19-,20-,21+,22-,24-,25+,26?/m1/s1 |
| SMILES | C=C1CC[C@@H]2C(C)(CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H](O)CC[C@@]2(C)[C@@H]1C/C=C1/C(=O)OC[C@H]1O |
Properties
| Molecular Formula | C26H40O10 |
|---|---|
| Molecular Weight | 512.60 |
| Exact Mass | 512.26215 |
| Log P (ALogP) | -0.21 |
| TPSA | 166.14 |
| H-Bond Donors / Acceptors | 6 / 10 |
| Rotatable Bonds | 6 |
| Lipinski's Rule of 5 Violations | 2 |
| QED Drug-likeness | 0.16 |
| NP-likeness | 3.12 |
Classification
| NP Pathway | Terpenoids |
|---|---|
| NP Superclass | Diterpenoids |
| NP Class | Labdane diterpenoids |
| Chemical Superclass | Organoheterocyclic compounds |
| Chemical Class | Lactones |
| Chemical Subclass | Gamma butyrolactones |
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.