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COCONUT Compound
orthosiphonone C
CNP0299087.1 · C29H36O9 · View on COCONUT ↗
2D Structure
Identifiers
| Name | orthosiphonone C |
|---|---|
| IUPAC Name | [(2~{S},3~{S},4~{R},4~{a}~{S},4~{b}~{R},7~{R},8~{a}~{R},9~{R},10~{a}~{S})-9-acetoxy-2,4,8~{a}-trihydroxy-1,1,4~{a},7-tetramethyl-5,8-dioxo-7-vinyl-2,3,4,4~{b},6,9,10,10~{a}-octahydrophenanthren-3-yl] benzoate |
| COCONUT ID | CNP0299087.1 |
| InChIKey | HJGHLDCCNKXCAO-SKLQCFIISA-N |
| InChI | InChI=1S/C29H36O9/c1-7-27(5)14-17(31)21-28(6)18(13-19(37-15(2)30)29(21,36)25(27)35)26(3,4)22(32)20(23(28)33)38-24(34)16-11-9-8-10-12-16/h7-12,18-23,32-33,36H,1,13-14H2,2-6H3/t18-,19+,20-,21+,22+,23-,27-,28-,29-/m0/s1 |
| SMILES | C=C[C@@]1(C)CC(=O)[C@H]2[C@](O)(C1=O)[C@H](OC(C)=O)C[C@H]1C(C)(C)[C@H](O)[C@H](OC(=O)C3=CC=CC=C3)[C@H](O)[C@@]12C |
Properties
| Molecular Formula | C29H36O9 |
|---|---|
| Molecular Weight | 528.60 |
| Exact Mass | 528.23593 |
| Log P (ALogP) | 2.01 |
| TPSA | 147.43 |
| H-Bond Donors / Acceptors | 3 / 9 |
| Rotatable Bonds | 4 |
| Lipinski's Rule of 5 Violations | 1 |
| QED Drug-likeness | 0.39 |
| NP-likeness | 2.53 |
Classification
| NP Pathway | Terpenoids |
|---|---|
| NP Superclass | Diterpenoids |
| NP Class | Pimarane and Isopimarane diterpenoids |
| Chemical Superclass | Lipids and lipid-like molecules |
| Chemical Class | Prenol lipids |
| Chemical Subclass | Diterpenoids |
Reported in GR-MAPs Plants
| Oryza sativa | as “Oryza sativa” 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.