×
![]()
COCONUT Compound
11-debenzoyloxyorthosiphol D
CNP0151787.2 · C24H32O8 · View on COCONUT ↗
2D Structure
Identifiers
| Name | 11-debenzoyloxyorthosiphol D |
|---|---|
| IUPAC Name | [(4~{a}~{R},4~{b}~{S},5~{R},7~{R},8~{a}~{R},9~{R},10~{a}~{R})-3-acetoxy-5,8~{a}-dihydroxy-1,1,4~{a},7-tetramethyl-2,8-dioxo-7-vinyl-4~{b},5,6,9,10,10~{a}-hexahydrophenanthren-9-yl] acetate |
| COCONUT ID | CNP0151787.2 |
| InChIKey | HPYXDZBUORPUPP-FBZJSPOMSA-N |
| InChI | InChI=1S/C24H32O8/c1-8-22(6)10-14(27)18-23(7)11-15(31-12(2)25)19(28)21(4,5)16(23)9-17(32-13(3)26)24(18,30)20(22)29/h8,11,14,16-18,27,30H,1,9-10H2,2-7H3/t14-,16+,17-,18-,22+,23+,24+/m1/s1 |
| SMILES | C=C[C@@]1(C)C[C@@H](O)[C@@H]2[C@@]3(C)C=C(OC(C)=O)C(=O)C(C)(C)[C@@H]3C[C@@H](OC(C)=O)[C@@]2(O)C1=O |
Properties
| Molecular Formula | C24H32O8 |
|---|---|
| Molecular Weight | 448.51 |
| Exact Mass | 448.20972 |
| Log P (ALogP) | 1.87 |
| TPSA | 127.20 |
| H-Bond Donors / Acceptors | 2 / 8 |
| Rotatable Bonds | 3 |
| Lipinski's Rule of 5 Violations | 0 |
| QED Drug-likeness | 0.49 |
| NP-likeness | 3.13 |
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 (4)
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.