×
![]()
COCONUT Compound
[(2R,4R,4aR,4bS,5R,6S,7S,8aS,10R,10aR)-6,7-diacetyloxy-5-benzoyloxy-2-ethenyl-10,10a-dihydroxy-4b-(hydroxymethyl)-2,8,8-trimethyl-1-oxo-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-4-yl] benzoate
CNP0239060.1 · C38H44O12 · View on COCONUT ↗
2D Structure
Identifiers
| Name | [(2R,4R,4aR,4bS,5R,6S,7S,8aS,10R,10aR)-6,7-diacetyloxy-5-benzoyloxy-2-ethenyl-10,10a-dihydroxy-4b-(hydroxymethyl)-2,8,8-trimethyl-1-oxo-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-4-yl] benzoate |
|---|---|
| IUPAC Name | [(2~{R},4~{R},4~{a}~{R},4~{b}~{S},5~{R},6~{S},7~{S},8~{a}~{S},10~{R},10~{a}~{R})-6,7-diacetoxy-5-benzoyloxy-10,10~{a}-dihydroxy-4~{b}-(hydroxymethyl)-2,8,8-trimethyl-1-oxo-2-vinyl-4,4~{a},5,6,7,8~{a},9,10-octahydro-3~{H}-phenanthren-4-yl] benzoate |
| COCONUT ID | CNP0239060.1 |
| InChIKey | XYELSYGEQPFQMP-XIYZTERKSA-N |
| InChI | InChI=1S/C38H44O12/c1-7-36(6)19-25(49-32(43)23-14-10-8-11-15-23)29-37(20-39)26(18-27(42)38(29,46)34(36)45)35(4,5)30(48-22(3)41)28(47-21(2)40)31(37)50-33(44)24-16-12-9-13-17-24/h7-17,25-31,39,42,46H,1,18-20H2,2-6H3/t25-,26+,27-,28+,29+,30-,31+,36+,37+,38+/m1/s1 |
| SMILES | C=C[C@@]1(C)C[C@@H](OC(=O)C2=CC=CC=C2)[C@@H]2[C@](O)(C1=O)[C@H](O)C[C@H]1C(C)(C)[C@H](OC(C)=O)[C@H](OC(C)=O)[C@H](OC(=O)C3=CC=CC=C3)[C@]21CO |
Properties
| Molecular Formula | C38H44O12 |
|---|---|
| Molecular Weight | 692.76 |
| Exact Mass | 692.28328 |
| Log P (ALogP) | 3.21 |
| TPSA | 182.96 |
| H-Bond Donors / Acceptors | 3 / 12 |
| Rotatable Bonds | 8 |
| Lipinski's Rule of 5 Violations | 2 |
| QED Drug-likeness | 0.21 |
| NP-likeness | 2.19 |
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 |
|---|
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.