×
![]()
COCONUT Compound
orthosiphol G
CNP0304751.1 · C31H40O10 · View on COCONUT ↗
2D Structure
Identifiers
| Name | orthosiphol G |
|---|---|
| IUPAC Name | [(2~{S},3~{S},4~{R},4~{a}~{S},4~{b}~{S},5~{R},7~{R},8~{a}~{R},9~{R},10~{a}~{S})-2,3-diacetoxy-5,8~{a},9-trihydroxy-1,1,4~{a},7-tetramethyl-8-oxo-7-vinyl-3,4,4~{b},5,6,9,10,10~{a}-octahydro-2~{H}-phenanthren-4-yl] benzoate |
| COCONUT ID | CNP0304751.1 |
| InChIKey | HVCLVVFTATWQBZ-SRHIYTGZSA-N |
| InChI | InChI=1S/C31H40O10/c1-8-29(6)15-19(34)23-30(7)20(14-21(35)31(23,38)27(29)37)28(4,5)24(40-17(3)33)22(39-16(2)32)25(30)41-26(36)18-12-10-9-11-13-18/h8-13,19-25,34-35,38H,1,14-15H2,2-7H3/t19-,20+,21-,22+,23-,24-,25+,29+,30+,31+/m1/s1 |
| SMILES | C=C[C@@]1(C)C[C@@H](O)[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@@]12C |
Properties
| Molecular Formula | C31H40O10 |
|---|---|
| Molecular Weight | 572.65 |
| Exact Mass | 572.26215 |
| Log P (ALogP) | 2.38 |
| TPSA | 156.66 |
| H-Bond Donors / Acceptors | 3 / 10 |
| Rotatable Bonds | 5 |
| Lipinski's Rule of 5 Violations | 1 |
| QED Drug-likeness | 0.27 |
| NP-likeness | 2.63 |
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.