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COCONUT Compound
orthosiphol J
CNP0265944.1 · C33H40O11 · View on COCONUT ↗
2D Structure
Identifiers
| Name | orthosiphol J |
|---|---|
| IUPAC Name | [(2~{S},3~{S},4~{R},4~{a}~{S},4~{b}~{R},7~{R},8~{a}~{R},9~{R},10~{a}~{S})-2,3,9-triacetoxy-8~{a}-hydroxy-1,1,4~{a},7-tetramethyl-5,8-dioxo-7-vinyl-2,3,4,4~{b},6,9,10,10~{a}-octahydrophenanthren-4-yl] benzoate |
| COCONUT ID | CNP0265944.1 |
| InChIKey | HOFNFIRZXJMXPW-LEWITGLZSA-N |
| InChI | InChI=1S/C33H40O11/c1-9-31(7)16-21(37)25-32(8)22(15-23(41-17(2)34)33(25,40)29(31)39)30(5,6)26(43-19(4)36)24(42-18(3)35)27(32)44-28(38)20-13-11-10-12-14-20/h9-14,22-27,40H,1,15-16H2,2-8H3/t22-,23+,24-,25+,26+,27-,31-,32-,33-/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](OC(C)=O)[C@H](OC(C)=O)[C@H](OC(=O)C3=CC=CC=C3)[C@@]12C |
Properties
| Molecular Formula | C33H40O11 |
|---|---|
| Molecular Weight | 612.67 |
| Exact Mass | 612.25706 |
| Log P (ALogP) | 3.15 |
| TPSA | 159.57 |
| H-Bond Donors / Acceptors | 1 / 11 |
| Rotatable Bonds | 6 |
| Lipinski's Rule of 5 Violations | 2 |
| QED Drug-likeness | 0.29 |
| NP-likeness | 2.40 |
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.