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COCONUT Compound
[(1~{R},2~{R},3~{R},4~{S},5~{R},6~{S},8~{R},9~{S},10~{S},13~{R},14~{R},17~{S},18~{S})-11-ethyl-8,9,14-trihydroxy-6,18-dimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadecan-4-yl] benzoate
CNP0297470.1 · C31H43NO8 · View on COCONUT ↗
2D Structure
Identifiers
| IUPAC Name | [(1~{R},2~{R},3~{R},4~{S},5~{R},6~{S},8~{R},9~{S},10~{S},13~{R},14~{R},17~{S},18~{S})-11-ethyl-8,9,14-trihydroxy-6,18-dimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadecan-4-yl] benzoate |
|---|---|
| COCONUT ID | CNP0297470.1 |
| InChIKey | GQKDKGIINSZEKK-LYMBRCBSSA-N |
| InChI | InChI=1S/C31H43NO8/c1-5-32-15-28(16-37-2)21(33)11-12-29-19-13-18-20(38-3)14-30(35,31(36,27(29)32)25(39-4)24(28)29)22(19)23(18)40-26(34)17-9-7-6-8-10-17/h6-10,18-25,27,33,35-36H,5,11-16H2,1-4H3/t18-,19-,20+,21-,22-,23+,24-,25+,27+,28+,29-,30-,31-/m1/s1 |
| SMILES | CCN1C[C@]2(COC)[C@H](O)CC[C@@]34[C@@H]5C[C@H]6[C@H](OC(=O)C7=CC=CC=C7)[C@@H]5[C@](O)(C[C@@H]6OC)[C@@](O)([C@@H](OC)[C@H]23)[C@@H]14 |
Properties
| Molecular Formula | C31H43NO8 |
|---|---|
| Molecular Weight | 557.68 |
| Exact Mass | 557.29887 |
| Log P (ALogP) | 1.48 |
| TPSA | 117.92 |
| H-Bond Donors / Acceptors | 3 / 9 |
| Rotatable Bonds | 7 |
| Lipinski's Rule of 5 Violations | 1 |
| QED Drug-likeness | 0.43 |
| NP-likeness | 2.78 |
Classification
| NP Pathway | Alkaloids |
|---|---|
| NP Superclass | Pseudoalkaloids |
| NP Class | Terpenoid alkaloids |
| Chemical Superclass | Lipids and lipid-like molecules |
| Chemical Class | Prenol lipids |
| Chemical Subclass | Diterpenoids |
Reported in GR-MAPs Plants
| Mucuna pruriens | as “Mucuna pruriens” 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.