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COCONUT Compound
134788-15-1
CNP0141622.3 · C33H42O14 · View on COCONUT ↗
2D Structure
Identifiers
| Name | 134788-15-1 |
|---|---|
| IUPAC Name | methyl (4~{R},5~{R},6~{S},7~{S},8~{R},11~{S},12~{R},14~{S},15~{R})-12-acetoxy-4,7-dihydroxy-6-[(1~{R},2~{S},6~{S},9~{R},11~{S})-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.0^{2,6}.0^{9,11}]dodec-3-en-9-yl]-6-methyl-14-[(~{E})-2-methylbut-2-enoyl]oxy-3,9-dioxatetracyclo[6.6.1.0^{1,5}.0^{11,15}]pentadecane-11-carboxylate |
| COCONUT ID | CNP0141622.3 |
| InChIKey | ILMJTWSQVCYIKY-PEVUNLJASA-N |
| InChI | InChI=1S/C33H42O14/c1-7-14(2)24(36)45-17-11-18(44-15(3)34)31(26(38)40-6)13-42-20-21(31)30(17)12-43-25(37)22(30)28(4,23(20)35)33-19-10-16(29(33,5)47-33)32(39)8-9-41-27(32)46-19/h7-9,16-23,25,27,35,37,39H,10-13H2,1-6H3/b14-7+/t16-,17-,18+,19?,20+,21+,22-,23+,25+,27-,28-,29-,30?,31-,32-,33-/m0/s1 |
| SMILES | C/C=C(\C)C(=O)O[C@H]1C[C@@H](OC(C)=O)[C@@]2(C(=O)OC)CO[C@@H]3[C@@H]2C12CO[C@@H](O)[C@H]2[C@](C)([C@]12O[C@@]1(C)[C@@H]1CC2O[C@@H]2OC=C[C@@]21O)[C@@H]3O |
Properties
| Molecular Formula | C33H42O14 |
|---|---|
| Molecular Weight | 662.69 |
| Exact Mass | 662.25746 |
| Log P (ALogP) | 0.25 |
| TPSA | 189.04 |
| H-Bond Donors / Acceptors | 3 / 14 |
| Rotatable Bonds | 5 |
| Lipinski's Rule of 5 Violations | 2 |
| QED Drug-likeness | 0.16 |
| NP-likeness | 3.78 |
Classification
| NP Pathway | Terpenoids |
|---|---|
| NP Superclass | Triterpenoids |
| NP Class | Limonoids |
| Chemical Superclass | Lipids and lipid-like molecules |
| Chemical Class | Prenol lipids |
| Chemical Subclass | Triterpenoids |
Reported in GR-MAPs Plants
| Azadirachta indica | as “Azadirachta indica” 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.