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COCONUT Compound
Stigmasteryl ferulate
CNP0268363.3 · C39H56O4 · View on COCONUT ↗
2D Structure
Identifiers
| Name | Stigmasteryl ferulate |
|---|---|
| IUPAC Name | [(3~{S},8~{S},9~{S},10~{R},13~{R},14~{S},17~{R})-17-[(~{E},1~{R},4~{S})-4-ethyl-1,5-dimethyl-hex-2-enyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1~{H}-cyclopenta[a]phenanthren-3-yl] (~{E})-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate |
| COCONUT ID | CNP0268363.3 |
| CAS | 20972-08-1 |
| InChIKey | NMWHNQAIHFWROQ-ZJNYQSGUSA-N |
| InChI | InChI=1S/C39H56O4/c1-8-28(25(2)3)12-9-26(4)32-15-16-33-31-14-13-29-24-30(19-21-38(29,5)34(31)20-22-39(32,33)6)43-37(41)18-11-27-10-17-35(40)36(23-27)42-7/h9-13,17-18,23,25-26,28,30-34,40H,8,14-16,19-22,24H2,1-7H3/b12-9+,18-11+/t26-,28-,30+,31+,32-,33+,34+,38+,39-/m1/s1 |
| SMILES | CC[C@H](/C=C/[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC(=O)/C=C/C5=CC=C(O)C(OC)=C5)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C |
Properties
| Molecular Formula | C39H56O4 |
|---|---|
| Molecular Weight | 588.87 |
| Exact Mass | 588.41786 |
| Log P (ALogP) | 9.78 |
| TPSA | 55.76 |
| H-Bond Donors / Acceptors | 1 / 4 |
| Rotatable Bonds | 9 |
| Lipinski's Rule of 5 Violations | 2 |
| QED Drug-likeness | 0.18 |
| NP-likeness | 2.19 |
Classification
| NP Pathway | Terpenoids |
|---|---|
| NP Superclass | Steroids |
| NP Class | Cholestane steroids |
| Chemical Superclass | Lipids and lipid-like molecules |
| Chemical Class | Steroids and steroid derivatives |
| Chemical Subclass | C24-propyl sterols and derivatives |
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.