×
![]()
COCONUT Compound
Jurubine
CNP0282478.1 · C33H57NO8 · View on COCONUT ↗
2D Structure
Identifiers
| Name | Jurubine |
|---|---|
| IUPAC Name | (2~{R},5~{S},6~{R})-2-[(2~{R})-4-[(1~{R},2~{S},4~{S},6~{R},7~{S},8~{R},9~{S},12~{S},13~{S},16~{S},18~{S})-16-amino-6-hydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosan-6-yl]-2-methyl-butoxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol |
| COCONUT ID | CNP0282478.1 |
| InChIKey | YEWUMIMAJWFDQG-GJCQDAQXSA-N |
| InChI | InChI=1S/C33H57NO8/c1-17(16-40-30-29(38)28(37)27(36)25(15-35)41-30)7-12-33(39)18(2)26-24(42-33)14-23-21-6-5-19-13-20(34)8-10-31(19,3)22(21)9-11-32(23,26)4/h17-30,35-39H,5-16,34H2,1-4H3/t17-,18+,19+,20+,21-,22+,23+,24+,25-,26+,27-,28?,29?,30-,31+,32+,33-/m1/s1 |
| SMILES | C[C@H](CC[C@@]1(O)O[C@H]2C[C@H]3[C@@H]4CC[C@H]5C[C@@H](N)CC[C@]5(C)[C@H]4CC[C@]3(C)[C@H]2[C@@H]1C)CO[C@@H]1O[C@H](CO)[C@@H](O)C(O)C1O |
Properties
| Molecular Formula | C33H57NO8 |
|---|---|
| Molecular Weight | 595.82 |
| Exact Mass | 595.40842 |
| Log P (ALogP) | 2.54 |
| TPSA | 154.86 |
| H-Bond Donors / Acceptors | 6 / 9 |
| Rotatable Bonds | 7 |
| Lipinski's Rule of 5 Violations | 2 |
| QED Drug-likeness | 0.26 |
| NP-likeness | 2.74 |
Classification
| NP Pathway | Terpenoids |
|---|---|
| NP Superclass | Steroids |
| NP Class | Furostane steroids |
| Chemical Superclass | Lipids and lipid-like molecules |
| Chemical Class | Steroids and steroid derivatives |
| Chemical Subclass | Furostanes and derivatives |
Reported in GR-MAPs Plants
| Cymbopogon flexuosus | as “Cymbopogon flexuosus” in COCONUT |
|---|
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.