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COCONUT Compound
(1S,15R,18S,19R,20R)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylic acid
CNP0287048.4 · C20H24N2O3 · View on COCONUT ↗
2D Structure
Identifiers
| Name | (1S,15R,18S,19R,20R)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylic acid |
|---|---|
| IUPAC Name | (1~{S},15~{R},18~{S},19~{R},20~{R})-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylic acid |
| COCONUT ID | CNP0287048.4 |
| InChIKey | AADVZSXPNRLYLV-XKLXXKPTSA-N |
| InChI | InChI=1S/C20H24N2O3/c23-17-6-5-11-10-22-8-7-13-12-3-1-2-4-15(12)21-19(13)16(22)9-14(11)18(17)20(24)25/h1-4,11,14,16-18,21,23H,5-10H2,(H,24,25)/t11-,14+,16-,17-,18+/m0/s1 |
| SMILES | O=C(O)[C@@H]1[C@@H]2C[C@H]3C4=C(CCN3C[C@@H]2CC[C@@H]1O)C1=CC=CC=C1N4 |
Properties
| Molecular Formula | C20H24N2O3 |
|---|---|
| Molecular Weight | 340.42 |
| Exact Mass | 340.17869 |
| Log P (ALogP) | 2.56 |
| TPSA | 76.56 |
| H-Bond Donors / Acceptors | 3 / 3 |
| Rotatable Bonds | 1 |
| Lipinski's Rule of 5 Violations | 0 |
| QED Drug-likeness | 0.75 |
| NP-likeness | 1.15 |
Classification
| NP Pathway | Alkaloids |
|---|---|
| NP Superclass | Tryptophan alkaloids |
| NP Class | Yohimbine-like alkaloids |
| Chemical Superclass | Alkaloids and derivatives |
| Chemical Class | Corynanthean-type alkaloids |
| Chemical Subclass | Corynanthean-type alkaloids |
Reported in GR-MAPs Plants
| Rauvolfia serpentina | as “Rauwolfia serpentina” 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.