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COCONUT Compound
(~{Z})-2-[2-[(1~{R},4~{a}~{R},5~{R},6~{R},8~{a}~{S})-6-hydroxy-5-(hydroxymethyl)-5,8~{a}-dimethyl-2-methylene-decalin-1-yl]ethyl]-4-hydroxy-but-2-enoic acid
CNP0407212.2 · C20H32O5 · View on COCONUT ↗
2D Structure
Identifiers
| IUPAC Name | (~{Z})-2-[2-[(1~{R},4~{a}~{R},5~{R},6~{R},8~{a}~{S})-6-hydroxy-5-(hydroxymethyl)-5,8~{a}-dimethyl-2-methylene-decalin-1-yl]ethyl]-4-hydroxy-but-2-enoic acid |
|---|---|
| COCONUT ID | CNP0407212.2 |
| InChIKey | SSCXIOHKJCIXKI-WKWKDWJHSA-N |
| InChI | InChI=1S/C20H32O5/c1-13-4-7-16-19(2,10-8-17(23)20(16,3)12-22)15(13)6-5-14(9-11-21)18(24)25/h9,15-17,21-23H,1,4-8,10-12H2,2-3H3,(H,24,25)/b14-9-/t15-,16-,17-,19+,20+/m1/s1 |
| SMILES | C=C1CC[C@H]2[C@](C)(CO)[C@H](O)CC[C@@]2(C)[C@@H]1CC/C(=C/CO)C(=O)O |
Properties
| Molecular Formula | C20H32O5 |
|---|---|
| Molecular Weight | 352.47 |
| Exact Mass | 352.22497 |
| Log P (ALogP) | 2.51 |
| TPSA | 97.99 |
| H-Bond Donors / Acceptors | 4 / 4 |
| Rotatable Bonds | 6 |
| Lipinski's Rule of 5 Violations | 0 |
| QED Drug-likeness | 0.43 |
| NP-likeness | 3.12 |
Classification
| NP Pathway | Terpenoids |
|---|---|
| NP Superclass | Diterpenoids |
| NP Class | Labdane diterpenoids |
| Chemical Superclass | Lipids and lipid-like molecules |
| Chemical Class | Prenol lipids |
| Chemical Subclass | Diterpenoids |
Reported in GR-MAPs Plants
| Andrographis paniculata | as “Andrographis paniculata” 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.