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COCONUT Compound
(3S,4S)-3-[(E)-2-[(1S,4aR,5S,6S,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]-3,4-dihydroxyoxolan-2-one
CNP0211287.2 · C20H30O6 · View on COCONUT ↗
2D Structure
Identifiers
| IUPAC Name | (3S,4S)-3-[(E)-2-[(1S,4aR,5S,6S,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]-3,4-dihydroxyoxolan-2-one |
|---|---|
| COCONUT ID | CNP0211287.2 |
| InChIKey | YBXSJCQVCODUEQ-UTNDNSIVSA-N |
| InChI | InChI=1S/C20H30O6/c1-12-4-5-14-18(2,8-7-15(22)19(14,3)11-21)13(12)6-9-20(25)16(23)10-26-17(20)24/h6,9,13-16,21-23,25H,1,4-5,7-8,10-11H2,2-3H3/b9-6+/t13-,14+,15-,16-,18+,19+,20-/m0/s1 |
| SMILES | C=C1CC[C@@H]2[C@](C)(CC[C@H](O)[C@]2(C)CO)[C@H]1/C=C/[C@@]1(O)C(=O)OC[C@@H]1O |
Properties
| Molecular Formula | C20H30O6 |
|---|---|
| Molecular Weight | 366.45 |
| Exact Mass | 366.20424 |
| Log P (ALogP) | 0.93 |
| TPSA | 107.22 |
| H-Bond Donors / Acceptors | 4 / 6 |
| Rotatable Bonds | 3 |
| Lipinski's Rule of 5 Violations | 0 |
| QED Drug-likeness | 0.44 |
| NP-likeness | 2.75 |
Classification
| NP Pathway | Terpenoids |
|---|---|
| NP Superclass | Diterpenoids |
| NP Class | Labdane diterpenoids |
| Chemical Superclass | |
| Chemical Class | |
| Chemical Subclass |
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.