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COCONUT Compound
2beta,3alpha-epitaondiol
CNP0242325.3 · C27H40O3 · View on COCONUT ↗
2D Structure
Identifiers
| Name | 2beta,3alpha-epitaondiol |
|---|---|
| IUPAC Name | (1~{S},2~{R},11~{R},14~{S},15~{R},18~{S},20~{R})-1,8,11,15,19,19-hexamethyl-10-oxapentacyclo[12.8.0.0^{2,11}.0^{4,9}.0^{15,20}]docosa-4(9),5,7-triene-6,18-diol |
| COCONUT ID | CNP0242325.3 |
| InChIKey | LRMHPGVONLYGQD-XFNQIGALSA-N |
| InChI | InChI=1S/C27H40O3/c1-16-13-18(28)14-17-15-21-26(5)10-7-19-24(2,3)22(29)9-11-25(19,4)20(26)8-12-27(21,6)30-23(16)17/h13-14,19-22,28-29H,7-12,15H2,1-6H3/t19-,20-,21+,22-,25-,26-,27+/m0/s1 |
| SMILES | CC1=CC(O)=CC2=C1O[C@]1(C)CC[C@@H]3[C@](C)(CC[C@H]4C(C)(C)[C@@H](O)CC[C@]34C)[C@H]1C2 |
Properties
| Molecular Formula | C27H40O3 |
|---|---|
| Molecular Weight | 412.61 |
| Exact Mass | 412.29775 |
| Log P (ALogP) | 6.02 |
| TPSA | 49.69 |
| H-Bond Donors / Acceptors | 2 / 3 |
| Rotatable Bonds | 0 |
| Lipinski's Rule of 5 Violations | 1 |
| QED Drug-likeness | 0.55 |
| NP-likeness | 2.44 |
Classification
| NP Pathway | Polyketides |
|---|---|
| NP Superclass | Meroterpenoids |
| NP Class | Tetraketide meroterpenoids |
| Chemical Superclass | Organoheterocyclic compounds |
| Chemical Class | Naphthopyrans |
| Chemical Subclass | Naphthopyrans |
Reported in GR-MAPs Plants
| Vitex negundo | as “Vitex negundo var. cannabifolia” in COCONUT |
|---|---|
| Solanum lycopersicum | as “Solanum lycopersicum” in COCONUT |
References (2)
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.