×
![]()
COCONUT Compound
(1~{R},5~{R},6~{S},9~{S},11~{S},14~{R},15~{S},18~{S},21~{R})-9-hydroxy-6,10,10,14,15,18,21-heptamethyl-23-oxahexacyclo[19.2.1.0^{1,18}.0^{2,15}.0^{5,14}.0^{6,11}]tetracos-2-ene-4,22-dione
CNP0144619.2 · C30H44O4 · View on COCONUT ↗
2D Structure
Identifiers
| IUPAC Name | (1~{R},5~{R},6~{S},9~{S},11~{S},14~{R},15~{S},18~{S},21~{R})-9-hydroxy-6,10,10,14,15,18,21-heptamethyl-23-oxahexacyclo[19.2.1.0^{1,18}.0^{2,15}.0^{5,14}.0^{6,11}]tetracos-2-ene-4,22-dione |
|---|---|
| COCONUT ID | CNP0144619.2 |
| InChIKey | NCFVZZZXSIOSQB-HONPEXLGSA-N |
| InChI | InChI=1S/C30H44O4/c1-24(2)19-8-11-29(7)22(27(19,5)10-9-21(24)32)18(31)16-20-28(29,6)15-14-26(4)13-12-25(3)17-30(20,26)34-23(25)33/h16,19,21-22,32H,8-15,17H2,1-7H3/t19-,21+,22-,25-,26-,27+,28-,29-,30+/m1/s1 |
| SMILES | CC1(C)[C@H]2CC[C@]3(C)[C@H](C(=O)C=C4[C@@]56C[C@@](C)(CC[C@]5(C)CC[C@]43C)C(=O)O6)[C@@]2(C)CC[C@@H]1O |
Properties
| Molecular Formula | C30H44O4 |
|---|---|
| Molecular Weight | 468.68 |
| Exact Mass | 468.32396 |
| Log P (ALogP) | 6.01 |
| TPSA | 63.60 |
| H-Bond Donors / Acceptors | 1 / 4 |
| Rotatable Bonds | 0 |
| Lipinski's Rule of 5 Violations | 1 |
| QED Drug-likeness | 0.44 |
| NP-likeness | 3.12 |
Classification
| NP Pathway | Terpenoids |
|---|---|
| NP Superclass | Triterpenoids |
| NP Class | Oleanane triterpenoids |
| Chemical Superclass | Lipids and lipid-like molecules |
| Chemical Class | Prenol lipids |
| Chemical Subclass | Triterpenoids |
Reported in GR-MAPs Plants
| Glycyrrhiza glabra | as “Glycyrrhiza glabra” 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.