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COCONUT Compound
(1~{R},3~{S},4~{R},7~{R},9~{S},12~{S},13~{R},17~{S},19~{R},22~{S})-9-hydroxy-3,4,8,8,12,19,22-heptamethyl-14-oxo-23-oxahexacyclo[18.2.1.0^{3,16}.0^{4,13}.0^{7,12}.0^{17,22}]tricos-15-ene-19-carboxylic acid
CNP0324154.2 · C30H44O5 · View on COCONUT ↗
2D Structure
Identifiers
| Name | (1~{R},3~{S},4~{R},7~{R},9~{S},12~{S},13~{R},17~{S},19~{R},22~{S})-9-hydroxy-3,4,8,8,12,19,22-heptamethyl-14-oxo-23-oxahexacyclo[18.2.1.0^{3,16}.0^{4,13}.0^{7,12}.0^{17,22}]tricos-15-ene-19-carboxylic acid |
|---|---|
| IUPAC Name | (1~{R},3~{S},4~{R},7~{R},9~{S},12~{S},13~{R},17~{S},19~{R},22~{S})-9-hydroxy-3,4,8,8,12,19,22-heptamethyl-14-oxo-23-oxahexacyclo[18.2.1.0^{3,16}.0^{4,13}.0^{7,12}.0^{17,22}]tricos-15-ene-19-carboxylic acid |
| COCONUT ID | CNP0324154.2 |
| InChIKey | NGWKGSCSHDHHAJ-WGXBURMLSA-N |
| InChI | InChI=1S/C30H44O5/c1-25(2)19-8-11-29(6)23(26(19,3)10-9-20(25)32)18(31)12-16-17-13-28(5,24(33)34)21-14-27(17,4)22(35-21)15-30(16,29)7/h12,17,19-23,32H,8-11,13-15H2,1-7H3,(H,33,34)/t17-,19-,20-,21?,22+,23+,26-,27-,28+,29+,30+/m0/s1 |
| SMILES | CC1(C)[C@@H](O)CC[C@]2(C)[C@H]3C(=O)C=C4[C@@H]5C[C@@](C)(C(=O)O)C6C[C@]5(C)[C@@H](C[C@@]4(C)[C@]3(C)CC[C@@H]12)O6 |
Properties
| Molecular Formula | C30H44O5 |
|---|---|
| Molecular Weight | 484.68 |
| Exact Mass | 484.31887 |
| Log P (ALogP) | 5.40 |
| TPSA | 83.83 |
| H-Bond Donors / Acceptors | 2 / 4 |
| Rotatable Bonds | 1 |
| Lipinski's Rule of 5 Violations | 1 |
| QED Drug-likeness | 0.52 |
| 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.