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COCONUT Compound
O-Tigloylgymnemagenin
CNP0143751.3 · C35H56O7 · View on COCONUT ↗
2D Structure
Identifiers
| Name | O-Tigloylgymnemagenin |
|---|---|
| IUPAC Name | [(3~{R},4~{R},4~{a}~{R},5~{S},6~{a}~{R},6~{a}~{S},6~{b}~{R},8~{a}~{R},9~{R},10~{S},12~{a}~{R},14~{b}~{S})-4,5,10-trihydroxy-4~{a},9-bis(hydroxymethyl)-2,2,6~{a},6~{b},9,12~{a}-hexamethyl-1,3,4,5,6,6~{a},7,8,8~{a},10,11,12,13,14~{b}-tetradecahydropicen-3-yl] (~{E})-2-methylbut-2-enoate |
| COCONUT ID | CNP0143751.3 |
| InChIKey | ZVFCKHLBNXUAAD-DQGOMBRUSA-N |
| InChI | InChI=1S/C35H56O7/c1-9-20(2)29(41)42-28-27(40)35(19-37)22(16-30(28,3)4)21-10-11-24-31(5)14-13-25(38)32(6,18-36)23(31)12-15-33(24,7)34(21,8)17-26(35)39/h9-10,22-28,36-40H,11-19H2,1-8H3/b20-9+/t22-,23+,24+,25-,26-,27-,28-,31-,32-,33+,34+,35-/m0/s1 |
| SMILES | C/C=C(\C)C(=O)O[C@H]1[C@H](O)[C@]2(CO)[C@@H](O)C[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)[C@@](C)(CO)[C@@H]5CC[C@]43C)[C@@H]2CC1(C)C |
Properties
| Molecular Formula | C35H56O7 |
|---|---|
| Molecular Weight | 588.83 |
| Exact Mass | 588.40260 |
| Log P (ALogP) | 4.54 |
| TPSA | 127.45 |
| H-Bond Donors / Acceptors | 5 / 7 |
| Rotatable Bonds | 4 |
| Lipinski's Rule of 5 Violations | 1 |
| QED Drug-likeness | 0.19 |
| NP-likeness | 3.36 |
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
| Gymnema sylvester | as “Gymnema sylvestre” 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.