| Class: | μ-Opioid receptor positive allosteric modulator or agonist; Analgesic |
| Cas Number: | 1357-76-2 |
| Pubchem: | 3035320 |
| Chemspiderid: | 2299598 |
| Chebi: | 138829 |
| Synonyms: | 3,9,15-Trihydroxyhetisan-2-yl benzoate |
| Iupac Name: | [(3''R'',4''R'',5''R'',11''S'',13''R'',16''R'',17''R'',18''R'')-4,13,18-trihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-3-yl] benzoate |
| C: | 27 |
| H: | 31 |
| N: | 1 |
| O: | 5 |
| Smiles: | C[C@]12CN3[C@H]4[C@H]1C5(C3C6C[C@H]7C[C@@]5(C6(C4)[C@@H](C7=C)O)O)C[C@H]([C@@H]2O)OC(=O)C8=CC=CC=C8 |
| Stdinchi: | 1S/C27H31NO5/c1-13-15-8-16-20-26-11-18(33-23(31)14-6-4-3-5-7-14)22(30)24(2)12-28(20)17(19(24)26)10-25(16,21(13)29)27(26,32)9-15/h3-7,15-22,29-30,32H,1,8-12H2,2H3/t15-,16?,17+,18+,19+,20?,21+,22-,24-,25?,26?,27-/m0/s1 |
| Stdinchikey: | FOIZZXKAYVIZQC-HBFXMWHYSA-N |
Ignavine is a naturally occurring diterpene alkaloid found in Aconiti tuber.[1] [2] [3] [4] It has been reported to act as a μ-opioid receptor (MOR) positive allosteric modulator (PAM).[5] The drug potentiated responses to the selective MOR agonist DAMGO at low concentrations but inhibited DAMGO at high concentrations. Ignavine alone has been found to produce analgesic effects in animals, but with a biphasic dose–response curve.[6] Although described as a MOR PAM, other research suggests that ignavine is a ligand of the orthosteric site of the MOR and does not act as a PAM. Instead, it may be a MOR partial agonist. However, more research is necessary to clarify its MOR actions. Ignavine was first isolated by 1952 and its reported MOR PAM activity was first reported by 2016.