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Conodurine

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Conodurine
Names

IUPAC name methyl 17-ethyl-5-octadeca-3(11),4,6,8-tetraen-12-yl]-6-methoxy-3,13-diazapentacyclononadeca-2(10),4(9),5,7-tetraene-1-carboxylate
Identifiers
CAS Number	2665-57-8
3D model (JSmol)	Interactive image
ChemSpider	57260028
PubChem CID	5477056
UNII	GEA6LKA5NH
CompTox Dashboard (EPA)	DTXSID50420416
InChI InChI=1S/C43H52N4O5/c1-7-24-17-23-20-43(42(49)52-6)39-28(15-16-47(21-23)40(24)43)27-13-14-34(50-4)36(38(27)45-39)31-18-29-25(8-2)22-46(3)33(35(29)41(48)51-5)19-30-26-11-9-10-12-32(26)44-37(30)31/h8-14,23-24,29,31,33,35,40,44-45H,7,15-22H2,1-6H3/b25-8+Key: QJHYXWBJZHUJGS-ZNLRHDTNSA-N
SMILES CCC1CC2CC3(C1N(C2)CCC4=C3NC5=C4C=CC(=C5C6CC7C(C(CC8=C6NC9=CC=CC=C89)N(CC7=CC)C)C(=O)OC)OC)C(=O)OC
Properties
Chemical formula	C₄₃H₅₂N₄O₅
Molar mass	704.912 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references

Chemical compound

Conodurine is an acetylcholinesterase inhibitor and butyrylcholinesterase inhibitor isolated from Tabernaemontana.

See also

References

Vieira, IJ; Medeiros, WL; Monnerat, CS; Souza, JJ; Mathias, L; Braz-Filho, R; Pinto, AC; Sousa, PM; Rezende, CM; Epifanio Rde, A (Sep 2008). "Two fast screening methods (GC-MS and TLC-ChEI assay) for rapid evaluation of potential anticholinesterasic indole alkaloids in complex mixtures". An. Acad. Bras. Ciênc. 80 (3): 419–26. doi:10.1590/s0001-37652008000300003. PMID 18797794.
"Annals of the Brazilian Academy of Sciences" (PDF).
Kam TS, Sim KM (July 2003). "Conodurine, conoduramine, and ervahanine derivatives from Tabernaemontana corymbosa". Phytochemistry. 63 (5): 625–9. doi:10.1016/s0031-9422(03)00087-6. PMID 12809725.

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Acetylcholine metabolism and transport modulators

Enzyme
(modulators)

ChATTooltip Choline acetyltransferase

AChETooltip Acetylcholinesterase

BChETooltip Butyrylcholinesterase

Inhibitors: Affinine
Affinisine
Conodurine
Cymserine
Ladostigil
Profenamine (ethopropazine)
Rivastigmine
Tacrine
ZINC-12613047
Many of the other AChE inhibitors listed above

Transporter
(modulators)

CHTTooltip Choline transporter

Inhibitors: Hemicholinium-3 (hemicholine)
Triethylcholine

Enhancers: Coluracetam

VAChTTooltip Vesicular acetylcholine transporter

Inhibitors: Vesamicol

Release
(modulators)

SNAP-25Tooltip Synaptosomal-associated protein 25 inactivators: Botulinum toxin (A, C, E)

VAMPTooltip Vesicle-associated membrane protein inactivators: Botulinum toxin (B, D, F, G)

Others: Bungarotoxins (β-bungarotoxin, γ-bungarotoxin)

LPHNTooltip Latrophilin agonists: α-Latrotoxin

Others: Atracotoxins (e.g., robustoxin, versutoxin)
Crotoxin

See also: Receptor/signaling modulators; Muscarinic acetylcholine receptor modulators; Nicotinic acetylcholine receptor modulators

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