19,20-Dihydroervahanine A

19,20-Dihydroervahanine A
Identifiers
	IUPAC name methyl (1S,15R,17S,18S)-17-ethyl-6-[(1S,12R,14S,15S,18S)-15-ethyl-18-methoxycarbonyl-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraen-12-yl]-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate;
CAS Number	175478-70-3;
PubChem CID	70687579;
ChEMBL	ChEMBL2018162;
Chemical and physical data
Formula	C42H52N4O4
Molar mass	676.902 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC[C@H]1C[C@H]2C[C@@]3([C@H]1N(C2)CCC4=C3NC5=C4C=CC(=C5)[C@H]6C[C@@H]7[C@@H](CN([C@H](C7C(=O)OC)CC8=C6NC9=CC=CC=C89)C)CC)C(=O)OC;
	InChI InChI=InChI=1S/C42H52N4O4/c1-6-24-16-23-20-42(41(48)50-5)38-29(14-15-46(21-23)39(24)42)28-13-12-26(17-34(28)44-38)31-18-30-25(7-2)22-45(3)35(36(30)40(47)49-4)19-32-27-10-8-9-11-33(27)43-37(31)32/h8-13,17,23-25,30-31,35-36,39,43-44H,6-7,14-16,18-22H2,1-5H3/t23-,24-,25+,30+,31+,35-,36?,39-,42+/m0/s1; Key:PKHROTRJQXGCIW-XIVABZEMSA-N;

19,20-Dihydroervahanine A is an alkaloid, a natural product which is found in the root of the South-East Asian plant Tabernaemontana divaricata.^[1]

It acts as a potent acetylcholinesterase inhibitor, thus could be beneficial for dementia and Alzheimer's disease. It is a reversible inhibitor with more inhibitory activity than a well known drug galantamine.^[2]

References

^ Ingkaninan K, Changwijit K, Suwanborirux K (June 2006). "Vobasinyl-iboga bisindole alkaloids, potent acetylcholinesterase inhibitors from Tabernaemontana divaricata root". The Journal of Pharmacy and Pharmacology. 58 (6): 847–52. doi:10.1211/jpp.58.6.0015. PMID 16734986.
^ Pratchayasakul W, Pongchaidecha A, Chattipakorn N, Chattipakorn S (April 2008). "Ethnobotany & ethnopharmacology of Tabernaemontana divaricata" (PDF). The Indian Journal of Medical Research. 127 (4): 317–35. PMID 18577786.

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