Affinine

Affinine
Names
	IUPAC name (2S,6R,14S,E)-5-ethylidene-14-(hydroxymethyl)-3,14-dimethyl-2,3,4,5,6,7-hexahydro-1H-2,6-methanoazecino[5,4-b]indol-8(9H)-one
	Other names 17-hydroxy-vobasan-3-one,
Identifiers
CAS Number	2134-82-9;
3D model (JSmol)	Interactive image;
ChemSpider	4444714;
PubChem CID	5281345;
CompTox Dashboard (EPA)	DTXSID70415107 ;
	InChI InChI=1S/C21H26N2O2/c1-4-13-11-23(3)19-9-15-14-7-5-6-8-17(14)22-20(15)18(25)10-16(13)21(19,2)12-24/h4-8,16,19,22,24H,9-12H2,1-3H3/b13-4-/t16-,19+,21+/m1/s1 Key: PROSDVOTXQJUDA-PGVNYQEXSA-N;
	SMILES C/C=C1CN(C)[C@H]2CC3=C(C(C[C@H]/1[C@]2(C)CO)=O)NC4=C3C=CC=C4;
Properties
Chemical formula	C20H24N2O2
Molar mass	324.424 g·mol−1
Melting point	265°C (decomp.)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Affinine is a monoterpenoid indole alkaloid which can be isolated from plants of the genus Tabernaemontana. Structurally it can be considered a member of the vobasine alkaloid family and may be synthesized from tryptophan. Limited pharmacological testing has indicated that it may be an effective inhibitor of both acetylcholinesterase and butyrylcholinesterase.

See also