Conofoline

Chemical compound

Conofoline is an alkaloid of the vinca alkaloid class which is closely related to conophylline. It is found in the leaves of some species in the genus Tabernaemontana,[1] including Tabernaemontana divaricata, and in Ervatamia peduncularis.[2]

Conofoline
Names
Preferred IUPAC name
Methyl (1aS,1′aS,1bS,1′bS,1b1R,1′b1R,3aS,8bS,8′bR,12′R,12aR,12′aR)-1b,1′b-diethyl-7′-hydroxy-5′,6′-dimethoxy-4-methyl-1a,1′a,1b,1′b,1b1,1′b1,2,2′,3,3a,4,4′,9,9′,10,10′,12a,12′a-octadecahydro-12H,12′H-[7,12′-bioxireno[2′,3′:6,7]indolizino[8,1-cd]carbazole]-3′-carboxylate
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C43H52N4O7/c1-7-40-12-11-28-42(13-15-46(38(40)42)20-27-35(40)53-27)23-17-21(9-10-25(23)45(28)3)30-33-36(54-33)41(8-2)19-22(37(49)52-6)34-43(14-16-47(30)39(41)43)24-18-26(48)31(50-4)32(51-5)29(24)44-34/h9-10,17-18,27-28,30,33,35-36,38-39,44,48H,7-8,11-16,19-20H2,1-6H3/t27-,28+,30-,33-,35-,36-,38+,39+,40-,41-,42+,43+/m1/s1
    Key: AXBZVPIBJWOFHO-XMONSFOZSA-N
  • CC[C@]12CC[C@H]3[C@@]4([C@H]1N(CC4)C[C@@H]5[C@H]2O5)C6=C(N3C)C=CC(=C6)[C@@H]7[C@@H]8[C@@H](O8)[C@]9(CC(=C1[C@@]2([C@H]9N7CC2)C2=CC(=C(C(=C2N1)OC)OC)O)C(=O)OC)CC
Properties
C43H52N4O7
Molar mass 736.910 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

See also

References

  1. ^ US 20070232533, "Use of Vinca Alkaloids and Salts Thereof" 
  2. ^ Buckingham, John; Baggaley, Keith H.; Roberts, Andrew D.; Szabo, Laszlo F. (2010). Dictionary of Alkaloids with CD-ROM. CRC Press. p. 453. ISBN 978-1-4200-7770-4.