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Raucaffrinoline

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Raucaffrinoline
Names
IUPAC name nonadeca-2,4,6,8-tetraen-18-yl] acetate
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
KEGG
PubChem CID
UNII
InChI
  • InChI=1S/C21H24N2O3/c1-10-13(9-24)12-7-16-19-21(14-5-3-4-6-15(14)22-19)8-17(23(10)16)18(12)20(21)26-11(2)25/h3-6,10,12-13,16-18,20,24H,7-9H2,1-2H3/t10-,12-,13-,16-,17-,18?,20+,21+/m0/s1Key: XIMPCXFLDSKALH-FXRWJBKJSA-N
SMILES
  • C1(2C3N14C2(5(C4)C3=NC6=CC=CC=C56)OC(=O)C)CO
Properties
Chemical formula C21H24N2O3
Molar mass 352.434 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Raucaffrinoline is an indole alkaloid isolated from the leaves of various plants in the Rauvolfia family, such as Rauvolfia yunnanensis.

References

  1. Khan MA, Siddiqui S (February 1972). "Isolation and structure of raucaffrinoline--a new alkaloid from Rauwolfia caffra sonder". Experientia. 28 (2): 127–128. doi:10.1007/BF01935708. PMID 5020328.
  2. Rosenthal C, Mueller U, Panjikar S, Sun L, Ruppert M, Zhao Y, et al. (December 2006). "Expression, purification, crystallization and preliminary X-ray analysis of perakine reductase, a new member of the aldo-keto reductase enzyme superfamily from higher plants". Acta Crystallographica. Section F, Structural Biology and Crystallization Communications. 62 (Pt 12): 1286–1289. doi:10.1107/S174430910605041X. PMC 2225361. PMID 17142919.
  3. Cao P, Liang Y, Gao X, Li XM, Song ZQ, Liang G (November 2012). "Monoterpenoid indole alkaloids from Alstonia yunnanensis and their cytotoxic and anti-inflammatory activities". Molecules. 17 (11): 13631–13641. doi:10.3390/molecules171113631. PMC 6268798. PMID 23159924.
  4. Geng CA, Liu XK (September 2013). "Five new indole alkaloids from the leaves of Rauvolfia yunnanensis". Fitoterapia. 89: 42–47. doi:10.1016/j.fitote.2013.05.017. PMID 23707746.
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