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Scholarine

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Scholarine
Names
IUPAC name Methyl (19S)-19-hydroxy-12-methoxy-2,16-didehydrocuran-17-oate
Systematic IUPAC name Methyl (3aS,5S,11bR,12S)-12--8-methoxy-1,2,3a,4,5,7-hexahydro-3,5-ethanopyrrolocarbazole-6-carboxylate
Other names 12-Methoxyechitamidine
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C21H26N2O4/c1-11(24)13-10-23-8-7-21-14-5-4-6-15(26-2)18(14)22-19(21)17(20(25)27-3)12(13)9-16(21)23/h4-6,11-13,16,22,24H,7-10H2,1-3H3/t11-,12-,13-,16-,21+/m0/s1Key: FNDWOLJMJUSGOB-CSXNJMRASA-N
SMILES
  • C(1CN2CC342C1C(=C3Nc5c4cccc5OC)C(=O)OC)O
Properties
Chemical formula C21H26N2O4
Molar mass 370.449 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Scholarine is an alkaloid isolated initially from Alstonia scholaris by Banerji and Siddhanta. Subsequently, it was obtained from the West African tree Alstonia boonei. The derivative N-Formylscholarine has been isolated from the fruit pods of Alstonia scholaris.

Chemical structure of N-formylscholarine

See also

References

  1. John Edwin Saxton (15 December 1994). Monoterpenoid indole alkaloids: Supplement to Part 4. Vol. 4. Wiley. p. 287. ISBN 978-0-471-95112-4. Retrieved 25 August 2013.
  2. Jain, L; Pandey, MB; Singh, S; Singh, AK; Pandey, VB (2009). "A new indole alkaloid from Alstonia scholaris". Natural Product Research. 23 (17): 1599–602. doi:10.1080/14786410802547499. PMID 19851925. S2CID 26325499.

Scholarine from Alstonia scholaris: Banerji, A. and Siddhanta, A.K., "Schloraine: An Indole Alkaloid of Alstonia scholaris". Phytochemistry, 20: 540–42, 1981.

External links

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