Scholarine

Names
IUPAC name

Methyl (19S)-19-hydroxy-12-methoxy-2,16-didehydrocuran-17-oate

Systematic IUPAC name

Methyl (3aS,5S,11bR,12S)-12-[(1S)-1-hydroxyethyl]-8-methoxy-1,2,3a,4,5,7-hexahydro-3,5-ethanopyrrolo[2,3-d]carbazole-6-carboxylate

Other names

12-Methoxyechitamidine

Identifiers

3D model (JSmol)

* Interactive image

ChEBI |

* CHEBI:70501

ChEMBL |

* ChEMBL523826

ChemSpider |

* 10202305

PubChem CID

* 21586664

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/s1

Key: FNDWOLJMJUSGOB-CSXNJMRASA-N

SMILES

* C[C@@H]([C@@H]1CN2CC[C@@]34[C@@H]2C[C@@H]1C(=C3Nc5c4cccc5OC)C(=O)OC)O

Properties

Chemical formula

| C21H26N2O4
Molar mass | 370.449 g·mol−1

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Infobox references

Tracking categories (test):

* SizeSet

Scholarine is an alkaloid isolated initially from Alstonia scholaris by Banerji and Siddhanta. Subsequently, it was obtained from the West African tree Alstonia boonei.[1] The derivative N-Formylscholarine has been isolated from the fruit pods of Alstonia scholaris.[2]

Chemical structure of N-formylscholarine

## See also

* Scholaricine

## References

1. ↑ John Edwin Saxton (15 December 1994). Monoterpenoid indole alkaloids: Supplement to Part 4. 4. Wiley. p. 287. ISBN 978-0-471-95112-4. https://books.google.com/books?id=5eFPAAAAYAAJ. 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.

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

## External links

* A Review of the Ethnobotany and Pharmacological Importance of Alstonia boonei De Wild (Apocynaceae)

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*[CID]: Compound ID