Hasubanan

Last updated
Hasubanan
Hasubanan.svg
Names
IUPAC name
(3aS-cis)-2,3,4,5-Tetrahydro-3a,9b-butano-1H-benz[e]indole
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
PubChem CID
UNII
  • InChI=1S/C16H21N/c1-2-6-14-13(5-1)7-10-16-9-4-3-8-15(14,16)11-12-17-16/h1-2,5-6,17H,3-4,7-12H2/t15-,16+/m1/s1 Yes check.svgY
    Key: RKWPQIQYRNOTMT-CVEARBPZSA-N Yes check.svgY
  • InChI=1/C16H21N/c1-2-6-14-13(5-1)7-10-16-9-4-3-8-15(14,16)11-12-17-16/h1-2,5-6,17H,3-4,7-12H2/t15-,16+/m1/s1
    Key: RKWPQIQYRNOTMT-CVEARBPZBP
  • C2C[C@]14CCCC[C@@]4(CCN1)c3ccccc23
Properties
C16H21N
Molar mass 227.351 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Hasubanan is an alkaloid with the chemical formula of C16H21N. It forms the central core of a class of alkaloids known collectively as hasubanans. [1] The compound is derived from reticuline, as is morphinan, but is comparatively more oxidized and rearranged. It is similar to acutumine.

Contents

Various alkaloids of this family have been synthesized in the laboratories. [2]

See also

References

  1. ↑ Zhang H, Yue J (2005). "Hasubanan type alkaloids from Stephania longa". J Nat Prod. 68 (8): 1201–7. doi:10.1021/np0500833. PMID   16124761.
  2. ↑ Ikonnikova, Viktoria A.; Baranov, Mikhail S.; Mikhaylov, Andrey A. (2022-07-18). "Developments in the Synthesis of Hasubanan Alkaloids" . European Journal of Organic Chemistry. 2022 (31) ejoc.202200675. doi:10.1002/ejoc.202200675. ISSN   1434-193X. S2CID   250661115.
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