Article · Wikipedia archive · Last revised Jun 17, 2026

Hasubanan

Hasubanan is an alkaloid with the chemical formula of C16H21N. It forms the central core of a class of alkaloids known collectively as hasubanans. The compound is derived from reticuline, as is morphinan, but is comparatively more oxidized and rearranged. It is similar to acutumine.

Last revised
Jun 17, 2026
Read time
≈ 1 min
Length
194 w
Citations
2
Source
Wikipedia ↗
Hasubanan
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Names
IUPAC name
(3aS-cis)-2,3,4,5-Tetrahydro-3a,9b-butano-1H-benz[e]indole
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
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 checkY
    Key: RKWPQIQYRNOTMT-CVEARBPZSA-N checkY
  • 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.

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

See also

See also

References

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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