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Hasubanan

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Hasubanan
Names
IUPAC name (3aS-cis)-2,3,4,5-Tetrahydro-3a,9b-butano-1H-benzindole
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • 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/s1Key: RKWPQIQYRNOTMT-CVEARBPZSA-N
  • 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/s1Key: RKWPQIQYRNOTMT-CVEARBPZBP
SMILES
  • C2C14CCCC4(CCN1)c3ccccc23
Properties
Chemical formula C16H21N
Molar mass 227.351 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

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.

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

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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