Hasubanan

Hasubanan
Names

IUPAC name (3aS-cis)-2,3,4,5-Tetrahydro-3a,9b-butano-1H-benz[e]indole
Identifiers
CAS Number	14510-67-9^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:35647^Y
ChemSpider	20152973^Y
PubChem CID	6857499
UNII	8K38RGP7SY^Y
CompTox Dashboard (EPA)	DTXSID60425891
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/s1^Y Key: RKWPQIQYRNOTMT-CVEARBPZSA-N^Y 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
SMILES C2C[C@]14CCCC[C@@]4(CCN1)c3ccccc23
Properties
Chemical formula	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). Y verify (what is ^YN ?) 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.^[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]

References

^ Zhang H, Yue J (2005). "Hasubanan type alkaloids from Stephania longa". J Nat Prod. 68 (8): 1201–7. doi:10.1021/np0500833. PMID 16124761.
^ 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.