Neothiobinupharidine

Neothiobinupharidine is a dimeric thiaspirane alkaloid isolated from the dwarf water lily Nuphar pumila. It exhibits weak immunosuppressive and cytotoxic bioactivity in cell line experiments.[1]

Neothiobinupharidine
Names
Preferred IUPAC name
(2′R,3′′R,6S,6′′S,9R,9′′R,9aS,9′′aS)-6,6′′-Di(furan-3-yl)-9,9′′-dimethyldodecahydro-2H,2′′H,4H,4′′H-dispiro[quinolizine-3,2′-thiolane-4′,3′′-quinolizine]
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
  • InChI=1S/C30H42N2O2S/c1-21-3-5-27(23-9-13-33-15-23)31-18-29(11-7-25(21)31)17-30(35-20-29)12-8-26-22(2)4-6-28(32(26)19-30)24-10-14-34-16-24/h9-10,13-16,21-22,25-28H,3-8,11-12,17-20H2,1-2H3/t21-,22-,25+,26+,27+,28+,29-,30-/m1/s1
    Key: WBMOHCBEBDKSBI-GUUMEGLWSA-N
  • C[C@@H]1CC[C@H](N2[C@H]1CC[C@]3(C2)C[C@@]4(CC[C@H]5[C@@H](CC[C@H](N5C4)c6ccoc6)C)SC3)c7ccoc7
Properties
C30H42N2O2S
Molar mass 494.74 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

References
  1. Matsuda, Hisashi; Nakamura, Seikou; Nakashima, Souichi; Fukaya, Masashi; Yoshikawa, Masayuki (2019). "Biofunctional Effects of Thiohemiaminal-Type Dimeric Sesquiterpene Alkaloids from Nuphar Plants". Chem. Pharm. Bull. 67 (7): 666–674. doi:10.1248/cpb.c18-01030. PMID 31257322. S2CID 195758107.


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