Sinococuline

Sinococuline is a bioactive alkaloid found in Cocculus trilobus.[1]

Sinococuline
Names
IUPAC name
3,8-Dimethoxy-8,14-didehydro-9α,13α-morphinan-4,6β,7β-triol
Systematic IUPAC name
(2S,3S,4aS,10S)-2,3,4-Trihydroxy-1,5-dimethoxy-3,4,9,10-tetrahydro-2H-10,4a-(azanoethano)phenanthrene
Identifiers
3D model (JSmol)
UNII
  • InChI=1S/C18H23NO5/c1-23-12-4-3-9-7-10-14-17(24-2)15(21)11(20)8-18(14,5-6-19-10)13(9)16(12)22/h3-4,10-11,15,19-22H,5-8H2,1-2H3/t10-,11-,15-,18-/m0/s1
    Key: MFKPWBJXKCSPGK-KNORBDTNSA-N
  • COC1=C(C2=C(C[C@H]3C4=C([C@H]([C@H](C[C@]42CCN3)O)O)OC)C=C1)O
Properties
C18H23NO5
Molar mass 333.384 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. Itokawa, H; Tsuruoka, S; Takeya, K; Mori, N; Sonobe, T; Kosemura, S; Hamanaka, T (1987). "An antitumor morphinane alkaloid, sinococuline, from Cocculus trilobus". Chemical & Pharmaceutical Bulletin. 35 (4): 1660–2. doi:10.1248/cpb.35.1660. PMID 3652302.


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