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Sinococuline

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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
CAS Number
3D model (JSmol)
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • 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/s1Key: MFKPWBJXKCSPGK-KNORBDTNSA-N
SMILES
  • COC1=C(C2=C(C3C4=C(((C42CCN3)O)O)OC)C=C1)O
Properties
Chemical formula C18H23NO5
Molar mass 333.384 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Sinococuline is a bioactive alkaloid found in Cocculus trilobus.

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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