Epoxyagroclavine

Epoxyagroclavine is an ergot alkaloid made by permafrost Penicillium.[1]

Epoxyagroclavine
Names
IUPAC name
6,8β-Dimethyl-8α,9α-epoxy-10β-ergoline
Systematic IUPAC name
(1aR,3aR,9bS,9cS)-1a,3-Dimethyl-1a,2,3,3a,4,6,9b,9c-octahydroindolo[4,3-fg]oxireno[2,3-c]quinoline
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C16H18N2O/c1-16-8-18(2)12-6-9-7-17-11-5-3-4-10(13(9)11)14(12)15(16)19-16/h3-5,7,12,14-15,17H,6,8H2,1-2H3/t12-,14+,15+,16-/m1/s1
    Key: WASFVUNJIDBCHV-SYAUCNOPSA-N
  • C[C@@]12CN([C@@H]3Cc4c[nH]c5c4c(ccc5)[C@@H]3[C@@H]1O2)C
Properties
C16H18N2O
Molar mass 254.327
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References
  1. Kozlovskiĭ, AG; Zhelifonova, VP; Adanin, VM; Antipova, TV; Ozerskaia, SM; Kochkina, GA; Grafe, U (2003). "[The fungus Penicillium citrinum Thom 1910 VKM FW-800 isolated from ancient permafrost sediments as a producer of the ergot alkaloids agroclavine-1 and epoxyagroclavine-1]". Mikrobiologiia. 72 (6): 816–21. PMID 14768549.


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