Elymoclavine
Title: Elymoclavine
CAS Registry Number: 548-43-6
CAS Name: 8,9-Didehydro-6-methylergoline-8-methanol
Molecular Formula: C16H18N2O
Molecular Weight: 254.33
Percent Composition: C 75.56%, H 7.13%, N 11.01%, O 6.29%
Literature References: An ergot alkaloid obtained from cultures of fungi parasitic on Elymus mollis Trin.: Abe et al., US 2835675 (1958). Found in fungi parasitic on Pennisetum typhoideum Rich.: Stoll et al., Helv. Chim. Acta 37, 1815 (1954). Structure and stereochemistry: Schreier, Helv. Chim. Acta 41, 1984 (1958). Biosyntheses utilizing Claviceps cultures: Naidoo et al., Chem. Commun. 1970, 472; Ogunlana et al., ibid. 775; Seiler et al., ibid. 1394; Cavender, Anderson, Biochim. Biophys. Acta 208, 345 (1970).
Properties: Monoclinic prisms from methanol, 248-252° (dec). [a]D20 -59° (c = 0.1 in ethanol) (Abe); [a]D20 -152° (c = 0.9 in pyridine) (Stoll). uv max: 227, 283, 293 nm (log e 4.31, 3.84, 3.76). Fairly sol in water with alkaline reaction. Sol in pyridine; very slightly sol in organic solvents.
Optical Rotation: [a]D20 -59° (c = 0.1 in ethanol) (Abe); [a]D20 -152° (c = 0.9 in pyridine) (Stoll)
Absorption maximum: uv max: 227, 283, 293 nm (log e 4.31, 3.84, 3.76)

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