Title: Meteloidine
CAS Registry Number: 526-13-6
CAS Name: [1a,3b(E),5a,6a,7a]-2-Methyl-2-butenoic acid 6,7-dihydroxy-8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester
Additional Names: (E)-1aH,5aH-tropane-3a,6b,7b-triol 3-(2-methylcrotonate); 3-(3,6,7-tropanetriol) tiglate; 6,7-dihydroxytropinetiglic acid ester; 6,7-dihydroxy-3-tiglyloxytropane
Molecular Formula: C13H21NO4
Molecular Weight: 255.31
Percent Composition: C 61.16%, H 8.29%, N 5.49%, O 25.07%
Literature References: From leaves of Datura meteloides DC., Solanaceae: Pyman, Reynolds, J. Chem. Soc. 93, 2077 (1908); King, ibid. 115, 487 (1919); from D. ferox L.: Evans, Wellendorf, ibid. 1959, 1406. Stereochemistry: Heusner, Z. Naturforsch. 9b, 683 (1954). Synthesis: Zeile, Heusner, Arch. Pharm. 292, 238 (1959).
Properties: Flat needles from benzene, mp 141-142°. uv max: 217 nm (e 12,200). Freely sol in alcohol, chloroform, acetone; sparingly sol in water, ether, benzene.
Melting point: mp 141-142°
Absorption maximum: uv max: 217 nm (e 12,200)
Derivative Type: Hydrobromide dihydrate
Molecular Formula: C13H22BrNO4.2H2O
Molecular Weight: 372.25
Percent Composition: C 41.94%, H 7.04%, Br 21.47%, N 3.76%, O 25.79%
Properties: Chisel-shaped needles, when anhydr, mp 250°.
Melting point: mp 250°
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