Title: Hydroxylupanine
CAS Registry Number: 15358-48-2
CAS Name: [2S-(2a,7b,7ab,14b,14aa)]-Dodecahydro-2-hydroxy-7,14-methano-2H,11H-dipyrido[1,2-a:1¢,2¢-e][1,5]diazocin-11-one
Additional Names: octalupine; oxylupanine; 13-hydroxylupanine
Molecular Formula: C15H24N2O2
Molecular Weight: 264.36
Percent Composition: C 68.15%, H 9.15%, N 10.60%, O 12.10%
Literature References: From seed of Lupinus perennis L., L. angustifolius L. and L. polyphyllus Lindl., Leguminosae: Rink, Schäfer, Arch. Pharm. 287, 290 (1954); Winterfeld, Pies, ibid. 290, 537 (1957); Bohlmann, Winterfeldt, Ber. 93, 1956 (1960). Structure: Galinovsky et al., Monatsh. Chem. 81, 77 (1950). Biosynthesis: Schuette et al., Arch. Pharm. 296, 438 (1963).
Properties: Crystals from dry acetone, mp 169-170°. [a]D20 +45.6° (c = 1.49 in ethanol); [a]D20 +65.1° (c = 1.09 in water). Sol in water, alc, chloroform; slightly sol in benzene, ether.
Melting point: mp 169-170°
Optical Rotation: [a]D20 +45.6° (c = 1.49 in ethanol); [a]D20 +65.1° (c = 1.09 in water)
Derivative Type: Methiodide
Molecular Formula: C15H24N2O2.CH3I
Molecular Weight: 406.30
Percent Composition: C 47.30%, H 6.70%, N 6.89%, O 7.88%, I 31.23%
Properties: Needles from methanol + ether, mp 254-255°.
Melting point: mp 254-255°
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