Title: Absinthin
CAS Registry Number: 1362-42-1
CAS Name: [3S-(3a,3aa,6b,6aa,6bb,7a,7ab,8a,10ab,11b,13aa,13ba,13cb,14bb)]-3,3a,4,5,6,6a,6b,7,7a,8,9,10,10a,13a,13c,14b-Hexadecahydro-6,8-dihydroxy-3,6,8,11,14,15-hexamethyl-2H-7,13b-ethenopentaleno[1¢¢,2¢¢:6,7;5¢¢,4¢¢:6¢,7¢]dicyclohepta[1,2-b:1¢,2¢-b¢]difuran-2,12(11H)-dione
Additional Names: absinthiin; absynthin
Molecular Formula: C30H40O6
Molecular Weight: 496.64
Percent Composition: C 72.55%, H 8.12%, O 19.33%
Literature References: Chief bitter principle of wormwood, Artemisia absinthium L., Compositae. Isoln by chromatography: V. Herout et al., Collect. Czech. Chem. Commun. 21, 1485 (1956); see also Chem. Ind. (London) 1955, 569. Structural studies: L. Novotny et al., ibid. 1958, 465; Collect. Czech. Chem. Commun. 25, 1492 (1960); K. Vokác et al., Tetrahedron Lett. 9, 3855 (1968). Structure: J. Beauhaire et al., ibid. 21, 3191 (1980). Total synthesis: W. Zhang et al., J. Am. Chem. Soc. 127, 18 (2005).
Properties: Colorless crystals from benzene, mp 165-166° (dec). [a]D20 +107.0° (c = 1.9 in CHCl3); [a]D20 +103.5° (c = 1.0 in CHCl3).
Melting point: mp 165-166° (dec)
Optical Rotation: [a]D20 +107.0° (c = 1.9 in CHCl3); [a]D20 +103.5° (c = 1.0 in CHCl3) |