Strigol
Title: Strigol
CAS Registry Number: 11017-56-4
CAS Name: (3E,3aR,5S,8bS)-3-[[[(2R)-2,5-Dihydro-4-methyl-5-oxo-2-furanyl]oxy]methylene]-3,3a,4,5,6,7,8,8b-octahydro-5-hydroxy-8,8-dimethyl-2H-indeno[1,2-b]furan-2-one
Molecular Formula: C19H22O6
Molecular Weight: 346.37
Percent Composition: C 65.88%, H 6.40%, O 27.71%
Literature References: Potent seed germination stimulant for the root parasite, witchweed, Striga lutea Lour. isolated from root exudates of cotton, Gossypium hirsutum L.: C. E. Cook et al., Science 154, 1189 (1966). Structure: eidem, J. Am. Chem. Soc. 94, 6198 (1972). Crystal structure: P. Coggan et al., J. Chem. Soc. Perkin Trans. 2 1973, 465. Synthesis: J. B. Heather et al., J. Am. Chem. Soc. 98, 3661 (1976); of (±)-form: G. A. MacAlpine et al., Chem. Commun. 1974, 834; eidem, J. Chem. Soc. Perkin Trans. 1 1976, 410. Synthesis of analogs: A. W. Johnson et al., ibid. 1981, 1734. Witchweed seed germination stimulating activity: A. L. Hsiao et al., Weed Sci. 29, 101 (1981); A. B. Pepperman et al., ibid. 30, 561 (1982).
Properties: White needles from benzene-hexane, mp 200-202° (dec). [a]D25 +293° (c = 0.15 in CHCl3). uv max: 234 nm (e 17700). Sol in acetone, methylene chloride. Moderately sol in benzene; insol in hexane.
Melting point: mp 200-202° (dec)
Optical Rotation: [a]D25 +293° (c = 0.15 in CHCl3)
Absorption maximum: uv max: 234 nm (e 17700)

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