Title: Acacetin
CAS Registry Number: 480-44-4
CAS Name: 5,7-Dihydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
Additional Names: 5,7-dihydroxy-4¢-methoxyflavone; apigenin-4¢-methyl ether
Molecular Formula: C16H12O5
Molecular Weight: 284.26
Percent Composition: C 67.60%, H 4.26%, O 28.14%
Literature References: The aglycon of linarin, q.v., and of acaciin. Isoln from linarin: Zemplén, Bognar, Ber. 74B, 1818 (1941). From acaciin: Hattori, Acta Phytochim. 2, 105 (1925). Isoln from Robinia pseudoacacia L., Leguminosae: Nakazawa, Matsuura, J. Pharm. Soc. Jpn. 73, 481 (1953). Structure: Baker et al., J. Chem. Soc. 1951, 691. Synthesis: Robinson, Venkataraman, ibid. 1926, 2348; Zemplén, Bognar, Ber. 76B, 452 (1943); Narasimhachari, Seshadri, Proc. Indian Acad. Sci. 30A, 151 (1949); Simpson, Sci. Proc. R. Dublin Soc. 27, 111 (1956), C.A. 51, 8082a (1957).
Properties: Yellow needles from 95% alcohol, mp 263°. Sol in hot alc, practically insol in ether. Sol in alkalies with yellow color.
Melting point: mp 263°
Derivative Type: 7-Rhamnoglucoside
Additional Names: Acaciin
Molecular Formula: C28H32O14
Molecular Weight: 592.55
Percent Composition: C 56.75%, H 5.44%, O 37.80%
Literature References: From Robinia pseudacacia L., Leguminosae: Freudenberg, Hartmann, Ann. 587, 207 (1954). Structure: Zemplén, Mester, Magy. Kem. Foly. 56, 2 (1950), C.A. 45, 7977d (1951).
Properties: Needles from pyridine + water, mp 263°. [a] -85.3° (pyridine); -99.5° (glacial acetic acid). Sparingly soluble in cold, more sol in boiling water; slightly sol in organic solvents.
Melting point: mp 263°
Optical Rotation: [a] -85.3° (pyridine); -99.5° (glacial acetic acid)
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