Title: Acacetin
CAS Registry Number: 480-44-4
CAS Name: 5,7-Dihydroxy-2-(4-methoxyphenyl)-4
H-1-benzopyran-4-one
Synonyms: 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
Synonyms: 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)