2609. Cryptoxanthin
Nomenclature
CAS number: 472-70-8
(3R)-β,β-Caroten-3-ol; cryptoxanthol; caricaxanthin; hydroxy-β-carotene; β-caroten-3-ol; all-trans-cryptoxanthin. C40H56O; mol wt 552.87.
C 86.90%, H 10.21%, O 2.89%.
Description and references
Carotenoid pigment with vitamin A activity, best isolated from petals and berries of Physalis species: Kuhn, Grundmann, Ber. 66, 1746 (1933). Widely distributed, also was isolated from orange rind, Carica papaya L., Caricaceae, Cucurbita pepo L., Cucurbitaceae, Zea mays L., Gramineae, egg yolk, butter, bovine blood serum. Structure: Kuhn, Grundmann, Ber. 66, 1746 (1933); Karrer, Schlientz, Helv. Chim. Acta 17, 55 (1934); Cholnoky et al., Ann. 616, 207 (1958). Total synthesis: Isler et al., Helv. Chim. Acta 40, 456 (1957); Loeber et al., J. Chem. Soc. C 1971, 404.
Properties
Red plates with metallic luster from ether + methanol. mp 158-159° (racemate); 169° (natural). Absorption max: 452, 480 nm (E1%1cm 2380, 2080). Freely sol in chloroform, benzene, pyridine, carbon disulfide. Less sol in ligroin, petr ether, alcohol, methanol.Derivative
Monoacetate.C42H58O2; mol wt 594.91.
C 84.79%, H 9.83%, O 5.38%.