alpha-Carotene

Title: a-Carotene
CAS Registry Number: 7488-99-5
Molecular Formula: C40H56
Molecular Weight: 536.87
Percent Composition: C 89.49%, H 10.51%
Literature References: About as widely distributed as its b-isomer, but in smaller amounts. Best sources for both the a- and b-isomers are carrots, palm oil, and green leaves of various species. As a provitamin A it is half as active as b-carotene. Found in the mother liquors after crystallizing b-carotene. Isoln by chromatography: Karrer, Walker, Helv. Chim. Acta 16, 641 (1933). Structure: Kuhn, Lederer, Ber. 64, 1349 (1931); Karrer et al., Helv. Chim. Acta 14, 614 (1931); 16, 975 (1933). Natural (+)-a-carotene has 6¢R configuration: Eugster et al., ibid. 52, 1729 (1969). Synthesis of dl-a-carotene: Eugster, Karrer, ibid. 38, 610 (1955); Tscharner et al., ibid. 40, 1676 (1957); Ruegg et al., ibid. 44, 985 (1961).
Properties: Deep purple prisms, polyhedra from petr ether or from benzene + methanol, mp 187.50° (evacuated tube). [a]18643 +385° (c = 0.08 in benzene). Absorption max (CHCl3): 485, 454 nm. More sol than b-carotene. Freely sol in carbon disulfide, chloroform; sol in ether, benzene. Slightly sol in petr ether, alcohol. 100 ml hexane dissolves 294 mg at 0°. Practically insol in water, acids, alkalies. Absorbs oxygen from the air, giving rise to inactive colorless oxidation products. The oxidation in light is autocatalytic. Store in darkness in sealed ampoules and at low temp (-20°C).
Melting point: mp 187.50° (evacuated tube)
Optical Rotation: [a]18643 +385° (c = 0.08 in benzene)
Absorption maximum: Absorption max (CHCl3): 485, 454 nm
Therap-Cat: Vitamin A precursor.
Therap-Cat-Vet: Vitamin A precursor for all species except cats.
Keywords: Vitamin/Vitamin Source; Vitamin A.
alpha-Chloralose alpha-Chlorohydrin alpha-Ergostenol alpha-Erythroidine alpha-Estradiol

α-Carotene
Alpha-carotene.svg
Space-filling model
Identifiers
CAS number 7488-99-5 N
PubChem 6419725
ChemSpider 3571861 YesY
UNII 45XWE1Z69V YesY
ChEBI CHEBI:28425 YesY
Jmol-3D images Image 1
Properties
Molecular formula C40H56
Molar mass 536.87 g mol−1
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

α-Carotene is a form of carotene with a β-ring at one end and an ε-ring at the opposite end. It is the second most common form of carotene.