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| Cryptoxanthin1 | |
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| IUPAC name | (R)-3,5,5-Trimethyl-4-[3,7,12,16- tetramethyl-18-(2,6,6-trimethylcyclohex- 1-enyl)-octadeca-1,3,5,7,9,11,13,15,17- nonaenyl]-cyclohex-3-enol |
| Other names | (3R)-β,β-Caroten-3-ol Cryptoxanthol Caricaxanthin (R)-all-trans-β-Caroten-3-ol Hydroxy-β-carotene |
| Identifiers | |
| CAS number | 472-70-8 |
| SMILES |
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| Properties | |
| Molecular formula | C40H56O |
| Molar mass | 552.85 g/mol |
| Density | ? g/cm3 |
| Melting point |
169 °C |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox references |
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Cryptoxanthin is a natural carotenoid pigment. It has been isolated from a variety of sources including the petals and flowers of plants in the genus Physalis, orange rind, papaya, egg yolk, butter, apples, and bovine blood serum.1
Chemistry
Structurally, cryptoxanthin is closely related to beta-carotene, with only the addition of a hydroxyl group. It is a member of the class of carotenoids known as xanthophylls.
In a pure form, cryptoxanthin is a red crystalline solid with a metallic luster. It is freely soluble in chloroform, benzene, pyridine and carbon disulfide.1
Biology and medicine
In the human body, cryptoxanthin is converted to vitamin A (retinol) and is therefore considered a provitamin A. As with other carotenoids, cryptoxanthin is an antioxidant and may help prevent free radical damage to cells and DNA.
Recent findings of an inverse association between β-cryptoxanthin and lung cancer risk in several observational epidemiological studies suggest that β-cryptoxanthin could potentially act as a chemopreventive agent against lung cancer.2
References
- ^ a b c Merck Index, 11th Edition, 2612.
- ^ β-Cryptoxanthin suppresses the growth of immortalized human bronchial epithelial cells and non-small-cell lung cancer cells and up-regulates retinoic acid receptor b expression. Lian, Fuzhi; Hu, Kang-Quan; Russell, Robert M.; Wang, Xiang-Dong. International Journal of Cancer (2006), 119(9), 2084-2089.
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- This page was last modified on 21 October 2008, at 06:48.
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