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| Beta-carotene | |
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| IUPAC name | 1,3,3-trimethyl-2-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)- 3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-1-cyclohexenyl) octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohexene |
| Identifiers | |
| CAS number | [7235-40-7] |
| PubChem | |
| SMILES | CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC=CC= C(C)C=CC=C(C) C=CC2=C(CCCC2(C)C)C)C)C |
| Properties | |
| Molecular formula | C40H56 |
| Molar mass | 536.873 |
| Appearance | red-purple |
| Density | 0.941 ± 0.06 g/cm3 |
| Melting point |
180-182 |
| Solubility in water | insol in water, sol. in CHCl3 |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references | |
Beta-carotene is an organic compound and a terpenoid. As a carotene with β-rings at both ends, it is the most common form of carotene. It is a form of Vitamin A.Susan D. Van Arnum (1998). "Vitamin A in Kirk-Othmer Encyclopedia of Chemical Technology" (45): 99-107. New York: John Wiley. doi:10.1002/0471238961.2209200101181421.a01. Being highly conjugated, it is deeply colored, and as a hydrocarbon lacking fuctional groups, it is very lipophilic.
The structure was deduced by Karrer et al.P. Karrer, A. Helfenstein, H. Wehrli, A. Wettstein (1930). "Pflanzenfarbstoffe XXV. Über die Konstitution des Lycopins und Carotins". Helvetica Chimica Acta 13: 1084-1099. doi:10.1002/hlca.19300130532. In nature, β-carotene is a precursor to vitamin A via the action of β-carotene dioxygenase β-carotene is also the substance in carrots that colours them orange. β-Carotenoid is biosynthesized from geranylgeranyl pyrophosphate.
| Carotenoids | |
|---|---|
| Carotenes: | Carotene (Alpha-carotene · Beta-carotene) · Lycopene · Phytoene • Phytofluene · Neurosporene |
| Retinoids: | Acitretin · Alitretinoin · Bexarotene · Etretinate · Fenretinide · Isotretinoin · Retinaldehyde · Tazarotene · Vitamin A (Retinol, Tretinoin) |
| Xanthophylls: | Astaxanthin · Canthaxanthin · Citranaxanthin · Cryptoxanthin · Flavoxanthin · Fucoxanthin · Lutein · Rhodoxanthin · Rubixanthin · Violaxanthin · Zeaxanthin |
| Vitamins (A11) | |
|---|---|
| fat soluble | A (Retinol, Beta-carotene, Tretinoin, Alpha-carotene) - D (Ergocalciferol, Cholecalciferol, Dihydrotachysterol, Calcitriol, Calcidiol) - E (Tocopherol, Tocotrienol) - K (Naphthoquinone, Phylloquinone/K1, Menatetrenone/K2) |
| water soluble: B vitamins | B1 (Thiamine, Sulbutiamine, Benfotiamine) - B2 (Riboflavin) - B3 (Niacin, Nicotinamide) - B5 (Pantothenic acid, Dexpanthenol, Pantethine) - B6 (Pyridoxine, Pyridoxal phosphate) - B7 (Biotin) - B9 (Folic acid) - B12 (Cyanocobalamin, Hydroxocobalamin, Methylcobalamin, Cobamamide) |
| water soluble: other | C (Ascorbic acid) - Choline |
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