β-Carotene (beta-carotene) is an organic, strongly colored red-orange pigment abundant in fungi, plants, and fruits. It is a member of the carotenes, which are terpenoids (isoprenoids), synthesized biochemically from eight isoprene units and thus having 40 carbons.
Dietary β-carotene is a provitamin A compound, converting in the body to retinol (vitamin A). In foods, it has rich content in carrots, pumpkin, spinach, and sweet potato. It is used as a dietary supplement and may be prescribed to treat erythropoietic protoporphyria, an inherited condition of sunlight sensitivity.
β-carotene is the most common carotenoid in plants. When used as a food coloring, it has the E number E160a.: 119 The structure was deduced in 1930.
Isolation of β-carotene from fruits abundant in carotenoids is commonly done using column chromatography. It is industrially extracted from richer sources such as the algae Dunaliella salina. The separation of β-carotene from the mixture of other carotenoids is based on the polarity of a compound. β-Carotene is a non-polar compound, so it is separated with a non-polar solvent such as hexane. Being highly conjugated, it is deeply colored, and as a hydrocarbon lacking functional groups, it is lipophilic. |
Read full article at Wikipedia
|
InChI=1S/C40H56O2/c1- 29(17- 13- 19- 31(3) 21- 23- 37- 33(5) 25- 35(41) 27- 39(37,7) 8) 15- 11- 12- 16- 30(2) 18- 14- 20- 32(4) 22- 24- 38- 34(6) 26- 36(42) 28- 40(38,9) 10/h11- 25,35- 37,41- 42H,26- 28H2,1- 10H3/b12- 11+,17- 13+,18- 14+,23- 21+,24- 22+,29- 15+,30- 16+,31- 19+,32- 20+/t35- ,36+,37- /m0/s1 |
KBPHJBAIARWVSC-RGZFRNHPSA-N |
CC(\C=C\C=C(C)\C=C\[C@H]1C(C)=C[C@H](O)CC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)C[C@@H](O)CC1(C)C |
|
food colouring
A food additive that imparts colour to food. In European countries, E-numbers for permitted food colours are from E 100 to E 199, divided into yellows (E 100-109), oranges (E 110-119), reds (E 120-129), blues and violets (E 130-139), greens (E 140-149), browns and blacks (E 150-159), and others (E 160-199).
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
|
|
food colouring
A food additive that imparts colour to food. In European countries, E-numbers for permitted food colours are from E 100 to E 199, divided into yellows (E 100-109), oranges (E 110-119), reds (E 120-129), blues and violets (E 130-139), greens (E 140-149), browns and blacks (E 150-159), and others (E 160-199).
|
|
View more via ChEBI Ontology
(3R,3'R,6'R)-β,ε-carotene-3,3'-diol
|
(3R,3'R,6S)-4,5-DIDEHYDRO-5,6-DIHYDRO-BETA,BETA-CAROTENE-3,3'-DIOL
|
PDBeChem
|
Bo-Xan
|
ChemIDplus
|
E 161b
|
ChEBI
|
Lutein
|
KEGG COMPOUND
|
lutein
|
UniProt
|
Xanthophyll
|
KEGG COMPOUND
|
4145
|
DrugCentral
|
C00003776
|
KNApSAcK
|
C08601
|
KEGG COMPOUND
|
CPD1F-119
|
MetaCyc
|
DB00137
|
DrugBank
|
HMDB0003233
|
HMDB
|
LMPR01070274
|
LIPID MAPS
|
LUT
|
PDBeChem
|
Lutein
|
Wikipedia
|
View more database links |
127-40-2
|
CAS Registry Number
|
KEGG COMPOUND
|
127-40-2
|
CAS Registry Number
|
ChemIDplus
|
2068550
|
Reaxys Registry Number
|
Reaxys
|
10714278
|
PubMed citation
|
Europe PMC
|
14670087
|
PubMed citation
|
Europe PMC
|
23543147
|
PubMed citation
|
Europe PMC
|
24451312
|
PubMed citation
|
Europe PMC
|
|