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α-Carotene

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(Redirected fromAlpha-Carotene)
Previtamin

α-Carotene
Skeletal formula
Space-filling model
Names
IUPAC name
(6′R)-β,ε-Carotene
Systematic IUPAC name
1,3,3-Trimethyl-2-{(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-[(1R)-2,6,6-trimethylcyclohex-2-en-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl}cyclohex-1-ene
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-23,25-28,37H,15-16,24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+ checkY
    Key: ANVAOWXLWRTKGA-JLTXGRSLSA-N checkY
  • InChI=1/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-23,25-28,37H,15-16,24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+
    Key: ANVAOWXLWRTKGA-JLTXGRSLBQ
  • C\C2=C\CCC(C)(C)C2/C=CC(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(/C)CCCC1(C)C
Properties
C40H56
Molar mass536.873
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

α-Carotene (alpha-carotene) is a form ofcarotene with a β-ionone ring at one end and an α-ionone ring at the opposite end. It is the second most common form ofcarotene.

Human physiology

[edit]

In American and Chinese adults, the mean concentration of serum α-carotene was 4.71 μg/dL. Including 4.22 μg/dL among men and 5.31 μg/dL among women.[1][2]

Dietary sources

[edit]

The following vegetables are rich in alpha-carotene:[1]

Research

[edit]

A 2018 meta-analysis found that both dietary andcirculating α-carotene are associated with a lower risk of all-causemortality. The highest circulating α-carotene category, compared to the lowest, correlated with a 32% reduction in the risk of all-cause mortality, while increased dietary α-carotene intake was linked to a 21% decrease in the risk of all-cause mortality.[3]

References

[edit]
  1. ^abLi C, Ford ES, Zhao G, Balluz LS, Giles WH, Liu S (March 2011)."Serum α-carotene concentrations and risk of death among US Adults: the Third National Health and Nutrition Examination Survey Follow-up Study".Arch. Intern. Med.171 (6):507–15.doi:10.1001/archinternmed.2010.440.PMID 21098341. Archived fromthe original on November 29, 2010.
  2. ^Alpha-carotene Linked to Lower Mortality RatesArchived May 13, 2012, at theWayback Machine, Tufts Health and Nutrition Letter, March 2011
  3. ^Jayedi A, Rashidy-Pour A, Parohan M, Zargar MS, Shab-Bidar S (2018)."Dietary Antioxidants, Circulating Antioxidant Concentrations, Total Antioxidant Capacity, and Risk of All-Cause Mortality: A Systematic Review and Dose-Response Meta-Analysis of Prospective Observational Studies".Adv Nutr.9 (6):701–716.doi:10.1093/advances/nmy040.PMC 6247336.PMID 30239557.
Carotenes (C40)
Xanthophylls (C40)
Apocarotenoids (C<40)
Vitamin A retinoids (C20)
Retinoid drugs
Fat
soluble
A
D
E
K (B02B)
Water
soluble
B
C
Combinations
Types ofterpenes andterpenoids (# ofisoprene units)
Basic forms:
  • Acyclic (linear,cis andtrans forms)
  • Monocyclic (single ring)
  • Bicyclic (2 rings)
  • Iridoids (cyclopentane ring)
  • Iridoid glycosides (iridoids bound to a sugar)
  • Steroids (4 rings)
Hemiterpenoids (1)
Monoterpenes
(C10H16)(2)
Acyclic
Monocyclic
Bicyclic
Monoterpenoids
(2,modified)
Acyclic
Monocyclic
Bicyclic
Sesquiterpenoids (3)
Diterpenoids (4)
Acyclic
Monocyclic
Bicyclic
Tricyclic
Tetracyclic
Resin acids
Sesterterpenoids (5)
Triterpenoids (6)
Steroids
Other
Sesquarterpenes/oids (7)
Tetraterpenoids
(Carotenoids) (8)
Carotenes
Xanthophylls:
Polyterpenoids (many)
Norisoprenoids (modified)
Synthesis
Activated isoprene forms
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