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Fucoxanthin information


Fucoxanthin
Names
IUPAC name
(3S,5R,6M,3′S,5′R,6′S)-5′,6′-Epoxy-5,3′-dihydroxy-8′-oxo-6,7-didehydro-5,6,5′,6′,7′,8′-hexahydro-β,β-caroten-3-yl acetate
Systematic IUPAC name
(1S,3R,4M)-3-Hydroxy-4-{(3E,5E,7E,9E,11E,13E,15E,17E)-18-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3,7,12,16-tetramethyl-17-oxooctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-ylidene}-3,5,5-trimethylcyclohexyl acetate
Identifiers
CAS Number
  • 3351-86-8 checkY
3D model (JSmol)
  • Interactive image
3DMet
  • B05481
Beilstein Reference
6580822
ChEBI
  • CHEBI:5186
ChEMBL
  • ChEMBL1575074
ChemSpider
  • 21864745 ☒N
ECHA InfoCard 100.212.315 Edit this at Wikidata
EC Number
  • 686-524-6
KEGG
  • C08596
PubChem CID
  • 5281239
UNII
  • 06O0TC0VSM checkY
CompTox Dashboard (EPA)
  • DTXSID901031617 Edit this at Wikidata
InChI
  • InChI=1S/C42H58O6/c1-29(18-14-19-31(3)22-23-37-38(6,7)26-35(47-33(5)43)27-40(37,10)46)16-12-13-17-30(2)20-15-21-32(4)36(45)28-42-39(8,9)24-34(44)25-41(42,11)48-42/h12-22,34-35,44,46H,24-28H2,1-11H3/b13-12+,18-14+,20-15+,29-16+,30-17+,31-19+,32-21+/t23-,34-,35-,40+,41+,42-/m0/s1 ☒N
    Key: SJWWTRQNNRNTPU-XJUZQKKNSA-N ☒N
  • InChI=1/C42H58O6/c1-29(18-14-19-31(3)22-23-37-38(6,7)26-35(47-33(5)43)27-40(37,10)46)16-12-13-17-30(2)20-15-21-32(4)36(45)28-42-39(8,9)24-34(44)25-41(42,11)48-42/h12-22,34-35,44,46H,24-28H2,1-11H3/b13-12+,18-14+,20-15+,29-16+,30-17+,31-19+,32-21+/t23-,34-,35-,40+,41+,42-/m0/s1
    Key: SJWWTRQNNRNTPU-XJUZQKKNBP
SMILES
  • CC(=CC=CC=C(C)C=CC=C(C)C(=O)CC12C(CC(CC1(O2)C)O)(C)C)C=CC=C(C)C=C=C3C(CC(CC3(C)O)OC(=O)C)(C)C
Properties
Chemical formula
C42H58O6
Molar mass 658.920 g·mol−1
Hazards
GHS labelling:
Pictograms
GHS07: Exclamation mark
Signal word
Warning
Hazard statements
H319
Precautionary statements
P264, P280, P305+P351+P338, P337+P313
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Fucoxanthin is a xanthophyll, with formula C42H58O6. It is found as an accessory pigment in the chloroplasts of brown algae and most other heterokonts, giving them a brown or olive-green color. Fucoxanthin absorbs light primarily in the blue-green to yellow-green part of the visible spectrum, peaking at around 510-525 nm by various estimates and absorbing significantly in the range of 450 to 540 nm.

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Fucoxanthin

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Fucoxanthin is a xanthophyll, with formula C42H58O6. It is found as an accessory pigment in the chloroplasts of brown algae and most other heterokonts...

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Golden algae

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from eutrophication and acid rain. Chrysophytes contain the pigment fucoxanthin. Because of this, they were once considered to be a specialized form...

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Wakame

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that a compound in wakame known as fucoxanthin can help burn fatty tissue. Studies in mice have shown that fucoxanthin induces expression of the fat-burning...

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Chloroplast

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around it. Fucoxanthin-containing chloroplasts are characterized by having the pigment fucoxanthin (actually 19′-hexanoyloxy-fucoxanthin and/or...

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Photosynthesis

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xanthophylls in green algae, phycoerythrin in red algae (rhodophytes) and fucoxanthin in brown algae and diatoms resulting in a wide variety of colors. These...

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Brown algae

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eukaryote and a red or green alga. Most brown algae contain the pigment fucoxanthin, which is responsible for the distinctive greenish-brown color that gives...

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Isochrysis galbana

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aquaculture industry. This unicellular is investigated for its high amount of fucoxanthin (18.23 mg/g dried sample). The Isochrysis galbana extract is said to...

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Chrysophyta

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are chlorophylls a and c, they also possess a yellow carotenoid called fucoxanthin, this is responsible for their unique and characteristic color. They...

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Diatom

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having four cell membranes and containing pigments such as the carotenoid fucoxanthin. Individuals usually lack flagella, but they are present in male gametes...

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Biological pigment

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These pigments in addition to chlorophylls, are phycobiliproteins, fucoxanthins, xanthophylls and carotenes, which serve to trap the energy of light...

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Seaweed

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Sashima, Tokutake; Funayama, Katsura; Miyashita, Kazuo (2005-07-01). "Fucoxanthin from edible seaweed, Undaria pinnatifida, shows antiobesity effect through...

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Tisochrysis lutea

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between the HF-Tiso group and CTRL rats. T. lutea contains fucoxanthin as well. Fucoxanthin, a carotenoid pigment synthesized in brown algae, counter-act...

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Anorectic

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green tea as its basis, in combination with other plant extracts such as fucoxanthin, found naturally in seaweed. Drugs of this class are frequently stimulants...

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Ochrophyte

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contain chlorophylls a and c as photosynthetic pigments, in addition to fucoxanthin. Chlorophyll a binds to thylakoids, while the c pigment is present in...

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Stramenopile

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or brown because of the presence of chlorophyll a, chlorophyll c, and fucoxanthin. This form of plastid is called a stramenochrome or chromoplast. The...

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Triparma

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dorsal chloroplast that contains chlorophylls a and c1-3 as well as fucoxanthin. They are typically 1-2 μm in size and generally spherical or heart-shaped...

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Carotenoid

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3'-dihydroxy-2,3,2',3'-tetradehydro-β,β-carotene-4,4'-dione dipalmitate Fucoxanthin 3'-Acetoxy-5,6-epoxy-3,5'-dihydroxy-6',7'-didehydro-5,6,7,8,5',6'-hexahydro-β...

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Allenes

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products contain the allene functional group. Noteworthy are the pigments fucoxanthin and peridinin. Little is known about the biosynthesis, although it is...

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Takayama helix

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grooves first found in Tasmanian and South African waters. It contains fucoxanthin and its derivatives as its main accessory pigments. Takayama helix has...

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Pinnularia

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sides of the cells, and contain chlorophyll a, c, beta-carotene and fucoxanthin pigments. One or two pyrenoids are usually present in each chloroplast...

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Basil Weedon

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(found in red peppers), renieratene (from Japanese sea sponges) and fucoxanthin (the most abundant carotenoid found in seaweed). Other compounds whose...

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Diadinoxanthin

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is a plastid pigment. Plastid pigments include chlorophylls a and c, fucoxanthin, heteroxanthin, diatoxanthin, and diadinoxanthin. Diadinoxanthin is a...

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Retinoblastoma protein

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Hashimoto T, Shimizu K, Yoshida T, Sakai T, Sowa Y, et al. (November 2005). "Fucoxanthin induces cell cycle arrest at G0/G1 phase in human colon carcinoma cells...

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Dinoflagellate

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micrum have acquired other pigments through endosymbiosis, including fucoxanthin. This suggests their chloroplasts were incorporated by several endosymbiotic...

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Synura

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distinctive golden color to the cells, which come from chlorophyll c1 and fucoxanthin. Cells are covered in scales made of silica. Two flagella are present...

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Takayama tasmanica

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grooves first found in Tasmanian and South African waters. It contains fucoxanthin and its derivatives as its main accessory pigments. Takayama tasmanica...

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Sphacelaria

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contain several natural products such as carotene, chlorophyll a, and fucoxanthin (the pigment responsible for the brown color of phaeophycean seaweeds)...

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Tetraparma

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dorsal chloroplast that contains chlorophylls a and c1-3 as well as fucoxanthin. They are typically 2-5 μm in size and generally spherical or heart-shaped...

Word Count : 413

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