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F6932

Sigma-Aldrich

Fucoxanthin

carotenoid antioxidant

Synonym(s):

all-trans-Fucoxanthin

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About This Item

Empirical Formula (Hill Notation):
C42H58O6
CAS Number:
3351-86-8
Molecular Weight:
658.91
MDL number:
MFCD01745140
UNSPSC Code:
12352205
PubChem Substance ID:
329799760
NACRES:
NA.25

Assay

≥95% (HPLC)

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

CC(=O)O[C@H]1CC(C)(C)C(=C=C\C(C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(/C)C(=O)C[C@@]23O[C@]2(C)C[C@@H](O)CC3(C)C)[C@](C)(O)C1

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

InChI key

SJWWTRQNNRNTPU-XJUZQKKNSA-N

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General description

Fucoxanthin is isolated from brown algae. It has anti-angiogenic, hepatoprotective, cardiovascular and cerebrovascular protective properties. Fucoxanthin stimulates G1 cell-cycle arrest and apoptosis in cancer cell lines.

Application

Fucoxanthin has been used to study its neuroprotective effects. It has also been used in calibration to identify the most efficient fucoxanthin producing strains of microalgae.

Biochem/physiol Actions

Xanthophyll carotenoid pigment extracted from algae. Exhibits anticancer, antioxidant, anti-obesity and anti-inflammatory properties.

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Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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In vitro studies of the neuroprotective activities of astaxanthin and fucoxanthin against amyloid beta (Abeta1-42) toxicity and aggregation
Alghazwi M, et al.
Neurochemistry International, 124, 215-224 (2019)
Fucoxanthin production by heterokont microalgae
Petrushkina M, et al.
Algal research, 24, 387-393 (2017)
Soo-Jin Heo et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 50(9), 3336-3342 (2012-06-28)
In this study, the anti-inflammatory effect of fucoxanthin (FX) derivatives, which was isolated from Sargassum siliquastrum were evaluated by examining their inhibitory effects on pro-inflammatory mediators in lipopolysaccharide (LPS)-stimulated murine macrophage RAW 264.7 cells. The FX derivatives were isolated from
Tim Lachnit et al.
FEMS microbiology ecology, 84(2), 411-420 (2013-01-15)
The macroalga Fucus vesiculosus carries a specific community of surface bacteria. To identify chemical compounds that possibly mediate abundance and community composition of algae-associated bacteria, we tested the effect of surface-available algal compounds on bacterial settlement and community composition under
Adah Fung et al.
Food chemistry, 136(2), 1055-1062 (2012-11-06)
This study investigated the fucoxanthin content of New Zealand (NZ) Undaria pinnatifida harvested from two locations in the Marlborough Sounds, New Zealand across its growing season. Fucoxanthin content and antioxidant properties of processed New Zealand U. pinnatifida and commercial wakame
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