F6932

Sigma-Aldrich

Fucoxanthin

carotenoid antioxidant

Synonym(s):
all-trans-Fucoxanthin
Empirical Formula (Hill Notation):
C42H58O6
CAS Number:
Molecular Weight:
658.91
MDL number:
PubChem Substance ID:
NACRES:
NA.25

Quality Level

assay

≥95% (HPLC)

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.

Packaging

10, 50 mg in glass bottle

Biochem/physiol Actions

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

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. F6932.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Cheng-Ling Liu et al.
Marine drugs, 10(1), 242-257 (2012-03-01)
Pregnane X receptor (PXR) has been reported to regulate the expression of drug-metabolizing enzymes, such as the cytochrome P450 3A (CYP3A) family and transporters, such as multiple drug resistance 1 (MDR1). Fucoxanthin, the major carotenoid in brown sea algae, is...
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...
Ching-Shu Lai et al.
Journal of agricultural and food chemistry, 60(4), 1094-1101 (2012-01-10)
Xanthigen is a source of punicic acid and fucoxanthin derived from pomegranate seed and brown seaweed, respectively with recognized triacylglycerol-lowering effects in humans, yet the mechanism remains to be fully elucidated. The present study investigated the inhibitory effects of Xanthigen...
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)
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...

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