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Merck
CN

16337

Fucoxanthin

analytical standard

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
NACRES:
NA.24
PubChem Substance ID:
329751191
UNSPSC Code:
85151701
MDL number:
MFCD01745140

Key Documents

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Quality Level

100

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

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 key

SJWWTRQNNRNTPU-XJUZQKKNSA-N

grade

analytical standard

assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

storage temp.

−20°C

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General description

This Substance belongs to the class of carotenoids.Fucoxanthin, an abundant marine xanthophyll and a type of sea-weed carotenoid, plays a key role in generating the brown pigment in brown seaweeds. It exhibits pharmacological properties including antitumor and antioxidant properties.

Application

Fucoxanthin may be used as an analytical standard for the quantification of the analyte in Undaria pinnatifida using reversed-phase high-performance liquid chromatography (RP-HPLC) technique. Its potential as a selective anticancer agent and an active component for the anti-obesity effect in Undaria lipids is investigated.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF6488V
BCCK5426
WXBF2073V
BCCH0117
BCCG1778

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Fucoxanthin from edible seaweed, Undaria pinnatifida, shows antiobesity effect through UCP1 expression in white adipose tissues
Maeda H, et al.
Biochemical and Biophysical Research Communications, 332(2), 392-397 (2005)
Food Factors for Health Promotion (2009)
Juan Peng et al.
Marine drugs, 9(10), 1806-1828 (2011-11-11)
The marine carotenoid fucoxanthin can be found in marine brown seaweeds, the macroalgae, and diatoms, the microalgae, and has remarkable biological properties. Numerous studies have shown that fucoxanthin has considerable potential and promising applications in human health. In this article
Sangeetha Ravi Kumar et al.
Marine drugs, 11(12), 5130-5147 (2013-12-20)
Fucoxanthin is a marine carotenoid exhibiting several health benefits. The anti-cancer effect of fucoxanthin and its deacetylated metabolite, fucoxanthinol, is well documented. In view of its potent anti-carcinogenic activity, the need to understand the underlying mechanisms has gained prominence. Towards
Extracts from New Zealand Undaria pinnatifida containing fucoxanthin as potential functional biomaterials against cancer in vitro
Wang KS, et al.
Journal of Functional Biomaterials, 5(2), 29-42 (2014)
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