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Merck

F6932

Fucoxanthin

carotenoid antioxidant

Synonym(s):

all-trans-Fucoxanthin

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About This Item

Empirical Formula (Hill Notation):
C42H58O6
CAS Number:
Molecular Weight:
658.91
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352205
MDL number:
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Quality Level

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

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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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Bingbing Guo et al.
Pharmaceuticals (Basel, Switzerland), 14(10) (2021-10-24)
Non-alcoholic fatty liver disease (NAFLD), characterized by hepatic steatosis, is one of the most common liver diseases worldwide. So far, no definitive medical treatment has been established to treat NAFLD except for lifestyle medication. Nitzschia laevis extract (NLE), a microalgal
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
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