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Details

Stereochemistry ABSOLUTE
Molecular Formula C42H58O6
Molecular Weight 658.9063
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 9
Charge 0

SHOW SMILES / InChI
Structure of FUCOXANTHIN

SMILES

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

InChIKey=SJWWTRQNNRNTPU-XJUZQKKNSA-N
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

HIDE SMILES / InChI

Description

Fucoxanthin isis a marine carotenoid mainly found in brown algae, giving them a brown or olive-green color. Fucoxanthin is investigated for its anti-inflammatory, antinociceptive and anti-cancer effects. In vivo studies have demonstrated that oral administration of fucoxanthin inhibited carcinogenesis in an animal model of duodenal, skin, colon and liver cancer. Fucoxanthin causes antitumor and anticarcinogenic effects by inducing G1 cell-cycle arrest and apoptosis by modulating expression of various cellular molecules and cellular signal transduction pathways, but the exact mechanism of anti-cancer action of fucoxanthin is not fully elucidated. Fucoxanthin regulates lipids metabolism, the effect most likely mediated by AMK-activated protein kinase. A clinical trial of fucoxanthin against non-alcoholic fatty liver disease is ongoing.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Preventing
Unknown
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
In a clinical trial against non-alcoholic fatty liver disease fucoxanthin is administered orally as a component of FucoHiQ capsules. Each serving contains 275 mg of fucoxanthin, 6 capsules per day are administered.
Route of Administration: Oral
In Vitro Use Guide
Human non-small cell lung cancer cells were treated with 12.5-100 uM of fucoxanthin for 24-72 hours. Cytotoxic activity was evaluated by the Cell counting kit-8 and the absorbance was measured at 450 nm.