Fucoxanthin

Names

[ Name ]:
Fucoxanthin

[Synonym ]:
[(1S,3R)-3-hydroxy-4-[(3E,5E,7E,9E,11E,13E,15E)-18-[(1R,3S,6S)-3-hydroxy-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-6-yl]-3,7,12,16-tetramethyl-17-oxooctadeca-1,3,5,7,9,11,13,15-octaenylidene]-3,5,5-trimethylcyclohexyl] acetate
β,β-Caroten-8-one, 3'-(acetyloxy)-6',7'-didehydro-5,5',6,6',7,8-hexahydro-3,5,5',6-tetrahydroxy-, (3S,3'S,5R,5'R,6S,6'R,8'R)-
MFCD01745140
(3S,3'S,5R,5'R,6S,6'R,8'R)-3,5,5',6-Tetrahydroxy-8-oxo-6',7'-didehydro-5,5',6,6',7,8-hexahydro-β,β-caroten-3'-yl acetate
Fucoxanthin
Fucoxanthin DISCONTINUED
(3S,3'S,5R,5'R,6S,6'R)-3'-(Acetyloxy)-6',7'-didehydro-5,6-epoxy-5,5',6,6',7,8-hexahydro-3,5'-dihydroxy-8-oxo-b,b-carotene
(3S,3'S,5R,5'R,6S,6'R)-3'-(acetyloxy)-6',7'-didehydro-5,6-epoxy-5,5',6,6',7,8-hexahydro-3,5'-dihydroxy-8-oxo-β,β-carotene
all-trans-Fucoxanthin

Biological Activity

[Description]:

Fucoxanthin is a marine carotenoid and shows anti-obesity, anti-diabetic, anti-oxidant, anti-inflammatory and anticancer activities.

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Cancer

Research Areas >> Inflammation/Immunology

Research Areas >> Metabolic Disease

[References]

[1]. Gammone MA, et al. Anti-obesity activity of the marine carotenoid fucoxanthin. Mar Drugs. 2015 Apr 13;13(4):2196-214.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
786.5±60.0 °C at 760 mmHg

[ Melting Point ]:
166-168ºC

[ Molecular Formula ]:
C₄₂H₅₈O₆

[ Molecular Weight ]:
676.922

[ Flash Point ]:
228.5±26.4 °C

[ Exact Mass ]:
676.433899

[ PSA ]:
96.36000

[ LogP ]:
7.70

[ Vapour Pressure ]:
0.0±6.2 mmHg at 25°C

[ Index of Refraction ]:
1.563

[ Storage condition ]:
?20°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: FI0329800

CHEMICAL NAME :: beta,beta-Carotene, 3'-(acetyloxy)-6',7'-didehydro-5,6-epoxy-5,5',6,6',7, 8-hexahydro-3,5'- dihydroxy-8-oxo-, (3S,3'S,5R,5'R,6S,6'R)-

CAS REGISTRY NUMBER :: 3351-86-8

BEILSTEIN REFERENCE NO. :: 0073179

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C42-H58-O6

MOLECULAR WEIGHT :: 659.00

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Mutation test systems - not otherwise specified

TEST SYSTEM :: Human Cells - not otherwise specified

DOSE/DURATION :: 5 mg/L

REFERENCE :: CALEDQ Cancer Letters (Shannon, Ireland). (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1975- Volume(issue)/page/year: 55,75,1990

Safety Information

[ Symbol ]:

GHS02, GHS07

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H225-H319

[ Precautionary Statements ]:
P210-P280-P305 + P351 + P338-P337 + P313-P403 + P235

[ Hazard Codes ]:
F

[ Risk Phrases ]:
11

[ Safety Phrases ]:
7-16

[ RIDADR ]:
NONH for all modes of transport

Precursor & DownStream

Precursor

DownStream

Articles

Fucoxanthin induces apoptosis in human cervical cancer cell line HeLa via PI3K/Akt pathway.

Tumour Biol. 35(11) , 11261-7, (2014)

Cervical cancer (CC) is a malignant neoplasm arising from cells originating in the cervix uteri, among the top causes of death from cancer in women. In a gene expression profiling study of metabolic r...

Biological Properties of Fucoxanthin in Oil Recovered from Two Brown Seaweeds Using Supercritical CO2 Extraction.

Mar. Drugs 13 , 3422-42, (2015)

The bioactive materials in brown seaweeds hold great interest for developing new drugs and healthy foods. The oil content in brown seaweeds (Saccharina japonica and Sargassum horneri) was extracted by...

The anti-apoptotic effect of fucoxanthin on carbon tetrachloride-induced hepatotoxicity.

J. Toxicol. Sci. 38(1) , 115-26, (2013)

This study evaluated the anti-apoptotic activity of fucoxanthin in carbon tetrachloride (CCl(4))-induced hepatotoxicity. An in vitro study using the 3-(4,5-dimethylthiazol-2-yl) 2,5-diphenyltetrazoliu...