FucoxanthinCAS# 3351-86-8 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 3351-86-8 | SDF | Download SDF |
| PubChem ID | 5281239 | Appearance | Powder |
| Formula | C42H58O6 | M.Wt | 658.9 |
| Type of Compound | Miscellaneous | Storage | Desiccate at -20°C |
| Solubility | DMSO : ≥ 50 mg/mL (75.88 mM) H2O : < 0.1 mg/mL (insoluble) *"≥" means soluble, but saturation unknown. | ||
| Chemical Name | [(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 | ||
| SMILES | CC(=CC=CC=C(C)C=CC=C(C)C(=O)CC12C(CC(CC1(O2)C)O)(C)C)C=CC=C(C)C=C=C3C(CC(CC3(C)O)OC(=O)C)(C)C | ||
| Standard InChIKey | SJWWTRQNNRNTPU-ABBNZJFMSA-N | ||
| Standard InChI | 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 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Fucoxanthin shows anti-obesity, antioxidant, anti-inflammatory, chemopreventive and/or chemotherapeutic effects. Dietary combination of fucoxanthin and fish oil attenuates the weight gain of white adipose tissue and decreases blood glucose in obese/diabetic KK-Ay mice. Fucoxanthin suppresses the inflammation of endotoxin-induced uveitis by blocking the iNOS and COX-2 protein expression and its anti-inflammatory effect on eye is comparable with the effect of predinisolone used in similar doses. |
| Targets | NOS | COX | TNF-α | PPAR | Bcl-2/Bax | PGE | NO |
| In vitro | Protective effect of fucoxanthin isolated from Sargassum siliquastrum on UV-B induced cell damage.[Pubmed: 19264501 ]J Photochem Photobiol B. 2009 May 4;95(2):101-7.Fucoxanthin is a carotenoid isolated from Sargassum siliquastrum and is considered to be one of major active compound of marine algae. Fucoxanthin induces apoptosis and enhances the antiproliferative effect of the PPARgamma ligand, troglitazone, on colon cancer cells.[Pubmed: 15535974 ]Biochim Biophys Acta. 2004 Nov 18;1675(1-3):113-9.
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| In vivo | Fucoxanthin from edible seaweed, Undaria pinnatifida, shows antiobesity effect through UCP1 expression in white adipose tissues.[Pubmed: 15896707]Biochem Biophys Res Commun. 2005 Jul 1;332(2):392-7.Mitochondrial uncoupling protein 1 (UCP1) is usually expressed only in brown adipose tissue (BAT) and a key molecule for metabolic thermogenesis to avoid an excess of fat accumulation. However, there is little BAT in adult humans. Therefore, UCP1 expression in tissues other than BAT is expected to reduce abdominal fat. |
| Animal Research | Effects of fucoxanthin on lipopolysaccharide-induced inflammation in vitro and in vivo.[Pubmed: 15950219]Dietary combination of fucoxanthin and fish oil attenuates the weight gain of white adipose tissue and decreases blood glucose in obese/diabetic KK-Ay mice.[Pubmed: 17715888]J Agric Food Chem. 2007 Sep 19;55(19):7701-6. Epub 2007 Aug 23.Fucoxanthin is a marine carotenoid found in edible brown seaweeds. We previously reported that dietary Fucoxanthin attenuates the weight gain of white adipose tissue (WAT) of diabetic/obese KK- A(y) mice. Exp Eye Res. 2005 Oct;81(4):422-8.The aim of the present study was to investigate the efficacy of Fucoxanthin on endotoxin-induced uveitis (EIU) in rats. |
| Structure Identification | Biosci Biotechnol Biochem. 1999 Mar;63(3):605-7.Fucoxanthin as the major antioxidant in Hijikia fusiformis, a common edible seaweed.[Pubmed: 10227153 ]
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Fucoxanthin Dilution Calculator
Fucoxanthin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 1.5177 mL | 7.5884 mL | 15.1768 mL | 30.3536 mL | 37.942 mL |
| 5 mM | 0.3035 mL | 1.5177 mL | 3.0354 mL | 6.0707 mL | 7.5884 mL |
| 10 mM | 0.1518 mL | 0.7588 mL | 1.5177 mL | 3.0354 mL | 3.7942 mL |
| 50 mM | 0.0304 mL | 0.1518 mL | 0.3035 mL | 0.6071 mL | 0.7588 mL |
| 100 mM | 0.0152 mL | 0.0759 mL | 0.1518 mL | 0.3035 mL | 0.3794 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Fucoxanthin induces apoptosis and enhances the antiproliferative effect of the PPARgamma ligand, troglitazone, on colon cancer cells.[Pubmed:15535974]
Biochim Biophys Acta. 2004 Nov 18;1675(1-3):113-9.
The effect of Fucoxanthin, from the edible seaweed Undaria pinnatifida on viability of colon cancer cells and induction of apoptosis was investigated. Fucoxanthin remarkably reduced the viability of human colon cancer cell lines, Caco-2, HT-29 and DLD-1. Furthermore, treatment with Fucoxanthin induced DNA fragmentation, indicating apoptosis. The DNA fragmentation in Caco-2 cells treated with 22.6 microM Fucoxanthin for 24 h was 10-fold higher than in the control. Fucoxanthin suppressed the level of Bcl-2 protein. Also, DNA fragmentation induced by Fucoxanthin was partially inhibited by a caspase inhibitor Z-VAD-fmk. Moreover, combined treatment with 3.8 microM Fucoxanthin and 10 microM troglitazone, which is a specific ligand for peroxisome proliferator-activated receptor (PPAR) gamma, effectively decreased the viability of Caco-2 cells. However, separate treatments with these same concentrations of Fucoxanthin nor troglitazone did not affect cell viability. These findings indicate that Fucoxanthin may act as a chemopreventive and/or chemotherapeutic carotenoid in colon cancer cells by modulating cell viability in combination with troglitazone.
Protective effect of fucoxanthin isolated from Sargassum siliquastrum on UV-B induced cell damage.[Pubmed:19264501]
J Photochem Photobiol B. 2009 May 4;95(2):101-7.
Fucoxanthin is a carotenoid isolated from Sargassum siliquastrum and is considered to be one of major active compound of marine algae. In this study, we investigated and confirmed the protective effect of Fucoxanthin on UV-B induced cell injury in human fibroblast via 2',7'-dichlorodihydrofluorescein diacetate (DCFH-DA), 3-(4,5-dimethylthiazol-2-yl)2,5-diphenyltetrazolium bromide (MTT), and comet assays. Intracellular ROS generated by exposure to UV-B radiation, which was significantly decreased by addition with various concentrations of Fucoxanthin. Cell survival rate was increased with Fucoxanthin pre-treated cells, which was reached around 81.47% at 100 microM, and the inhibitory effect of cell damage exhibited dose-dependent manner. Moreover, Fucoxanthin having protective properties was demonstrated via Hoechst 33342/PI staining. Hence, on the basis of the above-mentioned studies, Fucoxanthin has the ability to protect against oxidative stress induced by UV-B radiation and which might be applied to antioxidant and cosmeceutical industries.
Fucoxanthin from edible seaweed, Undaria pinnatifida, shows antiobesity effect through UCP1 expression in white adipose tissues.[Pubmed:15896707]
Biochem Biophys Res Commun. 2005 Jul 1;332(2):392-7.
Mitochondrial uncoupling protein 1 (UCP1) is usually expressed only in brown adipose tissue (BAT) and a key molecule for metabolic thermogenesis to avoid an excess of fat accumulation. However, there is little BAT in adult humans. Therefore, UCP1 expression in tissues other than BAT is expected to reduce abdominal fat. Here, we show reduction of abdominal white adipose tissue (WAT) weights in rats and mice by feeding lipids from edible seaweed, Undaria pinnatifida. Clear signals of UCP1 protein and mRNA were detected in WAT of mice fed the Undaria lipids, although there is little expression of UCP1 in WAT of mice fed control diet. The Undaria lipids mainly consisted of glycolipids and seaweed carotenoid, Fucoxanthin. In the Fucoxanthin-fed mice, WAT weight significantly decreased and UCP1 was clearly expressed in the WAT, while there was no difference in WAT weight and little expression of UCP1 in the glycolipids-fed mice. This result indicates that Fucoxanthin upregulates the expression of UCP1 in WAT, which may contribute to reducing WAT weight.
Dietary combination of fucoxanthin and fish oil attenuates the weight gain of white adipose tissue and decreases blood glucose in obese/diabetic KK-Ay mice.[Pubmed:17715888]
J Agric Food Chem. 2007 Sep 19;55(19):7701-6.
Fucoxanthin is a marine carotenoid found in edible brown seaweeds. We previously reported that dietary Fucoxanthin attenuates the weight gain of white adipose tissue (WAT) of diabetic/obese KK- A(y) mice. In this study, to evaluate the antiobesity and antidiabetic effects of Fucoxanthin and fish oil, we investigated the effect on the WAT weight, blood glucose, and insulin levels of KK- A(y) mice. Furthermore, the expression level of uncoupling protein 1 (UCP1) and adipokine mRNA in WAT were measured. After 4 weeks of feeding, 0.2% Fucoxanthin in the diet markedly attenuated the gain of WAT weight in KK- A(y) mice with increasing UCP1 expression compared with the control mice. The WAT weight of the mice fed 0.1% Fucoxanthin and 6.9% fish oil was also significantly lower than that of the mice fed Fucoxanthin alone. In addition, 0.2% Fucoxanthin markedly decreased the blood glucose and plasma insulin concentrations in KK- A(y) mice. The mice fed with the combination diet of 0.1% Fucoxanthin and fish oil also showed improvements similar to that of 0.2% Fucoxanthin. Leptin and tumor necrosis factor (TNFalpha) mRNA expression in WAT were significantly down-regulated by 0.2% Fucoxanthin. These results suggest that dietary Fucoxanthin decreases the blood glucose and plasma insulin concentration of KK- A(y) along with down-regulating TNFalpha mRNA. In addition, the combination of Fucoxanthin and fish oil is more effective for attenuating the weight gain of WAT than feeding with Fucoxanthin alone.
Fucoxanthin as the major antioxidant in Hijikia fusiformis, a common edible seaweed.[Pubmed:10227153]
Biosci Biotechnol Biochem. 1999 Mar;63(3):605-7.
The radical scavenging activity of Japanese edible seaweeds was screened by the DPPH (1-diphenyl-2-picrylhydrazyl) assay to evaluate the DPPH radical scavenging activity in organic extracts. The fresh brown alga Hijikia fusiformis showed the strongest DPPH radical scavenging activity, followed by Undaria pinnatifida and Sargassum fulvellum. The major active compound from Hijikia fusiformis in its acetone extract was identified as Fucoxanthin by 13C-NMR spectroscopy.
