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CanthaXanthin, Powder

CAS No.:
514-78-3
Catalog Number:
AG003OOW
Molecular Formula:
C40H52O2
Molecular Weight:
564.8397
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1g
In Stock USA
United States
$87
- +
5g
In Stock USA
United States
$225
- +
Product Description
Catalog Number:
AG003OOW
Chemical Name:
CanthaXanthin, Powder
CAS Number:
514-78-3
Molecular Formula:
C40H52O2
Molecular Weight:
564.8397
MDL Number:
MFCD00016364
IUPAC Name:
2,4,4-trimethyl-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-3-oxocyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohex-2-en-1-one
InChI:
InChI=1S/C40H52O2/c1-29(17-13-19-31(3)21-23-35-33(5)37(41)25-27-39(35,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-36-34(6)38(42)26-28-40(36,9)10/h11-24H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+
InChI Key:
FDSDTBUPSURDBL-DKLMTRRASA-N
SMILES:
C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C1=C(C)C(=O)CCC1(C)C)/C)/C)/C=C/C=C(/C=C/C1=C(C)C(=O)CCC1(C)C)\C
EC Number:
208-187-2
UNII:
4C3C6403MU
NSC Number:
374110
Properties
Complexity:
1270  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
9  
Exact Mass:
564.397g/mol
Formal Charge:
0
Heavy Atom Count:
42  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
564.854g/mol
Monoisotopic Mass:
564.397g/mol
Rotatable Bond Count:
10  
Topological Polar Surface Area:
34.1A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
11.4  
Literature
Title Journal
Optimization of process parameters by response surface methodology and kinetic modeling for batch production of canthaxanthin by Dietzia maris NIT-D (accession number: HM151403). Bioprocess and biosystems engineering 20121001
Determination of supplemental feeding needs for astaxanthin and canthaxanthin in salmonids by supramolecular solvent-based microextraction and liquid chromatography-UV/VIS spectroscopy. Food chemistry 20120915
Isolation and characterization of a lycopene ε-cyclase gene of Chlorella (Chromochloris) zofingiensis. Regulation of the carotenogenic pathway by nitrogen and light. Marine drugs 20120901
Carotenoids reverse multidrug resistance in cancer cells by interfering with ABC-transporters. Phytomedicine : international journal of phytotherapy and phytopharmacology 20120815
Dietary values of astaxanthin and canthaxanthin in Penaeus monodon in the presence and absence of cholesterol supplementation: effect on growth, nutrient digestibility and tissue carotenoid composition. The British journal of nutrition 20120714
Pigmentation and spectral absorbance signatures in deep-water corals from the Trondheimsfjord, Norway. Marine drugs 20120601
Efficient extraction of canthaxanthin from Escherichia coli by a 2-step process with organic solvents. Bioresource technology 20120501
Effects of canthaxanthin on the productive and reproductive performance of broiler breeders. Poultry science 20120301
Molecular genetic and chemotaxonomic characterization of the terrestrial cyanobacterium Nostoc commune and its neighboring species. FEMS microbiology ecology 20120101
Synthesis of highly 13C enriched carotenoids: access to carotenoids enriched with 13C at any position and combination of positions. Acta biochimica Polonica 20120101
Exceptional molecular organization of canthaxanthin in lipid membranes. Acta biochimica Polonica 20120101
[Determination of canthaxanthin and astaxanthin in egg yolks by reversed phase high performance liquid chromatography with diode array detection]. Sichuan da xue xue bao. Yi xue ban = Journal of Sichuan University. Medical science edition 20120101
Engineering Escherichia coli for canthaxanthin and astaxanthin biosynthesis. Methods in molecular biology (Clifton, N.J.) 20120101
Analysis of canthaxanthin production by Gordonia jacobaea. Methods in molecular biology (Clifton, N.J.) 20120101
Isolation and light-stimulated expression of canthaxanthin and spirilloxanthin biosynthesis genes from the photosynthetic bacterium Bradyrhizobium sp. strain ORS278. Methods in molecular biology (Clifton, N.J.) 20120101
Antioxidant and lipid peroxidation activities in rats fed with Aspergillus carbonarius carotenoid. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20111201
Influence of canthaxanthin on broiler breeder reproduction, chick quality, and performance. Poultry science 20110701
Carotenogenesis up-regulation in Scenedesmus sp. using a targeted metabolomics approach by liquid chromatography-high-resolution mass spectrometry. Journal of agricultural and food chemistry 20110413
Impact of dietary carotenoid and packaging during frozen storage on the quality of rainbow trout (Oncorhynchus mykiss) fed carotenoids. Journal of the science of food and agriculture 20110401
Direct observation of the β-carotene reaction with hydroxyl radical. The journal of physical chemistry. B 20110310
Canthaxanthin retinopathy: long-term observations. Ophthalmic research 20110101
Extraction, purification and concentration of partially saturated canthaxanthin from Aspergillus carbonarius. Bioresource technology 20101001
Use of response surface methodology in a fed-batch process for optimization of tricarboxylic acid cycle intermediates to achieve high levels of canthaxanthin from Dietzia natronolimnaea HS-1. Journal of bioscience and bioengineering 20100401
Determination of para red, Sudan dyes, canthaxanthin, and astaxanthin in animal feeds using UPLC. Journal of chromatographic science 20100101
Differential ability of carotenoid C4-oxygenation in yellow and red bishop species (Euplectes spp.). Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20091201
Unique carotenoids in the terrestrial cyanobacterium Nostoc commune NIES-24: 2-hydroxymyxol 2'-fucoside, nostoxanthin and canthaxanthin. Current microbiology 20091001
Antioxidative and anti-inflammatory neuroprotective effects of astaxanthin and canthaxanthin in nerve growth factor differentiated PC12 cells. Journal of food science 20090901
Impact of different dietary phospholipid levels on cholesterol and canthaxanthin lipoprotein-serum transport and muscle deposition in rainbow trout. Journal of agricultural and food chemistry 20090311
Astaxanthin, canthaxanthin and beta-carotene differently affect UVA-induced oxidative damage and expression of oxidative stress-responsive enzymes. Experimental dermatology 20090301
Water soluble complexes of carotenoids with arabinogalactan. The journal of physical chemistry. B 20090108
Quenching of singlet oxygen by a carotenoid-cyclodextrin complex: the importance of aggregate formation. Photochemistry and photobiology 20090101
Interactions between canthaxanthin and lipid membranes--possible mechanisms of canthaxanthin toxicity. Cellular & molecular biology letters 20090101
Characterization of cyanobacterial carotenoid ketolase CrtW and hydroxylase CrtR by complementation analysis in Escherichia coli. Plant & cell physiology 20081201
A distinct ERCC1 haplotype is associated with mRNA expression levels in prostate cancer patients. Carcinogenesis 20080901
Partially saturated canthaxanthin purified from Aspergillus carbonarius induces apoptosis in prostrate cancer cell line. Applied microbiology and biotechnology 20080901
[Influence of canthaxanthin on D-galactose induced osseous changes of rat]. Zhongguo gu shang = China journal of orthopaedics and traumatology 20080801
[Simultaneous determination of canthaxanthin and astaxanthin in feedstuffs using solid phase extraction-reversed-phase high performance liquid chromatography]. Se pu = Chinese journal of chromatography 20080501
The protective role of carotenoids against 7-keto-cholesterol formation in solution. Molecular and cellular biochemistry 20080201
beta-Carotene and canthaxanthin alter the pro-oxidation and antioxidation balance in rats fed a high-cholesterol and high-fat diet. The British journal of nutrition 20080101
[Simultaneous determination of canthaxanthin and Sudan Red in salted duck egg yolk by reversed-phase high performance liquid chromatography]. Se pu = Chinese journal of chromatography 20071101
Effect of soybean phospholipids on canthaxanthin lipoproteins transport, digestibility, and deposition in rainbow trout (Oncorhynchus mykiss) muscle. Journal of agricultural and food chemistry 20071031
The solubilisation pattern of lutein, zeaxanthin, canthaxanthin and beta-carotene differ characteristically in liposomes, liver microsomes and retinal epithelial cells. Biophysical chemistry 20070901
Optimization of canthaxanthin production by Dietzia natronolimnaea HS-1 using response surface methodology. Pakistan journal of biological sciences : PJBS 20070801
Construction of the astaxanthin biosynthetic pathway in a methanotrophic bacterium Methylomonas sp. strain 16a. Journal of industrial microbiology & biotechnology 20070401
Unravelling the chemical basis of the bathochromic shift in the lobster carapace; new crystal structures of unbound astaxanthin, canthaxanthin and zeaxanthin. Acta crystallographica. Section B, Structural science 20070401
Effect of culture conditions on canthaxanthin production by Dietzia natronolimnaea HS-1. Journal of microbiology and biotechnology 20070201
[Crystalline retinopathy]. Bulletin de la Societe belge d'ophtalmologie 20070101
Solvent effects on the S0(1(1)Ag-) --> S2(1(1)Bu+) transition of beta-carotene, echinenone, canthaxanthin, and astaxanthin in supercritical CO2 and CF3H. The journal of physical chemistry. A 20061005
Singlet oxygen quenching by thione analogues of canthaxanthin, echinenone and rhodoxanthin. Journal of photochemistry and photobiology. B, Biology 20060801
Isolation and purification of canthaxanthin from the microalga Chlorella zofingiensis by high-speed counter-current chromatography. Journal of separation science 20060301
Presence of free myxol and 4-hydroxymyxol and absence of myxol glycosides in Anabaena variabilis ATCC 29413, and proposal of a biosynthetic pathway of carotenoids. Plant & cell physiology 20060201
Tissue astaxanthin and canthaxanthin distribution in rainbow trout (Oncorhynchus mykiss) and Atlantic salmon (Salmo salar). Comparative biochemistry and physiology. Part A, Molecular & integrative physiology 20060101
Ultrahigh-resolution optical coherence tomography of canthaxanthine retinal crystals. Ophthalmic surgery, lasers & imaging : the official journal of the International Society for Imaging in the Eye 20060101
Dietary carotenoid pigment supplementation influences hepatic lipid and mucopolysaccharide levels in rainbow trout (Oncorhynchus mykiss). Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20051201
Ultrafast transient lens spectroscopy of various C40 carotenoids: lycopene, beta-carotene, (3R,3'R)-zeaxanthin, (3R,3'R,6'R)-lutein, echinenone, canthaxanthin, and astaxanthin. Physical chemistry chemical physics : PCCP 20050721
Efficient syntheses of the keto-carotenoids canthaxanthin, astaxanthin, and astacene. The Journal of organic chemistry 20050415
Influence of culture conditions of Gordonia jacobaea MV-26 on canthaxanthin production. International microbiology : the official journal of the Spanish Society for Microbiology 20050301
A study in scarlet: enzymes of ketocarotenoid biosynthesis in the flowers of Adonis aestivalis. The Plant journal : for cell and molecular biology 20050201
Novel beta-carotene ketolases from non-photosynthetic bacteria for canthaxanthin synthesis. Molecular genetics and genomics : MGG 20041201
Ocular side effects from herbal medicines and nutritional supplements. American journal of ophthalmology 20041001
Cloning of two carotenoid ketolase genes from Nostoc punctiforme for the heterologous production of canthaxanthin and astaxanthin. Biotechnology letters 20040501
Two distinct crt gene clusters for two different functional classes of carotenoid in Bradyrhizobium. The Journal of biological chemistry 20040409
Rapid quantification of carotenoids and fat in Atlantic Salmon (Salmo salar L.) by Raman spectroscopy and chemometrics. Applied spectroscopy 20040401
Effects of LDL-immunoapheresis on plasma concentrations of vitamin E and carotenoids in patients with familial hypercholesterolemia. Journal of clinical apheresis 20040101
Effect of canthaxanthin content of the maternal diet on the antioxidant system of the developing chick. British poultry science 20030901
The effect of an acute phase response on tissue carotenoid levels of growing chickens (Gallus gallus domesticus). Comparative biochemistry and physiology. Part A, Molecular & integrative physiology 20030801
Carotenoprotein complexes in entomostracan crustaceans (Streptocephalus dichotomus and Moina micrura). Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20030501
Identification by HPLC-MS of carotenoids of the Thraustochytrium CHN-1 strain isolated from the Seto Inland Sea. Bioscience, biotechnology, and biochemistry 20030401
Serum carotenoids and mortality from lung cancer: a case-control study nested in the Japan Collaborative Cohort (JACC) study. Cancer science 20030101
Don't be in the dark about tanning. FDA consumer 20030101
Astaxanthin and canthaxanthin do not induce liver or kidney xenobiotic-metabolizing enzymes in rainbow trout (Oncorhynchus mykiss Walbaum). Comparative biochemistry and physiology. Toxicology & pharmacology : CBP 20021101
Study of alpha-crustacyanin utilizing halogenated canthaxanthins. Organic letters 20020725
Carotenoids induce apoptosis in the T-lymphoblast cell line Jurkat E6.1. Free radical research 20020701
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Haloferax alexandrinus sp. nov., an extremely halophilic canthaxanthin-producing archaeon from a solar saltern in Alexandria (Egypt). International journal of systematic and evolutionary microbiology 20020501
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Placental and serum levels of carotenoids in preeclampsia. Obstetrics and gynecology 20010901
Carotenoids as scavengers of free radicals in a Fenton reaction: antioxidants or pro-oxidants? Free radical biology & medicine 20010801
Carotenoid incorporation into natural membranes from artificial carriers: liposomes and beta-cyclodextrins. Chemistry and physics of lipids 20010701
Expression of a ketolase gene mediates the synthesis of canthaxanthin in Synechococcus leading to tolerance against photoinhibition, pigment degradation and UV-B sensitivity of photosynthesis. Photochemistry and photobiology 20010501
Two-step process for ketocarotenoid production by a green alga, Chlorococcum sp. strain MA-1. Applied microbiology and biotechnology 20010501
Influence of source and ratio of xanthophyll pigments on broiler chicken pigmentation and performance. Poultry science 20010301
Analysis of canthaxanthin and related pigments from Gordonia jacobaea mutants. Journal of agricultural and food chemistry 20010301
Lutein, zeaxanthin, and the macular pigment. Archives of biochemistry and biophysics 20010101
Ah receptor-dependent CYP1A induction by two carotenoids, canthaxanthin and beta-apo-8'-carotenal, with no affinity for the TCDD binding site. Biochemical pharmacology 19970715
Carotenoids enhance gap junctional communication and inhibit lipid peroxidation in C3H/10T1/2 cells: relationship to their cancer chemopreventive action. Carcinogenesis 19911101
Properties