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514-78-3,MFCD00016364
Catalog No.:AA003OM4

514-78-3 | CanthaXanthin, Powder

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Purity
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1g
in stock  
$156.00   $109.00
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5g
in stock  
$502.00   $352.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003OM4
Chemical Name:
CanthaXanthin, Powder
CAS Number:
514-78-3
Molecular Formula:
C40H52O2
Molecular Weight:
564.8397
MDL Number:
MFCD00016364
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
NSC Number:
374110
Properties
Properties
 
BP:
717°C at 760 mmHg  
Storage:
2-8℃;  

Computed Properties
 
Complexity:
1270  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
9  
Heavy Atom Count:
42  
Hydrogen Bond Acceptor Count:
2  
Rotatable Bond Count:
10  
XLogP3:
11.4  

Downstream Synthesis Route

[1]JournaloftheAmericanChemicalSociety,1956,vol.78,p.1427,1431

[1]Patent:CN111423349,2020,A.Locationinpatent:Paragraph0043-0058

[2]Patent:CN108250118,2018,A.Locationinpatent:Page/Pagecolumn6;7

[3]Patent:CN108912028,2018,A.Locationinpatent:Paragraph0052-0067

[4]Patent:CN110078650,2019,A.Locationinpatent:Paragraph0065-0086

[5]Patent:CN108101817,2018,A.Locationinpatent:Paragraph0051-0053;0054-0057;0058;0059;0060

[6]Patent:US6372946,2002,B1.Locationinpatent:Pagecolumn4

[7]Patent:CN109369486,2019,A.Locationinpatent:Paragraph0045-0046;0047-0048;0049-0050;0051-0070

[8]Patent:CN109369484,2019,A.Locationinpatent:Paragraph0037-0038;0039-0040;0041-0042;0043-0058

[9]Patent:US4212827,1980,A

[10]HelveticaChimicaActa,1958,vol.41,p.402,410

[11]JournaloftheAmericanChemicalSociety,1956,vol.78,p.1427,1431

[12]JustusLiebigsAnnalenderChemie,1959,vol.627,p.237,242

[13]JournalofPhysicalOrganicChemistry,1999,vol.12,p.370-376

[14]Patent:EP1371642,2003,A1.Locationinpatent:Page4

[15]Patent:EP1371642,2003,A1.Locationinpatent:Page4

[16]Patent:US4212827,1980,A

[17]Patent:CN111302925,2020,A.Locationinpatent:Paragraph0056-0057

502-65-8   
all-transcanthaxanthinradicalcation 
  514-78-3   
lycopeneradicalcation 

[1]JournaloftheAmericanChemicalSociety,1998,vol.120,p.4087-4090

514-78-3    1126-58-5   
(GRP)2-canthaxanthin 

[1]PhotochemistryandPhotobiology,2004,vol.80,p.507-517

aqueoussodiumthiosulphate 
  7235-40-7    108-90-7    514-78-3 

[1]Patent:EP1253131,2002,A1

Literature

Title: Optimization of process parameters by response surface methodology and kinetic modeling for batch production of canthaxanthin by Dietzia maris NIT-D (accession number: HM151403).

Journal: Bioprocess and biosystems engineering 20121001

Title: Determination of supplemental feeding needs for astaxanthin and canthaxanthin in salmonids by supramolecular solvent-based microextraction and liquid chromatography-UV/VIS spectroscopy.

Journal: Food chemistry 20120915

Title: Isolation and characterization of a lycopene ε-cyclase gene of Chlorella (Chromochloris) zofingiensis. Regulation of the carotenogenic pathway by nitrogen and light.

Journal: Marine drugs 20120901

Title: Carotenoids reverse multidrug resistance in cancer cells by interfering with ABC-transporters.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20120815

Title: 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.

Journal: The British journal of nutrition 20120714

Title: Pigmentation and spectral absorbance signatures in deep-water corals from the Trondheimsfjord, Norway.

Journal: Marine drugs 20120601

Title: Efficient extraction of canthaxanthin from Escherichia coli by a 2-step process with organic solvents.

Journal: Bioresource technology 20120501

Title: Effects of canthaxanthin on the productive and reproductive performance of broiler breeders.

Journal: Poultry science 20120301

Title: Molecular genetic and chemotaxonomic characterization of the terrestrial cyanobacterium Nostoc commune and its neighboring species.

Journal: FEMS microbiology ecology 20120101

Title: Synthesis of highly 13C enriched carotenoids: access to carotenoids enriched with 13C at any position and combination of positions.

Journal: Acta biochimica Polonica 20120101

Title: Exceptional molecular organization of canthaxanthin in lipid membranes.

Journal: Acta biochimica Polonica 20120101

Title: [Determination of canthaxanthin and astaxanthin in egg yolks by reversed phase high performance liquid chromatography with diode array detection].

Journal: Sichuan da xue xue bao. Yi xue ban = Journal of Sichuan University. Medical science edition 20120101

Title: Engineering Escherichia coli for canthaxanthin and astaxanthin biosynthesis.

Journal: Methods in molecular biology (Clifton, N.J.) 20120101

Title: Analysis of canthaxanthin production by Gordonia jacobaea.

Journal: Methods in molecular biology (Clifton, N.J.) 20120101

Title: Isolation and light-stimulated expression of canthaxanthin and spirilloxanthin biosynthesis genes from the photosynthetic bacterium Bradyrhizobium sp. strain ORS278.

Journal: Methods in molecular biology (Clifton, N.J.) 20120101

Title: Antioxidant and lipid peroxidation activities in rats fed with Aspergillus carbonarius carotenoid.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20111201

Title: Influence of canthaxanthin on broiler breeder reproduction, chick quality, and performance.

Journal: Poultry science 20110701

Title: Carotenogenesis up-regulation in Scenedesmus sp. using a targeted metabolomics approach by liquid chromatography-high-resolution mass spectrometry.

Journal: Journal of agricultural and food chemistry 20110413

Title: Impact of dietary carotenoid and packaging during frozen storage on the quality of rainbow trout (Oncorhynchus mykiss) fed carotenoids.

Journal: Journal of the science of food and agriculture 20110401

Title: Direct observation of the β-carotene reaction with hydroxyl radical.

Journal: The journal of physical chemistry. B 20110310

Title: Canthaxanthin retinopathy: long-term observations.

Journal: Ophthalmic research 20110101

Title: Extraction, purification and concentration of partially saturated canthaxanthin from Aspergillus carbonarius.

Journal: Bioresource technology 20101001

Title: 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: Journal of bioscience and bioengineering 20100401

Title: Determination of para red, Sudan dyes, canthaxanthin, and astaxanthin in animal feeds using UPLC.

Journal: Journal of chromatographic science 20100101

Title: Differential ability of carotenoid C4-oxygenation in yellow and red bishop species (Euplectes spp.).

Journal: Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20091201

Title: Unique carotenoids in the terrestrial cyanobacterium Nostoc commune NIES-24: 2-hydroxymyxol 2'-fucoside, nostoxanthin and canthaxanthin.

Journal: Current microbiology 20091001

Title: Antioxidative and anti-inflammatory neuroprotective effects of astaxanthin and canthaxanthin in nerve growth factor differentiated PC12 cells.

Journal: Journal of food science 20090901

Title: Impact of different dietary phospholipid levels on cholesterol and canthaxanthin lipoprotein-serum transport and muscle deposition in rainbow trout.

Journal: Journal of agricultural and food chemistry 20090311

Title: Astaxanthin, canthaxanthin and beta-carotene differently affect UVA-induced oxidative damage and expression of oxidative stress-responsive enzymes.

Journal: Experimental dermatology 20090301

Title: Water soluble complexes of carotenoids with arabinogalactan.

Journal: The journal of physical chemistry. B 20090108

Title: Quenching of singlet oxygen by a carotenoid-cyclodextrin complex: the importance of aggregate formation.

Journal: Photochemistry and photobiology 20090101

Title: Interactions between canthaxanthin and lipid membranes--possible mechanisms of canthaxanthin toxicity.

Journal: Cellular & molecular biology letters 20090101

Title: Characterization of cyanobacterial carotenoid ketolase CrtW and hydroxylase CrtR by complementation analysis in Escherichia coli.

Journal: Plant & cell physiology 20081201

Title: A distinct ERCC1 haplotype is associated with mRNA expression levels in prostate cancer patients.

Journal: Carcinogenesis 20080901

Title: Partially saturated canthaxanthin purified from Aspergillus carbonarius induces apoptosis in prostrate cancer cell line.

Journal: Applied microbiology and biotechnology 20080901

Title: [Influence of canthaxanthin on D-galactose induced osseous changes of rat].

Journal: Zhongguo gu shang = China journal of orthopaedics and traumatology 20080801

Title: [Simultaneous determination of canthaxanthin and astaxanthin in feedstuffs using solid phase extraction-reversed-phase high performance liquid chromatography].

Journal: Se pu = Chinese journal of chromatography 20080501

Title: The protective role of carotenoids against 7-keto-cholesterol formation in solution.

Journal: Molecular and cellular biochemistry 20080201

Title: beta-Carotene and canthaxanthin alter the pro-oxidation and antioxidation balance in rats fed a high-cholesterol and high-fat diet.

Journal: The British journal of nutrition 20080101

Title: [Simultaneous determination of canthaxanthin and Sudan Red in salted duck egg yolk by reversed-phase high performance liquid chromatography].

Journal: Se pu = Chinese journal of chromatography 20071101

Title: Effect of soybean phospholipids on canthaxanthin lipoproteins transport, digestibility, and deposition in rainbow trout (Oncorhynchus mykiss) muscle.

Journal: Journal of agricultural and food chemistry 20071031

Title: The solubilisation pattern of lutein, zeaxanthin, canthaxanthin and beta-carotene differ characteristically in liposomes, liver microsomes and retinal epithelial cells.

Journal: Biophysical chemistry 20070901

Title: Optimization of canthaxanthin production by Dietzia natronolimnaea HS-1 using response surface methodology.

Journal: Pakistan journal of biological sciences : PJBS 20070801

Title: Construction of the astaxanthin biosynthetic pathway in a methanotrophic bacterium Methylomonas sp. strain 16a.

Journal: Journal of industrial microbiology & biotechnology 20070401

Title: Unravelling the chemical basis of the bathochromic shift in the lobster carapace; new crystal structures of unbound astaxanthin, canthaxanthin and zeaxanthin.

Journal: Acta crystallographica. Section B, Structural science 20070401

Title: Effect of culture conditions on canthaxanthin production by Dietzia natronolimnaea HS-1.

Journal: Journal of microbiology and biotechnology 20070201

Title: [Crystalline retinopathy].

Journal: Bulletin de la Societe belge d'ophtalmologie 20070101

Title: 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.

Journal: The journal of physical chemistry. A 20061005

Title: Singlet oxygen quenching by thione analogues of canthaxanthin, echinenone and rhodoxanthin.

Journal: Journal of photochemistry and photobiology. B, Biology 20060801

Title: Isolation and purification of canthaxanthin from the microalga Chlorella zofingiensis by high-speed counter-current chromatography.

Journal: Journal of separation science 20060301

Title: 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.

Journal: Plant & cell physiology 20060201

Title: Tissue astaxanthin and canthaxanthin distribution in rainbow trout (Oncorhynchus mykiss) and Atlantic salmon (Salmo salar).

Journal: Comparative biochemistry and physiology. Part A, Molecular & integrative physiology 20060101

Title: Ultrahigh-resolution optical coherence tomography of canthaxanthine retinal crystals.

Journal: Ophthalmic surgery, lasers & imaging : the official journal of the International Society for Imaging in the Eye 20060101

Title: Dietary carotenoid pigment supplementation influences hepatic lipid and mucopolysaccharide levels in rainbow trout (Oncorhynchus mykiss).

Journal: Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20051201

Title: 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.

Journal: Physical chemistry chemical physics : PCCP 20050721

Title: Efficient syntheses of the keto-carotenoids canthaxanthin, astaxanthin, and astacene.

Journal: The Journal of organic chemistry 20050415

Title: Influence of culture conditions of Gordonia jacobaea MV-26 on canthaxanthin production.

Journal: International microbiology : the official journal of the Spanish Society for Microbiology 20050301

Title: A study in scarlet: enzymes of ketocarotenoid biosynthesis in the flowers of Adonis aestivalis.

Journal: The Plant journal : for cell and molecular biology 20050201

Title: Novel beta-carotene ketolases from non-photosynthetic bacteria for canthaxanthin synthesis.

Journal: Molecular genetics and genomics : MGG 20041201

Title: Ocular side effects from herbal medicines and nutritional supplements.

Journal: American journal of ophthalmology 20041001

Title: Cloning of two carotenoid ketolase genes from Nostoc punctiforme for the heterologous production of canthaxanthin and astaxanthin.

Journal: Biotechnology letters 20040501

Title: Two distinct crt gene clusters for two different functional classes of carotenoid in Bradyrhizobium.

Journal: The Journal of biological chemistry 20040409

Title: Rapid quantification of carotenoids and fat in Atlantic Salmon (Salmo salar L.) by Raman spectroscopy and chemometrics.

Journal: Applied spectroscopy 20040401

Title: Effects of LDL-immunoapheresis on plasma concentrations of vitamin E and carotenoids in patients with familial hypercholesterolemia.

Journal: Journal of clinical apheresis 20040101

Title: Effect of canthaxanthin content of the maternal diet on the antioxidant system of the developing chick.

Journal: British poultry science 20030901

Title: The effect of an acute phase response on tissue carotenoid levels of growing chickens (Gallus gallus domesticus).

Journal: Comparative biochemistry and physiology. Part A, Molecular & integrative physiology 20030801

Title: Carotenoprotein complexes in entomostracan crustaceans (Streptocephalus dichotomus and Moina micrura).

Journal: Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20030501

Title: Identification by HPLC-MS of carotenoids of the Thraustochytrium CHN-1 strain isolated from the Seto Inland Sea.

Journal: Bioscience, biotechnology, and biochemistry 20030401

Title: Serum carotenoids and mortality from lung cancer: a case-control study nested in the Japan Collaborative Cohort (JACC) study.

Journal: Cancer science 20030101

Title: Don't be in the dark about tanning.

Journal: FDA consumer 20030101

Title: Astaxanthin and canthaxanthin do not induce liver or kidney xenobiotic-metabolizing enzymes in rainbow trout (Oncorhynchus mykiss Walbaum).

Journal: Comparative biochemistry and physiology. Toxicology & pharmacology : CBP 20021101

Title: Study of alpha-crustacyanin utilizing halogenated canthaxanthins.

Journal: Organic letters 20020725

Title: Carotenoids induce apoptosis in the T-lymphoblast cell line Jurkat E6.1.

Journal: Free radical research 20020701

Title: [The effects of carotenoids on the proliferation of human breast cancer cell and gene expression of bcl-2].

Journal: Zhonghua yu fang yi xue za zhi [Chinese journal of preventive medicine] 20020701

Title: Haloferax alexandrinus sp. nov., an extremely halophilic canthaxanthin-producing archaeon from a solar saltern in Alexandria (Egypt).

Journal: International journal of systematic and evolutionary microbiology 20020501

Title: Plasma carotenoid and vitamin E concentrations in women living in a rural west African (Gambian) community.

Journal: International journal for vitamin and nutrition research. Internationale Zeitschrift fur Vitamin- und Ernahrungsforschung. Journal international de vitaminologie et de nutrition 20020501

Title: Placental and serum levels of carotenoids in preeclampsia.

Journal: Obstetrics and gynecology 20010901

Title: Carotenoids as scavengers of free radicals in a Fenton reaction: antioxidants or pro-oxidants?

Journal: Free radical biology & medicine 20010801

Title: Carotenoid incorporation into natural membranes from artificial carriers: liposomes and beta-cyclodextrins.

Journal: Chemistry and physics of lipids 20010701

Title: 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.

Journal: Photochemistry and photobiology 20010501

Title: Two-step process for ketocarotenoid production by a green alga, Chlorococcum sp. strain MA-1.

Journal: Applied microbiology and biotechnology 20010501

Title: Influence of source and ratio of xanthophyll pigments on broiler chicken pigmentation and performance.

Journal: Poultry science 20010301

Title: Analysis of canthaxanthin and related pigments from Gordonia jacobaea mutants.

Journal: Journal of agricultural and food chemistry 20010301

Title: Lutein, zeaxanthin, and the macular pigment.

Journal: Archives of biochemistry and biophysics 20010101

Title: Ah receptor-dependent CYP1A induction by two carotenoids, canthaxanthin and beta-apo-8'-carotenal, with no affinity for the TCDD binding site.

Journal: Biochemical pharmacology 19970715

Title: Carotenoids enhance gap junctional communication and inhibit lipid peroxidation in C3H/10T1/2 cells: relationship to their cancer chemopreventive action.

Journal: Carcinogenesis 19911101

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Title: Palozza P, et al. Canthaxanthin supplementation alters antioxidant enzymes and iron concentration in liver of Balb/c mice. J Nutr. 2000 May;130(5):1303-8.

Title: Chew BP, et al. A comparison of the anticancer activities of dietary beta-carotene, canthaxanthin and astaxanthin in mice in vivo. Anticancer Res. 1999 May-Jun;19(3A):1849-53.

Title: Grubbs CJ, et al. Effect of canthaxanthin on chemically induced mammary carcinogenesis. Oncology. 1991;48(3):239-45.

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Tags:514-78-3 Molecular Formula|514-78-3 MDL|514-78-3 SMILES|514-78-3 CanthaXanthin, Powder