| Name: | (2E,4E,6E,8E,10E,12E,14E,16E,18E)-1,20-bis[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-4,8,13,17-tetramethylicosa-2,4,6,8,10,12,14,16,18-nonaene-1,20-dione |
| CAS Number: | 470-38-2 |  3D/inchi
|
| ECHA EINECS - REACH Pre-Reg: | 207-425-2 |
| FDA UNII: | 805VAB3L0H |
| Nikkaji Web: | J646.999J |
| Beilstein Number: | 2494276 |
| XlogP3-AA: | 10.30 (est) |
| Molecular Weight: | 600.88312000 |
| Formula: | C40 H56 O4 |
| NMR Predictor: | Predict (works with chrome, Edge or firefox) |
Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00
|
| Food Chemicals Codex Listed: | No |
| Boiling Point: | 741.80 °C. @ 760.00 mm Hg (est)
|
| Flash Point: | 782.00 °F. TCC ( 416.40 °C. ) (est)
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| logP (o/w): | 7.970 (est) |
| Soluble in: |
| | water, 2.839e-008 mg/L @ 25 °C (est) |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
Safety Information:
| |
| Hazards identification |
| |
| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
| |
| Pictogram | |
| |
| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
|
Not determined
|
| Dermal Toxicity: |
|
Not determined
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| Inhalation Toxicity: |
|
Not determined
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Safety in Use Information:
| Category: | | natural substances and extractives |
| Recommendation for capsorubin usage levels up to: | | | not for fragrance use.
|
| |
| Recommendation for capsorubin flavor usage levels up to: |
| | not for flavor use.
|
Safety References:
European Food Safety Authority (EFSA) reference(s):
|
Scientific Opinion on the re-evaluation of paprika extract (E 160c) as a food additive
View page or View pdf
|
Outcome of the consultation with Member States and EFSA on the basic substance application for paprika extract, capsanthin, capsorubin E 160 c (admissibility accepted when named Capsicum spp. spice) for use in plant protection as repellent to various invertebrates, mammals and birds
View page or View pdf
|
| EPI System: View |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations:Search |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :5281229 |
| National Institute of Allergy and Infectious Diseases:Data |
| (2E,4E,6E,8E,10E,12E,14E,16E,18E)-1,20-bis[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-4,8,13,17-tetramethylicosa-2,4,6,8,10,12,14,16,18-nonaene-1,20-dione |
| Chemidplus:0000470382 |
References:
| | (2E,4E,6E,8E,10E,12E,14E,16E,18E)-1,20-bis[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-4,8,13,17-tetramethylicosa-2,4,6,8,10,12,14,16,18-nonaene-1,20-dione |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 5281229 |
| Pubchem (sid): | 135228573 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| (3S,5R,3'S,5'R)-3,3'- | dihydroxy-?,?-carotene-6,6'-dione | | (3S,3'S,5R,5'R)-3,3'- | dihydroxy-kappa,kappa-carotene-6,6'-dione | | (2E,4E,6E,8E,10E,12E,14E,16E,18E)-1,20-bis[(1R,4S)-4- | hydroxy-1,2,2-trimethylcyclopentyl]-4,8,13,17-tetramethylicosa-2,4,6,8,10,12,14,16,18-nonaene-1,20-dione |
Articles:
| PubMed:Effect of model dissolved organic matter coating on sorption of phenanthrene by TiO2 nanoparticles. |
| PubMed:Alteration of flower color in Iris germanica L. 'Fire Bride' through ectopic expression of phytoene synthase gene (crtB) from Pantoea agglomerans. |
| PubMed:De novo transcriptome analysis of Liriodendron chinense petals and leaves by Illumina sequencing. |
| PubMed:Biochemistry and molecular biology of carotenoid biosynthesis in chili peppers (Capsicum spp.). |
| PubMed:Paprika Pigments Attenuate Obesity-Induced Inflammation in 3T3-L1 Adipocytes. |
| PubMed:Simultaneous determination of free capsorubin and capsanthin in red pepper powder using u-HPLC. |
| PubMed:A further analysis of the relationship between yellow ripe-fruit color and the capsanthin-capsorubin synthase gene in pepper (Capsicum sp.) indicated a new mutant variant in C. annuum and a tandem repeat structure in promoter region. |
| PubMed:Proteomic analysis of chromoplasts from six crop species reveals insights into chromoplast function and development. |
| PubMed:Cloning and functional characterization of a gene for capsanthin-capsorubin synthase from tiger lily (Lilium lancifolium Thunb. 'Splendens'). |
| PubMed:Putative supramolecular complexes formed by carotenoids and xanthophylls with ascorbic acid to reverse multidrug resistance in cancer cells. |
| PubMed:Influence of different drying methods on carotenoids and capsaicinoids of paprika (Cv., Jalapeno). |
| PubMed:Carotenoid accumulation in orange-pigmented Capsicum annuum fruit, regulated at multiple levels. |
| PubMed:Effect of Capsicum carotenoids on growth and aflatoxins production by Aspergillus flavus isolated from paprika and chilli. |
| PubMed:Effect of Capsicum carotenoids on growth and ochratoxin A production by chilli and paprika Aspergillus spp. isolates. |
| PubMed:Reversal of multidrug resitance by natural substances from plants. |
| PubMed:Variability of Carotenoid Biosynthesis in Orange Colored Capsicum spp. |
| PubMed:Characterization of plant carotenoid cyclases as members of the flavoprotein family functioning with no net redox change. |
| PubMed:Qualitative and quantitative differences in the carotenoid composition of yellow and red peppers determined by HPLC-DAD-MS. |
| PubMed:Carotenoid synthesis: retrospect and recent progress. |
| PubMed:A density functional theory study of the structure and vibrational spectra of beta-carotene, capsanthin, and capsorubin. |
| PubMed:Qualitative and quantitative analysis of genetically modified pepper. |
| PubMed:Total synthesis of capsanthin and capsorubin using Lewis acid-promoted regio- and stereoselective rearrangement of tetrasubsutituted epoxides. |
| PubMed:A comparison of the carotenoid accumulation in Capsicum varieties that show different ripening colours: deletion of the capsanthin-capsorubin synthase gene is not a prerequisite for the formation of a yellow pepper. |
| PubMed:Proteome analysis of bell pepper (Capsicum annuum L.) chromoplasts. |
| PubMed:Thermal degradation products formed from carotenoids during a heat-induced degradation process of paprika oleoresins (Capsicum annuum L.). |
| PubMed:Modulation of multidrug resistance and apoptosis of cancer cells by selected carotenoids. |
| PubMed:[Inhibition of oxidation of human blood low density lipoproteins by carotenoids from paprika]. |
| PubMed:Influences of gamma-irradiation and storage on the carotenoids of sun-dried and dehydrated paprika. |
| PubMed:Incorporation of carotenoids from paprika oleoresin into human chylomicrons. |
| PubMed:[Molecular cloning of full length capsanthin/capsorubin synthase homologous gene from orange (Citrus sinensis)]. |
| PubMed:Degradation of non-esterified and esterified xanthophylls by free radicals. |
| PubMed:Structure-reactivity relationship in the oxidation of carotenoid pigments of the pepper (Capsicum annuum L.). |
| PubMed:Carotenoid composition in the fruits of red paprika (Capsicum annuum var. lycopersiciforme rubrum) during ripening; biosynthesis of carotenoids in red paprika. |
| PubMed:Molecular evolution of lycopene cyclases involved in the formation of carotenoids with ionone end groups. |
| PubMed:Identification of a novel gene coding for neoxanthin synthase from Solanum tuberosum. |
| PubMed:Carotenoid composition in the fruits of Asparagus officinalis. |
| PubMed:Identification of neoxanthin synthase as a carotenoid cyclase paralog. |
| PubMed:Candidate gene analysis of organ pigmentation loci in the Solanaceae. |
| PubMed:An alternative pathway to beta -carotene formation in plant chromoplasts discovered by map-based cloning of beta and old-gold color mutations in tomato. |
| PubMed:Carotenoid biosynthesis changes in five red pepper (Capsicum annuum L.) cultivars during ripening. Cultivar selection for breeding. |
| PubMed:Xanthophyll esterification accompanying carotenoid overaccumulation in chromoplast of Capsicum annuum ripening fruits is a constitutive process and useful for ripeness index. |
| PubMed:Paprika (Capsicum annuum) oleoresin extraction with supercritical carbon dioxide. |
| PubMed:Induction and control of chromoplast-specific carotenoid genes by oxidative stress. |
| PubMed:Functional integration of non-native carotenoids into chloroplasts by viral-derived expression of capsanthin-capsorubin synthase in Nicotiana benthamiana. |
| PubMed:The capsanthin-capsorubin synthase gene: a candidate gene for the y locus controlling the red fruit colour in pepper. |
| PubMed:Isocratic non-aqueous reversed-phase high-performance liquid chromatographic separation of capsanthin and capsorubin in red peppers (Capsicum annuum L.), paprika and oleoresin. |
| PubMed:Developmental and stress regulation of gene expression for plastid and cytosolic isoprenoid pathways in pepper fruits. |
| PubMed:Metabolism of cyclic carotenoids: a model for the alteration of this biosynthetic pathway in Capsicum annuum chromoplasts. |
| PubMed:Structure of a functional geranylgeranyl pyrophosphate synthase gene from Capsicum annuum. |
| PubMed:A chromoplast-specific protein in Capsicum annuum: characterization and expression of the corresponding gene. |
| PubMed:Xanthophyll biosynthesis in chromoplasts: isolation and molecular cloning of an enzyme catalyzing the conversion of 5,6-epoxycarotenoid into ketocarotenoid. |
| PubMed:Structure and expression of two plant genes encoding chromoplast-specific proteins: occurrence of partially spliced transcripts. |
| PubMed:Synthetic carotenoids, novel polyene polyketones and new capsorubin isomers as efficient quenchers of singlet molecular oxygen. |
| PubMed:Separation and quantitative analysis of some carotenoid fatty acid esters of fruits by liquid chromatography. |
| PubMed:Capsicum--production, technology, chemistry, and quality. Part III. Chemistry of the color, aroma, and pungency stimuli. |
| PubMed:Gastric cytoprotective effects of vitamin A and other carotenoids. |
| PubMed:Carotenoid biosynthesis in vitro conversion of violaxanthin to capsorubin by a chromoplast enriched fraction of Capsicum fruits. |
| PubMed:[Remarks on the structure of capsorubin]. |
| PubMed:[Presence of stereoisomers of capsorubin in the pepper]. |
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