| Name: | (2E,4E,6E,8E,10E,12E,14E,16E)-2,6,11,15-tetramethyl-17-(2,6,6-trimethylcyclohexen-1-yl)heptadeca-2,4,6,8,10,12,14,16-octaenal |
| CAS Number: | 1107-26-2 |  3D/inchi
|
| Other(deleted CASRN): | 2756-57-2 |
| ECHA EINECS - REACH Pre-Reg: | 214-171-6 |
| FDA UNII: | V22N3E2U32 |
| Nikkaji Web: | J14.370G |
| Beilstein Number: | 2064131 |
| MDL: | MFCD00042626 |
| XlogP3: | 9.40 (est) |
| Molecular Weight: | 416.64800000 |
| Formula: | C30 H40 O |
| BioActivity Summary: | listing |
| NMR Predictor: | Predict (works with chrome, Edge or firefox) |
Category:coloring agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Appearance: | deep violet crystalline powder (est) |
| Assay: | 96.00 to 100.00
|
| Food Chemicals Codex Listed: | No |
| Boiling Point: | 575.00 to 576.00 °C. @ 760.00 mm Hg
|
| Flash Point: | 524.00 °F. TCC ( 273.33 °C. )
|
| logP (o/w): | 9.652 (est) |
| Shelf Life: | 12.00 month(s) or longer if stored properly. |
| Storage: | store under nitrogen. |
| Storage: | refrigerate in tightly sealed containers. store under nitrogen. |
| air and light sensitive: | store protected from air and light. |
| Soluble in: |
| | alcohol, slightly | | | chloroform | | | water, 2.17e-007 mg/L @ 25 °C (est) |
| Insoluble in: |
| | water |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
Safety Information:
| Preferred SDS: View |
| European information : |
| Most important hazard(s): | | None - None found. |
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
|
| |
| 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: |
oral-mouse LD50 > 10000 mg/kg
FAO Nutrition Meetings Report Series. Vol. 38B, Pg. 34, 1966.
|
| Dermal Toxicity: |
|
Not determined
|
| Inhalation Toxicity: |
|
Not determined
|
Safety in Use Information:
| Category: | | coloring agents |
| Recommendation for beta-apo-8'-carotenal usage levels up to: | | | not for fragrance use.
|
| |
| Recommendation for beta-apo-8'-carotenal 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 ß-apo-8’-carotenal (E 160e) as a food additive
View page or View pdf
|
Request for a reconsideration of the ADI and a refined exposure assessment of ß-apo-8'-carotenal (E 160e)
View page or View pdf
|
| EPI System: View |
| Chemical Carcinogenesis Research Information System:Search |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations:Search |
| EPA Substance Registry Services (TSCA):1107-26-2 |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :5478003 |
| National Institute of Allergy and Infectious Diseases:Data |
| WGK Germany:2 |
| (2E,4E,6E,8E,10E,12E,14E,16E)-2,6,11,15-tetramethyl-17-(2,6,6-trimethylcyclohexen-1-yl)heptadeca-2,4,6,8,10,12,14,16-octaenal |
| Chemidplus:0001107262 |
| RTECS:CD9115000 for cas# 1107-26-2 |
References:
| | (2E,4E,6E,8E,10E,12E,14E,16E)-2,6,11,15-tetramethyl-17-(2,6,6-trimethylcyclohexen-1-yl)heptadeca-2,4,6,8,10,12,14,16-octaenal |
| NIST Chemistry WebBook: | Search Inchi |
| Canada Domestic Sub. List: | 1107-26-2 |
| Pubchem (cid): | 5478003 |
| Pubchem (sid): | 135017019 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| | c.i. 40820 | | 8'-apo-beta- | caroten-8'-al | | 8'apo-beta,psi- | carotenal | | all-trans-beta-apo-8'- | carotenal | | apo | carotenal | | apo-beta,psi- | carotenal, 8' | | | ci 40820 | | | food orange 6 | | (2E,4E,6E,8E,10E,12E,14E,16E)-2,6,11,15- | tetramethyl-17-(2,6,6-trimethylcyclohexen-1-yl)heptadeca-2,4,6,8,10,12,14,16-octaenal |
Articles:
| PubMed:Novel carotenoid cleavage dioxygenase catalyzes the first dedicated step in saffron crocin biosynthesis. |
| PubMed:Tackling the challenge of selective analytical clean-up of complex natural extracts: the curious case of chlorophyll removal. |
| PubMed:Dynamics of the time-resolved stimulated Raman scattering spectrum in presence of transient vibronic inversion of population on the example of optically excited trans-β-apo-8'-carotenal. |
| PubMed:Analysis of carotenoid isomerase activity in a prototypical carotenoid cleavage enzyme, apocarotenoid oxygenase (ACO). |
| PubMed:Substrate specificity of purified recombinant human β-carotene 15,15'-oxygenase (BCO1). |
| PubMed:Determination of egg yolk xanthophylls by isocratic high-performance liquid chromatography. |
| PubMed:A novel carotenoid cleavage activity involved in the biosynthesis of Citrus fruit-specific apocarotenoid pigments. |
| PubMed:Acyclic carotenoid and cyclic apocarotenoid cleavage by an orthologue of lignostilbene-α,β-dioxygenase in Rhodopseudomonas palustris. |
| PubMed:Structural basis of carotenoid cleavage: from bacteria to mammals. |
| PubMed:The ORF slr0091 of Synechocystis sp. PCC6803 encodes a high-light induced aldehyde dehydrogenase converting apocarotenals and alkanals. |
| PubMed:New insight into the cleavage reaction of Nostoc sp. strain PCC 7120 carotenoid cleavage dioxygenase in natural and nonnatural carotenoids. |
| PubMed:Microcapsules containing antioxidant molecules as scavengers of reactive oxygen and nitrogen species. |
| PubMed:The formation, occurrence, and function of β-apocarotenoids: β-carotene metabolites that may modulate nuclear receptor signaling. |
| PubMed:In vivo and in vitro studies on the carotenoid cleavage oxygenases from Sphingopyxis alaskensis RB2256 and Plesiocystis pacifica SIR-1 revealed their substrate specificities and non-retinal-forming cleavage activities. |
| PubMed:Characterization of an apo-carotenoid 13,14-dioxygenase from Novosphingobium aromaticivorans that converts β-apo-8'-carotenal to β-apo-13-carotenone. |
| PubMed:Separation and quantification of 15 carotenoids by reversed phase high performance liquid chromatography coupled to diode array detection with isosbestic wavelength approach. |
| PubMed:Application of centrifugal precipitation chromatography and high-speed counter-current chromatography equipped with a spiral tubing support rotor for the isolation and partial characterization of carotenoid cleavage-like enzymes in Enteromorpha compressa (L.) Nees. |
| PubMed:Dietary 9-cis-β,β-carotene fails to rescue vision in mouse models of leber congenital amaurosis. |
| PubMed:Carotenoid composition in Rhinacanthus nasutus (L.) Kurz as determined by HPLC-MS and affected by freeze-drying and hot-air-drying. |
| PubMed:Beta-carotene reduces body adiposity of mice via BCMO1. |
| PubMed:Carotene and novel apocarotenoid concentrations in orange-fleshed Cucumis melo melons: determinations of β-carotene bioaccessibility and bioavailability. |
| PubMed:Antioxidant activity of β-carotene compounds in different in vitro assays. |
| PubMed:Contribution of major lipophilic antioxidants to the antioxidant activity of basil extracts: an EPR study. |
| PubMed:Evaluation of certain food additives and contaminants. |
| PubMed:{beta}-Apocarotenoids do not significantly activate retinoic acid receptors {alpha} or {beta}. |
| PubMed:Hydrophobicity of residue 108 specifically affects the affinity of human beta-carotene 15,15'-monooxygenase for substrates with two ionone rings. |
| PubMed:Qualitative and quantitative differences in the carotenoid composition of yellow and red peppers determined by HPLC-DAD-MS. |
| PubMed:Cloning and functional characterization of carotenoid cleavage dioxygenase 4 genes. |
| PubMed:Total synthesis of (3R,3'R,6'R)-lutein and its stereoisomers. |
| PubMed:Excited-state dynamics of 12'-apo-beta-caroten-12'-al and 8'-apo-beta-caroten-8'-al in supercritical CO2, N2O, and CF3H. |
| PubMed:In vitro characterization of a recombinant Blh protein from an uncultured marine bacterium as a beta-carotene 15,15'-dioxygenase. |
| PubMed:Substrate specificity of a recombinant chicken beta-carotene 15,15'-monooxygenase that converts beta-carotene into retinal. |
| PubMed:Functional characterization of FaCCD1: a carotenoid cleavage dioxygenase from strawberry involved in lutein degradation during fruit ripening. |
| PubMed:Effect of Leu/Met variation at residue 450 on isomerase activity and protein expression of RPE65 and its modulation by variation at other residues. |
| PubMed:Activity of a cationic carotenoid derivative in a mouse model of protoporphyria. |
| PubMed:Excentral cleavage of beta-carotene in vivo in a healthy man. |
| PubMed:Influence of solubility-enhancing fusion proteins and organic solvents on the in vitro biocatalytic performance of the carotenoid cleavage dioxygenase AtCCD1 in a micellar reaction system. |
| PubMed:Retinal biosynthesis in fungi: characterization of the carotenoid oxygenase CarX from Fusarium fujikuroi. |
| PubMed:Studies of carotenoid one-electron reduction radicals. |
| PubMed:Beta-carotene and apocarotenals promote retinoid signaling in BEAS-2B human bronchioepithelial cells. |
| PubMed:Effects of quercetin on beta-apo-8'-carotenal-induced DNA damage and cytochrome P1A2 expression in A549 cells. |
| PubMed:Carotenoid radical anions and their protonated derivatives. |
| PubMed:Identification of carotenoid cleavage dioxygenases from Nostoc sp. PCC 7120 with different cleavage activities. |
| PubMed:The carotenase AtCCD1 from Arabidopsis thaliana is a dioxygenase. |
| PubMed:Synthetic carotenoid derivatives prevent photosensitised killing of retinal pigment epithelial cells more effectively than lutein. |
| PubMed:Improved high performance liquid chromatographic method for determination of carotenoids in the microalga Chlorella pyrenoidosa. |
| PubMed:Key role of conserved histidines in recombinant mouse beta-carotene 15,15'-monooxygenase-1 activity. |
| PubMed:Electrospray tandem mass spectrometric analysis of zeaxanthin and its oxidation products. |
| PubMed:Retinal biosynthesis in Eubacteria: in vitro characterization of a novel carotenoid oxygenase from Synechocystis sp. PCC 6803. |
| PubMed:Structural requirements for efficient cellular photoprotection by carotenoid derivatives. |
| PubMed:Induction of 1,N(2)-etheno-2'-deoxyguanosine in DNA exposed to beta-carotene oxidation products. |
| PubMed:Method development and analysis of retail foods and beverages for carotenoid food colouring materials E160a(ii) and E160e. |
| PubMed:Induction of liver monooxygenases by annatto and bixin in female rats. |
| PubMed:Feedback regulation of beta,beta-carotene 15,15'-monooxygenase by retinoic acid in rats and chickens. |
| PubMed:[Initial stages of trisporic acid synthesis in Blakeslea trispora]. |
| PubMed:FT-IR study of some seco- and apocarotenoids. |
| PubMed:Quantitative determination of 13C-labeled and endogenous beta-carotene, lutein, and vitamin A in human plasma. |
| PubMed:Girard's reagent P derivative of beta-Apo-8'-carotenal: a potent photoprotective agent. |
| PubMed:beta-carotene is converted primarily to retinoids in rats in vivo. |
| PubMed:Co-oxidation of beta-carotene catalyzed by soybean and recombinant pea lipoxygenases. |
| PubMed:Isolation of 9Z beta-carotene from Dunaliella bardawil and its stereoselective synthesis. |
| PubMed:Dietary carotenoids inhibit aflatoxin B1-induced liver preneoplastic foci and DNA damage in the rat: role of the modulation of aflatoxin B1 metabolism. |
| PubMed:The influence of two carotenoid food dyes on clastogenic activities of cyclophosphamide and dioxidine in mice. |
| PubMed:Relative stability of carotenoid radical cations and homologue tocopheroxyl radicals. A real time kinetic study of antioxidant hierarchy. |
| PubMed:Ah receptor-dependent CYP1A induction by two carotenoids, canthaxanthin and beta-apo-8'-carotenal, with no affinity for the TCDD binding site. |
| PubMed:Enzymatic oxidation of beta-apo-8'-carotenol to beta-apo-14'-carotenal by an enzyme different from beta-carotene-15,15'-dioxygenase. |
| PubMed:Modulation of aflatoxin B1 carcinogenicity, genotoxicity and metabolism in rat liver by dietary carotenoids: evidence for a protective effect of CYP1A inducers. |
| PubMed:Effects of provitamin A or non-provitamin A carotenoids on liver xenobiotic-metabolizing enzymes in mice. |
| PubMed:Carotenoid analysis of several dark-green leafy vegetables associated with a lower risk of cancers. |
| PubMed:Rat intestinal beta-carotene dioxygenase activity is located primarily in the cytosol of mature jejunal enterocytes. |
| PubMed:beta-Apo-8'-carotenal, but not beta-carotene, is a strong inducer of liver cytochromes P4501A1 and 1A2 in rat. |
| PubMed:Detection of bixin, lycopene, canthaxanthin, and beta-apo-8'-carotenal in products derived from red pepper. |
| PubMed:Isolation and identification of singlet oxygen oxidation products of beta-carotene. |
| PubMed:Dietary carotenoids influenced biochemical but not morphological changes in adult male rats fed a choline-deficient diet. |
| PubMed:Metabolism of carotenoid analogs in humans. |
| PubMed:Carotenoids as cellular antioxidants. |
| PubMed:Retinoic acid can be produced from excentric cleavage of beta-carotene in human intestinal mucosa. |
| PubMed:Enzymatic conversion of beta-carotene into beta-apo-carotenals and retinoids by human, monkey, ferret, and rat tissues. |
| PubMed:Characterization of products formed during the autoxidation of beta-carotene. |
| PubMed:[Effect of carotenoids on selected indicators of cellular immunity in cockerels receiving food with high level of vitamin A]. |
| PubMed:Localization of chicken parathyroid glands through vital staining. |
| PubMed:Retinoids and related compounds. XI. Synthesis and stereochemistry of (+/-)-C22-acetylenic and allenic apocarotenals. |
| PubMed:[Detection of the annatto dye norbixin/bixin in cheese using derivative spectroscopy and high performance liquid chromatography (HPLC)]. |
| PubMed:The polarized UV-absorption spectra and the crystal structure of two different monoclinic crystal forms of the retinal homologue beta-8'-apocarotenal. |
| PubMed:Peroral challenge tests with food additives in urticaria and atopic dermatitis. |
| PubMed:Relative value of carotenoids as precursors of vitamin A. |
| PubMed:Carotenoids as food colorants. |
| PubMed:Charge-transfer complexes of some linear conjugated polyenes. |
| PubMed:Studies on the relative biopotencies and intestinal absorption of different apo-beta-carotenoids in rats and chickens. |
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