| Name: | 3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-7-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracene-2-carboxylic acid |
| CAS Number: | 1260-17-9 |  3D/inchi
|
| Other(deleted CASRN): | 1389-34-0 |
| ECHA EINECS - REACH Pre-Reg: | 215-023-3 |
| FDA UNII: | CID8Z8N95N |
| Nikkaji Web: | J3.366I |
| Beilstein Number: | 071651 |
| MDL: | MFCD00167028 |
| XlogP3-AA: | 0.50 (est) |
| Molecular Weight: | 492.39100000 |
| Formula: | C22 H20 O13 |
| 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:
| Assay: | 96.00 to 100.00
|
| Food Chemicals Codex Listed: | No |
| Melting Point: | 136.00 °C. @ 760.00 mm Hg
|
| Boiling Point: | 907.00 to 908.00 °C. @ 760.00 mm Hg (est)
|
| Flash Point: | 601.00 °F. TCC ( 316.10 °C. ) (est)
|
| logP (o/w): | 1.532 (est) |
| Soluble in: |
| | water, 1300 mg/L @ 25 °C (exp) |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
| BOC Sciences |
| For experimental / research use only. |
| Carminic acid
|
| ExtraSynthese |
| For experimental / research use only. |
| Carminic acid
|
| Rung International |
| Carminic Acid
Odor: characteristic Use: Carminic acid has been used as a colorant even in the ancient civilizations be it the Egyptian, or the Maya or the Inca. At one point the worth of this color was more than that of real gold. It is used as a food colorant, a dye and body colorant. Canary Islands and Peru are the major centers for the cultivation of these carminic acid producing insects. |
| Rung International |
| Cochineal Extract
Odor: characteristic Use: It is the raw form of carmine when freshly extracted from the cochineal extract. The color additive cochineal extract is the concentrated solution obtained after removing the alcohol from an aqueous-alcoholic extract of cochineal (Dactylopius coccus costa). Cochineal extract may be safely used for coloring foods generally in amounts consistent with good manufacturing practice. |
| Sigma-Aldrich |
| For experimental / research use only. |
| Carminic Acid
analytical standard |
| Sigma-Aldrich |
| For experimental / research use only. |
| Carminic Acid
|
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
|
| Inhalation Toxicity: |
|
Not determined
|
Safety in Use Information:
| Category: | | coloring agents |
| Recommendation for carminic acid usage levels up to: | | | not for fragrance use.
|
| |
| Recommendation for carminic acid 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 cochineal, carminic acid, carmines (E 120) as a food additive
View page or View pdf
|
| EPI System: View |
| Daily Med:search |
| Chemical Carcinogenesis Research Information System:Search |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations:Search |
| EPA Substance Registry Services (TSCA):1260-17-9 |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :14749 |
| National Institute of Allergy and Infectious Diseases:Data |
| WGK Germany:2 |
| 3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-7-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracene-2-carboxylic acid |
| Chemidplus:0001260179 |
| EPA/NOAA CAMEO:hazardous materials |
References:
| | 3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-7-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracene-2-carboxylic acid |
| NIST Chemistry WebBook: | Search Inchi |
| Canada Domestic Sub. List: | 1260-17-9 |
| Pubchem (cid): | 14749 |
| Pubchem (sid): | 134979474 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| (1R)-1,5- | anhydro-1-(7-carboxy-1,3,4,6-tetrahydroxy-8-methyl-9,10-dioxo-9,10-dihydro-2-anthracenyl)-D-glucitol | | (1R)-1,5- | anhydro-1-(7-carboxy-1,3,4,6-tetrahydroxy-8-methyl-9,10-dioxo-9,10-dihydroanthracen-2-yl)-D-glucitol | | 2- | anthroic acid, 7-D-glucopyrosyl-9,10-dihydro-3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo- | | | c.i. 75470 | | | carminic acid | | | ci 75470 | | | CI natural red 4 | | | cochineal extract | | D- | glucitol, 1,5-anhydro-1-C-(7-carboxy-9,10-dihydro-1,3,4,6-tetrahydroxy-8-methyl-9,10-dioxo-2-anthracenyl)-, (1R)- | | 7-a-D- | glucopyranosyl-9,10-dihydro-3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-2-anthracenecarboxylic acid | | 7beta-D- | glucopyranosyl-9,10-dihydro-3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-2-anthracenecarboxylic acid | | 7-D- | glucopyranosyl-9,10-dihydro-3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-2-anthroic acid | | | natural red 4 | | | sun red 1 | | | sun red no. 1 | | 3,5,6,8- | tetrahydroxy-1-methyl-9,10-dioxo-7-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracene-2-carboxylic acid | | 3,5,6,8- | tetrahydroxy-1-methyl-9,10-dioxo-7-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]-9,10-dihydro-2-anthracenecarboxylic acid | | 7-[(5S,2R,3R,4R,6R)-3,4,5- | trihydroxy-6-(hydroxymethyl)(2H-3,4,5,6-tetrahydropyran-2-yl)]-3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxoanthracene-2-carboxylic acid |
Articles:
| PubMed:Quantitative determination of carmine in foods by high-performance liquid chromatography. |
| PubMed:The basophil activation test identified carminic acid as an allergen inducing anaphylaxis. |
| PubMed:Use of medicinal fauna in Mexican traditional medicine. |
| PubMed:Anthraquinone dyes decolorization capacity of anamorphic Bjerkandera adusta CCBAS 930 strain and its HRP-like negative mutants. |
| PubMed:Structure elucidation and chromatographic identification of anthraquinone components of cochineal (Dactylopius coccus) detected in historical objects. |
| PubMed:Evaluation between ultrahigh pressure liquid chromatography and high-performance liquid chromatography analytical methods for characterizing natural dyestuffs. |
| PubMed:Sensitive HIV-1 detection in a homogeneous solution based on an electrochemical molecular beacon coupled with a nafion-graphene composite film modified screen-printed carbon electrode. |
| PubMed:Aminocarminic acid in E120-labelled food additives and beverages. |
| PubMed:Lac color inhibits development of rat thyroid carcinomas through targeting activation of plasma hyaluronan-binding protein. |
| PubMed:Promoting effects of carminic acid-enriched cochineal extracts on capsular invasive thyroid carcinomas through targeting activation of angiogenesis in rats. |
| PubMed:Evaluation of potential genotoxicity of five food dyes using the somatic mutation and recombination test. |
| PubMed:Multiwalled carbon nanotubes dispersed in carminic acid for the development of catalase based biosensor for selective amperometric determination of H(2)O(2) and iodate. |
| PubMed:Study on the fluorescence enhancement in Lanthanum(III)-carminic acid-cetyltrimethylammonium bromide system and its analytical application. |
| PubMed:Treatment of a textile effluent from dyeing with cochineal extracts using Trametes versicolor fungus. |
| PubMed:Environmental and genetic preconditioning for long-term anoxia responses requires AMPK in Caenorhabditis elegans. |
| PubMed:HPLC-DAD-MS analysis of dyes identified in textiles from Mount Athos. |
| PubMed:Vibrational spectroscopy to study degradation of natural dyes. Assessment of oxygen-free cassette for safe exposition of artefacts. |
| PubMed:Carminic acid modified anion exchanger for the removal and preconcentration of Mo(VI) from wastewater. |
| PubMed:Spectrophotometric determination of carminic acid in human plasma and fruit juices by second order calibration of the absorbance spectra-pH data matrices coupled with standard addition method. |
| PubMed:A new electrochemically active-inactive switching aptamer molecular beacon to detect thrombin directly in solution. |
| PubMed:[Absolute quantification of carminic acid in cochineal extract by quantitative NMR]. |
| PubMed:Polyamine-promoted autoactivation of plasma hyaluronan-binding protein. |
| PubMed:Allergic contact dermatitis from carmine. |
| PubMed:Comparison of extraction methods for the analysis of natural dyes in historical textiles by high-performance liquid chromatography. |
| PubMed:Investigation of the colourants used in icons of the Cretan School of iconography. |
| PubMed:Ad-hoc surface-enhanced Raman spectroscopy methodologies for the detection of artist dyestuffs: thin layer chromatography-surface enhanced Raman spectroscopy and in situ on the fiber analysis. |
| PubMed:Spectrophotometric determination of osmium based on its catalytic effect on the oxidation of carminic acid by hydrogen peroxide. |
| PubMed:Spectrophotometric determination of nitrite based on its catalytic effect on the oxidation of carminic acid by bromate. |
| PubMed:Conjugates of gonadotropin releasing hormone (GnRH) with carminic acid: Synthesis, generation of reactive oxygen species (ROS) and biological evaluation. |
| PubMed:Determination of optimum operating conditions of carmine decoloration by UV/H2O2 using response surface methodology. |
| PubMed:[Case of urticaria due to cochineal dye in red-colored diet]. |
| PubMed:The history, chemistry and modes of action of carmine and related dyes. |
| PubMed:Identification and characterization of artists' red dyes and their mixtures by surface-enhanced Raman spectroscopy. |
| PubMed:Revised procedures for the certification of carmine (C.I. 75470, Natural red 4) as a biological stain. |
| PubMed:Micellar electrokinetic chromatography method for the determination of several natural red dyestuff and lake pigments used in art work. |
| PubMed:Simultaneous identification of natural dyes in the collection of drawings and maps from The Royal Chancellery Archives in Granada (Spain) by CE. |
| PubMed:Presence of Wolbachia in insect eggs containing antimicrobially active anthraquinones. |
| PubMed:Sampling and identification of natural dyes in historical maps and drawings by liquid chromatography with diode-array detection. |
| PubMed:Investigation of red natural dyes used in historical objects by HPLC-DAD-MS. |
| PubMed:A method for determining identity and relative purity of carmine, carminic acid and aminocarminic acid. |
| PubMed:Blue natural organic dyestuffs--from textile dyeing to mural painting. Separation and characterization of coloring matters present in elderberry, logwood and indigo. |
| PubMed:Robert Boyle's chiral crystal chemistry: computational re-evaluation of enantioselective adsorption on quartz. |
| PubMed:Screening method for the detection of artificial colours in saffron using derivative UV-Vis spectrometry after precipitation of crocetin. |
| PubMed:[Inhibitory effect of ginkgolide B on angiogenesis in chronic inflammation]. |
| PubMed:Determination of food colorants by microemulsion electrokinetic chromatography. |
| PubMed:Color quality of pigments in cochineals (Dactylopius coccus Costa). Geographical origin characterization using multivariate statistical analysis. |
| PubMed:Identification of anthraquinone coloring matters in natural red dyes by electrospray mass spectrometry coupled to capillary electrophoresis. |
| PubMed:[Asthma and allergy due to carmine dye]. |
| PubMed:Carminic acid dye from the homopteran Dactylopius coccus hemolymph is consumed during treatment with different microbial elicitors. |
| PubMed:Identification of natural dyes in archeological Coptic textiles by liquid chromatography with diode array detection. |
| PubMed:Removal of ammonium and phosphates from wastewater resulting from the process of cochineal extraction using MgO-containing by-product. |
| PubMed:Carmine (E-120)-induced occupational asthma revisited. |
| PubMed:Cytotoxicity of natural hydroxyanthraquinones: role of oxidative stress. |
| PubMed:[Identification of acid-stable carmine in imported apple syrup product]. |
| PubMed:Inhibition of human cytochrome P450 1B1, 1A1 and 1A2 by antigenotoxic compounds, purpurin and alizarin. |
| PubMed:Determining eight colorants in milk beverages by capillary electrophoresis. |
| PubMed:Structure of acid-stable carmine. |
| PubMed:Analysis of limonoid glucosides from citrus by electrospray ionization liquid chromatography-mass spectrometry. |
| PubMed:Identification of carmine allergens among three carmine allergy patients. |
| PubMed:Protection against Trp-P-2 mutagenicity by purpurin: mechanism of in vitro antimutagenesis. |
| PubMed:Effect of natural colourants and nitrites on colour attributes of frankfurters. |
| PubMed:Peroxynitrite scavenging by different antioxidants. Part I: convenient assay. |
| PubMed:Separation and recovery of food coloring dyes using aqueous biphasic extraction chromatographic resins. |
| PubMed:Development and validation of a quantitative method for determination of carmine (E120) in foodstuffs by liquid chromatography: NMKL Collaborative Study. |
| PubMed:Sialyl Lewis X mimetics attenuate E-selectin-mediated adhesion of leukocytes to irradiated human endothelial cells. |
| PubMed:Engineered biosynthesis of novel polyketides: regiospecific methylation of an unnatural substrate by the tcmO O-methyltransferase. |
| PubMed:High-performance liquid chromatographic separation of carminic acid, alpha- and beta-bixin, and alpha- and beta-norbixin, and the determination of carminic acid in foods. |
| PubMed:The interaction of antitumor-active anthraquinones with biologically important redox couples: I. Spectrophotometric investigation of the interaction of carminic acid and mitoxantrone with the iron (II, III) and copper (I, II) redox couples. |
| PubMed:Simultaneous spectrophotometric determination of three food dyes by using the first derivative of ratio spectra. |
| PubMed:[Detection of food additives by enzyme immunoassay]. |
| PubMed:Enzyme immunoassay for carminic acid in foods. |
| PubMed:Defensive use of an acquired substance (carminic acid) by predaceous insect larvae. |
| PubMed:Simultaneous determination of carminic acid, riboflavine, curcumin and erythrosine by derivative spectrophotometry and ratio spectra derivative. |
| PubMed:Subcellular localization and antiviral activity of carminic acid/poly r(A-U) combinations. |
| PubMed:Genotoxicity studies in vitro and in vivo on carminic acid (natural red 4). |
| PubMed:Carcinogenicity study of cochineal in B6C3F1 mice. |
| PubMed:Polyribonucleotide-anthraquinone interactions: in vitro antiviral activity studies. |
| PubMed:Liquid chromatographic determination of carminic acid in yogurt. |
| PubMed:Additional survey on genotoxicity of natural anthraquinones in the hepatocyte primary culture/DNA repair assay. |
| PubMed:Enhancement of the antiviral and interferon-inducing activities of poly r(A-U) by carminic acid. |
| PubMed:Carminic acid-promoted oxygen radical damage to lipid and carbohydrate. |
| PubMed:Appearance and reappearance of mutagens in urine from rats after oral administration of direct brown 95, due to coprophagy. |
| PubMed:Extractive spectrophotometric and fluorimetric determination of boron with 2,2,4-trimethyl-1,3-pentanediaol and carminic acid. |
| PubMed:Testing of 24 food, drug, cosmetic, and fabric dyes in the in vitro and the in vivo/in vitro rat hepatocyte primary culture/DNA repair assays. |
| PubMed:Induction of gamma-glutamyl transpeptidase and glutathione S-transferase in cultured fetal rat hepatocytes by laccaic acid and monascus pigments. |
| PubMed:Carminic acid, a non-competitive inhibitor of kidney UDP-glucose:galactosylhydroxylysine-collagen glucosyltransferase. |
| PubMed:Red cochineal dye (carminic Acid): its role in nature. |
| PubMed:A study on the toxicity of natural food dyes--toxicity and enzyme inhibition in Paramecium caudatum. |
| PubMed:Effects of carmine and carminic acid on embryonic tissue cell cultures. |
| PubMed:Thin layer chromatography of certain preformed metal complex dyes used in biological staining. |
| PubMed:Microdetermination of lead as its carminic acid complex by reflectance spectroscopy. |
| PubMed:A simple assay procedure for carmine and carminic acid samples. |
| PubMed:On the structure of carminic acid and carmine. |
| PubMed:Carminic acid as a reagent for the spectrofluorimetric determination of molybdenum and tungsten-II Determination of molybdenum in mild steel. |
| PubMed:Carminic acid as a reagent for the spectrofluorimetric determination of molybdenum and tungsten-I Development of procedures. |
|
coloring matter from the insect coccus cacti l. it is used in foods, pharmaceuticals, toiletries, etc., as a dye, and also has use as a microscopic stain and biological marker. Isol. from cochineal, obt. from the dried female bodies of the insect Dactylopius coccus. Dyestuff, red food colouring. [CCD]
|
