Carminic Acid

Carminic Acid Basic information
Product Name:Carminic Acid
Synonyms:Carminic Acid ;3,5,6,8-Tetrahydroxy-1-methyl-9,10-dioxo-7-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-9,10-dihydroanthracene-2-carboxylic acid;Carminic acid (C.I. 75470) GR for analysis and for microscopy;ALUMINUM LAKE OF CARMINIC ACID;2-anthracenecarboxylicacid,7-beta-d-glucopyranosyl-9,10-dihydro-3,5,6,8-tetra;7-.beta.-D-glucopyranosyl-9,10-dihydro-3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-2-Anthracenecarboxylicacid;7-alpha-d-glucopyranosyl-9,10-dihydro-3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo;C.I.Naturalred4
CAS:1260-17-9
MF:C22H20O13
MW:492.39
EINECS:215-023-3
Product Categories:Anthraquinones;Biochemistry;Glucose;Glycosides;Hydroxyanthraquinones;Sugars;Di-Terpenoids;Carbohydrates & Derivatives;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:1260-17-9.mol
Carminic Acid Structure
Carminic Acid Chemical Properties
Melting point 136 °C
alpha 15654 +51.6° (water)
Boiling point 506.2°C (rough estimate)
density 1.4504 (rough estimate)
refractive index 1.6000 (estimate)
Fp 12℃
storage temp. room temp
solubility 30g/l
form Crystalline Powder
pKa1.62±0.20(Predicted)
Colour Index 75470
color Red to dark red
OdorOdorless
PH1.6 (10g/l, H2O, 20℃)
PH Range4.8 - 6.2
optical activity[α]20/D +3.1°, c = 1 in H2O
Water Solubility 1.298g/L(room temperature)
Merck 14,1843
BRN 71651
LogP1.532 (est)
CAS DataBase Reference1260-17-9
EPA Substance Registry SystemC.I. Natural Red 4 (1260-17-9)
Safety Information
Safety Statements 22-24/25
WGK Germany 2
HS Code 32129000
Hazardous Substances Data1260-17-9(Hazardous Substances Data)
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Carminic Acid Usage And Synthesis
Chemical Propertiesred to dark red crystalline powder
Chemical PropertiesCochineal extract is a concentrated solution obtained after removing alcohol from an aqueous–alcoholic extract of cochineal (Dactylopius coccus Costa, also called Coccus cati L.). This extract is used as a color additive, the primary colorant being carminic acid.
HistoryCI Natural Red 4(CI 75470), is a red dye occurring as a glycoside in the body of the cochineal insect Dactylopius coccus of the order Homoptera, family Coccidae. This insect is native to Central and South America. The Aztecs had extracted the dye from the insect centuries before the coming of the Spaniards. For breeding purposes, the insects were collected in the autumn and carefully protected during the winter months. Cochineal was harvested after three months, and then the bugs were killed by immersion in hot water, by placing in hot ovens, or by exposure to the hot sun. The latter method produced the highest quality dye. At present, Peru and the Canary Islands are the main source of the dye. Until the advent of synthetic dyes, the principal use for carminic acid was for dyeing tin-mordanted wool or silk. Its aluminum lake, carmine, finds use in the coloring of foods.
UsesCarminic acid (C.I. 75470) For staining nuclei in histological sections. Used to prepare staining solutions.
CAS 1260-17-9, pH 1.6 (10?g/l, H?O, 20?°C).
UsesA red glucosidal hydroxyanthrapurin, it is produced naturally within some insects as a defense mechanism.
Usesantineoplastic, glucosyltransferase inhibitor
DefinitionChEBI: A tetrahydroxyanthraquinone that is that is 1,3,4,6-tetrahydroxy-9,10-anthraquinone substituted by a methyl group at position 8, a carboxy group at position 7 and a 1,5-anhydro-D-glucitol moiety at position 2 via a C-gly osidic linkage. It is a natural dye isolated from several insects such as Dactylopius coccus.
General DescriptionDark purplish-brown mass or bright red or dark red powder. Darkens at 248°F. Deep red color in water. Yellow to violet in acidic aqueous solutions.
Air & Water ReactionsSoluble in water [Hawley].
Reactivity ProfileCARMINE neutralizes bases in exothermic reactions. Incompatible with strong oxidizing agents.
Fire HazardFlash point data for CARMINE are not available. CARMINE is probably combustible.
Purification MethodsCarminic acid forms red prisms from EtOH. It gives a red colour in Ac2O and yellow to violet in acidic solution. UV: max (H2O) 500nm ( 6,800); (0.02N HCl) 490-500nm ( 5,800) and (0.0001N NaOH) 540nm ( 3,450). IR: max (Nujol) 1708s, 1693s, 1677m, 1648m, 1632m, 1606s, 1566s, 1509 cm-1. Periodate oxidation is complete after 4hours at 0o with the consumption of 6.2 mols. The tetra-O-methyl carminate has m 186-188o (yellow needles from *C6H6/pet ether). [IR: Ali & Haynes J Chem Soc 1033 1959, Bhatia & Venkataraman Indian J Chem 3 (2) 92 1965, Synthesis: Davis & Smith Biochemical Preparations 4 38 1955, Beilstein 18 III/1V 6697.]
Carminic Acid Preparation Products And Raw materials
Preparation ProductsCochineal
CARMINE - 50% CARMINIC ACID Carminic Acid CARMINE ACCORDING TOMAYER CARMINE BLUE V CARMINE LITHIUM COLORONA(R) CARMINE RED BRILLIANT CARMINE 6B CARMINE FIBRIN CARMINE (AND COCHINEAL EXTRACT) ATLACID CARMINE 4BA CARMINE PARA CARMINE MAGNESIUM LITHIONCARMINE ALUMINIUM CARMINE,ALUMINUM CARMINE,CARMINE,ALUM CARMINE,ALUMINUM LAKE OF CARMINIC ACID,ALUM LAKE OF CARMINIC ACID,CARMINE ALUM,CARMINE LAKE,CARMINE ALUM LAKE SODIUMCARMINE Carmine CARMINE BORAX CARMINE BLUE V

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