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Sigma-Aldrich

Carminic acid

≥90% (HPLC)

Synonym(s):

Natural Red 4

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About This Item

Empirical Formula (Hill Notation):
C22H20O13
CAS Number:
1260-17-9
Molecular Weight:
492.39
Colour Index Number:
75470
Beilstein:
71651
EC Number:
215-023-3
MDL number:
MFCD00167028
UNSPSC Code:
12171500
PubChem Substance ID:
24853740
NACRES:
NA.47

Quality Level

100

Assay

≥90% (HPLC)

form

powder

optical activity

[α]20/D +3.1°, c = 1 in H2O

color

purple to red-purple
 red to very dark red

mp

136 °C

solubility

1 N acetic acid: 1%, clear to hazy, red

λmax

495 nm

ε (extinction coefficient)

≥13000 at 222-228  nm in ethanol at 0.03 g/L
≥18000 at 275-281 nm in ethanol at 0.03 g/L

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

Cc1c(C(O)=O)c(O)cc2C(=O)c3c(O)c(O)c([C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)c(O)c3C(=O)c12

InChI

1S/C22H20O13/c1-4-8-5(2-6(24)9(4)22(33)34)13(25)10-11(15(8)27)16(28)12(18(30)17(10)29)21-20(32)19(31)14(26)7(3-23)35-21/h2,7,14,19-21,23-24,26,28-32H,3H2,1H3,(H,33,34)/t7-,14-,19+,20-,21+/m1/s1

InChI key

DGQLVPJVXFOQEV-JNVSTXMASA-N

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General description

Carmine is a cochineal product usually furnished as an aluminum and calcium salt of carminic acid. Carminic acid is used for human-medical cell diagnosis and serves the purpose of the histological investigation of sample material of human origin. It is suitable for staining nuclei in histological sections. It is utilized in various staining methods including the procedure for detection of glycogen and mucous substances (Best′s carmine), for nuclear staining, or vital staining.

Application

Carminic acid (CI 75470) is used in Orth′s lithium carmine technique for nuclear staining, Best′s stain for glycogen, and Southgates′s mucicarmine method.

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Gabriel J. Lauro, Jack Francis
Natural Food Colorants: Science and Technology (2000)
Ana Serrano et al.
Analytical and bioanalytical chemistry, 401(2), 735-743 (2011-06-01)
A new analytical approach based on high-performance liquid chromatography with diode array detector (HPLC-DAD) and multivariate data analysis was applied and assessed for analyzing the red dye extracted from cochineal insects, used in precious historical textiles. The most widely used
Samanan Poowakanjana et al.
Journal of food science, 74(9), C707-C712 (2010-05-25)
Carmine used to color surimi seafood often seeps or bleeds from red-colored meat to white meat when vacuum-packed products go through high-temperature long-time pasteurization. Various physical and chemical treatments were examined to investigate means to inhibit or minimize carmine bleeding
Fayezeh Samari et al.
Analytica chimica acta, 667(1-2), 49-56 (2010-05-06)
A simple analytical method based on the second-order calibration of the pH gradient spectrophotometric data was developed for assay of carminic acid (CA) in human plasma and orange juice over the concentration range of 1.5-14.0microM. The multi-way data analysis method
Wichien Sang-aroon et al.
Journal of molecular modeling, 19(3), 1407-1415 (2012-12-12)
Essential parameters related to the photoelectrochemical properties, such as ground state geometries, electronic structures, oxidation potential and electron driving force, of cochineal insect dyes were investigated by DFT and TDDFT at the B3LYP/6-31+G(d,p) level of the theory. The results show
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