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Merck
CN

229253

Carminic acid

≥90% (HPLC)

Synonym(s):

Natural Red 4

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About This Item

Empirical Formula (Hill Notation):
C22H20O13
CAS Number:
Molecular Weight:
492.39
EC Number:
215-023-3
UNSPSC Code:
12171500
NACRES:
NA.47
PubChem Substance ID:
MDL number:
Colour Index Number:
75470
Beilstein/REAXYS Number:
71651
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Product Name

Carminic acid, ≥90% (HPLC)

InChI key

DGQLVPJVXFOQEV-JNVSTXMASA-N

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

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

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

Quality Level

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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.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 2

ppe

Eyeshields, Gloves, type N95 (US)


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J.D. Houghton, G.A.F. Hendry
Natural Food Colorants (2012)
Gabriel J. Lauro, Jack Francis
Natural Food Colorants: Science and Technology (2000)
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
Hajime Nakatani et al.
Bioscience, biotechnology, and biochemistry, 75(3), 550-555 (2011-03-11)
The interaction between mammary epithelial and stromal tissue is considered to be important in breast tissue development. In this study, we developed a transplantation procedure for the mammary stromal fibroblastic cell line (MSF) to examine its life in vivo. First
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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