Carminic acid
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Carminic acid[1] | |
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Chemical name | 7-α-D-Glucopyranosyl-9,10-dihydro- 3,5,6,8-tetrahydroxy-1-methyl-9,10- dioxoanthracenecarboxylic acid |
Other names | Carminic acid C.I. Natural Red 4 C.I. 75470 |
Chemical formula | C22H20O13 |
Molecular mass | 492.38 g/mol |
CAS number | [1260-17-9] |
Density | ? g/cm3 |
Melting point | 120 °C (decomp.) |
SMILES | O=C1C4=C(C(C)=C(C(O)=O) C(O)=C4)C(C2=C1C(O)=C(O) [C@@]([C@@H]3[C@H](O)[C@@H](O) [C@H](O)[C@@H](CO)O3)=C2O)=O |
Disclaimer and references |
Carminic acid (C22H20O13) is a red glucosidal hydroxyanthapurin that occurs naturally in some scale insects, such as the cochineal and the Polish cochineal. The insects produce the acid as a feeding deterrent. Carminic acid is the colouring agent in carmine. Synonyms are C.I. 75470 and C.I. Natural Red 4.
The chemical structure of carminic acid consists of a core anthroquinone structure linked to a glucose sugar unit. Carminic acid was first synthesized by organic chemists in 1991.[2]
[edit] References
- ^ Merck Index, 11th Edition, 1850.
- ^ Allevi, P. et al. 1991. The 1st Total Synthesis of Carminic Acid. Journal of the Chemical Society-Chemical Communications 18:1319-1320.
[edit] External links
Biochemicals | Major Families of||
Peptides | Amino acids | Nucleic acids | Carbohydrates | Lipids | Terpenes | Carotenoids | Tetrapyrroles | Enzyme cofactors | Steroids | Flavonoids | Alkaloids | Polyketides | Glycosides | ||
Analogues of nucleic acids: | Types of Glycosides | Analogues of nucleic acids: |
Bond: | O-glycosidic bond | S-glycosidic bond | N-glycosidic bond | |
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Geometry: | α-Glycoside | β-Glycoside | 1,4-Glycoside | 1,6-Glycoside | |
Glycone: | Glucoside | Fructoside | Glucuronide | |
Aglycone: | Alcoholic glycoside | Anthraquinone glycoside | Coumarin glycoside | Cyanogenic glycoside | Flavonoid glycoside | Phenolic glycoside | Saponin | Cardiac glycoside | Steviol glycoside | Thioglycoside | Glycosylamine | Bufanolide | Cardenolide |