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CHEBI:78310 - carminic acid

ChEBI IDCHEBI:78310
ChEBI Namecarminic acid
Stars
DefinitionA 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-glycosidic linkage. It is a natural dye isolated from several insects such as Dactylopius coccus.
Secondary ChEBI IDCHEBI:3422
Last Modified19 May 2020
Submitternamrata
DownloadsMolfile
FormulaC22H20O13
Net Charge0
Average Mass492.389
Monoisotopic Mass492.09039
SMILESCc1c(C(=O)O)c(O)cc2c1C(=O)c1c(O)c([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(O)c(O)c1C2=O
InChIInChI=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
InChIKeyDGQLVPJVXFOQEV-JNVSTXMASA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
animal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
Application:
histological dye  A dye used in microscopic or electron microscopic examination of cells and tissues to give contrast and to highlight particular features of interest, such as nuclei and cytoplasm.
ChEBI Ontology
Outgoing Relation(s)
carminic acid (CHEBI:78310) has role animal metabolite (CHEBI:75767)
carminic acid (CHEBI:78310) has role histological dye (CHEBI:77178)
carminic acid (CHEBI:78310) is a C-glycosyl compound (CHEBI:20857)
carminic acid (CHEBI:78310) is a monocarboxylic acid (CHEBI:25384)
carminic acid (CHEBI:78310) is a tetrahydroxyanthraquinone (CHEBI:37496)
carminic acid (CHEBI:78310) is conjugate acid of carminate(2−) (CHEBI:149531)
Incoming Relation(s)
carminate(2−) (CHEBI:149531) is conjugate base of carminic acid (CHEBI:78310)
IUPAC Name 
(1S)-1,5-anhydro-1-(7-carboxy-1,3,4,6-tetrahydroxy-8-methyl-9,10-dioxo-9,10-dihydroanthracen-2-yl)-D-glucitol
Synonyms  Source
CarmineKEGG COMPOUND
Sun Red 1HMDB
Natural red 4HMDB
Carmine redHMDB
C.I. Natural Red 4HMDB
CoccinellinChemIDplus
Manual XrefsDatabases
C11254KEGG COMPOUND
HMDB0030658HMDB
Carminic_acidWikipedia
FDB002568FooDB
Registry NumbersSources
Reaxys:1414932Reaxys
CAS:1260-17-9KEGG COMPOUND
CAS:1260-17-9ChemIDplus
Citations