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CHEBI:90183 - kermesic acid

ChEBI IDCHEBI:90183
ChEBI Namekermesic acid
Stars
DefinitionA tetrahydroxyanthraquinone that is that is 3,5,6,8-tetrahydroxy-9,10-anthraquinone substituted by methyl and carboxy groups at positions 1 and 2 respectively. It is a natural dye isolated from the insect species Kermes ilices .
Last Modified3 November 2015
SubmitterSteve
DownloadsMolfile
FormulaC16H10O8
Net Charge0
Average Mass330.248
Monoisotopic Mass330.03757
SMILESCc1c(C(=O)O)c(O)cc2c1C(=O)c1c(O)cc(O)c(O)c1C2=O
InChIInChI=1S/C16H10O8/c1-4-9-5(2-6(17)10(4)16(23)24)13(20)12-11(15(9)22)7(18)3-8(19)14(12)21/h2-3,17-19,21H,1H3,(H,23,24)
InChIKeyCXORMDKZEUMQHX-UHFFFAOYSA-N
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:
dye 
ChEBI Ontology
Outgoing Relation(s)
kermesic acid (CHEBI:90183) has role animal metabolite (CHEBI:75767)
kermesic acid (CHEBI:90183) has role dye (CHEBI:37958)
kermesic acid (CHEBI:90183) is a monocarboxylic acid (CHEBI:25384)
kermesic acid (CHEBI:90183) is a tetrahydroxyanthraquinone (CHEBI:37496)
kermesic acid (CHEBI:90183) is conjugate acid of kermesate (CHEBI:149530)
Incoming Relation(s)
kermesate (CHEBI:149530) is conjugate base of kermesic acid (CHEBI:90183)
IUPAC Name 
3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid
Synonyms  Source
kermesChEBI
natural red 3ChEBI
C.I. 75460ChEBI
1-Methyl-2-carboxy-3,5,6,8-tetrahydroxyanthraquinoneChemIDplus
C.I. Natural Red 3ChemIDplus
Registry NumbersSources
Reaxys:2776900Reaxys
CAS:18499-92-8ChemIDplus
Citations