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CHEBI:90186 - laccaic acid A

ChEBI IDCHEBI:90186
ChEBI Namelaccaic acid A
Stars
DefinitionA tetrahydroxyanthraquinone that is that is 3,5,6,8-tetrahydroxy-9,10-anthraquinone substituted by two carboxy groups at positions 1 and 2 as well as a 5-(2-acetamidoethyl)-2-hydroxyphenyl group at position 7. The major component of LAC dye together with laccaic acids B, C and D
Last Modified12 July 2016
SubmitterSteve
DownloadsMolfile
FormulaC26H19NO12
Net Charge0
Average Mass537.433
Monoisotopic Mass537.09073
SMILESCC(=O)NCCc1ccc(O)c(-c2c(O)c(O)c3c(c2O)C(=O)c2c(cc(O)c(C(=O)O)c2C(=O)O)C3=O)c1
InChIInChI=1S/C26H19NO12/c1-8(28)27-5-4-9-2-3-12(29)10(6-9)15-22(33)19-18(24(35)23(15)34)20(31)11-7-13(30)16(25(36)37)17(26(38)39)14(11)21(19)32/h2-3,6-7,29-30,33-35H,4-5H2,1H3,(H,27,28)(H,36,37)(H,38,39)
InChIKeyIHLWXZNPOVMUFQ-UHFFFAOYSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
EC 2.1.1.37 [DNA (cytosine-5-)-methyltransferase] inhibitor  An EC 2.1.1.* (methyltransferases) inhibitor that interferes with the action of DNA (cytosine-5-)-methyltransferase (EC 2.1.1.37).
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)
laccaic acid A (CHEBI:90186) has role animal metabolite (CHEBI:75767)
laccaic acid A (CHEBI:90186) has role dye (CHEBI:37958)
laccaic acid A (CHEBI:90186) has role EC 2.1.1.37 [DNA (cytosine-5-)-methyltransferase] inhibitor (CHEBI:90190)
laccaic acid A (CHEBI:90186) is a acetamide (CHEBI:27856)
laccaic acid A (CHEBI:90186) is a oxo dicarboxylic acid (CHEBI:36145)
laccaic acid A (CHEBI:90186) is a polyphenol (CHEBI:26195)
laccaic acid A (CHEBI:90186) is a tetrahydroxyanthraquinone (CHEBI:37496)
Incoming Relation(s)
LAC dye (CHEBI:90184) has part laccaic acid A (CHEBI:90186)
IUPAC Name 
7-[5-(2-acetamidoethyl)-2-hydroxyphenyl]-3,5,6,8-tetrahydroxy-9,10-dioxo-9,10-dihydroanthracene-1,2-dicarboxylic acid
Registry NumbersSources
Reaxys:2715209Reaxys
CAS:15979-35-8ChemIDplus
Citations