CHEBI:90186 - laccaic acid A

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ChEBI Name laccaic acid A
ChEBI ID CHEBI:90186
Definition A 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
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C26H19NO12
Net Charge 0
Average Mass 537.430
Monoisotopic Mass 537.09073
InChI InChI=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)
InChIKey IHLWXZNPOVMUFQ-UHFFFAOYSA-N
SMILES C=1(C(=C2C(C3=C(C=C(O)C(C(O)=O)=C3C(=O)O)C(C2=C(O)C1O)=O)=O)O)C=4C(=CC=C(C4)CCNC(=O)C)O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): animal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
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).
Application(s): dye

View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Numbers Types Sources
15979-35-8 CAS Registry Number ChemIDplus
2715209 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12092412 PubMed citation Europe PMC
23295218 PubMed citation Europe PMC
23839987 PubMed citation Europe PMC
Last Modified
12 July 2016