CHEBI:16866 - alizarin

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ChEBI Name alizarin
ChEBI ID CHEBI:16866
Definition A dihydroxyanthraquinone that is anthracene-9,10-dione in which the two hydroxy groups are located at positions 1 and 2.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:2574, CHEBI:87354, CHEBI:13756, CHEBI:22312
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Formula C14H8O4
Net Charge 0
Average Mass 240.21092
Monoisotopic Mass 240.042
InChI InChI=1S/C14H8O4/c15-10-6-5-9-11(14(10)18)13(17)8-4-2-1-3-7(8)12(9)16/h1-6,15,18H
InChIKey RGCKGOZRHPZPFP-UHFFFAOYSA-N
SMILES Oc1ccc2C(=O)c3ccccc3C(=O)c2c1O
Roles Classification
Chemical Role(s): chromophore
The part (atom or group of atoms) of a molecular entity in which the electronic transition responsible for a given spectral band is approximately localized.
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): dye

View more via ChEBI Ontology
ChEBI Ontology
Outgoing alizarin (CHEBI:16866) has role chromophore (CHEBI:23240)
alizarin (CHEBI:16866) has role dye (CHEBI:37958)
alizarin (CHEBI:16866) has role plant metabolite (CHEBI:76924)
alizarin (CHEBI:16866) is a dihydroxyanthraquinone (CHEBI:37484)
Incoming 1-hydroxy-2-(β-D-glucosyloxy)-9,10-anthraquinone (CHEBI:17770) has functional parent alizarin (CHEBI:16866)
IUPAC Name
1,2-dihydroxyanthracene-9,10-dione
Synonyms Sources
1,2-Anthraquinonediol ChemIDplus
1,2-dihydroxy-9,10-anthraquinone IUPAC
1,2-dihydroxyanthra-9,10-quinone NIST Chemistry WebBook
1,2-Dihydroxyanthraquinone KEGG COMPOUND
Alizarin KEGG COMPOUND
alizarin UniProt
Alizarin B ChemIDplus
Alizarin Red ChemIDplus
Az ChEBI
C.I. 58000 ChEBI
Dihydroxy-9,10-anthracenedione KEGG COMPOUND
Dihydroxyanthraquinone KEGG COMPOUND
Mordant Red 11 ChEBI
pigment red 83 ChEBI
Turkey Red ChemIDplus
Database Links Databases
Alizarin Wikipedia
ALIZARIN MetaCyc
C00002785 KNApSAcK
C01474 KEGG COMPOUND
LSM-25636 LINCS
View more database links
Registry Numbers Types Sources
1914037 Beilstein Registry Number Beilstein
1914037 Reaxys Registry Number Reaxys
34541 Gmelin Registry Number Gmelin
72-48-0 CAS Registry Number KEGG COMPOUND
72-48-0 CAS Registry Number ChemIDplus
72-48-0 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
14500876 PubMed citation Europe PMC
1650428 PubMed citation Europe PMC
16851024 PubMed citation Europe PMC
23225693 PubMed citation Europe PMC
25025314 PubMed citation Europe PMC
25497981 PubMed citation Europe PMC
25651191 PubMed citation Europe PMC
26178874 PubMed citation Europe PMC
26763935 PubMed citation Europe PMC
Last Modified
13 November 2017