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Alizarin

CAT: 1568-C08641-02Size: 100 mgDry Ice: YesHazardous: No
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CAT#:1568-C08641-02Size:100 mg
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CAS Number
72-48-0
Synonyms
Anthraquinonic
SKU
C08641-25mg
Target
P450 (e.g. CYP17)
Applications
Metabolism
Smiles
C1=CC=C2C (=C1) C (=O) C3=C (C2=O) C (=C (C=C3) O) O
Molecular Formula
C14H8O4
Additionnal Information
Alizarin is a red coloring mordant dye extracted from the roots of madder plants (Rubia tinctorum L) . Alizarin strongly inhibits P450 isoform CYP1A1, CYP1A2, and CYP1B1 with IC50 of 6.2 μM, 10.0 μM, and 2.7 μM, respectively in an enzymatic assay. There are also literature reports Alizarin increases the CYP1A1 enzymatic activity and acts as an agonist to the AHR receptor in HepG2 cells.
Storage Conditions
2 years -80 in solvent

Chemical Information

Alizarin

Alizarin is a dihydroxyanthraquinone that is anthracene-9,10-dione in which the two hydroxy groups are located at positions 1 and 2. It has a role as a chromophore, a dye and a plant metabolite.

CAS Number72-48-0
PubChem CID6293
IUPAC Name1,2-dihydroxyanthracene-9,10-dione
Molecular FormulaC14H8O4
Molecular Weight240.21
XLogP3.2
Topological Polar Surface Area74.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count0
Heavy Atom Count18
Formal Charge0
Complexity378
SMILES
C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=C(C=C3)O)O
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
Chemical Structure
2D Structure
2D structure of Alizarin
CAS: 72-48-0
CID: 6293
Formula: C14H8O4
MW: 240.21
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight240.21
XLogP33.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count0
Exact Mass240.04225873
Monoisotopic Mass240.04225873
Topological Polar Surface Area74.6 Ų
Heavy Atom Count18
Formal Charge0
Complexity378
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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