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252727

Sigma-Aldrich

Anthraquinone-2-carboxylic acid

98%

Synonym(s):

9,10-Dihydro-9,10-dioxo-2-anthracenecarboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C15H8O4
CAS Number:
Molecular Weight:
252.22
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

solid

mp

287-289 °C (lit.)

functional group

carboxylic acid
ketone

SMILES string

OC(=O)c1ccc2C(=O)c3ccccc3C(=O)c2c1

InChI

1S/C15H8O4/c16-13-9-3-1-2-4-10(9)14(17)12-7-8(15(18)19)5-6-11(12)13/h1-7H,(H,18,19)

InChI key

ASDLSKCKYGVMAI-UHFFFAOYSA-N

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A Bielawska et al.
Polish journal of pharmacology, 53(3), 283-287 (2002-01-12)
A series of proline analogues of anthraquinone-2-carboxylic acid (1-3) were synthesized and evaluated for cytotoxic activity in the cultured breast cancer MCF-7 cells. The concentrations of 1, 2 and 3 needed to inhibit [3H]thymidine incorporation into DNA by 50% (IC50)
K Kino et al.
Chemistry & biology, 8(4), 369-378 (2001-04-28)
The genome is constantly assaulted by oxidation reactions which are likely to be associated with oxygen metabolism, and oxidative lesions are generated by many types of oxidants. Such genotoxin-induced alterations in the genomic message have been implicated in aging and
Morihide Higo et al.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 24(3), 313-320 (2008-03-12)
The adsorption state and morphology of anthraquinone-2-carboxylic acid (AQ-2-COOH) deposited from acetone solutions (0.02 - 1.00 mg ml(-1)) onto atomically-smooth native oxide surfaces of Al(111) films were investigated by infrared reflection absorption spectroscopy, X-ray photoelectron spectroscopy, and atomic force microscopy.
Jie Sun et al.
Analytical chemistry, 90(11), 6660-6665 (2018-05-15)
To detect the redox state evolution during wound healing process, a redox-sensitive surface-enhanced Raman scattering (SERS) probe was constructed by attaching anthraquinone as a redox-sensitive molecule onto gold nanoshells, and the redox-sensitive SERS probes were loaded on one surface of
Coupled Proton and Electron Transfer: Adsorbed Anthraquinone-2-carboxylic Acid Monolayers.
Forster RJ.
Journal of the Electrochemical Society, 144(4), 1165-1173 (1997)

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