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C85603

Sigma-Aldrich

Coumarin-3-carboxylic acid

99%

Synonym(s):

2-Oxo-2H-1-benzopyran-3-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C10H6O4
CAS Number:
531-81-7
Molecular Weight:
190.15
Beilstein:
154276
EC Number:
208-518-0
MDL number:
MFCD00006852
UNSPSC Code:
12352100
PubChem Substance ID:
24893073
NACRES:
NA.22

Assay

99%

form

powder

mp

189-192 °C (lit.)

SMILES string

OC(=O)C1=Cc2ccccc2OC1=O

InChI

1S/C10H6O4/c11-9(12)7-5-6-3-1-2-4-8(6)14-10(7)13/h1-5H,(H,11,12)

InChI key

ACMLKANOGIVEPB-UHFFFAOYSA-N

Gene Information

human ... PTPN1(5770)

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Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Precautionary Statements

P301 + P310

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Grigory V Andrievsky et al.
Free radical biology & medicine, 47(6), 786-793 (2009-06-23)
Aqueous solutions of highly stable supramolecular donor-acceptor complexes of chemically nonmodified pristine C(60) fullerene molecules with H(2)O molecules (hydrated C(60) fullerene-C(60)HyFn) and their labile nano-sized clusters were examined for their antioxidant effects on removal of hydroxyl radicals (.OH) and protecting
Rajsekhar Roy et al.
ACS omega, 5(30), 18628-18641 (2020-08-11)
In Alzheimer's disease (AD), insoluble Aβ42 peptide fragments self-aggregate and form oligomers and fibrils in the brain, causing neurotoxicity. Further, the presence of redox-active metal ions such as Cu2+ enhances the aggregation process through chelation with these Aβ42 aggregates as
M A Ali et al.
Free radical research, 32(5), 429-438 (2000-04-15)
The effect of lactic acid (lactate) on Fenton based hydroxyl radical (*OH) production was studied by spin trapping, ESR, and fluorescence methods using DMPO and coumarin-3-carboxylic acid (3-CCA) as the *OH traps respectively. The *OH adduct formation was inhibited by
Dan Wang et al.
Acta biomaterialia, 65, 327-338 (2017-11-08)
The accumulation of the extracellular β-amyloid (Aβ) aggregates with metal ions in conjunction with reactive oxygen species (ROS) is closely related to the pathogenesis of Alzheimer's disease (AD). Accounting on Cu ions chelating of our previously designed bifunctional peptide GGHRYYAAFFARR
Amarjit Singh et al.
International journal of radiation biology, 84(12), 1001-1010 (2008-12-09)
To synthesize N-(3-(3-aminopropylamino)propyl)-2-oxo-2H-chromene-3-carboxamide (7), a novel DNA-binding, coumarin-based, fluorescent hydroxylradical ((*)OH) indicator and to assess its quantum efficiency compared with that of coumarin-3-carboxylic acid (1) and N1,N12-bis[2-oxo-2H-chromene-3-carbonyl]- 1,12-diamine-4,9-diazadodecane (9). Using computer-generated molecular modeling, 7 and 9 and their respective 7-hydroxylated
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