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A5752

Sigma-Aldrich

Adrenochrome

>95% purity (HPLC), powder

Sinônimo(s):

3-Hydroxy-1-methyl-5,6-indolinedione

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About This Item

Fórmula empírica (Notação de Hill):
C9H9NO3
Número CAS:
Peso molecular:
179.17
Número CE:
Número MDL:
Código UNSPSC:
12171500
ID de substância PubChem:
NACRES:
NA.47

product name

Adrenochrome, ≥95% (HPLC)

Ensaio

≥95% (HPLC)

forma

powder

cor

red to brown

εmax

3-4.5 at 485-490 nm in water
9.0-10.5 at 299-304 nm in water

aplicação(ões)

diagnostic assay manufacturing
hematology
histology

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

CN1CC(O)C2=CC(=O)C(=O)C=C12

InChI

1S/C9H9NO3/c1-10-4-9(13)5-2-7(11)8(12)3-6(5)10/h2-3,9,13H,4H2,1H3

chave InChI

RPHLQSHHTJORHI-UHFFFAOYSA-N

Aplicação

Adrenochrome has been used to study the effect of adrenochrome on coronary artery constriction in the rat heart.

Ações bioquímicas/fisiológicas

Adrenochrome is an oxidation product of adrenaline. It has been implicated in cardiotoxicity. It is a short-lived cytotoxic molecule and is part of the leukocyte response used to kill bacteria. Adrenochrome is also suggested to exhibit psychotomimetic effects. It is used to determine superoxide dismutase activity.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


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The oxidative metabolism of catecholamines in the brain: a review.
Smythies J and Galzigna L
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Chemical research in toxicology, 20(8), 1183-1191 (2007-07-17)
High concentrations of circulating biogenic catecholamines often exist during the course of several cardiovascular disorders. Additionally, coronary dysfunctions are prominent and frequently related to the ischemic and reperfusion phenomenon (I/R) in the heart, which leads to the release of large
The adrenochrome hypothesis of schizophrenia revisited.
Smythies J
Neurotoxicity Research, 4, 147-147 (2002)
Viviana S Fluxá et al.
Nature protocols, 3(8), 1270-1277 (2008-08-21)
The adrenaline test for enzymes is a colorimetric enzyme assay based on the quantification of periodate-sensitive reaction products such as 1,2-diols and 1,2-aminoalcohols by back-titration of the oxidant with adrenaline to produce adrenochrome as an easily detectable red product. The
Maria Luisa Genova et al.
Archives of biochemistry and biophysics, 447(2), 167-173 (2006-02-21)
Complex I in bovine heart submitochondrial particles catalyses the NADH-supported generation of superoxide anion; adrenaline is oxidised by superoxide to adrenochrome that, on its hand, is reduced by Complex I, thus establishing a redox cycle that amplifies the superoxide production.

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