A5752
Adrenochrome
>95% purity (HPLC), powder
Synonym(s):
3-Hydroxy-1-methyl-5,6-indolinedione
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All Photos(4)
About This Item
Empirical Formula (Hill Notation):
C9H9NO3
CAS Number:
Molecular Weight:
179.17
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47
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Product Name
Adrenochrome, ≥95% (HPLC)
Quality Level
Assay
≥95% (HPLC)
form
powder
color
red to brown
εmax
3-4.5 at 485-490 nm in water
9.0-10.5 at 299-304 nm in water
application(s)
diagnostic assay manufacturing
hematology
histology
storage temp.
−20°C
SMILES string
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
InChI key
RPHLQSHHTJORHI-UHFFFAOYSA-N
Related Categories
Application
Adrenochrome has been used to study the effect of adrenochrome on coronary artery constriction in the rat heart.
Biochem/physiol Actions
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.
related product
Product No.
Description
Pricing
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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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
Adrenochrome-induced coronary artery constriction in the rat heart.
Karmazyn M, et al.
Journal of Pharmacology and Experimental Therapeutics, 219, 225-225 (1981)
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.
Janna Shainsky et al.
Applied and environmental microbiology, 75(14), 4711-4719 (2009-05-26)
Enantiopure sulfoxides are prevalent in drugs and are useful chiral auxiliaries in organic synthesis. The biocatalytic enantioselective oxidation of prochiral sulfides is a direct and economical approach for the synthesis of optically pure sulfoxides. The selection of suitable biocatalysts requires
Cardiotoxicity of adrenochrome in isolated rabbit hearts assessed by epicardial NADH fluorescence.
Rump AF, et al.
Archives of Toxicology, 68, 571-571 (1994)
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