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A5752

Sigma-Aldrich

Adrenochrome

>95% purity (HPLC), powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C9H9NO3
CAS Number:
54-06-8
Molecular Weight:
179.17
EC Number:
200-192-8
MDL number:
MFCD00069732
UNSPSC Code:
12171500
PubChem Substance ID:
24891016
NACRES:
NA.47

product name

Adrenochrome, ≥95% (HPLC)

Quality Level

200

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Cardiotoxicity of adrenochrome in isolated rabbit hearts assessed by epicardial NADH fluorescence.
Rump AF, et al.
Archives of Toxicology, 68, 571-571 (1994)
Effect of Bacillus coagulans and B. firmus incorporated probiotic diet on Superoxide dismutase activity and catalase activity in Penaeus monodon.
Raghu P, et al.
World Scientific News, 44, 224-224 (2016)
Towards an adrenaline biosensor based on substrate recycling amplification in combination with an enzyme logic gate.
Molinnus D, et al.
Sensors and Actuators B, Chemical, 237, 190-195 (2016)
Ventricular dysfunction and necrosis produced by adrenochrome metabolite of epinephrine: relation to pathogenesis of catecholamine cardiomyopathy.
Yates JC, et al.
American Heart Journal, 102, 210-210 (1981)
Zhimin Tao et al.
Langmuir : the ACS journal of surfaces and colloids, 25(17), 10183-10188 (2009-05-27)
We have measured the influence of mesoporous silica (MCM-41 and SBA-15) nanoparticles and dense silica nanoparticles on epinephrine oxidation, a pH-dependent reaction, whose rate is small in acidic or neutral solutions but much greater at higher pH. The reaction was
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