An oxidative metabolite of epinephrine
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Adrenochrome

Item No. 43520

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,3-dihydro-3-hydroxy-1-methyl-1H-indole-5,6-dione
CAS Number
54-06-8
Molecular Formula
C9H9NO3
Formula Weight
179.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Sparingly soluble: 1-10 mg/mlPBS (pH 7.2): Slightly soluble: 0.1-1 mg/ml
SMILES
O=C1C=C2C(C(CN2C)O)=CC1=O
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    10 mg

    $31

    Add

    50 mg

    $147

    Add

    100 mg

    $278

    Add
    Product Description

    Adrenochrome is an oxidative metabolite of epinephrine.1,2,3 It is formed from epinephrine by various enzymes, including tyrosinases and xanthine oxidase.2 Perfusion of isolated rat hearts with 50 mg/L adrenochrome decreases contractile force, cardiac ATP levels, and the cardiac ratio of ATP/ADP, indicating inhibition of cardiac oxidative phosphorylation, as well as induces myocardial necrosis.2,1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yates, J.C., Taam, G.M., Singal, P.K., et al. Protection against adrenochrome-induced myocardial damage by various pharmacological interventions. Br. J. Exp. Pathol. 61(3), 242-255 (1980).

    2. Behonick, G.S., Novak, M.J., Nealley, E.W., et al. Toxicology update: The cardiotoxicity of the oxidative stress metabolites of catecholamines (aminochromes). J. Appl. Toxicol. 21 Suppl 1, S15-S22 (2001).

    3. Krstenansky, J.L., Xu, D., Leitzke, R., et al. Adrenochrome and related oxidative metabolites of catecholamines: Effects on dopamine neurons and receptor binding profiles. Schizophr. Res. 133(1-3), 264-265 (2011).