MedKoo Cat#: 591210 | Name: Adrenochrome
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Adrenochrome, also known as adraxone, is a stable oxidation product formed after oxidation of adrenaline. Adrenochrome interacts with oxidative stress pathways and may influence neurotransmitter metabolism, though its exact mechanism remains unclear. Historically studied in models of schizophrenia and oxidative stress research, it has no established medical uses. Its role in science is primarily limited to biochemical and forensic research, but its physiological effects and significance are poorly understood.

Chemical Structure

Adrenochrome
Adrenochrome
CAS#54-06-8

Theoretical Analysis

MedKoo Cat#: 591210

Name: Adrenochrome

CAS#: 54-06-8

Chemical Formula: C9H9NO3

Exact Mass: 179.0582

Molecular Weight: 179.18

Elemental Analysis: C, 60.33; H, 5.06; N, 7.82; O, 26.79

Price and Availability

Size Price Availability Quantity
10mg USD 90.00 Ready to ship
25mg USD 165.00 Ready to ship
50mg USD 285.00 Ready to ship
100mg USD 495.00 Ready to ship
200mg USD 825.00 Ready to ship
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Synonym
Adraxone; Adrenochrome;
IUPAC/Chemical Name
3-Hydroxy-1-methylindoline-5,6-dione
InChi Key
RPHLQSHHTJORHI-UHFFFAOYSA-N
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
SMILES Code
O=C1C=C2C(O)CN(C)C2=CC1=O
Appearance
Solid powder
Purity
>97% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Biological target:
Adrenochrome is an oxidation product of Epinephrine. Adrenochrome is a potent coronary constricting agent in the rat heart. Adrenochrome can be used for neurological disorder research.
In vitro activity:
This study found that in cultured human umbilical arterial endothelial cells, adrenochrome inhibited [3H]thymidine incorporation, decreased protein content, stimulated [3H]cholesterol uptake, and decreased prostacyclin production after 3, 5, 24 and 5 hrs of 200 microM, respectively, compared with control. Reference: Res Commun Mol Pathol Pharmacol. 1995 Jul;89(1):111-26. https://pubmed.ncbi.nlm.nih.gov/7582857/
In vivo activity:
Phenanthrenequinone mediated efficiently the formation of superoxide anion radical through its redox cycling in pig heart cytosol, adrenochrome had no ability to mediate the superoxide formation. These may be because the reactivity for adrenochrome, catalyzed by pig heart carbonyl reductase, is much lower than that for phenanthrenequinone. Reference: Chem Biol Interact. 2005 Aug 15;155(3):148-54. https://pubmed.ncbi.nlm.nih.gov/16026774/
Solvent mg/mL mM
Solubility
DMSO 100.0 558.10
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 179.18 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Moreau V, Novak MJ, Moore LK. Effect of adrenalin, adrenochrome, and adrenolutin on connexin proteins in the cardiovasculature. Toxicol Mech Methods. 2006;16(7):373-7. doi: 10.1080/15376520600632039. PMID: 20021010. 2. Zhou Q, Hulea S, Kummerow FA. Effects of adrenochrome and epinephrine on human arterial endothelial cells in vitro. Res Commun Mol Pathol Pharmacol. 1995 Jul;89(1):111-26. PMID: 7582857. 3. Oginuma M, Shimada H, Imamura Y. Involvement of carbonyl reductase in superoxide formation through redox cycling of adrenochrome and 9,10-phenanthrenequinone in pig heart. Chem Biol Interact. 2005 Aug 15;155(3):148-54. doi: 10.1016/j.cbi.2005.06.002. PMID: 16026774. 4. Moreau V, Novak MJ, Moore LK. Effect of adrenalin, adrenochrome, and adrenolutin on connexin proteins in the cardiovasculature. Toxicol Mech Methods. 2006;16(7):373-7. doi: 10.1080/15376520600632039. PMID: 20021010.
In vitro protocol:
1. Moreau V, Novak MJ, Moore LK. Effect of adrenalin, adrenochrome, and adrenolutin on connexin proteins in the cardiovasculature. Toxicol Mech Methods. 2006;16(7):373-7. doi: 10.1080/15376520600632039. PMID: 20021010. 2. Zhou Q, Hulea S, Kummerow FA. Effects of adrenochrome and epinephrine on human arterial endothelial cells in vitro. Res Commun Mol Pathol Pharmacol. 1995 Jul;89(1):111-26. PMID: 7582857.
In vivo protocol:
1. Oginuma M, Shimada H, Imamura Y. Involvement of carbonyl reductase in superoxide formation through redox cycling of adrenochrome and 9,10-phenanthrenequinone in pig heart. Chem Biol Interact. 2005 Aug 15;155(3):148-54. doi: 10.1016/j.cbi.2005.06.002. PMID: 16026774. 2. Moreau V, Novak MJ, Moore LK. Effect of adrenalin, adrenochrome, and adrenolutin on connexin proteins in the cardiovasculature. Toxicol Mech Methods. 2006;16(7):373-7. doi: 10.1080/15376520600632039. PMID: 20021010.
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