Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

SMB01350

Sigma-Aldrich

N1-Acetyl-5-methoxykynuramine

≥95% (HPLC)

Synonym(s):

N-[3-(2-Amino-5-methoxyphenyl)-3-oxopropyl]acetamide

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C12H16N2O3
CAS Number:
52450-39-2
Molecular Weight:
236.27
MDL number:
MFCD00269871
UNSPSC Code:
12352205
Pricing and availability is not currently available.

Quality Level

200

Assay

≥95% (HPLC)

form

solid

mp

88—91 °C

storage temp.

2-8°C

SMILES string

NC1=C(C(CCNC(C)=O)=O)C=C(OC)C=C1

InChI

1S/C12H16N2O3/c1-8(15)14-6-5-12(16)10-7-9(17-2)3-4-11(10)13/h3-4,7H,5-6,13H2,1-2H3,(H,14,15)

InChI key

RJQIZOKNUKRKTP-UHFFFAOYSA-N

General description

Melatonin and its metabolites are being studied for their antioxidant properties and their protective effects against oxidative stress in both mammals and in plants. N1-Acetyl-5-methoxykynuramine (AMK) and its direct precursor N1-acetyl-N2-formyl-5-methoxykynuramine (AFMK) are two metabolites that contribute to the antioxidant properties of melatonin.

Application

Metabolomics research

Other Notes

For additional information on our range of Biochemicals, please complete this form.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000145301
0000145301
0000142148

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Kyoungwhan Back
The Plant journal : for cell and molecular biology, 105(2), 376-391 (2020-07-10)
Melatonin is a multifunctional biomolecule found in both animals and plants. In this review, the biosynthesis, levels, signaling, and possible roles of melatonin and its metabolites in plants is summarized. Tryptamine 5-hydroxylase (T5H), which catalyzes the conversion of tryptamine into
Hikaru Iwashita et al.
Journal of pineal research, 70(1), e12703-e12703 (2020-10-31)
Melatonin (MEL) has been reported to enhance cognitive processes, making it a potential treatment for cognitive decline. However, the role of MEL's metabolites, N1-acetyl-N2-formyl-5-methoxykynuramine (AFMK) and N1-acetyl-5-methoxykynuramine (AMK), in these effects are unknown. The current study directly investigated the acute
Rüdiger Hardeland
Molecules (Basel, Switzerland), 22(11) (2017-11-22)
Melatonin is catabolized both enzymatically and nonenzymatically. Nonenzymatic processes mediated by free radicals, singlet oxygen, other reactive intermediates such as HOCl and peroxynitrite, or pseudoenzymatic mechanisms are not species- or tissue-specific, but vary considerably in their extent. Higher rates of

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service