N-ACETYLTYRAMINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C10H13NO2
Molecular Weight	179.2157
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(=O)NCCC1=CC=C(O)C=C1

InChI

InChIKey=ATDWJOOPFDQZNK-UHFFFAOYSA-N

InChI=1S/C10H13NO2/c1-8(12)11-7-6-9-2-4-10(13)5-3-9/h2-5,13H,6-7H2,1H3,(H,11,12)

HIDE SMILES / InChI

Molecular Formula	C10H13NO2
Molecular Weight	179.2157
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/20496234 | http://www.aensiweb.com/old/jasr/jasr/2013/996-1003.pdf

N-Acetyltyramine is a tyramine alkaloid, isolated from fungi and actinomyces. It was reported that N-Acetyltyramine had many bioactivities, such as fungitoxic activity against Cladosporium sphaerospermum, antitumor activity against A375 human melanoma cells and K562 human leukemia cells, it is an IL-1R antagonist and inhibitor of factor XIIIa.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Cladosporium sphaerospermum 1 Target ID: CHEMBL613345 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20496234	Inhibitor 8297
Interleukin-1 receptor 1 Target ID: CHEMBL1959 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20496234 \| https://www.researchgate.net/publication/292229283_Il-1R_antagonists_from_microorganisms_II_Studies_on_the_metabolite_of_streptomyces_660	Antagonist 2778
Coagulation factor XIII 2 Target ID: CHEMBL4530 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20496234	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Melanoma 88 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20496234	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Streptomyces alni sp. nov., a daidzein-producing endophyte isolated from a root of Alnus nepalensis D. Don.	2009 Feb	19196762
An imidazopyridinone and further metabolites from streptomycetes.	2009 Jul	19731603
Alkaloids in marine algae.	2010 Feb 4	20390105
Three new dioxopiperazine metabolites from a marine-derived fungus Aspergillus fumigatus Fres.	2010 Jun	20496234
Biogenic amines in microdissected brain regions of Drosophila melanogaster measured with micellar electrokinetic capillary chromatography-electrochemical detection.	2010 Sep 15	20738098

Patents

Sample Use Guides

In Vivo Use Guide

Rats: Maximum effective dose used was 20 umol/kg (for the effect on the blood pressure of rats pretreated with chlorisondarnine)

Route of Administration: Intravenous

In Vitro Use Guide

N-Acetyltyramine showed moderate cytotoxicity against K562 cells (IC50 17.4 uM).

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:45:13 GMT 2023` Edited by `admin` on `Fri Dec 15 17:45:13 GMT 2023`
Record UNII	BZB50E9QVY
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

N-ACETYLTYRAMINE

Systematic Name

English

N-(4-HYDROXYPHENETHYL)ACETAMIDE

Systematic Name

English

ACETAMIDE, N-(P-HYDROXYPHENETHYL)-

Common Name

English

ACETAMIDE, N-(2-(4-HYDROXYPHENYL)ETHYL)-

Systematic Name

English

N-(2-(4-HYDROXYPHENYL)ETHYL)ACETAMIDE

Systematic Name

English

TYRAMINE, N-ACETYL

Common Name

English

Code System Code Type Description

PUBCHEM

121051