Acetosyringone

Synonym(s):4′-Hydroxy-3′,5′-dimethoxyacetophenone;Acetosyringone

CAS NO.：2478-38-8
Empirical Formula: C10H12O4
Molecular Weight: 196.2
MDL number: MFCD00008748
EINECS: 219-610-5
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-05 08:26:49

What is Acetosyringone?

Description

Acetosyringone is a phenol secreted by wounded plant tissues. It induces expression of virulence A genes and chemotaxis in A. tumefaciens strains that contain a tumor-inducing plasmid used to transfer genetic information to plant cells. Acetosyringone is widely used to increase efficacy of genetic transformation for the creation of genetically modified dicotyledonous and monocotyledonous plants.

Chemical properties

beige to light brown crystalline powder

The Uses of Acetosyringone

A buffer also known as acetosyringone that is used in the synthesis of tetramethoxychalcone and its analogues as anticancer agents in vitro.

The Uses of Acetosyringone

insect attractant, plant hormone

The Uses of Acetosyringone

4’-Hydroxy-3’,5’-dimethoxyacetophenone used in the synthesis of tetramethoxychalcone and its analogues as anticancer agents. It is a naturally occuring compound found in plants and used in plant-pathogen recognition.

What are the applications of Application

3′,5′-Dimethoxy-4′-hydroxyacetophenone is a buffer also known as acetosyringone that is used in the synthesis of tetramethoxychalcone and its analogues as anticancer agents in vitro

Definition

ChEBI: A member of the class of acetophenones that is 1-phenylethanone substituted by a hydroxy group at position 4 and methoxy groups at positions 3 and 5.

Preparation

Preparation by adding a solution of 4-hydroxy-3- iodo-5-methoxyacetophenone and cupric chloride in DMF to a solution of sodium methoxide in methanol and heating between 105° and 120° (86%).

Properties of Acetosyringone

Melting point:	124-127 °C(lit.)
Boiling point:	293.08°C (rough estimate)
Density	1.2166 (rough estimate)
refractive index	1.5430 (estimate)
storage temp.	Inert atmosphere,Room Temperature
solubility	Chloroform (Slightly), Methanol (Slightly)
form	Crystalline Powder
pka	8.19±0.23(Predicted)
color	Beige to light brown
Odor	at 100.00?%. odorless
Water Solubility	soluble
BRN	1966119
CAS DataBase Reference	2478-38-8(CAS DataBase Reference)
NIST Chemistry Reference	Ethanone, 1-(4-hydroxy-3,5-dimethoxyphenyl)-(2478-38-8)
EPA Substance Registry System	Acetosyringone (2478-38-8)

Safety information for Acetosyringone

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.