Name | 3',5'-Dimethoxy-4'-hydroxyacetophenone |
Synonyms | SYRINGACETONE ACETOSYRINGONE Acetosyringone 4-Hydroxy-3,5-dimethoxyacetophenone 3,5-DIMETHOXY-4-HYDROXYACETOPHENONE 4-HYDROXY-3,5-DIMETHOXYACETOPHENONE 3',5'-Dimethoxy-4'-hydroxyacetophenone 4'-HYDROXY-3',5'-DIMETHOXYACETOPHENONE 3',5'-DIMETHOXY-4'-HYDROXYACETOPHENONE 1-(4-hydroxy-3,5-dimethoxyphenyl)-ethanon 1-(4-Hydroxy-3,5-dimethoxyphenyl)ethanone 1-(4-hydroxy-3,5-dimethoxyphenyl)ethanone |
CAS | 2478-38-8 |
EINECS | 219-610-5 |
InChI | InChI=1/C10H12O4/c1-6(11)7-4-8(13-2)10(12)9(5-7)14-3/h4-5,12H,1-3H3 |
Molecular Formula | C10H12O4 |
Molar Mass | 196.2 |
Density | 1.2166 (rough estimate) |
Melting Point | 124-127°C(lit.) |
Boling Point | 293.08°C (rough estimate) |
Flash Point | 131.7°C |
Water Solubility | soluble |
Solubility | DMSO : ≥ 100 mg/mL (509.68 mM) |
Vapor Presure | 6.49E-05mmHg at 25°C |
Appearance | White to off-white (Solid) |
Color | Beige to light brown |
BRN | 1966119 |
pKa | 8.19±0.23(Predicted) |
Storage Condition | Inert atmosphere,Room Temperature |
Refractive Index | 1.5430 (estimate) |
MDL | MFCD00008748 |
In vitro study | Acetosyringone is a phenolic compound from wounded plant cells, enables virA gene which encodes a membrane-bound kinase to phosphorylate itself and activate the virG gene product, which stimulates the transcription of other vir genes and itself. Acetosyringone enhances efficient Dunaliella transformation of Agrobacterium strains. |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
WGK Germany | 2 |
RTECS | AM8440000 |
FLUKA BRAND F CODES | 10 |
HS Code | 29145090 |
Hazard Note | Irritant |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
Uses | Acetsyringone is used to synthesize tetramethoxychalcone and its analogs as anticancer agents. It is a natural compound found in plants and used for plant pathogen recognition. common additives for plant tissue culture medium |
biological activity | Acetosyringone is a phenolic compound produced from injured plant cells. VirA gene can encode membrane binding protein, sense Acetosyringone, phosphorylate itself and activate vir gene products, which stimulate transcription of itself and other vir genes. Acetosyringone can enhance Agrobacterium-mediated efficient transformation of Dunaliella salina. |