| Identification | More | [Name]
Acetosyringone | [CAS]
2478-38-8 | [Synonyms]
3',5'-DIMETHOXY-4'-HYDROXYACETOPHENONE
3,5-DIMETHOXY-4-HYDROXYACETOPHENONE
4'-HYDROXY-3',5'-DIMETHOXYACETOPHENONE
4-HYDROXY-3,5-DIMETHOXYACETOPHENONE
ACETOSYRINGONE
SYRINGACETONE
1-(4-hydroxy-3,5-dimethoxyphenyl)-ethanon
1-(4-Hydroxy-3,5-dimethoxyphenyl)ethanone
1-(4-Hydroxy-3,5-dimethoxyphenyl)-ethanone (acetosyringone)
3,5-dimethoxy-4-hydroxy-acetophenon
4’-hydroxy-3’,5’-dimethoxy-acetophenon
4-acetylsyringol
4-Hydroksy-3',5'-dwumetoksyacetofenon
4-hydroksy-3’,5’-dwumetoksyacetofenon
Acetophenone, 3,5-dimethoxy-4-hydroxy-
Acetophenone, 4'-hydroxy-3',5'-dimethoxy-
Acetosyringon
Phenol, 4-acetyl-2,6-dimethoxy
Ethanone, 1-(4-hydroxy-3,5-dimethoxyphenyl)-
ACETOSYRINGONE(RG) | [EINECS(EC#)]
219-610-5 | [Molecular Formula]
C11H14O5 | [MDL Number]
MFCD00008748 | [Molecular Weight]
226.23 | [MOL File]
2478-38-8.mol |
| Chemical Properties | Back Directory | [Appearance]
beige to light brown crystalline powder | [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 | [Detection Methods]
HPLC,NMR | [BRN ]
1966119 | [InChI]
1S/C10H12O4/c1-6(11)7-4-8(13-2)10(12)9(5-7)14-3/h4-5,12H,1-3H3 | [InChIKey]
OJOBTAOGJIWAGB-UHFFFAOYSA-N | [SMILES]
COc1cc(cc(OC)c1O)C(C)=O | [LogP]
1.699 (est) | [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]
2478-38-8(EPA Substance) |
| Questions And Answer | Back Directory | [Uses]
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. |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
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
| [F ]
10 | [Hazard Note ]
Irritant | [HS Code ]
29145090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Hydrochloric acid-->Toluene-->Benzene-->Pyridine-->Aluminum chloride-->Acetyl chloride-->Nitrobenzene-->2,6-Dimethoxyphenol-->2,6-Dimethoxyphenylacetate-->1-(3,4-dihydroxy-5-methoxy-phenyl)ethanone-->Acetic acid, 2-(4-acetyl-2,6-dimethoxyphenoxy)--->3,5-Dimethoxy-4-hydroxyphenylmethyl carbinol-->Phenol, 4-ethenyl-2,6-dimethoxy--->1-(2-hydroxy-3,5-dimethoxyphenyl)ethan-1-one-->α-Bromoacetosyringone-->Phenol, 4-ethyl-2,6-dimethoxy--->3',5'-Dimethoxyacetophenone-->3',4',5'-Trimethoxyacetophenone |
| Hazard Information | Back Directory | [Description]
Acetosyringone is a phenol secreted by wounded plant tissues.1 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.1,2 Acetosyringone is widely used to increase efficacy of genetic transformation for the creation of genetically modified dicotyledonous and monocotyledonous plants.3 | [Chemical Properties]
beige to light brown crystalline powder | [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%). | [References]
[1] SHAW C H. Swimming against the tide: Chemotaxis in Agrobacterium[J]. BioEssays, 1991, 13 1: 25-29. DOI: 10.1002/bies.950130105
[2] YONG-WOOG LEE . The sensing of plant signal molecules by Agrobacterium: genetic evidence for direct recognition of phenolic inducers by the VirA protein[J]. Gene, 1996, 179 1: Pages 83-88. DOI: 10.1016/s0378-1119(96)00328-9
[3] RAMACHANDRAN SRINIVASAN Kodiveri M G. Synergistic Action of D-Glucose and Acetosyringone on Agrobacterium Strains for Efficient Dunaliella Transformation.[J]. PLoS ONE, 2016: e0158322. DOI: 10.1371/journal.pone.0158322 |
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J & K SCIENTIFIC LTD.
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18210857532 18210857532 |
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https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
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400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
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400-0056266 |
| Website: |
www.energy-chemical.com |
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