- Acetosyringone
-
- $0.00 / 1kg
-
2026-02-03
- CAS:2478-38-8
- Min. Order: 1kg
- Purity: 99%min
- Supply Ability: 100kg
- Acetosyringone
-
- $31.00 / 500mg
-
2026-02-01
- CAS:2478-38-8
- Min. Order:
- Purity: 99.92%
- Supply Ability: 10g
- Acetosyringone
-
- $10.00 / 1KG
-
2026-01-30
- CAS:2478-38-8
- Min. Order: 1KG
- Purity: 99%
- Supply Ability: 10 mt
|
| | Acetosyringone Basic information | | Uses |
| | Acetosyringone Chemical Properties |
| 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) | | pka | 8.19±0.23(Predicted) | | form | Crystalline Powder | | color | Beige to light brown | | Odor | at 100.00?%. odorless | | Water Solubility | soluble | | 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 | Acetosyringone (2478-38-8) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | 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 |
| | Acetosyringone Usage And Synthesis |
| 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. | | 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 | | Uses | insect attractant, plant hormone | | Uses | A buffer also known as acetosyringone that is used in the synthesis of tetramethoxychalcone and its analogues as anticancer agents in vitro. | | 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. | | 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%). | | 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. | | 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 |
| | Acetosyringone Preparation Products And Raw materials |
| 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 |
|