Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C10H12O4 |
| Molecular Weight | 196.1999 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC(=CC(OC)=C1O)C(C)=O
InChI
InChIKey=OJOBTAOGJIWAGB-UHFFFAOYSA-N
InChI=1S/C10H12O4/c1-6(11)7-4-8(13-2)10(12)9(5-7)14-3/h4-5,12H,1-3H3
Acetosyringone is a naturally occurring compound found in a wide variety of plants. It is best known for its involvement in plant-pathogen recognition and its biotechnical applications for enhancing plant transformation efficiency. There has been limited investigation of human or animal applications. In one instance Acetosyringone demonstrated accelerated hair regrowth in a mouse model.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Agrobacterium tumefaciens-mediated genetic transformation of a recalcitrant grain legume, lentil (Lens culinaris Medik). | 2009-03 |
|
| Development of an activation tagging system for the basidiomycetous medicinal fungus Antrodia cinnamomea. | 2009-03 |
|
| FORCA, a promoter element that responds to crosstalk between defense and light signaling. | 2009-01-07 |
|
| Genetic transformation and regeneration of Sesbania drummondii using cotyledonary nodes. | 2009-01 |
|
| Conidiation color mutants of Aspergillus fumigatus are highly pathogenic to the heterologous insect host Galleria mellonella. | 2009 |
|
| Role of acetosyringone in the accumulation of a set of RNAs in the arbuscular mycorrhiza fungus Glomus intraradices. | 2008-12 |
|
| Engineering and Applications of fungal laccases for organic synthesis. | 2008-11-20 |
|
| Transgenic rice expressing Allium sativum leaf agglutinin (ASAL) exhibits high-level resistance against major sap-sucking pests. | 2008-10-14 |
|
| Decolourization of recalcitrant dyes with a laccase from Streptomyces coelicolor under alkaline conditions. | 2008-10 |
|
| Transgenic tomatoes expressing human beta-amyloid for use as a vaccine against Alzheimer's disease. | 2008-10 |
|
| High-throughput Agrobacterium-mediated barley transformation. | 2008-09-26 |
|
| The Arabidopsis thaliana response regulator ARR22 is a putative AHP phospho-histidine phosphatase expressed in the chalaza of developing seeds. | 2008-07-15 |
|
| [Optimization of tomato genetic transformation, kanamycin-resistant screening and seed selection]. | 2008-07 |
|
| Expression of HIV-1 antigens in plants as potential subunit vaccines. | 2008-06-23 |
|
| The histidine kinase AHK5 integrates endogenous and environmental signals in Arabidopsis guard cells. | 2008-06-18 |
|
| [Transformation of Astragalus melilotoides Pall with AtNHX1 gene and the expression of salinity tolerance of transformants]. | 2008-06 |
|
| Off-line pyrolysis and compound-specific stable carbon isotope analysis of lignin moieties: a new method for determining the fate of lignin residues in soil. | 2008-06 |
|
| Role of CheY1 and CheY2 in the chemotaxis of A. tumefaciens toward acetosyringone. | 2008-06 |
|
| Hypericum perforatum plant cells reduce Agrobacterium viability during co-cultivation. | 2008-05 |
|
| The SNF1-type serine-threonine protein kinase SAPK4 regulates stress-responsive gene expression in rice. | 2008-04-28 |
|
| Histoplasma requires SID1, a member of an iron-regulated siderophore gene cluster, for host colonization. | 2008-04-11 |
|
| Tobacco mosaic virus movement protein enhances the spread of RNA silencing. | 2008-04-04 |
|
| Scale-up of Agrobacterium-mediated transient protein expression in bioreactor-grown Nicotiana glutinosa plant cell suspension culture. | 2008-03-14 |
|
| Salt tolerance conferred by overexpression of Arabidopsis vacuolar Na(+)/H (+) antiporter gene AtNHX1 in common buckwheat (Fagopyrum esculentum). | 2008-02 |
|
| Optimized cDNA libraries for virus-induced gene silencing (VIGS) using tobacco rattle virus. | 2008-01-22 |
|
| A modified Gateway cloning strategy for overexpressing tagged proteins in plants. | 2008-01-22 |
|
| Different subcellular localizations and functions of Arabidopsis myosin VIII. | 2008-01-08 |
|
| Specific targeting of a plasmodesmal protein affecting cell-to-cell communication. | 2008-01 |
|
| A constructed alkaline consortium and its dynamics in treating alkaline black liquor with very high pollution load. | 2008 |
|
| The Arabidopsis cytochrome P450 CYP86A1 encodes a fatty acid omega-hydroxylase involved in suberin monomer biosynthesis. | 2008 |
|
| Ethylene production in plants during transformation suppresses vir gene expression in Agrobacterium tumefaciens. | 2008 |
|
| Methoxyphenols and levoglucosan ratios in PM2.5 from wheat and Kentucky bluegrass stubble burning in eastern Washington and northern Idaho. | 2007-11-15 |
|
| Interference by Mes [2-(4-morpholino)ethanesulfonic acid] and related buffers with phenolic oxidation by peroxidase. | 2007-11-01 |
|
| Agrobacterium tumefaciens-mediated transformation of Narcissus tazzeta var. chinensis. | 2007-09 |
|
| High-efficiency protein expression in plants from agroinfection-compatible Tobacco mosaic virus expression vectors. | 2007-08-27 |
|
| Optimization of phenolic compounds analysis by capillary electrophoresis. | 2007-06-15 |
|
| Removal of lipophilic extractives from paper pulp by laccase and lignin-derived phenols as natural mediators. | 2007-06-01 |
|
| Agrobacterium-mediated transformation of protocorm-like bodies in Cymbidium. | 2007-06 |
|
| Translational control of recombinant human acetylcholinesterase accumulation in plants. | 2007-05-30 |
|
| Transformation of polycyclic aromatic hydrocarbons by laccase is strongly enhanced by phenolic compounds present in soil. | 2007-04-15 |
|
| A novel role for the TIR domain in association with pathogen-derived elicitors. | 2007-03 |
|
| Development of genotype-independent regeneration system for transformation of rice (Oryza sativa ssp. indica). | 2007-03 |
|
| Association of six YFP-myosin XI-tail fusions with mobile plant cell organelles. | 2007-02-09 |
|
| A study of expression of hypoxanthine and cytokinin-like compounds in the presence of acetosyringone and dexamethasone in phototrophic purple bacteria and their sensor histidine kinases: biochemical and computer analysis. | 2007-02-09 |
|
| Red colouration in apple fruit is due to the activity of the MYB transcription factor, MdMYB10. | 2007-02 |
|
| Methods for transient assay of gene function in floral tissues. | 2007-01-08 |
|
| Genetic transformation of barley (Hordeum vulgare L.) via infection of androgenetic pollen cultures with Agrobacterium tumefaciens. | 2006-03 |
|
| Mushroom (Agaricus bisporus). | 2006 |
|
| Banana (Musa sp.). | 2006 |
|
| Agrobacterium-Mediated Transformation of Fusarium oxysporum: An Efficient Tool for Insertional Mutagenesis and Gene Transfer. | 2001-02 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10598026
Curator's Comment: the referenced study was conducted on mouse
The hair on the back of 9-week old male C3H/He mice was clipped off and the clipped area was treated with softening cream for 5 or 10 min and washed. After 24 hours a test sample of Acetosyringone (0.001, 0.01, 0.1, 0.5, 1.0 mg) was applied topically once per day for 1 or 3 days. Hair regrowth was monitored relative to controls. Acetosyringone promoted significantly greater hair regrowth at all concentrations compared to controls and did not cause skin irritation.
Route of Administration:
Unknown
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2404
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ACETOSYRINGONE
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2478-38-8
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219-610-5
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17198
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DTXSID2062454
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866P45Y84S
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SUBSTANCE RECORD