| Identification |
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| YMDB ID | YMDB01630 |
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| Name | Acetosyringone |
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| Species | Saccharomyces cerevisiae |
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| Strain | Brewer's yeast |
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| Description | Acetosyringone belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Acetosyringone is an extremely weak basic (essentially neutral) compound (based on its pKa). Acetosyringone may be a unique S. cerevisiae (yeast) metabolite. |
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| Structure | |
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| Synonyms | - 1-(4-Hydroxy-3,5-dimethoxyphenyl)-ethanone (acetosyringone)
- 1-(4-Hydroxy-3,5-dimethoxyphenyl)ethanone
- 3,5-Dimethoxy-4-hydroxyacetophenone
- 3',5'-Dimethoxy-4'-hydroxyacetophenone
- 4-acetylsyringol
- 4-Hydroksy-3',5'-dwumetoksyacetofenon
- 4-hydroxy-3,5-dimethoxyacetophenone
- 4'-Hydroxy-3',5'-dimethoxyacetophenone
- Acetophenone, 3,5-dimethoxy-4-hydroxy-
- Acetophenone, 4'-hydroxy-3',5'-dimethoxy-
- Acetosyringon
- Acetosyringone
- Phenol, 4-acetyl-2,6-dimethoxy
- Acetosyringenin
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| CAS number | 2478-38-8 |
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| Weight | Average: 196.1999
Monoisotopic: 196.073558872 |
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| InChI Key | OJOBTAOGJIWAGB-UHFFFAOYSA-N |
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| InChI | InChI=1S/C10H12O4/c1-6(11)7-4-8(13-2)10(12)9(5-7)14-3/h4-5,12H,1-3H3 |
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| IUPAC Name | 1-(4-hydroxy-3,5-dimethoxyphenyl)ethan-1-one |
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| Traditional IUPAC Name | acetosyringone |
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| Chemical Formula | C10H12O4 |
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| SMILES | COC1=CC(=CC(OC)=C1O)C(C)=O |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. |
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| Kingdom | Organic compounds |
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| Super Class | Organic oxygen compounds |
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| Class | Organooxygen compounds |
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| Sub Class | Carbonyl compounds |
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| Direct Parent | Alkyl-phenylketones |
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| Alternative Parents | |
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| Substituents | - Alkyl-phenylketone
- M-dimethoxybenzene
- Dimethoxybenzene
- Methoxyphenol
- Acetophenone
- Phenoxy compound
- Anisole
- Methoxybenzene
- Aryl alkyl ketone
- Benzoyl
- Phenol ether
- Alkyl aryl ether
- Phenol
- Benzenoid
- Monocyclic benzene moiety
- Ether
- Hydrocarbon derivative
- Organic oxide
- Aromatic homomonocyclic compound
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| Molecular Framework | Aromatic homomonocyclic compounds |
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| External Descriptors | |
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| Physical Properties |
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| State | Not Available |
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| Charge | 0 |
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| Melting point | Not Available |
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| Experimental Properties | | Property | Value | Reference |
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| Water Solubility | Not Available | PhysProp | | LogP | Not Available | PhysProp |
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| Predicted Properties | |
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| Biological Properties |
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| Cellular Locations | Not Available |
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| Organoleptic Properties | Not Available |
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| SMPDB Pathways | Not Available |
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| KEGG Pathways | Not Available |
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| SMPDB Reactions | Not Available |
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| KEGG Reactions | Not Available |
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| Concentrations |
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| Intracellular Concentrations | Not Available |
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| Extracellular Concentrations | Not Available |
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| Spectra |
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| Spectra | |
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| References |
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| References: | - Loscos, N., Hernandez-Orte, P., Cacho, J., Ferreira, V. (2007). "Release and formation of varietal aroma compounds during alcoholic fermentation from nonfloral grape odorless flavor precursors fractions." J Agric Food Chem 55:6674-6684.17616208
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| Synthesis Reference: | Not Available |
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| External Links: | |
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