Geranylacetone
Compound Structure: |
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Synonyms: | Geranylacetone; Geranyl acetone; (5E)-6,10-dimethylundeca-5,9-dien-2-one; Dihydropseudoionone; (E)-6,10-Dimethylundeca-5,9-dien-2-one;trans-Geranylacetone;5,9-Undecadien-2-one, 6,10-dimethyl-;(E)-6,10-Dimethyl-5,9-undecadien-2-one | ||||||||||||||||||||||||||||||||||||||||||||||||
Compound ID: | NMPC-042 | ||||||||||||||||||||||||||||||||||||||||||||||||
PubChem ID: | |||||||||||||||||||||||||||||||||||||||||||||||||
Molecular Formula: | C13H22O | ||||||||||||||||||||||||||||||||||||||||||||||||
Canonical SMILES: | CC(=CCCC(=CCCC(=O)C)C)C | ||||||||||||||||||||||||||||||||||||||||||||||||
InChIKey: | HNZUNIKWNYHEJJ-FMIVXFBMSA-N | ||||||||||||||||||||||||||||||||||||||||||||||||
About the compound: | Geranylacetone is a colorless oil formed by combining geranyl and acetonyl groups. This compound serves as a precursor for synthetic squalene. Geranylacetone can be synthesized through the transesterification of ethyl acetoacetate with linalool, or through esterification of linalool with ketene or isopropenyl methyl ether, followed by a Carroll rearrangement to yield geranylacetone. Geranylacetone plays a significant role in the production of isophytol, which is used in the manufacturing of Vitamin E. It also gives rise to other derivatives such as farnesol and nerolidol. This compound is a flavor component found in various plants, including rice, mango, and tomatoes. It is generated during the degradation of plant matter by ozone.In terms of its chemical structure, geranylacetone is a monoterpene ketone, featuring an (E)-geranyl group bonded to one of the alpha-methyls of acetone. It is present in essential oils from different plants, including Nelumbo nucifera. Geranylacetone serves as a flavoring agent, a fragrance, a component of volatile oils, and a plant metabolite. It contains a geranyl group. Furthermore, Geranylacetone is a natural product found in organisms like Lonicera japonica and Monteverdia ilicifolia. It is also a metabolite produced by Saccharomyces cerevisiae. https://en.wikipedia.org/wiki/Geranylacetone GHS Hazard Statements • H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] • H411 (99.94%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard] |
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Properties: |
Chemical and Physical Properties
Source: PubChem |
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Source Species: |
Crateva adansonii Klainedoxa gabonensis Pachira glabra Phyllanthus muellerianus Vitex doniana Cymbopogon citratus Hirsute Palisota Hyparrhenia rufa Tagetes erecta Acalypha segetalis Eucalyptus torelliana Pyrenacantha staudtii Tecoma stans |