Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2021-09-23 20:21:55 UTC |
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Update Date | 2021-09-23 20:21:55 UTC |
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HMDB ID | HMDB0302749 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | (-)-Linalyl acetate |
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Description | Linalyl acetate belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. The biosynthesis of monoterpenes is known to occur mainly through the methyl-eritritol-phosphate (MEP) pathway in the plastids. Geranyl diphosphate (GPP) is a key intermediate in the biosynthesis of monoterpenes. Linalyl acetate occurs naturally and is found in many flowers and spices. It can be isolated from numerous plants and essential oils, such as clary sage, lavender, lemon, cardamom. It is also one of the principal components of the essential oils of bergamot and lavender. Chemically, it is the acetate ester of linalool, and the two often occur in conjunction. Linalyl acetate is a flavouring ingredient and it tastes similar to how it smells, with a pleasant fruity odor reminiscent of bergamot mint oil. It is found in Eau de Cologne mint. As a volatile terpene, linalyl acetate is also combustible. |
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Structure | CC(C)=CCC[C@@](C)(OC(C)=O)C=C InChI=1S/C12H20O2/c1-6-12(5,14-11(4)13)9-7-8-10(2)3/h6,8H,1,7,9H2,2-5H3/t12-/m0/s1 |
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Synonyms | Value | Source |
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(+-)-3,7-Dimethylocta-1,6-dien-3-yl acetate | ChEBI | Acetic acid linalool ester | ChEBI | Bergamiol | ChEBI | Bergamot mint oil | ChEBI | (+-)-3,7-Dimethylocta-1,6-dien-3-yl acetic acid | Generator | Acetate linalool ester | Generator | Linalyl acetic acid | Generator | (-)-Linalyl acetate | ChEBI | (-)-Linalyl acetic acid | Generator | (R)-Linalyl acetic acid | Generator | R-(-)-Linalyl acetate | PhytoBank | R-Linalyl acetate | PhytoBank | l-Linalyl acetate | PhytoBank | (-)-(R)-3-Acetoxy-3,7-dimethylocta-1,6-diene | PhytoBank | Linalool acetate | PhytoBank | (±)-Linaloyl acetate | PhytoBank | (±)-Linalyl acetate | PhytoBank | 1,5-Dimethyl-1-vinyl-4-hexenyl acetate | PhytoBank | 3,7-Dimethyl-1,6-octadien-3-yl acetate | PhytoBank | 3,7-Dimethylocta-1,6-dien-3-yl acetate | PhytoBank | 3-Acetoxy-3,7-dimethyl-1,6-octadiene | PhytoBank | Bergamol | PhytoBank | dl-Linalool acetate | PhytoBank |
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Chemical Formula | C12H20O2 |
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Average Molecular Weight | 196.29 |
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Monoisotopic Molecular Weight | 196.146329884 |
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IUPAC Name | (3R)-3,7-dimethylocta-1,6-dien-3-yl acetate |
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Traditional Name | (+-)-linalyl acetate |
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CAS Registry Number | Not Available |
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SMILES | CC(C)=CCC[C@@](C)(OC(C)=O)C=C |
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InChI Identifier | InChI=1S/C12H20O2/c1-6-12(5,14-11(4)13)9-7-8-10(2)3/h6,8H,1,7,9H2,2-5H3/t12-/m0/s1 |
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InChI Key | UWKAYLJWKGQEPM-LBPRGKRZSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Prenol lipids |
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Sub Class | Monoterpenoids |
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Direct Parent | Acyclic monoterpenoids |
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Alternative Parents | |
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Substituents | - Acyclic monoterpenoid
- Carboxylic acid ester
- Monocarboxylic acid or derivatives
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | Not Available |
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Disposition | |
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Process | Not Available |
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Role | Not Available |
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Physical Properties |
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State | Not Available |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesNot Available |
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| MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (-)-Linalyl acetate 10V, Positive-QTOF | splash10-0002-1900000000-0f6c80cf638628060579 | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (-)-Linalyl acetate 20V, Positive-QTOF | splash10-05n0-7900000000-c24d96c54b634a5ce01e | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (-)-Linalyl acetate 40V, Positive-QTOF | splash10-014i-9100000000-edecc6807b28c4e59a9d | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (-)-Linalyl acetate 10V, Negative-QTOF | splash10-0002-1900000000-e20da33a45dcd63c6105 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (-)-Linalyl acetate 20V, Negative-QTOF | splash10-0zfs-3900000000-f698e30236a468ad6ab9 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (-)-Linalyl acetate 40V, Negative-QTOF | splash10-0553-9800000000-80dff10f3d6586f64ec2 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (-)-Linalyl acetate 10V, Positive-QTOF | splash10-001i-9300000000-db6bdfd0a5edf9f3864c | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (-)-Linalyl acetate 20V, Positive-QTOF | splash10-053r-9200000000-7cd15204eb37717e9726 | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (-)-Linalyl acetate 40V, Positive-QTOF | splash10-004i-9000000000-91362b0817199d37003e | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (-)-Linalyl acetate 10V, Negative-QTOF | splash10-0a4i-9400000000-fe0af33cbf0db86bab7b | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (-)-Linalyl acetate 20V, Negative-QTOF | splash10-0a4i-9200000000-f337ba0b5012d00f9c12 | 2021-10-21 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (-)-Linalyl acetate 40V, Negative-QTOF | splash10-0a4i-9000000000-9ddd9f6b6037597d5617 | 2021-10-21 | Wishart Lab | View Spectrum |
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