| Record Information |
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| Version | 1.0 |
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| Created at | 2020-03-19 00:30:21 UTC |
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| Updated at | 2020-12-07 19:07:21 UTC |
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| CannabisDB ID | CDB000312 |
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| Secondary Accession Numbers | Not Available |
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| Cannabis Compound Identification |
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| Common Name | farnesyl acetone |
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| Description | Farnesylacetone or (5E,9E)-Farnesylacetone, belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle. It is formally classified as an acyclic ketone although it is biochemically a diterpenoid as it is synthesized via isoprene units. Diterpenoids are biosynthesized by plants, animals and fungi via the HMG-CoA reductase pathway, with geranylgeranyl pyrophosphate being a primary intermediate. Four different Farnesylacetone isomers exist ((5E,9E)-Farnesylacetone, (5E,9Z)-Farnesylacetone, (5Z,9E)-Farnesylacetone, and (5Z,9Z)-Farnesylacetone) with the most common being (5E,9E)-Farnesylacetone. Farnesylacetone is a hydrophobic, neutral molecule that insoluble in water. It is used as a food additive and a cosmetic/perfuming agent. It has a fruity, floral, wine-like odor and is often used as a floral base for fruit and floral fragrances. Farnesylacetone is found naturally in a number of foods and plants including tomatoes, watermelon, yarrow and mushrooms. Farnesylacetone is also one of more than 140 terpenes that are found in cannabis plants (PMID: 6991645 ). |
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| Structure | |
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| Synonyms | | Value | Source |
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| Farnesylacetone, (e,e)-isomer | MeSH |
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| Chemical Formula | C18H30O |
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| Average Molecular Weight | 262.44 |
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| Monoisotopic Molecular Weight | 262.2297 |
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| IUPAC Name | 6,10,14-trimethylpentadeca-5,9,13-trien-2-one |
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| Traditional Name | 6,10,14-trimethylpentadeca-5,9,13-trien-2-one |
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| CAS Registry Number | 762-29-8 |
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| SMILES | CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=O |
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| InChI Identifier | InChI=1S/C18H30O/c1-15(2)9-6-10-16(3)11-7-12-17(4)13-8-14-18(5)19/h9,11,13H,6-8,10,12,14H2,1-5H3 |
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| InChI Key | LTUMRKDLVGQMJU-UHFFFAOYSA-N |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) 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 | Diterpenoids |
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| Direct Parent | Acyclic diterpenoids |
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| Alternative Parents | |
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| Substituents | - Acyclic diterpenoid
- Ketone
- 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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| Role | Industrial application: |
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| Physical Properties |
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| State | Solid |
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| Experimental 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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| Predicted Properties | [] |
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