| Record Information |
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| Version | 1.0 |
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| Created at | 2020-03-18 23:28:22 UTC |
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| Updated at | 2020-11-18 16:34:54 UTC |
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| CannabisDB ID | CDB000197 |
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| Secondary Accession Numbers | Not Available |
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| Cannabis Compound Identification |
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| Common Name | (3R,6E)-Nerolidol |
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| Description | (3R,6E)-Nerolidol or Nerolidol, also known as peruviol and penetrol , is a naturally occurring sesquiterpene alcohol found in the essential oils of many types of plants and flowers. It is formally classified as an alkylalcohol although it is biochemically an acyclic sesquiterpene as it synthesized via isoprene units. Acyclic sesequiterpenes do not contain a cycle. Nerolidol is an extremely weak basic (essentially neutral) compound (based on its pKa). There are two isomers of nerolidol, cis and trans, which differ in the geometry about the central double bond. Nerolidol is present in neroli, ginger, jasmine, lavender, tea tree, Cannabis sativa, and lemon grass, and is a dominant scent compound in Brassavola nodosa. Nerolidol has a woody, floral, waxy or citrus odor and used in perfumery. It is also used in non-cosmetic products such as detergents and cleansers. It is known for various biological activities include antioxidant, anti fungal, anticancer, and antimicrobial activity. |
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| Structure | |
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| Synonyms | | Value | Source |
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| (3R)-(6E)-Nerolidol | ChEBI | | Nerolidol, (S-(Z))-isomer | MeSH | | 3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol | MeSH | | Nerolidol, (e)-isomer | MeSH | | Nerolidol | MeSH | | Peruviol | MeSH | | Nerolidol, (S-(e))-isomer | MeSH | | Nerolidol, (Z)-isomer | MeSH |
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| Chemical Formula | C15H26O |
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| Average Molecular Weight | 222.37 |
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| Monoisotopic Molecular Weight | 222.1984 |
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| IUPAC Name | (3R,6E)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol |
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| Traditional Name | (3R,6E)-nerolidol |
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| CAS Registry Number | 17430-12-5 |
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| SMILES | CC(C)=CCC\C(C)=C\CC[C@@](C)(O)C=C |
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| InChI Identifier | InChI=1S/C15H26O/c1-6-15(5,16)12-8-11-14(4)10-7-9-13(2)3/h6,9,11,16H,1,7-8,10,12H2,2-5H3/b14-11+/t15-/m0/s1 |
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| InChI Key | FQTLCLSUCSAZDY-GOFCXVBSSA-N |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. |
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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 | Sesquiterpenoids |
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| Direct Parent | Sesquiterpenoids |
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| Alternative Parents | |
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| Substituents | - Farsesane sesquiterpenoid
- Sesquiterpenoid
- Tertiary alcohol
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Alcohol
- 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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|
Not Available | | 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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