| Record Information |
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| Version | 1.0 |
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| Created at | 2020-03-19 00:46:53 UTC |
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| Updated at | 2020-12-07 19:07:35 UTC |
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| CannabisDB ID | CDB000617 |
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| Secondary Accession Numbers | Not Available |
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| Cannabis Compound Identification |
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| Common Name | Isobornyl thiocyanoacetate |
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| Description | Isobornyl thiocyanoacetate, belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. 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 cyclic monoterpenes. GPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. It is a yellow oily liquid with a terpene-like odor. Isobornyl thiocyanoacetate is practically insoluble in water but it is very soluble in alcohol, benzene, chloroform, and ether. Isobornyl thiocyanoacetate or thanite is an insecticide, used to control ants, houseflies. It is used as fungicide to preserve industrial products such as glue, leather, paints, dyes, paper, and synthetic textile materials. Isobornyl thiocyanoacetate has been detected in the volatile fraction of Cannabis sativa samples obtained from police seizures (PMID: 26657499 ). |
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| Structure | |
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| Synonyms | | Value | Source |
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| Isobornyl thiocyanoacetic acid | Generator | | Isobornyl thiocyanoacetate, (exo)-isomer | MeSH | | Thanite | MeSH |
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| Chemical Formula | C13H19NO2S |
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| Average Molecular Weight | 253.36 |
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| Monoisotopic Molecular Weight | 253.1136 |
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| IUPAC Name | (1S,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 2-(cyanosulfanyl)acetate |
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| Traditional Name | (1S,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl (cyanosulfanyl)acetate |
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| CAS Registry Number | 115-31-1 |
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| SMILES | CC1(C)[C@@H]2CC[C@]1(C)[C@H](C2)OC(=O)CSC#N |
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| InChI Identifier | InChI=1S/C13H19NO2S/c1-12(2)9-4-5-13(12,3)10(6-9)16-11(15)7-17-8-14/h9-10H,4-7H2,1-3H3/t9-,10+,13-/m1/s1 |
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| InChI Key | IXEVGHXRXDBAOB-GBIKHYSHSA-N |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. |
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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 | Bicyclic monoterpenoids |
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| Alternative Parents | |
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| Substituents | - Bornane monoterpenoid
- Bicyclic monoterpenoid
- Carboxylic acid ester
- Carboxylic acid derivative
- Monocarboxylic acid or derivatives
- Sulfenyl compound
- Thiocyanate
- Organic nitrogen compound
- Organosulfur compound
- Organooxygen compound
- Organonitrogen compound
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Carbonyl group
- Organic oxygen compound
- Aliphatic homopolycyclic compound
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| Molecular Framework | Aliphatic homopolycyclic compounds |
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| External Descriptors | Not Available |
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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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