| Record Information |
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| Version | 1.0 |
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| Created at | 2020-03-18 23:28:31 UTC |
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| Updated at | 2020-11-18 16:34:55 UTC |
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| CannabisDB ID | CDB000201 |
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| Secondary Accession Numbers | Not Available |
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| Cannabis Compound Identification |
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| Common Name | beta-Pinene |
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| Description | β-Pinene belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. 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. β-Pinene is a component of essential oils from many plants, including cannabis plants (PMID: 6991645 , 26657499 ). β-Pinene is an isomer of pinene. There are two known isomers of pinene found in nature: α-pinene and β-pinene. As the name suggests, both forms are important constituents of pine resin; they are also found in the resins of many other conifers, as well as in non-coniferous plants such as camphorweed (Heterotheca) and big sagebrush (Artemisia tridentata). Both isomers are used by many insects in their chemical communication system. The two isomers of pinene constitute the major component of turpentine. |
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| Structure | |
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| Synonyms | | Value | Source |
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| (1R,5R)-beta-Pinene | ChEBI | | (1R,5R)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]hept-2-ene | Kegg | | (1R,5R)-b-Pinene | Generator | | (1R,5R)-Β-pinene | Generator | | (+)-b-Pinene | Generator | | (+)-Β-pinene | Generator |
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| Chemical Formula | C10H16 |
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| Average Molecular Weight | 136.24 |
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| Monoisotopic Molecular Weight | 136.1252 |
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| IUPAC Name | (1R,5R)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptane |
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| Traditional Name | (+)-β-pinene |
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| CAS Registry Number | 19902-08-0 |
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| SMILES | CC1(C)[C@H]2C[C@@H]1C(=C)CC2 |
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| InChI Identifier | InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h8-9H,1,4-6H2,2-3H3/t8-,9-/m1/s1 |
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| InChI Key | WTARULDDTDQWMU-RKDXNWHRSA-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 | - Pinane monoterpenoid
- Bicyclic monoterpenoid
- Branched unsaturated hydrocarbon
- Polycyclic hydrocarbon
- Cyclic olefin
- Unsaturated aliphatic hydrocarbon
- Unsaturated hydrocarbon
- Olefin
- Hydrocarbon
- Aliphatic homopolycyclic compound
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| Molecular Framework | Aliphatic homopolycyclic 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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| Spectra |
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| EI-MS/GC-MS | Not Available |
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| MS/MS | | Type | Description | Splash Key | View |
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| Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | Not Available | 2020-06-30 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | Not Available | 2020-06-30 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | Not Available | 2020-06-30 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | Not Available | 2020-06-30 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | Not Available | 2020-06-30 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | Not Available | 2020-06-30 | View Spectrum |
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| NMR | Not Available |
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| Pathways |
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| Pathways | Not Available |
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| Protein Targets |
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| Enzymes | Not Available |
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| Transporters | Not Available |
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| Metal Bindings | Not Available |
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| Receptors | Not Available |
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| Transcriptional Factors | Not Available |
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| Concentrations Data |
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| 8-Ball Kush | Detected and Quantified | 1.138 mg/g dry wt | | details | | 9 Lb Hammer | Detected and Quantified | 1.537 mg/g dry wt | | details | | 97 Sage | Detected and Quantified | 1.522 mg/g dry wt | | details | | Adonis | Detected and Quantified | 0.721 mg/g dry wt | | details | | Alien Dawg | Detected and Quantified | 0.12 mg/g dry wt | | details | | Alien Dawg (Indica dominant) | Detected and Quantified | 0.24 +/- 0.03 mg/g dry wt | | details | | Alien Sour Apple | Detected and Quantified | 0.913 mg/g dry wt | | details | | Animal Cookies | Detected and Quantified | 0.6 +/- 0.3 mg/g dry wt | | details | | Black Boss | Detected and Quantified | 0.972 mg/g dry wt | | details | | Blue Cookies | Detected and Quantified | 0.4 +/- 0.3 mg/g dry wt | | details | | Blue Dream | Detected and Quantified | 1.015 mg/g dry wt | | details | | Blue Dream | Detected and Quantified | 1.023 mg/g dry wt | | details | | Blue Dream | Detected and Quantified | 2.095 mg/g dry wt | | details | | Blue Dream | Detected and Quantified | 2.556 mg/g dry wt | | details | | Blue Dream | Detected and Quantified | 2 +/- 0.5 mg/g dry wt | | details | | Bob Marley | Detected and Quantified | 0.489 mg/g dry wt | | details | | Bubba Kush | Detected and Quantified | 0.3 +/- 0.3 mg/g dry wt | | details | | Chemdawg | Detected and Quantified | 0.551 mg/g dry wt | | details | | Chemdawg #4 | Detected and Quantified | 0.568 mg/g dry wt | | details | | Chemdawg #4 | Detected and Quantified | 0.847 mg/g dry wt | | details | | Chemdog | Detected and Quantified | 0.8 +/- 0.2 mg/g dry wt | | details | | Cookies and Cream | Detected and Quantified | 0.59 mg/g dry wt | | details | | Cosmic Lotus | Detected and Quantified | 0.928 mg/g dry wt | | details | | Crown Og | Detected and Quantified | 1 +/- 0.2 mg/g dry wt | | details | | Dairy Queen | Detected and Quantified | 0.671 mg/g dry wt | | details | | Dark Shadow Haze | Detected and Quantified | 0.751 mg/g dry wt | | details | | FLO | Detected and Quantified | 0.408 mg/g dry wt | | details | | Fortune Cookies | Detected and Quantified | 0.6 +/- 0.1 mg/g dry wt | | details | | Gabriola | Detected and Quantified | 0.55 mg/g dry wt | | details | | Gas | Detected and Quantified | 1.1 +/- 0.3 mg/g dry wt | | details | | Gelato | Detected and Quantified | 1.6 +/- 0.2 mg/g dry wt | | details | | Girl Scout Cookies | Detected and Quantified | 0.5 +/- 0.2 mg/g dry wt | | details | | Godfather | Detected and Quantified | 1 +/- 0.3 mg/g dry wt | | details | | Goji OG | Detected and Quantified | 0.932 mg/g dry wt | | details | | Golden Cobra | Detected and Quantified | 0.67 mg/g dry wt | | details | | Golden Sage | Detected and Quantified | 1.005 mg/g dry wt | | details | | Gorilla Glue | Detected and Quantified | 0.527 mg/g dry wt | | details | | Gorilla Glue #4 | Detected and Quantified | 0.553 mg/g dry wt | | details | | Gorilla Glue #4 | Detected and Quantified | 0.6 +/- 0.3 mg/g dry wt | | details | | Grape Ape | Detected and Quantified | 0.5 +/- 0.3 mg/g dry wt | | details | | Grape Stomper | Detected and Quantified | 0.642 mg/g dry wt | | details | | Grape Stomper | Detected and Quantified | 0.753 mg/g dry wt | | details | | Grizzly Kush | Detected and Quantified | 0.719 mg/g dry wt | | details | | Hash Plant | Detected and Quantified | 0.293 mg/g dry wt | | details | | Hash Plant | Detected and Quantified | 0.58 mg/g dry wt | | details | | Hemlock | Detected and Quantified | 1.126 mg/g dry wt | | details | | Island Honey | Detected and Quantified | 0.04 mg/g dry wt | | details | | Jabberwocky | Detected and Quantified | 0.816 mg/g dry wt | | details | | Jabberwocky | Detected and Quantified | 0.917 mg/g dry wt | | details | | Jack Herer | Detected and Quantified | 0.397 mg/g dry wt | | details | | Jack Herer | Detected and Quantified | 0.7 +/- 0.3 mg/g dry wt | | details | | Kandy Kush | Detected and Quantified | 0.181 mg/g dry wt | | details | | Kush Puppy | Detected and Quantified | 1.066 mg/g dry wt | | details | | La Choco | Detected and Quantified | 0.57 mg/g dry wt | | details | | Lemon Balm | Detected and Quantified | 0.398 mg/g dry wt | | details | | Lemon Goji | Detected and Quantified | 0.277 mg/g dry wt | | details | | Lemon OG | Detected and Quantified | 0.86 mg/g dry wt | | details | | Lemon Sherbet | Detected and Quantified | 0.254 mg/g dry wt | | details | | Lemon Skunk | Detected and Quantified | 0.942 mg/g dry wt | | details | | Lemon Skunk | Detected and Quantified | 1.074 mg/g dry wt | | details | | Liberty Haze | Detected and Quantified | 1.679 mg/g dry wt | | details | | Lohan | Detected and Quantified | 0.699 mg/g dry wt | | details | | Lucky Charms | Detected and Quantified | 0.942 mg/g dry wt | | details | | Master Kush | Detected and Quantified | 0.6 +/- 0.4 mg/g dry wt | | details | | Maui Haze | Detected and Quantified | 0.646 mg/g dry wt | | details | | Miami White Kush | Detected and Quantified | 1.4 +/- 0.4 mg/g dry wt | | details | | Moby Dick | Detected and Quantified | 0.557 mg/g dry wt | | details | | Moonshine Ghost Trane Haze | Detected and Quantified | 0.464 mg/g dry wt | | details | | Mr. Nice | Detected and Quantified | 0.4 +/- 0.3 mg/g dry wt | | details | | Nightmare Cookie | Detected and Quantified | 0.397 mg/g dry wt | | details | | Og Kush | Detected and Quantified | 0.9 +/- 0.4 mg/g dry wt | | details | | Orange Skunk | Detected and Quantified | 0.093 mg/g dry wt | | details | | Pineapple Skunk | Detected and Quantified | 0.905 mg/g dry wt | | details | | Pipe Dream | Detected and Quantified | 2.294 mg/g dry wt | | details | | Platinum Delight | Detected and Quantified | 0.489 mg/g dry wt | | details | | Purple Cream | Detected and Quantified | 0.5 +/- 0.2 mg/g dry wt | | details | | Purple Eclipse | Detected and Quantified | 0.584 mg/g dry wt | | details | | Purple Princess | Detected and Quantified | 0.7 +/- 0.1 mg/g dry wt | | details | | Purple Urkle | Detected and Quantified | 0.9 +/- 0.1 mg/g dry wt | | details | | Quadra | Detected and Quantified | 0.25 mg/g dry wt | | details | | Rocket Fuel | Detected and Quantified | 0.73 mg/g dry wt | | details | | Rollex OG | Detected and Quantified | 1.034 mg/g dry wt | | details | | Rosetta Stone | Detected and Quantified | 0.623 mg/g dry wt | | details | | Satori | Detected and Quantified | 1.034 mg/g dry wt | | details | | Sensi Star | Detected and Quantified | 0.16 mg/g dry wt | | details | | Sensi Star (Pure Indica) | Detected and Quantified | 0.19 +/- 0.02 mg/g dry wt | | details | | Sherbert | Detected and Quantified | 1.1 +/- 0.2 mg/g dry wt | | details | | Skunk Haze | Detected and Quantified | 1.442 mg/g dry wt | | details | | Skywalker OG | Detected and Quantified | 0.4 mg/g dry wt | | details | | Skywalker Og Kush | Detected and Quantified | 1 +/- 0.2 mg/g dry wt | | details | | Sour Diesel | Detected and Quantified | 0.6 +/- 0.3 mg/g dry wt | | details | | Spectrum | Detected and Quantified | 0.122 mg/g dry wt | | details | | Star Bud | Detected and Quantified | 0.397 mg/g dry wt | | details | | Star Killer | Detected and Quantified | 0.285 mg/g dry wt | | details | | Strawberry Fields | Detected and Quantified | 0.554 mg/g dry wt | | details | | Strawberry Fields | Detected and Quantified | 0.712 mg/g dry wt | | details | | Strawberry Haze | Detected and Quantified | 0.8 +/- 0.1 mg/g dry wt | | details | | Sunset Sherbet | Detected and Quantified | 0.42 mg/g dry wt | | details | | Sunset Sherbet | Detected and Quantified | 0.427 mg/g dry wt | | details | | Superman Og Kush | Detected and Quantified | 1.2 +/- 0.3 mg/g dry wt | | details | | Tahoe Og Kush | Detected and Quantified | 1.2 +/- 0.2 mg/g dry wt | | details | | Tangerine Dream | Detected and Quantified | 0.27 mg/g dry wt | | details | | Tangerine Dream (Sativa dominant) | Detected and Quantified | 0.20 +/- 0.03 mg/g dry wt | | details | | The Sauce | Detected and Quantified | 0.339 mg/g dry wt | | details | | Thin Mints | Detected and Quantified | 0.6 +/- 0.1 mg/g dry wt | | details | | Trainwreck | Detected and Quantified | 1.5 +/- 0.3 mg/g dry wt | | details | | Triple O | Detected and Quantified | 1 +/- 0.2 mg/g dry wt | | details | | Venom OG | Detected and Quantified | 0.554 mg/g dry wt | | details | | White Widow | Detected and Quantified | 0.578 mg/g dry wt | | details | | Wonder Woman | Detected and Quantified | 0.162 mg/g dry wt | | details |
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| External Links |
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| HMDB ID | Not Available |
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| DrugBank ID | Not Available |
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| Phenol Explorer Compound ID | Not Available |
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| FoodDB ID | Not Available |
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| KNApSAcK ID | Not Available |
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| Chemspider ID | Not Available |
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| KEGG Compound ID | C20244 |
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| BioCyc ID | Not Available |
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| BiGG ID | Not Available |
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| Wikipedia Link | Not Available |
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| METLIN ID | Not Available |
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| PubChem Compound | 10290825 |
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| PDB ID | Not Available |
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| ChEBI ID | 50026 |
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| References |
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| General References | - Turner CE, Elsohly MA, Boeren EG: Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980 Mar-Apr;43(2):169-234. doi: 10.1021/np50008a001. [PubMed:6991645 ]
- Rice S, Koziel JA: Characterizing the Smell of Marijuana by Odor Impact of Volatile Compounds: An Application of Simultaneous Chemical and Sensory Analysis. PLoS One. 2015 Dec 10;10(12):e0144160. doi: 10.1371/journal.pone.0144160. eCollection 2015. [PubMed:26657499 ]
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