| Revision as of 12:32, 12 December 2010 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: {{cascite}} StdInChI StdInChIKey.← Previous edit |
Latest revision as of 21:32, 13 November 2024 edit undoWarreg01 (talk | contribs)1 editm The SMILES for 3-carene is wrong but the image is correct. Here is the 3-carene pubchem entry https://pubchem.ncbi.nlm.nih.gov/compound/26049. The entry in pubchem for the smiles in this page is not 3-carene https://pubchem.ncbi.nlm.nih.gov/compound/14568304. |
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{{redirect|Carene|the town of ancient Mysia|Carene (Mysia)}} |
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{{chembox |
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{{chembox |
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| Verifiedfields = changed |
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| verifiedrevid = 322103117 |
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| Watchedfields = changed |
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| Name = Carene |
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| verifiedrevid = 401944796 |
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| ImageFile = 3-Caren.svg |
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| Name = 3-Carene |
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<!-- | ImageSize = 100px --> |
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| ImageName = Carene |
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| ImageFile = File:Carene, 3-.svg |
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| ImageName = Carene |
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| IUPACName = 3,7,7-trimethylbicyclohept-3-ene |
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| ImageSize = 120px |
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| Section1 = {{Chembox Identifiers |
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| PIN = 3,7,7-Trimethylbicyclohept-3-ene |
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| ChemSpiderID = 10660720 |
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| OtherNames = Δ<sup>3</sup>-Carene<br>Car-3-ene |
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|Section1={{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 10660720 |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL = 506854 |
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| InChI = 1/C10H16/c1-7-4-5-8-9(6-7)10(8,2)3/h6-8H,4-5H2,1-3H3 |
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| InChI = 1/C10H16/c1-7-4-5-8-9(6-7)10(8,2)3/h6-8H,4-5H2,1-3H3 |
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| InChIKey = KALFVDDBBPRATR-UHFFFAOYAY |
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| InChIKey = KALFVDDBBPRATR-UHFFFAOYAY |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C10H16/c1-7-4-5-8-9(6-7)10(8,2)3/h6-8H,4-5H2,1-3H3 |
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| StdInChI = 1S/C10H16/c1-7-4-5-8-9(6-7)10(8,2)3/h6-8H,4-5H2,1-3H3 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = KALFVDDBBPRATR-UHFFFAOYSA-N |
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| StdInChIKey = KALFVDDBBPRATR-UHFFFAOYSA-N |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = 13466-78-9 |
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| CASNo = 13466-78-9 |
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| PubChem = 26049 |
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| SMILES = CC2(C)C\1CCC(C)/C=C/12 |
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| ChEBI = 7 |
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| Beilstein = 1902767 |
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| Gmelin = 663435 |
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| EC_number = 236-719-3 |
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| UNNumber = 2319 |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG = C11382 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = H2M15SNR6N |
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| SMILES = CC1=CCC2C(C1)C2(C)C |
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| Section2 = {{Chembox Properties |
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|Section2={{Chembox Properties |
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| C=10|H=16 |
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| Formula = C<sub>10</sub>H<sub>16</sub> |
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| Density = 0.86 g/cm<sup>3</sup> (20 °C)<ref name=GESTIS>{{GESTIS|ZVG=570043}}</ref> |
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| MolarMass = 136.24 g/mol |
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| MeltingPt = |
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| Density = 0.867 g/cm<sup>3</sup> |
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| MeltingPt = |
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| BoilingPtC = 170-172 |
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| BoilingPt_ref= <ref name=GESTIS/> |
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| BoilingPt = 168-169 °C at 705 mmHg |
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|Section7={{chembox Hazards |
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| GHSPictograms = {{GHS02}}{{GHS07}}{{GHS08}} |
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| GHSSignalWord = Danger |
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| HPhrases = {{H-phrases|226|304|315|317|412}} |
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| PPhrases = {{P-phrases|210|233|240|241|242|243|261|264|272|273|280|301+310|302+352|303+361+353|321|331|332+313|333+313|362|363|370+378|403+235|405|501}} |
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'''Carene''', or delta-3-carene, is a bicyclic ] which occurs naturally as a constituent of ], with a content as high as 42% depending on the source. Carene has a sweet and pungent odor. It is not soluble in water, but miscible with fats and oils. |
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'''3-Carene''' is a bicyclic ] consisting of fused ] and ] rings. It occurs as a constituent of ],<ref name=UllmannEgg>{{Ullmann|author1=M. Eggersdorfer|title=Terpenes|year=2005|doi=10.1002/14356007.a26_205}}</ref> with a content as high as 42% depending on the source. Carene has a sweet and pungent odor,<ref name=Merck>{{cite book | title = ] | edition = 12th | date = 1996 | id = 1885 | page = 300}}</ref> best described as a combination of ] needles, musky earth, and damp woodlands.<ref>Mediavilla, Vito, Simon Steinemann, Essential oil of Cannabis sativa L. strains. Journal of the International Hemp Association, 1997, 4(2):80-82.</ref> |
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A colorless liquid, it is not soluble in water, but miscible with fats and oils.<ref name=Merck/> It is chiral, occurring naturally both as the ] and enantio-enriched forms. |
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==Reactions and uses== |
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Treatment with ] gives 3,4-caranediol. ] over ] induces rearrangement, giving ]. Carene is used in the ] industry and as a chemical intermediate.<ref name=UllmannEgg/> |
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Because carene can be found in ] naturally, it can also be found in cannabis distillates. Greater concentrations of carene in a distillate give it an earthier taste and smell.<ref>{{cite web |title=What is Delta 3 Carene? |url=https://ionizationlabs.com/the-cannabis-terpene-carene/ |website=ionizationlabs.com |publisher=Ionization Labs |access-date=6 August 2020}}</ref> 3-Carene is also present in ], giving the fruit a characteristic ]-like flavor and aroma. |
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==References== |
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==References== |
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{{Unreferenced|date =September 2007}} |
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<references/> |
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<references/> |
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{{DEFAULTSORT:Carene, 3-}} |
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