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(-)-beta-caryophyllene
A beta-caryophyllene in which the stereocentre adjacent to the exocyclic double bond has S configuration while the remaining stereocentre has R configuration. It is the most commonly occurring form of beta-caryophyllene, occurring in many essential oils, particularly oil of cloves.

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04. Bioactive Capabilities of Specific Chemicals : Lyases [EC:4] > Carbon-oxygen lyases [EC:4.2]
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03. Biological Effects of Specific Chemicals: biochemical uses [CHEBI:52206] > metabolite [CHEBI:25212]
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05. Industrial Uses: pharmaceutical [CHEBI:52217] > drug [CHEBI:23888]
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more general categories    information about this item
03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 biochemical uses [CHEBI:52206] (3306) 
 metabolite [CHEBI:25212] (2692) 
 secondary metabolite [CHEBI:26619] (2225) 
 (-)-beta-caryophyllene [CHEBI:10357] (1)
04. Bioactive Capabilities of Specific Chemicals  
04. Bioactive Capabilities of Specific Chemicals
 Lyases [EC:4] (743) 
 Carbon-oxygen lyases [EC:4.2] (393) 
 Acting on Phosphates [EC:4.2.3] (175) 
 (-)-beta-caryophyllene synthase [EC:4.2.3.57] (3) 
 (-)-beta-caryophyllene [CHEBI:10357] (1)
05. Industrial Uses 
05. Industrial Uses
 fragrance [CHEBI:48318] (36) 
 (-)-beta-caryophyllene [CHEBI:10357] (1)
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 anti-inflammatory drug [CHEBI:35472] (112) 
 non-steroidal anti-inflammatory drug [CHEBI:35475] (71) 
 (-)-beta-caryophyllene [CHEBI:10357] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 s-block molecular entity [CHEBI:33674] (7287) 
 hydrogen molecular entity [CHEBI:33608] (6932) 
 hydrides [CHEBI:33692] (1374) 
 organic hydride [CHEBI:37175] (1178) 
 organic fundamental parent [CHEBI:33245] (1178) 
 hydrocarbon [CHEBI:24632] (505) 
 terpene [CHEBI:35186] (296) 
 sesquiterpene [CHEBI:35189] (155) 
 beta-caryophyllene [CHEBI:63191] (2) 
 (-)-beta-caryophyllene [CHEBI:10357] (1)
 p-block molecular entity [CHEBI:33675] (25343) 
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 lipid [CHEBI:18059] (3532) 
 isoprenoid [CHEBI:24913] (1402) 
 terpene [CHEBI:35186] (296) 
 sesquiterpene [CHEBI:35189] (155) 
 beta-caryophyllene [CHEBI:63191] (2) 
 (-)-beta-caryophyllene [CHEBI:10357] (1)
 isoprenoid [CHEBI:24913] (1402) 
 terpene [CHEBI:35186] (296) 
 sesquiterpene [CHEBI:35189] (155) 
 beta-caryophyllene [CHEBI:63191] (2) 
 (-)-beta-caryophyllene [CHEBI:10357] (1)
 organic fundamental parent [CHEBI:33245] (1178) 
 hydrocarbon [CHEBI:24632] (505) 
 terpene [CHEBI:35186] (296) 
 sesquiterpene [CHEBI:35189] (155) 
 beta-caryophyllene [CHEBI:63191] (2) 
 (-)-beta-caryophyllene [CHEBI:10357] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 carbocyclic compound [CHEBI:33598] (1130) 
 carbopolycyclic compound [CHEBI:35294] (493) 
 carbobicyclic compound [CHEBI:36785] (199) 
 ortho-fused bicyclic hydrocarbon [CHEBI:35428] (32) 
 beta-caryophyllene [CHEBI:63191] (2) 
 (-)-beta-caryophyllene [CHEBI:10357] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 homocyclic compound [CHEBI:33597] (1134) 
 carbocyclic compound [CHEBI:33598] (1130) 
 carbopolycyclic compound [CHEBI:35294] (493) 
 carbobicyclic compound [CHEBI:36785] (199) 
 ortho-fused bicyclic hydrocarbon [CHEBI:35428] (32) 
 beta-caryophyllene [CHEBI:63191] (2) 
 (-)-beta-caryophyllene [CHEBI:10357] (1)
 homopolycyclic compound [CHEBI:35295] (493) 
 carbopolycyclic compound [CHEBI:35294] (493) 
 carbobicyclic compound [CHEBI:36785] (199) 
 ortho-fused bicyclic hydrocarbon [CHEBI:35428] (32) 
 beta-caryophyllene [CHEBI:63191] (2) 
 (-)-beta-caryophyllene [CHEBI:10357] (1)
 polycyclic compound [CHEBI:33635] (4078) 
 fused compound [CHEBI:35293] (113) 
 ortho-fused compound [CHEBI:33637] (83) 
 ortho-fused bicyclic hydrocarbon [CHEBI:35428] (32) 
 beta-caryophyllene [CHEBI:63191] (2) 
 (-)-beta-caryophyllene [CHEBI:10357] (1)
 homopolycyclic compound [CHEBI:35295] (493) 
 carbopolycyclic compound [CHEBI:35294] (493) 
 carbobicyclic compound [CHEBI:36785] (199) 
 ortho-fused bicyclic hydrocarbon [CHEBI:35428] (32) 
 beta-caryophyllene [CHEBI:63191] (2) 
 (-)-beta-caryophyllene [CHEBI:10357] (1)
 bicyclic compound [CHEBI:33636] (1511) 
 carbobicyclic compound [CHEBI:36785] (199) 
 ortho-fused bicyclic hydrocarbon [CHEBI:35428] (32) 
 beta-caryophyllene [CHEBI:63191] (2) 
 (-)-beta-caryophyllene [CHEBI:10357] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 carbocyclic compound [CHEBI:33598] (1130) 
 carbopolycyclic compound [CHEBI:35294] (493) 
 carbobicyclic compound [CHEBI:36785] (199) 
 ortho-fused bicyclic hydrocarbon [CHEBI:35428] (32) 
 beta-caryophyllene [CHEBI:63191] (2) 
 (-)-beta-caryophyllene [CHEBI:10357] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 carbocyclic compound [CHEBI:33598] (1130) 
 carbopolycyclic compound [CHEBI:35294] (493) 
 carbobicyclic compound [CHEBI:36785] (199) 
 ortho-fused bicyclic hydrocarbon [CHEBI:35428] (32) 
 beta-caryophyllene [CHEBI:63191] (2) 
 (-)-beta-caryophyllene [CHEBI:10357] (1)
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 hydrides [CHEBI:33692] (1374) 
 organic hydride [CHEBI:37175] (1178) 
 organic fundamental parent [CHEBI:33245] (1178) 
 hydrocarbon [CHEBI:24632] (505) 
 terpene [CHEBI:35186] (296) 
 sesquiterpene [CHEBI:35189] (155) 
 beta-caryophyllene [CHEBI:63191] (2) 
 (-)-beta-caryophyllene [CHEBI:10357] (1)
ChEBI Compound Accession Identifier:   [CHEBI:10357]
ChEBI Compound Description:   A beta-caryophyllene in which the stereocentre adjacent to the exocyclic double bond has S configuration while the remaining stereocentre has R configuration. It is the most commonly occurring form of beta-caryophyllene, occurring in many essential oils, particularly oil of cloves.
ChEBI Compound Identification Number:   10357
ChEBI InChI Value:   InChI=1S/C15H24/c1-11-6-5-7-12(2)13-10-15(3,4)14(13)9-8-11/h6,13-14H,2,5,7-10H2,1,3-4H3/b11-6+/t13-,14-/m1/s1
ChEBI InChIKey Value:   NPNUFJAVOOONJE-GFUGXAQUSA-N
ChEBI Compound Name:   (-)-beta-caryophyllene
ChEBI SMILES Value:   [H][C@]12CC(C)(C)[C@]1([H])CC\C(C)=C\CCC2=C
ChEBI Substance ID:   111978172
ChEBI URL:   ChEBI:10357
ChemSpider ID:   4444848
Ontomatica Chemical Accession Key (OnChAKey):   NPNUFJAVOOONJE_GFUGXAQUSA_N_000_000000
PubChem Compound ID:   5281515