Marvin  11161114342D          

 17 18  0  0  1  0            999 V2000
   22.7121   -2.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9979   -2.1390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2831   -2.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4269   -2.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1410   -2.5532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1404   -3.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4256   -3.7901    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.2825   -3.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9966   -3.7890    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.2452   -4.6121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1795   -4.6121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9986   -1.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8545   -3.7912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0265   -5.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4500   -4.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2647   -4.2170    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.1436   -4.2045    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9  7  1  0  0  0  0
  9 10  1  0  0  0  0
  7 11  1  0  0  0  0
 10 11  1  0  0  0  0
  2 12  1  0  0  0  0
  6 13  2  0  0  0  0
 10 14  1  0  0  0  0
 10 15  1  0  0  0  0
  9 16  1  1  0  0  0
  7 17  1  6  0  0  0
M  END
> <ID>
CHEBI:10357

> <NAME>
(-)-beta-caryophyllene

> <DEFINITION>
A ?-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 ?-caryophyllene, occurring in many essential oils, particularly oil of cloves.

> <STAR>
3

> <SYNONYM>
trans-caryophyllene; trans-(1R,9S)-4,11,11-trimethyl-8-methylenebicyclo[7.2.0]undec-4-ene; Caryophyllene; caryophyllene; beta-Caryophyllene; (E)-beta-caryophyllene; (-)-(E)-beta-caryophyllene

> <IUPAC_NAME>
(1R,4E,9S)-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene

> <FORMULA>
C15H24

> <MASS>
204.35110

> <MONOISOTOPIC_MASS>
204.18780

> <CHARGE>
0

> <SMILES>
[H][C@]12CC(C)(C)[C@]1([H])CC\C(C)=C\CCC2=C

> <INCHI>
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

> <INCHIKEY>
NPNUFJAVOOONJE-GFUGXAQUSA-N

> <CAS_REGISTRY_NUMBER>
87-44-5

> <REAXYS_REGISTRY_NUMBER>
2044564

> <CHEMIDPLUS>
87-44-5

> <KEGG_COMPOUND_ACCESSION>
C09629

> <KNAPSACK_ACCESSION>
C00003110

> <METACYC_ACCESSION>
CPD-8230

> <NIST_CHEMISTRY_WEBBOOK>
87-44-5

> <WIKIPEDIA_ACCESSION>
Caryophyllene

> <PUBMED_CITATION>
12409018; 18296628; 18574142; 20015227; 20398787; 20433083; 21366052; 21425686; 21941920; 27871898; 30281175

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