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22075 Sigma-Aldrich

(−)-trans-Caryophyllene

≥98.0% (sum of enantiomers, GC)

Synonym: β-Caryophyllene, trans-(1R,9S)-8-Methylene-4,11,11-trimethylbicyclo[7.2.0]undec-4-ene

  • CAS Number 87-44-5

  • Empirical Formula (Hill Notation) C15H24

  • Molecular Weight 204.35

  •  Beilstein/REAXYS Number 2044564

  •  EC Number 201-746-1

  •  MDL number MFCD00075925

  •  PubChem Substance ID 57647960

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, Boswellia carterii, Carthamus tinctorius (Safflower oil), Cell Biology, Chamaemelum nobile (Chamomile tea),
Quality Level   200
assay   ≥98.0% (sum of enantiomers, GC)
optical activity   [α]20/D −10±1°, neat
refractive index   n20/D 1.499
bp   262-264 °C (lit.)
density   0.902 g/mL at 20 °C (lit.)
storage temp.   2-8°C
SMILES string   [H][C@@]12CC\C(C)=C\CCC(=C)[C@H]1CC2(C)C
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
InChI key   NPNUFJAVOOONJE-GFUGXAQUSA-N

Description

General description

(-)-trans-Caryophyllene, a sesquiterpene, is the major constituent in the essential oil of Mentha longifolia and Commiphora gileadensis. It shows anti-inflammatory, local anaesthetic and antifungal properties. (-)-trans-Caryophyllene also shows potent cytotoxic activity.

Packaging

1, 5, 25 mL in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS08  GHS08
Signal word 
Danger
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 1
RTECS 
DT8400000
Flash Point(F) 
204.8 °F
Flash Point(C) 
96 °C
Protocols & Articles

Articles

GC Analysis of Distilled Lime Essential Oil on Equity®-1 (15 m x 0.10 mm I.D., 0.10 μm), Fast GC Analysis

From our library of Articles, Sigma-Aldrich presents GC Analysis of Distilled Lime Essential Oil on Equity®-1 (15 m x 0.10 mm I.D., 0.10 μm), Fast GC Analysis
Keywords: Chromatography, Flame ionization detector, Gas chromatography, Purification, Size-exclusion chromatography

GC Analysis of Distilled Lime Essential Oil on Equity®-1 and Equity®-5

From our library of Articles, Sigma-Aldrich presents GC Analysis of Distilled Lime Essential Oil on Equity®-1 and Equity®-5
Keywords: Chromatography, Flame ionization detector, Gas chromatography, Purification, Size-exclusion chromatography

GC Analysis of Peppermint Essential Oil on SUPELCOWAX® 10

From our library of Articles, Sigma-Aldrich presents GC Analysis of Peppermint Essential Oil on SUPELCOWAX® 10
Keywords: Chromatography, Flame ionization detector, Gas chromatography, Purification, Size-exclusion chromatography

GC Analysis of Sweet Orange Essential Oil on SLB®-5ms (10 m x 0.10 mm I.D., 0.10 μm), Fast GC Analysis

From our library of Articles, Sigma-Aldrich presents GC Analysis of Sweet Orange Essential Oil on SLB®-5ms (10 m x 0.10 mm I.D., 0.10 μm), Fast GC Analysis
Keywords: Chromatography, Flame ionization detector, Gas chromatography, Purification, Size-exclusion chromatography

Peer-Reviewed Papers
15

References

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