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75541

Supelco

(−)-trans-Caryophyllene

analytical standard

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C15H24
CAS Number:
87-44-5
Molecular Weight:
204.35
Beilstein:
2044564
EC Number:
201-746-1
MDL number:
MFCD00075925
UNSPSC Code:
85151701
PubChem Substance ID:
329766500
NACRES:
NA.24

grade

analytical standard

Quality Level

100

Assay

≥98.0% (sum of enantiomers, GC)

optical activity

[α]20/D -10±1°, neat

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

bp

262-264 °C (lit.)

density

0.902 g/mL at 20 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

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

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Other Notes

This compound is commonly found in plants of the genus: cinnamomum melissa

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H304,H317

Hazard Classifications

Asp. Tox. 1 - Skin Sens. 1B

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

221.9 °F - closed cup

Flash Point(C)

105.5 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL7141
BCCJ0772
BCCG8176
BCCF5013
BCCC3373

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Sigma-Aldrich

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Berta Alquézar et al.
Scientific reports, 7(1), 5639-5639 (2017-07-19)
Production of citrus, the main fruit tree crop worldwide, is severely threatened by Huanglongbing (HLB), for which as yet a cure is not available. Spread of this bacterial disease in America and Asia is intimately connected with dispersal and feeding
Jullyana de S S Quintans et al.
Planta medica, 79(2), 123-130 (2013-01-12)
Xylopia laevigata, popularly known as "meiú" and "pindaíba", is a medicinal plant used in the folk medicine of the Brazilian Northeast for several purposes. The chemical constituents of the essential oil from leaves of X. laevigata, collected from wild plants
S Katsuyama et al.
European journal of pain (London, England), 17(5), 664-675 (2012-11-10)
β-caryophyllene (BCP) is a common constitute of the essential oils of numerous spice, food plants and major component in Cannabis. The present study investigated the contribution of peripheral cannabinoid (CB) and opioid systems in the antinociception produced by intraplantar (i.pl.)
Rajesh K Joshi
Natural product communications, 8(2), 225-226 (2013-03-22)
The hydro-distilled essential oil of dried flowers of Anaphalis contorta Hook f. has been examined by means of gas chromatography-mass spectrometry (GC-MS). The oil constituents were identified according to their mass spectra and their relative retention indices determined on a
In-Young Choi et al.
The American journal of pathology, 182(3), 928-939 (2013-02-19)
The type 2 cannabinoid receptor (CB2R) was recently shown to mediate neuroprotection in ischemic injury. However, the role of CB2Rs in the central nervous system, especially neuronal and glial CB2Rs in the cortex, remains unclear. We, therefore, investigated anti-ischemic mechanisms
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