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Merck
CN

75541

(−)-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
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329766500
EC Number:
201-746-1
Beilstein/REAXYS Number:
2044564
MDL number:
MFCD00075925

Key Documents

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Product Name

(−)-trans-Caryophyllene, analytical standard

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

SMILES string

[H][C@@]12CC\C(C)=C\CCC(=C)[C@H]1CC2(C)C

InChI key

NPNUFJAVOOONJE-GFUGXAQUSA-N

grade

analytical standard

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

Quality Level

100

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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

signalword

Danger

hcodes

H304,H317

Hazard Classifications

Asp. Tox. 1 - Skin Sens. 1B

Storage Class

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
BCCN3344
BCCL7141
BCCJ0772
BCCG8176
BCCF5013

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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
Rajesh K Joshi
Natural product communications, 8(3), 401-402 (2013-05-18)
The essential oil composition from the aerial parts of Baccharoides lilacina (Dalzell & A. Gibson) M. R. Almeida was analyzed by gas chromatography (GC) and gas chromatography/mass spectrometry (GC/MS). A total of 41 compounds have been identified, representing 97.4% of
Louis M T Bradbury et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(27), E1888-E1897 (2012-06-19)
In photosynthetic organisms, carotenoids serve essential roles in photosynthesis and photoprotection. A previous report designated CruP as a secondary lycopene cyclase involved in carotenoid biosynthesis [Maresca J, et al. (2007) Proc Natl Acad Sci USA 104:11784-11789]. However, we found that
Pablinny Moreira Galdino et al.
Progress in neuro-psychopharmacology & biological psychiatry, 38(2), 276-284 (2012-05-01)
Spiranthera odoratissima A. St. Hil. (manacá) is used in folk medicine to treat renal and hepatic diseases, stomachache, headaches and rheumatism. A central nervous system (CNS) depressant effect of the hexane fraction from the ethanolic extract of this plant has
Tamara van Molken et al.
Oecologia, 170(2), 433-444 (2012-04-25)
Plant pathogens and insect herbivores are prone to share hosts under natural conditions. Consequently, pathogen-induced changes in the host plant can affect herbivory, and vice versa. Even though plant viruses are ubiquitous in the field, little is known about plant-mediated
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