Skip to Content
MilliporeSigma
All Photos(1)

Documents

22075

Sigma-Aldrich

(−)-trans-Caryophyllene

≥98.0% (sum of enantiomers, GC)

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C15H24
CAS Number:
87-44-5
Molecular Weight:
204.35
Beilstein/REAXYS Number:
2044564
EC Number:
201-746-1
MDL number:
MFCD00075925
UNSPSC Code:
12352205
PubChem Substance ID:
57647960
NACRES:
NA.22

assay

≥98.0% (sum of enantiomers, GC)

form

liquid

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

Looking for similar products? Visit Product Comparison Guide

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.

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_germany

WGK 1

flash_point_f

221.9 °F - closed cup

flash_point_c

105.5 °C - closed cup

ppe

Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Fabienne Hilgers et al.
Microorganisms, 9(1) (2021-01-21)
Terpenoids constitute one of the largest and most diverse groups within the class of secondary metabolites, comprising over 80,000 compounds. They not only exhibit important functions in plant physiology but also have commercial potential in the biotechnological, pharmaceutical, and agricultural
?-Caryophyllene, a compound isolated from the biblical balm of gilead (Commiphora gileadensis), is a selective apoptosis inducer for tumor cell lines.
Amiel E, et al.
Evidence-Based Complementary and Alternative Medicine : ECAM, 2012 (2012)
Seasonal Variation in Content and Chemical Composition of Essential Oils from Leaves of Mentha longifolia Huds.(Lamiaceae).
Niksic H, et al.
Bulletin of the Chemists and Technologists of Bosnia and Herzegovina, 2014, 29-34 null
Linus Svenberg et al.
Plants (Basel, Switzerland), 10(11) (2021-11-28)
In recent work, it was shown that the graminoid plants Cynodon dactylon (Poaceae), Cyperus exaltatus (Cyperaceae), and Panicum repens (Poaceae) have an ovipositional effect on the malaria vector Anopheles gambiae in olfactometric bioassays. In order to get a view of
Getachew E Bokore et al.
Parasites & vectors, 14(1), 552-552 (2021-10-29)
Understanding the ecology and behaviour of disease vectors, including the olfactory cues used to orient and select hosts and egg-laying sites, are essential for the development of novel, insecticide-free control tools. Selected graminoid plants have been shown to release volatile
View All Related Papers

Protocols

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

-β-Farnesene; α-Huµlene; Germacrene D; (+)-Valencene; Bicyclogermacrene; (+)-δ-Cadinene

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service