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22075

Sigma-Aldrich

(−)-trans-Caryophyllene

≥98.0% (sum of enantiomers, GC)

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Synonym(s):
β-Caryophyllene, trans-(1R,9S)-8-Methylene-4,11,11-trimethylbicyclo[7.2.0]undec-4-ene
Empirical Formula (Hill Notation):
C15H24
CAS Number:
Molecular Weight:
204.35
Beilstein:
2044564
EC Number:
MDL number:
PubChem Substance ID:
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

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1 of 4

This Item
W22520775541W225299
β-Caryophyllene ≥80%, FCC, FG

Sigma-Aldrich

W225207

β-Caryophyllene

(−)-trans-Caryophyllene analytical standard

Supelco

75541

(−)-trans-Caryophyllene

β-Caryophyllene natural, ≥80%, FG

Sigma-Aldrich

W225299

β-Caryophyllene

form

liquid

form

-

form

-

form

-

refractive index

n20/D 1.499

refractive index

n20/D 1.5 (lit.)

refractive index

-

refractive index

n20/D 1.5 (lit.)

bp

262-264 °C (lit.)

bp

129-130 °C/14 mmHg (lit.)

bp

262-264 °C (lit.)

bp

129-130 °C/14 mmHg (lit.)

density

0.902 g/mL at 20 °C (lit.)

density

0.901 g/mL at 25 °C (lit.)

density

0.902 g/mL at 20 °C (lit.)

density

0.901 g/mL at 25 °C (lit.)

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

-

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

Exclamation markHealth hazard

Signal Word

Danger

Hazard Statements

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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.
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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
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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

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