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W225207

Sigma-Aldrich

β-Caryophyllene

≥80%, FCC, FG

Synonym(s):

(−)-trans-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:
Molecular Weight:
204.35
FEMA Number:
2252
Beilstein:
2044564
EC Number:
Council of Europe no.:
2618
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
1.007
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Fragrance grade
Halal
Kosher

Agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 117
FDA 21 CFR 172.515

Assay

≥80%

optical activity

[α]23/D −7.5°, neat

composition

contains β-Caryophyllene

refractive index

n20/D 1.5 (lit.)

bp

129-130 °C/14 mmHg (lit.)

density

0.901 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

β-caryophyllene (ox.)

Organoleptic

spicy; woody

SMILES string

C\C1=C/CCC(=C)[C@H]2CC(C)(C)[C@@H]2CC1

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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General description

β;-Caryophyllene is a volatile sesquiterpene compound that can be used as a flavoring agent. It is one of the major volatile organic compounds in Eugenia caryophyllata essential oil, Psidium guajava L. leaves, Arabidopsis thaliana flowers and Artemisia annua L. aerial parts.

Application


  • Essential Oil Constituents as Anti-Inflammatory and Neuroprotective Agents: An Insight through Microglia Modulation.: ß-Caryophyllene shows significant potential as an anti-inflammatory and neuroprotective agent by modulating microglia, which plays a crucial role in neuroinflammation (Stojanovic et al., 2024) (Stojanovic et al., 2024).

  • Synergistic Antinociceptive Effect of ß-Caryophyllene Oxide in Combination with Paracetamol, and the Corresponding Gastroprotective Activity.: This research demonstrates that ß-caryophyllene oxide, when combined with paracetamol, has enhanced antinociceptive effects and provides gastroprotection (Espinosa-Juárez et al., 2024) (Espinosa-Juárez et al., 2024).

  • Consumption of ß-Caryophyllene Increases the Mating Success of Bactrocera zonata Males (Diptera: Tephritidae).: The study explores how ß-caryophyllene consumption boosts the mating success of male fruit flies, indicating its potential applications in pest control strategies (Ul Haq et al., 2024) (Ul Haq et al., 2024).

  • Development of ophthalmic nanoemulsions of ß-caryophyllene for the treatment of Acanthamoeba keratitis.: This research focuses on creating nanoemulsions containing ß-caryophyllene for treating Acanthamoeba keratitis, demonstrating its potential in ophthalmic therapies (Santos Porto et al., 2024) (Santos Porto et al., 2024).

Pictograms

Health hazardExclamation mark

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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Burdock GA
Encyclopedia of Food and Color Additives, 1, 522-523 (1997)
The major volatile organic compound emitted from Arabidopsis thaliana flowers, the sesquiterpene (E)???caryophyllene, is a defense against a bacterial pathogen
Huang M, et al
The New phytologist, 193(4), 997-1008 (2012)
Chemical composition and antifungal activity of Illicium verum and Eugenia caryophyllata essential oils
Dzamic A, et al
Chemistry of Natural Compounds, 45(2), 259-261 (2009)
Antibacterial and antioxidant activities of Artemisia annua essential oil
Juteau F, et al
Fitoterapia, 73(6), 532-535 (2002)
Chemical composition of the leaf volatile oil of Psidium guajava L. growing in Nigeria
Ogunwande IA, et al
Flavour and Fragrance Journal, 18(2), 136-138 (2003)

Protocols

-Cymene; (−)-Menthone; α-Terpineol, natural, ≥96%, FCC, FG; Terpinolene; β-Bourbonene; 1-Octen-3-ol; β-Caryophyllene; Linalool; α-Terpinene; (−)-Menthol

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