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Merck

W225207

β-Caryophyllene

≥80%, FCC, FG

Synonyme(s) :

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

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A propos de cet article

Formule empirique (notation de Hill) :
C15H24
Numéro CAS:
Poids moléculaire :
204.35
FEMA Number:
2252
Council of Europe no.:
2618
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
1.007
EC Number:
201-746-1
NACRES:
NA.21
MDL number:
Beilstein/REAXYS Number:
2044564
Organoleptic:
spicy; woody
Grade:
FG, Fragrance grade, Halal, Kosher
Biological source:
synthetic
Agency:
follows IFRA guidelines, meets purity specifications of JECFA
Food allergen:
no known allergens
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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

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.: β-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 β-Caryophyllene Oxide in Combination with Paracetamol, and the Corresponding Gastroprotective Activity.: This research demonstrates that β-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 β-Caryophyllene Increases the Mating Success of Bactrocera zonata Males (Diptera: Tephritidae).: The study explores how β-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 β-caryophyllene for the treatment of Acanthamoeba keratitis.: This research focuses on creating nanoemulsions containing β-caryophyllene for treating Acanthamoeba keratitis, demonstrating its potential in ophthalmic therapies (Santos Porto et al., 2024) (Santos Porto et al., 2024).



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pictograms

Health hazardExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Asp. Tox. 1 - Skin Sens. 1B

Classe de stockage

10 - Combustible liquids

wgk

WGK 1

flash_point_f

221.9 °F - closed cup

flash_point_c

105.5 °C - closed cup

ppe

Eyeshields, Gloves



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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)
Antibacterial and antioxidant activities of Artemisia annua essential oil
Juteau F, et al
Fitoterapia, 73(6), 532-535 (2002)
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)