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Safety Information

W509647

Sigma-Aldrich

(−)-Caryophyllene oxide

95%

Synonym(s):

β-Caryophyllene epoxide, (−)-Epoxycaryophyllene, (−)-Epoxydihydrocaryophyllene, (1R,4R,6R,10S)-9-Methylene-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodecane, trans-Caryophyllene oxide

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About This Item

Empirical Formula (Hill Notation):
C15H24O
CAS Number:
1139-30-6
Molecular Weight:
220.35
FEMA Number:
4085
Beilstein:
148213
EC Number:
214-519-7
MDL number:
MFCD00134216
UNSPSC Code:
12164502
PubChem Substance ID:
24902045
Flavis number:
16.043
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

Fragrance grade

Agency

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009

Assay

95%

optical activity

[α]20/D −70°, c = 2 in chloroform

mp

62-63 °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

woody

SMILES string

[H][C@@]12CCC(=C)[C@@]3([H])CC(C)(C)[C@]3([H])CC[C@@]1(C)O2

InChI

1S/C15H24O/c1-10-5-6-13-15(4,16-13)8-7-12-11(10)9-14(12,2)3/h11-13H,1,5-9H2,2-4H3/t11-,12-,13-,15-/m1/s1

InChI key

NVEQFIOZRFFVFW-RGCMKSIDSA-N

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Application


  • Synergistic Antinociceptive Effect of β-Caryophyllene Oxide in Combination with Paracetamol, and the Corresponding Gastroprotective Activity.: This study reveals that β-Caryophyllene oxide enhances the pain-relieving effects of paracetamol while providing gastroprotective benefits, suggesting its potential in pain management therapies (Espinosa-Juárez et al., 2024).


Disclaimer

For R&D or non-EU Food use. Not for retail sale.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H315,H319,H411

Hazard Classifications

Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

W509647-SAMPLE:
W509647-BULK:
W509647-100G:
W509647-VAR:
W509647-5KG:
W509647-1KG:

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Certificates of Analysis (COA)

Lot/Batch Number
SHBP0584
SHBN3479
SHBL7451
MKCH9752
MKCG2247

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Muhammad Iqbal Choudhary et al.
Journal of natural products, 69(10), 1429-1434 (2006-10-28)
Microbial transformation of the sesquiterpene (-)-caryophyllene oxide (1) [(1R,4R,5R,9S)-4,5-epoxycaryophyllan-8(13)-ene] by a number of fungi, using a standard two-stage fermentation technique, has afforded as products (1R,4R,5R,9S)-4,5-dihydroxycaryophyllan-8(13)-ene (2), (1S,4R,5R,8S,9S)-clovane-5,9-diol (3), (1R,4R,5R,9S,11R)-4,5-epoxycaryophyllan-8(13)-en-15-ol (4), (1R,4R,5R,9S,11S)-4,5-epoxycaryophyllan-8(13)-en-14-ol (5), (1R,2S,4R,5R,9S)-4,5-epoxy-13-norcaryophyllan-8-one (6), (1R,4R,5R,8S,9S)-4,5-epoxycaryophyllan-13-ol (7), (1R,4R,5R,8S, 9S,13S)-caryolane-5,8,13-triol (8), (1R,3R,4R,5R,8S,9S)-4,5-epoxycaryophyllan-3,13-diol
M Salomé Gachet et al.
Journal of natural products, 74(4), 559-566 (2011-03-29)
In a survey of plants from Ecuador with antiprotozoal activity, Cupania cinerea was found to show significant in vitro activity against the Plasmodium falciparum K1 strain and Trypanosoma brucei rhodesiense. Subsequently, activity-guided isolation of the n-hexane and dichloromethane extracts from
Fangfang Zeng et al.
Insect biochemistry and molecular biology, 113, 103213-103213 (2019-08-24)
Mosquitoes rely heavily on the olfactory system to find a host for a bloodmeal, plants for a source of energy and suitable sites for oviposition. Here, we examined a cluster of eight odorant receptors (ORs), which includes one OR, CquiOR1

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