EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

beta-caryophyllene oxide
[1R-(1R*,4R*,6R*,10S*)]-4,12,12-trimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane

Supplier Sponsors

Fragrance Demo Formulas
Name:[1R-(1R*,4R*,6R*,10S*)]-4,12,12-trimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane
CAS Number: 1139-30-6Picture of molecule3D/inchi
Other:105120-46-5
ECHA EINECS - REACH Pre-Reg:214-519-7
FDA UNII:S2XU9K448U
Nikkaji Web:J280.354B
Beilstein Number:0148213
MDL:MFCD00134216
CoE Number:10500
XlogP3-AA:3.60 (est)
Molecular Weight:220.35548000
Formula:C15 H24 O
NMR Predictor:Predict (works with chrome or firefox)
EFSA/JECFA Comments:
Register name to be changed to 1R,4R,6R,10S-betacaryophyllene epoxide.
Category:flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
JECFA Food Flavoring:1575 beta-caryophyllene oxide
FLAVIS Number:16.043 (Old)
DG SANTE Food Flavourings:16.043 beta-caryophyllene oxide
FEMA Number:4085 beta-caryophyllene oxide
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):1139-30-6 ; BETA-CARYOPHYLLENE OXIDE
FDA Regulation:
FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION
Subpart F--Flavoring Agents and Related Substances
Sec. 172.515 Synthetic flavoring substances and adjuvants.
 
Physical Properties:
Appearance:pale yellow white crystalline solid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Optical Rotation:-65.00 to -75.00
Melting Point: 60.00 to 62.00 °C. @ 760.00 mm Hg
Boiling Point: 279.68 °C. @ 760.00 mm Hg (est)
Vapor Pressure:0.007000 mmHg @ 25.00 °C. (est)
Flash Point:> 212.00 °F. TCC ( > 100.00 °C. )
logP (o/w): 4.429 (est)
Shelf Life: 24.00 month(s) or longer if stored properly.
Storage:store in cool, dry place in tightly sealed containers, protected from heat and light.
Soluble in:
 alcohol
 water, 2.21 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor Type: woody
Odor Strength:medium
Substantivity:116 hour(s) at 100.00 %
sweet fresh dry woody spicy
Odor Description:at 100.00 %. sweet fresh dry woody spicy
Luebke, William tgsc, (1994)
Odor sample from: Fragrance Resources Inc.
Flavor Type: woody
dry woody cedar woody old wood carrot ambrette amber
Taste Description: dry woody cedar old wood carrot ambrette amber
Odor and/or flavor descriptions from others (if found).
Symrise
Caryophyllene oxide natural
Taste Description:dry, woody, cedarwood, carrot
Useful in: mint, savory vegetable, savory spices, fruity citrus, fruity red, fruity tropical, alcoholics.
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: perfuming agents
 
Suppliers:
BOC Sciences
For experimental / research use only.
()-Caryophyllene Oxide >98%
Carbosynth
For experimental / research use only.
beta-Caryophyllene Oxide
Coompo
For experimental / research use only.
Caryophyllene Oxide from Plants ≥96%
Ernesto Ventós
CARYOPHYLLENE OXIDE
Odor: WOODY, AMBER
ExtraSynthese
For experimental / research use only.
(-)-Caryophyllene Oxide (GC) ≥90%
Glentham Life Sciences
(-)-Caryophyllene Oxide
Indukern F&F
CARYOPHYLLENE OXIDE
Odor: WOODY, AMBER
Kanta Enterprises
Caryophyllene Oxide
Lluch Essence
AMBAR CRYSTAL
Odor: WOODY, AMBAR LIKE
Nippon Terpene Chemicals
Caryophyllene oxide
Penta International
CARYOPHYLLENE OXIDE NATURAL 1% IN ETOH
Penta International
CARYOPHYLLENE OXIDE NATURAL NEAT
Penta International
CARYOPHYLLENE OXIDE, TECH.
Penta International
CARYOPHYLLENE OXIDE
Prasad Organics
Caryophyllene Oxide
Santa Cruz Biotechnology
For experimental / research use only.
(-)-Caryophyllene Oxide ≥99%
Sigma-Aldrich
(-)-Caryophyllene oxide, 95%
Certified Food Grade Products
Symrise
Caryophyllene oxide natural
Flavor: dry, woody, cedarwood, carrot
Useful in: mint, savory vegetable, savory spices, fruity citrus, fruity red, fruity tropical, alcoholics.
Synerzine
Caryophyllene Oxide
The Perfumers Apprentice
Caryophyllene oxide 1% PG
Odor: woody-spicy
 
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
S 02 - Keep out of the reach of children.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36 - Wear suitable protective clothing.
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Human Experience:
4 % solution: no irritation or sensitization.
Oral/Parenteral Toxicity:
oral-rat LD50 > 5000 mg/kg
(Moreno, 1979f)

oral-rat LD50 [sex: M] > 5000 mg/kg
(Moreno, 1979g)

oral-rat LD50 > 5000 mg/kg
Food and Chemical Toxicology. Vol. 21, Pg. 661, 1983.

Dermal Toxicity:
skin-rabbit LD50 > 2000 mg/kg
Food and Chemical Toxicology. Vol. 21, Pg. 661, 1983.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: flavor and fragrance agents
Recommendation for beta-caryophyllene oxide usage levels up to:
  6.0000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 8.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 0.10 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 1000 (μg/person/day)
Threshold of Concern:90 (μg/person/day)
Structure Class: III
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 22
Click here to view publication 22
 average usual ppmaverage maximum ppm
baked goods: 3.0000015.00000
beverages(nonalcoholic): --
beverages(alcoholic): --
breakfast cereal: 2.0000010.00000
cheese: 2.0000010.00000
chewing gum: --
condiments / relishes: 5.0000025.00000
confectionery froastings: --
egg products: 2.0000010.00000
fats / oils: 2.0000010.00000
fish products: 3.0000015.00000
frozen dairy: 5.0000025.00000
fruit ices: 1.000005.00000
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: --
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: 3.0000015.00000
poultry: --
processed fruits: 1.000005.00000
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: 2.0000010.00000
soups: --
sugar substitutes: --
sweet sauces: --
 
Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i).
Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm.
 average usage mg/kgmaximum usage mg/kg
Dairy products, excluding products of category 02.0 (01.0): 3.0000015.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 2.0000010.00000
Edible ices, including sherbet and sorbet (03.0): 3.0000015.00000
Processed fruit (04.1): 2.0000010.00000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): --
Confectionery (05.0): 4.0000020.00000
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 2.0000010.00000
Bakery wares (07.0): 5.0000025.00000
Meat and meat products, including poultry and game (08.0): 1.000005.00000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): 1.000005.00000
Eggs and egg products (10.0): --
Sweeteners, including honey (11.0): --
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 2.0000010.00000
Foodstuffs intended for particular nutritional uses (13.0): 3.0000015.00000
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): --
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 4.0000020.00000
Ready-to-eat savouries (15.0): 5.0000025.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): 2.0000010.00000
 
Safety References:
European Food Safety Athority(efsa):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Flavouring Group Evaluation 31 (FGE.31) - One Epoxide from Chemical Group 32 [1] - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf

Flavouring Group Evaluation 82 (FGE.82)[1] - Consideration of Epoxides evaluated by JECFA (65th meeting) - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food (AFC)
View page or View pdf

Statement on List of Representative Substances for Testing. The current Statement lays down a list of substances in sub-groups with representative substances for which additional data are required prior to their evaluation through the Procedure (Regulation (EC) No 1565/2000).
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 82, Revision 1 (FGE.82Rev1): Consideration of Epoxides evaluated by the JECFA (65th meeting)
View page or View pdf

EPI System: View
NLM Hazardous Substances Data Bank:Search
Env. Mutagen Info. Center:Search
EPA Substance Registry Services (TSCA):1139-30-6
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :14350
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
[1R-(1R*,4R*,6R*,10S*)]-4,12,12-trimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane
Chemidplus:0001139306
RTECS:RP5530000 for cas# 1139-30-6
 
References:
 [1R-(1R*,4R*,6R*,10S*)]-4,12,12-trimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:1139-30-6
Pubchem (cid):14350
Pubchem (sid):134981137
Flavornet:1139-30-6
Pherobase:View
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
KEGG (GenomeNet):C16908
HMDB (The Human Metabolome Database):HMDB36789
FooDB:FDB015732
Export Tariff Code:2910.90.5000
Haz-Map:View
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
RSC Learn Chemistry:View
 
Potential Blenders and core components note
For Odor
aldehydic
dodecanal (aldehyde C-12 lauric)
FL/FR
2-
methyl undecanal (aldehyde C-12 mna)
FL/FR
10-
undecenal (aldehyde C-11 undecylenic)
FL/FR
amber
amber carane
FR
amber naphthofuran
FL/FR
amber spirolene
FR
ambergris tincture
FL/FR
ambrette seed absolute
FL/FR
angelica root oil
FL/FR
cistus ladaniferus resinoid
FL/FR
labdanum oil
FL/FR
animal
animal carbolactone
FR
costus valerolactone
FR
musk indenofuran
FR
anise
estragon absolute
FR
balsamic
amyris wood oil
FL/FR
siam
benzoin resinoid
FL/FR
1-
benzoyl acetone
FL/FR
cistus leaf oil
FR
croton glabellus bark extract
FL/FR
frankincense absolute
FL/FR
guaiyl acetate
FL/FR
khella oil
FR
myrrh oil
FL/FR
myrrh resinoid
FR
opoponax absolute (balsamodendron kafal)
FL/FR
valeriana wallichii root oil
FR
berry
raspberry ketone
FL/FR
camphoreous
fenchol
FL/FR
caramellic
ethyl maltol
FL/FR
immortelle absolute
FL/FR
maltol
FL/FR
citrus
bitter
orange peel oil
FL/FR
bitter
orange peel oil brazil
FL/FR
bitter
orange peel oil italy
FL/FR
coconut
gamma-
nonalactone (aldehyde C-18 (so-called))
FL/FR
gamma-
octalactone
FL/FR
earthy
cabralea cangerana root bark oil
FR
3-
octanol
FL/FR
fatty
decanol
FL/FR
floral
acetophenone
FL/FR
iso
amyl salicylate
FL/FR
bois de rose oil brazil
FL/FR
iso
butyl salicylate
FL/FR
cassis specialty
FR
cyclamen aldehyde
FL/FR
dihydrojasmone
FL/FR
floral pyranol
FR
floral undecenone
FR
heliotropyl acetone
FL/FR
alpha-
hexyl cinnamaldehyde
FL/FR
lilyall
FR
laevo-
linalool
FL/FR
methyl dihydrojasmonate
FL/FR
N-
methyl ionone
FR
mimosa absolute
FL/FR
mimosa absolute france
FL/FR
mimosa absolute india
FL/FR
nerolidol
FL/FR
nonanol
FL/FR
ocean propanal
FL/FR
phenethyl phenyl acetate
FL/FR
rose concrete (rosa centifolia)
FR
fruity
gamma-
decalactone
FL/FR
gamma-
undecalactone (aldehyde C-14 (so-called))
FL/FR
green
diphenyl oxide
FL/FR
galbanum oil
FL/FR
methyl cyclocitrone (IFF)
FR
methyl heptine carbonate
FL/FR
(E,Z)-2,6-
nonadien-1-ol
FL/FR
oakmoss oil
FR
octanal diethyl acetal
FL/FR
seaweed absolute (fucus vesiculosus et serratus)
FL/FR
violet leaf absolute
FL/FR
hay
beeswax absolute
FL/FR
herbal
acorus calamus rhizome oil
FR
sweet
basil absolute
FL/FR
calamintha clinopodium oil
FR
canarium luzonicum oil
FL/FR
clary sage oil france
FL/FR
daucus carota fruit oil
FL/FR
dill seed oil
FL/FR
dill seed oil CO2 extract
FL/FR
herbal carene
FR
lavandin water absolute
FL/FR
linalyl acetate
FL/FR
(1S,5R)-
myrtenyl acetate
FL/FR
nonisyl acetate
FR
curled
parsley seed oil
FL/FR
petroselinum crispum seed oil CO2 extract
FL/FR
beta-
pinene
FL/FR
laevo-beta-
pinene
FL/FR
common
tansy flower oil
FR
common
tansy flower oil dutch
FR
theaspirane
FL/FR
melon
melon heptenal
FL/FR
(Z)-6-
nonenal
FL/FR
watermelon ketone
FR
mossy
treemoss absolute
FR
veramoss (IFF)
FR
musk
dehydro beta-linalool
FL/FR
musk indanone
FR
orris
eugenyl formate
FL/FR
para-iso
propyl acetophenone
FL/FR
peppery
asarum europaeum oil
FR
phenolic
4-
methyl-2,6-dimethoxyphenol
FL/FR
saffron
saffron stigmates absolute
FR
spicy
allspice berry absolute
FL/FR
anona squamosa leaf oil
FR
artemisia dracunculus herb oil
FL/FR
atractylis root oil
FR
ayou wood oil
FR
caryophyllene
FL/FR
beta-
caryophyllene
FL/FR
alpha-
caryophyllene alcohol
FL/FR
cascarilla oil replacer
FL/FR
cassia bark oil china
FL/FR
cassia leaf oil
FL/FR
cinnamon bark oil
FL/FR
cinnamon bark oil (cinnamomum zeylanicum) india
FL/FR
cinnamon bark oil ceylon
FL/FR
cinnamon leaf oil ceylon
FL/FR
cinnamon oleoresin ceylon
FL/FR
clove bud absolute
FL/FR
clove bud oil CO2 extract
FL/FR
black
currant bud absolute
FL/FR
elsholtzia ciliata oil
FR
eugenyl acetate
FL/FR
iso
eugenyl acetate
FL/FR
galangal root oil
FL/FR
ginger oleoresin africa
FL/FR
ginger root oil brazil
FL/FR
grains of paradise oil
FL/FR
green oxane
FR
mace absolute
FL/FR
mace oil
FL/FR
machilus kusanoi leaf oil
FR
machilus kusanoi wood oil
FR
maja fragrance
FR
myristica fragrans fruit extract
FL/FR
myristica fragrans seed tincture
FL/FR
nutmeg oil
FL/FR
black
pepper absolute
FL/FR
pepper hexanone
FR
black
pepper oil CO2 extract
FL/FR
pepper tree berry absolute
FL/FR
pepper tree berry oil
FL/FR
pepper tree berry oil CO2 extract
FL/FR
piper longum fruit oil
FL/FR
piper longum fruit oil CO2 extract
FL/FR
safrole
CS
spicy carbonate
FR
sugandha kokila berry oil
FR
(E)-
tiglic acid
FL/FR
turmeric root absolute
FL/FR
zingiber officinale root extract
FL/FR
zingiber officinale root tincture
FL/FR
terpenic
para-
cymene
FL/FR
frankincense oil
FL/FR
juniper branch oil
FR
pine needle oil dwarf
FL/FR
thujonic
common
tansy leaf oil dutch
FR
common
tansy oil canada
FR
tobacco
(E,E/E,Z)-
tobacco cyclohexenone
FL/FR
tonka
tonka bean absolute
FR
vanilla
vanilla cresol
FR
vanillin propylene glycol acetal
FL/FR
waxy
1-
dodecanol
FL/FR
ethyl laurate
FL/FR
woody
amber formate
FR
amber pentadecane
FR
cabreuva wood oil
FR
iso
caryophyllene
CS
caryophyllene alcohol acetate
FR
beta-
caryophyllene alcohol acetate
FL/FR
caryophyllene formate
FL/FR
atlas
cedarwood absolute
FR
atlas
cedarwood oil
FR
epoxidized
cedarwood oil
FR
cedarwood oil terpenes
FL/FR
cedarwood oil virginia
FR
cedarwood oil white
FR
cedrela wood oil
FR
cedrenyl acetate
FR
cedrol methyl ether
FR
cedryl acetate
FL/FR
cistus ladaniferus gum
FR
cistus twig/leaf oil
FL/FR
curcuma zedoaria bark extract
FL/FR
cyperus root oil (cyperus scariosus)
FR
cypriol oil (cyperus scariosus)
FR
dacrydium franklinii wood oil
FR
2-
decalinyl formate
FR
(E)-
germacrene D
FL/FR
guaiacwood oil
FL/FR
guaiacwood oil 20% in gurjun balsam oil
FR
guaiacyl acetate
FL/FR
guaiene
FL/FR
gurjun balsam oil
FR
hedychium spicatum root oil
FR
hinoki root oil
FR
jatamansi root oil
FR
juniper berry oleoresin
FL/FR
labdanum concrete
FR
labdanum ethanone
FR
iso
longifolene epoxide
FR
iso
longifolene ketone
FR
para-
menth-3-en-1-ol
FL/FR
2-
methoxy-4-vinyl phenol
FL/FR
methyl cedryl ketone
FL/FR
methyl methylene tricyclodecanol
FR
methyl vetivate
FR
patchouli absolute
FR
patchouli ethanone
FR
patchouli oil
FL/FR
4-iso
propyl phenol
FL/FR
rhubarb oxirane
FR
sabinene
FL/FR
sandalwood oil west australia (santalum spicatum)
FR
santal penten-2-ol
FR
santall
FR
sclareolide
FL/FR
spicy pentanone
FL/FR
spikenard oil
FL/FR
spikenard oil CO2 extract
FL/FR
spruce needle oil canada
FL/FR
timber propanol
FR
tobacco nonene
FR
woody acetate
FR
woody carboxylate
FR
woody epoxide
FR
woody ether
FR
woody propanol
FR
zedoary bark oil
FL/FR
zedoary root oil
FL/FR
zedoary root oil CO2 extract
FL/FR
For Flavor
No flavor group found for these
ambergris tincture
FL/FR
1-
benzoyl acetone
FL/FR
alpha-
caryophyllene alcohol
FL/FR
beta-
caryophyllene alcohol acetate
FL/FR
caryophyllene formate
FL/FR
cistus ladaniferus resinoid
FL/FR
croton glabellus bark extract
FL/FR
dehydro beta-linalool
FL/FR
eugenyl formate
FL/FR
(E)-
germacrene D
FL/FR
grains of paradise oil
FL/FR
guaiyl acetate
FL/FR
para-
menth-3-en-1-ol
FL/FR
laevo-beta-
pinene
FL/FR
piper longum fruit oil CO2 extract
FL/FR
seaweed absolute (fucus vesiculosus et serratus)
FL/FR
spikenard oil
FL/FR
spikenard oil CO2 extract
FL/FR
amber
amber
amber naphthofuran
FL/FR
labdanum oil
FL/FR
apple
(E,Z)-2,6-
nonadien-1-ol
FL/FR
balsamic
siam
benzoin resinoid
FL/FR
myrrh oil
FL/FR
opoponax absolute (balsamodendron kafal)
FL/FR
berry
heliotropyl acetone
FL/FR
raspberry ketone
FL/FR
brown
beeswax absolute
FL/FR
(E)-
tiglic acid
FL/FR
burnt
4-iso
propyl phenol
FL/FR
camphoreous
fenchol
FL/FR
caramellic
caramel furanone
FL
ethyl maltol
FL/FR
maltol
FL/FR
citrus
laevo-
linalool
FL/FR
bitter
orange peel oil
FL/FR
bitter
orange peel oil italy
FL/FR
coconut
gamma-
nonalactone (aldehyde C-18 (so-called))
FL/FR
cooling
iso
butyl salicylate
FL/FR
theaspirane
FL/FR
creamy
gamma-
undecalactone (aldehyde C-14 (so-called))
FL/FR
fatty
10-
undecenal (aldehyde C-11 undecylenic)
FL/FR
floral
bois de rose oil brazil
FL/FR
dihydrojasmone
FL/FR
linalyl acetate
FL/FR
methyl dihydrojasmonate
FL/FR
ocean propanal
FL/FR
fruity
gamma-
decalactone
FL/FR
bitter
orange peel oil brazil
FL/FR
spicy pentanone
FL/FR
green
iso
amyl salicylate
FL/FR
angelica root oil
FL/FR
canarium luzonicum oil
FL/FR
cyclamen aldehyde
FL/FR
diphenyl oxide
FL/FR
galbanum oil
FL/FR
immortelle absolute
FL/FR
melon heptenal
FL/FR
methyl heptine carbonate
FL/FR
nerolidol
FL/FR
(Z)-6-
nonenal
FL/FR
octanal diethyl acetal
FL/FR
violet leaf absolute
FL/FR
herbal
sweet
basil absolute
FL/FR
clary sage oil france
FL/FR
daucus carota fruit oil
FL/FR
dill seed oil
FL/FR
dill seed oil CO2 extract
FL/FR
lavandin water absolute
FL/FR
curled
parsley seed oil
FL/FR
petroselinum crispum seed oil CO2 extract
FL/FR
honey
phenethyl phenyl acetate
FL/FR
lactonic
gamma-
octalactone
FL/FR
medicinal
frankincense absolute
FL/FR
musty
3-
octanol
FL/FR
nutty
(E,E/E,Z)-
tobacco cyclohexenone
FL/FR
phenolic
4-
methyl-2,6-dimethoxyphenol
FL/FR
pine
pine needle oil dwarf
FL/FR
beta-
pinene
FL/FR
powdery
acetophenone
FL/FR
smoky
2-
methoxy-4-vinyl phenol
FL/FR
prosopis juliflora wood extract
FL
soapy
dodecanal (aldehyde C-12 lauric)
FL/FR
1-
dodecanol
FL/FR
solvent
methyl phenyl sulfide
FL
spicy
allspice berry absolute
FL/FR
artemisia dracunculus herb oil
FL/FR
beta-
caryophyllene
FL/FR
caryophyllene
FL/FR
cascarilla oil replacer
FL/FR
cassia bark oil china
FL/FR
cassia leaf oil
FL/FR
cinnamon bark oil
FL/FR
cinnamon bark oil (cinnamomum zeylanicum) india
FL/FR
cinnamon bark oil ceylon
FL/FR
cinnamon leaf oil ceylon
FL/FR
cinnamon oleoresin ceylon
FL/FR
clove bud absolute
FL/FR
clove bud oil CO2 extract
FL/FR
black
currant bud absolute
FL/FR
iso
eugenyl acetate
FL/FR
eugenyl acetate
FL/FR
galangal root oil
FL/FR
ginger oleoresin africa
FL/FR
ginger root oil brazil
FL/FR
mace absolute
FL/FR
mace oil
FL/FR
myristica fragrans fruit extract
FL/FR
myristica fragrans seed tincture
FL/FR
nutmeg oil
FL/FR
black
pepper absolute
FL/FR
black
pepper oil CO2 extract
FL/FR
white
pepper oleoresin
FL
pepper tree berry absolute
FL/FR
pepper tree berry oil
FL/FR
pepper tree berry oil CO2 extract
FL/FR
piper longum fruit oil
FL/FR
para-iso
propyl acetophenone
FL/FR
turmeric oleoresin
FL
turmeric root absolute
FL/FR
zingiber officinale root extract
FL/FR
zingiber officinale root tincture
FL/FR
terpenic
para-
cymene
FL/FR
vanilla
vanillin propylene glycol acetal
FL/FR
waxy
decanol
FL/FR
ethyl laurate
FL/FR
alpha-
hexyl cinnamaldehyde
FL/FR
2-
methyl undecanal (aldehyde C-12 mna)
FL/FR
mimosa absolute
FL/FR
mimosa absolute france
FL/FR
mimosa absolute india
FL/FR
nonanol
FL/FR
woody
ambrette seed absolute
FL/FR
amyris wood oil
FL/FR
cedarwood oil terpenes
FL/FR
cedryl acetate
FL/FR
cistus twig/leaf oil
FL/FR
curcuma zedoaria bark extract
FL/FR
frankincense oil
FL/FR
guaiacwood oil
FL/FR
guaiacyl acetate
FL/FR
guaiene
FL/FR
juniper berry oleoresin
FL/FR
methyl cedryl ketone
FL/FR
(1S,5R)-
myrtenyl acetate
FL/FR
patchouli oil
FL/FR
sabinene
FL/FR
sclareolide
FL/FR
spruce needle oil canada
FL/FR
zedoary bark oil
FL/FR
zedoary root oil
FL/FR
zedoary root oil CO2 extract
FL/FR
 
Potential Uses:
FRagate
FRamber
FRambergris
FRambreine
FRambrette oil replacer
FRanimal
FRbaby powder
FRbalsam
FRbay rum
FRbayberry
FRblue grass
FRbouquet
FRcabreuva wood
FRcastoreum
FRcedar forest
FRchristmas
FRcigar
FRcitrus
FRclean linen
FL/FRcoriander
FRcoronilla
FRcurrant black currant
FRdeertongue absolute replacer
 dry
FRearth
 fantasy blends
FRfern
FRfir balsam
FRfloral
FRfruit
FRginger
FL/FRguaiacwood
FRhabuba
FRhay new mown hay
FRheather
FRherbal
FRhollyberry
FRhop
FRincense
FRjuniper berry
FRlabdanum
FRleather
FRleather russian leather
FRmaja
FRmango
FL/FRmarjoram
FRmint
FRmoss
FRmusk
FRocean sea
FRoregano
FRoriental
FRpatchouli
FRpine forest
FRpowder
FRrain
FRsandalwood
FRsea breeze
FRspice
FRspring rain
FRsweet grass
FRtobacco
FRtonka bean
 tweed
FRvanilla
FRwoodruff
FRwoody
 
Occurrence (nature, food, other):note
 allspice plant
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 alpinia galanga oil @ 2.50%
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 angelica root oil @ 0.04%
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 artemisia campestris spp. glutinosa flower oil italy @ 0.30%
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 artemisia gypsacea krasch. oil iran @ 0.30%
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 ayou wood oil @ 1.10%
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 baccharis coridifolia oil argentina @ 9.80%
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 basil oil
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 basil oil CO2 sweet @ trace%
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 basil oil sweet @ 1.25%
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 bay laurel plant
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 bay leaf oil clove @ 0.1%
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 beer
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 betel leaf oil @ 0.66%
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 bois de rose leaf oil brazil @ 0.80-0.95%
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 bois de rose oil brazil @ 0.10-0.15%
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 bombycilaena erecta oil greece @ 0.20%
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 boronia absolute @ 0.09%
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 cabocla flower oil brazil @ 1.10%
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 cajuput oil @ 1.1%
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 cajuput oil vietnam @ 0.3%
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 cananga leaf oil @ 0.6%
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 caraway seed oil @ 0.00-0.05%
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 carrot leaf oil @ 2.98%
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 carrot root
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 carrot seed
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 carrot seed oil @ 1.09%
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 carrot seed oil spain @ 0.18-1.01%
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 cassis bud oil @ trace-1.48%
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 cedarleaf oil canada @ 0.05-0.15%
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 celery seed
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 celery seed oil
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 celery seed oil CO2 extract india @ 0.21%
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 celery seed oil india @ 0.25%
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 chamomile oil morocco @ 0.80%
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 chamomile sweet false chamomile plant
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 champaca concrete @ 0.20%
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 cinnamomum fragrans baillon leaf oil madagascar @ 1.00%
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 cinnamomum fragrans baillon leaf oil madagascar @ 1.20%
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 cinnamon ceylon cinnamon leaf
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 cinnamon ceylon cinnamon plant
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 cinnamon ceylon cinnamon root bark
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 cinnamon fruit oil india @ 0.9-1.1%
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 cinnamon leaf oil ceylon @ 0.26%
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 clary sage oil france @ 0.30-0.60%
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 clary sage oil greece @ 1.50%
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 clary sage oil spain @ 0.99%
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 clove bud
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 clove fruit
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 clove leaf
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 clove oil
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 coriander fruit
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 coriander seed oil
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 cornmint oil india @ 0.29%
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 cotton plant
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 croton cajucara benth. leaf oil brazil @ 1.80%
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 cumin seed
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 curcuma amada roxb. rhizome oil india @ 0.50%
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 curry leaf oil india @ 0.10%
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 curry wood leaf oil australia @ 3.40%
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 cymbopogon citratus (dc.) stapf. oil cuba @ 0.10%
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 cypress cone oil egypt @ 0.1%
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 cypress oil @ trace%
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 erigeron graveolens l. oil iran @ 4.30%
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 eucalyptus camaldulensis dehn. leaf oil jerusalem @ 4.50%
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 eucalyptus camaldulensis dehnh. leaf oil ethiopia @ 1.80%
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 eucalyptus globulus oil burundia @ 0.30%
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 eucalyptus globulus pseudoglobulus oil @ 0.13%
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 eucalyptus urophylla s.t. blake leaf oil ethiopia @ 0.20%
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 eucalyptus viminalis labill. leaf oil ethiopia @ 1.20%
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 featherfew leaf oil @ 2.06%
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 ferula cupularis leaf oil @ 0.17%
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 feverfew flower oil @ 0.4%
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 fig leaf
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 fleabane oil @ 0.70%
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 galangal root oil @ 0.15%
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 geranium rose-scented oil (pelargonium spp.) cuba @ 14.70%
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 ginger
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 gingergrass oil @ 0.04%
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 guava fruit oil reunion @ 5.10%
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 guava leaf
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 guava leaf oil cuba @ 8.20%
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 guava oil
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 guava pericarp oil
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 helichrysum italicum oil america @ 0.08%
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 herniaria incana lam. oil greece @ 0.60%
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 hop
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 horsemint shoot
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 hyptis spicigera lam. oil mali @ 3.80-6.30%
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 hyptis suaveolens (l.) poit. oil mali @ 0.90-1.90%
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 jambu flower oil brazil @ 1.00%
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 juniper branch oil @ 0.20%
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 kachur oil @ 0.90%
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 labdanum leaf oil @ 0.40%
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 laurel leaf oil turkey @ 0.90%
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 lavandin oil abrialis @ 0.11%
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 lavandin oil grosso @ 0.12%
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 lavender flower oil lithuania @ 3.74%
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 lavender oil france @ 3.74%
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 lavender oil greece @ 0.15%
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 lavender oil spike france @ 0.20%
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 lavender oil spike spain @ 1.59%
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 lavender spike water @ 0.03%
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 lavender stem oil lithuania @ 3.73%
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 lavender water bulgaria @ 0.14%
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 layana oil kenya @ 0.58%
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 layana oil wild zimbabwe @ trace-0.10%
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 layana oil zimbabwe @ 0.1%
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 lemon balm plant
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 lemon leaf oil
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 lemon verbena oil morocco @ 5.5%
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 lemon verbena oil turkey @ 4.87%
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 lemongrass oil @ 0.09%
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 lemongrass oil @ 1.60%
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 lemongrass oil morocco @ 0.20%
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 lime oil distilled peru @ 0.02%
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 lippia aff. gracillis h.b.k. leaf oil brazil @ 0.80%
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 mangrove bark red oil cuba @ 0.10%
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 manuka var. eximium oil australia @ 0.30%
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 manuka var. scoparium oil new zealand @ 0.25%
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 marjoram
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 marjoram oil spain @ 0.30%
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 marjoram oil sweet cuba @ 0.70%
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 marjoram oil sweet cyprus @ 0.10-0.80%
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 marjoram oil sweet turkey @ 0.11-0.12%
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 marjoram pot oil turkey @ 0.12-1.06%
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 marsypianthes chamaedrys (vahl) kuntze oil brazil @ 2.60%
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 mastic fruit oil @ 5.16%
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 mastic leaf oil @ 3.01%
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 mastic oil @ 0.30%
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 melissa oil @ 9.99%
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 melissa oil slovak republic @ 8.35%
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 mikania cordata (burm. f.) b.l. robinson var. cordata leaf oil france @ 0.90%
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 mugwort
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 myrtle oil @ 0.16%
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 nepeta betonicifolia c.a. meyer oil turkey @ 39.20%
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 oregano oil mexico @ 0.33%
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 oregano plant
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 oregano shoot
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 oregano shoot oil
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 origanum
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 origanum oil greece @ 0.70%
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 origanum vulgare l. ssp. vulgare oil himalaya @ 2.50%
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 orthodon dianthera maxim. oil vietnam @ 2.20%
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 palmarosa oil @ 0.20%
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 patchouli oil @ 0.30%
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 pennyroyal oil cuba @ 1.04%
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 pepper black pepper fruit
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 pepper black pepper fruit oil
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 pepper black pepper oil
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 pepper oil black india @ trace%
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 peppermint oil
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 peppermint oil CO2 extract @ 0.20%
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 petitgrain lemon oil
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 petitgrain sweet oil @ 0.10%
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 phlomis fruticosa l. flower oil greece @ 1.90%
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 phoebe oil brazil @ 1.09%
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 pimenta leaf oil @ 2.69%
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 pimenta racemosa leaf oil lemon @ 0.03%
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 pinus sylvestris l. needle oil estonia @ 4.90%
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 plectranthus glandulosus hook f. leaf oil cameroon @ trace%
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 polyalthia australis (benth.) jessup leaf oil australia @ 9.50%
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 prangos uechtritzii boiss. et hausskn. fruit oil turkey @ 1.40%
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 protium heptaphyllum (aubl.) march leaf oil brazil @ 4.70%
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 pteronia oil @ 0.10%
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 ravintsara leaf oil @ 0.07%%
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 rosemary leaf
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 rosemary oil CO2 extract @ 0.37%
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 rosemary oil egypt @ 1.31%
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 rosemary oil france @ 0.00-0.10%
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 rosemary oil morocco @ 0.00-0.10%
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 rosemary oil spain @ 0.2%
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 rosemary plant
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 rosemary shoot
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 safflower flower
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 safflower leaf
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 sage oil
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 sage oil albania @ 0.10%
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 sage oil cuba @ 0.96%
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 sage oil dalmatian @ 0.20%
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 sage oil dalmatian @ 0.34%
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 sage oil dalmatian @ 0.50%
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 sage oil england @ 0.20%
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 sage oil reunion @ 0.20%
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 sage oil sardinia @ 0.30%
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 sage oil spain @ 0.0-0.1%
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 sage oil spain @ 0.2%
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 sage plant
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 salvia atropatana bunge oil iran @ 0.70%
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 salvia lavandulifolia vahl. leaf oil spain @ 0.30%
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 salvia officinalis oil cuba @ 0.96%
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 salvia officinalis oil reunion @ 0.17%
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 salvia officinalis seed oil tunisia @ 0.16%
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 salvia plebeia oil @ 15.54%
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 salvia sclarea oil @ 0.27%
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 salvia sclarea seed oil tunisia @ 3.18%
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 salvia verbenaca seed oil tunisia @ 7.28%
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 savin oil @ 0.28%
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 savory oil summer @ 0.11-0.20%
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 savory oil winter @ 0.90%
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 savory oleoresin winter @ 0.90%
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 savory winter savory plant
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 spearmint oil
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 stachys recta l. oil serbia @ 4.60%
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 sugandha kokila berry oil @ 0.70%
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 tagete oil egypt @ 0.27%
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 tanacetum annum l. oil marocco @ trace%
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 tansy oil marocco @ 0.70%
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 thyme oil portuguese @ 0.6%
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 thyme oil red spain @ 0.29-0.45%
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 thyme oil spain @ 0.07%
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 thyme oil spain @ 0.63%
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 thyme oil wild or creeping finland @ 0.10%
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 thymus richardii pers. subsp. nitidus (guss.) jalas oil italy @ 3.10%
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 trachyspermum roxburghianum benth. ex. kurz. seed oil india @ 0.20%
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 vassoura oil @ 0.60%
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 verbena oil france @ 2.10%
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 water mint shoot
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 wormwood flower oil annus america @ 3.26%
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 wormwood leaf oil annus america @ 0.95-1.75%
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 wormwood oil annus france @ 0.10-1.64%
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 wormwood oil cuba @ 0.67%
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 wormwood oil italy @ 0.4%
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 yarrow oil @ 0.50%
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 yarrow oil greece @ 0.20%
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 ylang ylang oil @ 0.07%
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 zanthoxylum bracchyacanthum l. leaf oil australia @ 0.40%
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 zanthoxylum nitidum l. leaf oil australia @ 5.30%
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 zanthoxylum ovalifolium l. leaf oil australia @ 0.50%
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Synonyms:
(-)-beta-caryophyllene epoxide
beta-caryophyllene epoxide
 caryophyllene oxide
beta-caryophyllene oxide
 caryophyllene oxide natural
 caryophyllene oxide natural 1% in ETOH
 caryophyllene oxide, tech.
4,5-epoxy-4,11,11-trimethyl-8-methylenebicyclo(7.2.0)undecane
4,5-epoxy-4,11,11-trimethyl-8-methylenebicyclo[7.2.0]undecane
 epoxycaryophyllene
(-)-epoxydihydrocaryophyllene
5-oxatricyclo[8.2.0.0(4,6)-]dodecane, 4,12,12-trimethyl-9-methylene-, [1R-(1R*,4R*,6R*,10S*)]-
5-oxatricyclo[8.2.0.04,6]dodecane, 4,12,12-trimethyl-9-methylene-
(1R-(1R,4R,6R,10S))-4,12,12-trimethyl-9-methylene-5-oxatricyclo(8.2.0.04,6)dodecane
(1R-(1R*,4R*,6R*,10S*))-4,12,12-trimethyl-9-methylene-5-oxatricyclo(8.2.0.04,6)dodecane
(1R,4R,6R,10S)-4,12,12-trimethyl-9-methylene-5-oxatricyclo(8.2.0.04,6)dodecane
(10S,1R,4R,6R)-4,12,12-trimethyl-9-methylene-5-oxatricyclo[8.2.0.0<4,6>]dodecane
[1R-(1R*,4R*,6R*,10S*)]-4,12,12-trimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane
4,12,12-trimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane
 

Articles:

Info:epoxides
US Patents:3,989,857 - Flavoring phenol or phenol derivative containing food or feed with cycloaliphatic derivatives
PubMed:The Strained Sesquiterpene β-Caryophyllene as a Probe for the Solvent-Assisted Epoxidation Mechanism.
PubMed:Volatile composition and sensory properties of Indian herbal medicine-Pavonia odorata-used in Ayurveda.
PubMed:Chemical analysis and calcium channel blocking activity of the essential oil of Perovskia abrotanoides.
PubMed:β-Caryophyllene oxide potentiates TNFα-induced apoptosis and inhibits invasion through down-modulation of NF-κB-regulated gene products.
PubMed:Acaricidal activities of β-caryophyllene oxide and structural analogues derived from Psidium cattleianum oil against house dust mites.
PubMed:β-Caryophyllene oxide Inhibits Constitutive and Inducible STAT3 Signaling Pathway Through Induction of the SHP-1 Protein Tyrosine Phosphatase.
PubMed:Genotoxicity assessment of β-caryophyllene oxide.
PubMed:Volatiles profiling in medicinal licorice roots using steam distillation and solid-phase microextraction (SPME) coupled to chemometrics.
PubMed:Metabolites from the leaf extract of Serjania yucatanensis with trypanocidal activity against Trypanosoma cruzi.
PubMed:A hexane fraction of guava Leaves (Psidium guajava L.) induces anticancer activity by suppressing AKT/mammalian target of rapamycin/ribosomal p70 S6 kinase in human prostate cancer cells.
PubMed:[GC-MS analysis and analgesic activity of essential oil from fresh rhizoma of Cyperus rotundus].
PubMed:β-Caryophyllene oxide inhibits growth and induces apoptosis through the suppression of PI3K/AKT/mTOR/S6K1 pathways and ROS-mediated MAPKs activation.
PubMed:Synthesis of (-)-β-caryophyllene oxide via regio- and stereoselective endocyclic epoxidation of β-caryophyllene with Nemania aenea SF 10099-1 in a liquid-liquid interface bioreactor (L-L IBR).
PubMed:Chemical composition and antimicrobial and spasmolytic properties of Poliomintha longiflora and Lippia graveolens essential oils.
PubMed:Chemical Compositionand Anti-acetyl cholinesterase Activity of Flower Essential Oils of Artemisiaannuaat Different Flowering Stage.
PubMed:Screening for antiviral activities of isolated compounds from essential oils.
PubMed:Composition and biological activity of essential oils from Protium confusum.
PubMed:Chemical composition and biological activity of the essential oil obtained from Bupleurum marginatum (Apiaceae).
PubMed:Essential oil composition of aerial parts of Angelica glauca growing wild in North-West Himalaya (India).
PubMed:Di- and sesqui-terpenoids isolated from the pods of Sindora sumatrana and their potential to inhibit lipopolysaccharide-induced nitric oxide production.
PubMed:Variability in the content and composition of essential oil from lemon balm (Melissa officinalis L.) cultivated in Poland.
PubMed:The influence of the harvest cut height on the quality of the herbal drugs Melissae folium and Melissae herba.
PubMed:Effects of inhibition of calcium and potassium currents in guinea-pig cardiac contraction: comparison of beta-caryophyllene oxide, eugenol, and nifedipine.
PubMed:Antifungal activity of volatile constituents of Eugenia dysenterica leaf oil.
PubMed:Sesquiterpenes from clove (Eugenia caryophyllata) as potential anticarcinogenic agents.
PubMed:Isolation and identification of cotton synomones mediating searching behavior by parasitoidCampoletis sonorensis.
PubMed:[Chemical composition of the essential oil from melissa].
PubMed:Composition of essential oils of Laurus nobilis, L. nobilis var. angustifolia and Laurus azorica.
PubMed:Identification and quantitative analysis of the volatile substances emitted by maturing cotton in the field.
 
Notes:
Constit. of oil of cloves (Eugenia caryophyllata). Also in oils of Betula alba, Mentha piperita (peppermint) and others
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