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

1,4-cineole
4-methyl-1-propan-2-yl-7-oxabicyclo[2.2.1]heptane

Sponsors

Flavor Demo Formulas
Name:4-methyl-1-propan-2-yl-7-oxabicyclo[2.2.1]heptane
CAS Number: 470-67-7Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:207-428-9
FDA UNII:B55JTU839B
Nikkaji Web:J5.939K
Beilstein Number:0104974
MDL:MFCD00209502
CoE Number:11225
XlogP3-AA:2.50 (est)
Molecular Weight:154.25266000
Formula:C10 H18 O
NMR Predictor:Predict (works with chrome or firefox)
EFSA/JECFA Comments:
1,4-Cineole (75%), secondary component 1,8-cineole (20-25%) (EFFA, 2010a)
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:1233 1,4-cineole
FLAVIS Number:03.007 (Old)
DG SANTE Food Flavourings:03.007 1,4-cineole
FEMA Number:3658 1,4-cineole
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm: 1,4-CINEOLE
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:colorless clear liquid (est)
Assay: 75.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:0.88700 @ 25.00 °C.
Refractive Index:1.45700 @ 20.00 °C.
Melting Point: -46.00 °C. @ 760.00 mm Hg
Boiling Point: 65.00 °C. @ 16.00 mm Hg
Boiling Point: 172.00 to 174.00 °C. @ 760.00 mm Hg
Vapor Pressure:1.930000 mm/Hg @ 25.00 °C.
Flash Point: 118.00 °F. TCC ( 47.78 °C. )
logP (o/w): 2.970
Soluble in:
 alcohol
 water, 211.3 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor Type: herbal
Odor Strength:high ,
recommend smelling in a 10.00 % solution or less
Substantivity:4 hour(s) at 100.00 %
cooling pine minty camphoreous terpenic green
Odor Description:at 10.00 % in dipropylene glycol. cooling pine minty camphor terpene green
minty cooling pine camphoreous eucalyptus
Odor Description:Minty, cooling piney, camphoraceous, eucalyptol-like
Mosciano, Gerard P&F 17, No. 3, 57, (1992)
Flavor Type: cooling
cooling minty mentholic green herbal terpenic camphoreous
Taste Description: at 40.00 ppm. Cooling, minty, menthol-like, green and herbal, with a terpy and camphoraceous nuance
Mosciano, Gerard P&F 17, No. 3, 57, (1992)
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data2
CosIng:cosmetic data
Cosmetic Uses: perfuming agents
 
Suppliers:
Beijing Lys Chemicals
1,4-Cineole (natural)
BOC Sciences
For experimental / research use only.
1,4-Cineole 95%
Foreverest Resources
1,4-Cineole 90%
Odor: characteristic
Use: 1,4-Cineole is a monoterpene, has camphor odor, natural exists in cubeb and chamomile.
Fuzhou Farwell
1,4-Cineole
HDDES Group
Cineole
Natural
Lluch Essence
1,4-CINEOL 85%
M&U International
Nat. 1,4-Cineole
Moellhausen
1,4-CINEOLE
Odor: Fresh; Minty; Aromatic; Coniferous
Flavor: Fresh; Minty; Aromatic; Coniferous
Nippon Terpene Chemicals
1,4-Cineole
Parchem
1,4-cineole
Penta International
1,4-CINEOLE, NATURAL, Kosher
Penta International
1,4-CINEOLE, SYNTHETIC, Kosher
Santa Cruz Biotechnology
For experimental / research use only.
1,4-Cineole
Sigma-Aldrich
1,4-Cineole, ≥95%, FG
Certified Food Grade Products
Taytonn
1,4-Cineole
 
Safety Information:
Preferred SDS: View
European information :
R 10 - Flammable.
R 36 - Irritating to eyes.
S 02 - Keep out of the reach of children.
S 16 - Keep away from sources of ignition - No Smoking.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
 
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.
Oral/Parenteral Toxicity:
oral-rat LD50 3100 mg/kg
(Moreno, 1981c)

oral-rat LD50 > 5000 mg/kg
(Moreno, 1972d)

oral-rat LD50 3100 mg/kg
Food and Chemical Toxicology. Vol. 26, Pg. 291, 1988.

Dermal Toxicity:
skin-rabbit LD50 > 5000 mg/kg
Food and Chemical Toxicology. Vol. 26, Pg. 291, 1988.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: flavor and fragrance agents
Recommendation for 1,4-cineole usage levels up to:
  40.0000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 3.90 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 146.00 (μg/capita/day)
Structure Class: II
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: 13
 average usual ppmaverage maximum ppm
baked goods: -12.40000
beverages(nonalcoholic): -9.21000
beverages(alcoholic): -4.71000
breakfast cereal: --
cheese: --
chewing gum: -25.00000
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -9.62000
fruit ices: --
gelatins / puddings: -9.91000
granulated sugar: --
gravies: --
hard candy: -50.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: -8.29000
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: -11.49000
soups: --
sugar substitutes: --
sweet sauces: --
 
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):

Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) related to Flavouring Group Evaluation 23 (FGE.23): Aliphatic, alicyclic and aromatic ethers including anisole derivatives From chemical groups 15, 16 and 26 (Commission Regulation (EC) No 1565/2000 of 18 July 2000
View page or View pdf

Flavouring Group Evaluation 59 (FGE.59): Consideration of aliphatic and aromatic ethers evaluated by JECFA (61st meeting) structurally related to aliphatic, alicyclic and aromatic ethers including anisole derivatives evaluated by EFSA in FGE.23 (2006) (Commission Regulation (EC) No 1565/2000 of 18 July 2000) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
View page or View pdf

Flavouring Group Evaluation 23, Revision 1 (FGE.23Rev1): Aliphatic, alicyclic and aromatic ethers including anisole derivatives from chemical groups 15, 16, 26 and 30[1] - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf

Flavouring Group Evaluation 33 (FGE.33)[1] - Six Tetrahydrofuran Derivatives from Chemical Groups 13, 14, 16 and 26 - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 59, Revision 1 (FGE.59Rev1): Consideration of aliphatic and aromatic ethers evaluated by JECFA (61st meeting and 63rd meeting) structurally related to aliphatic, alicyclic and aromatic ethers including anisole derivatives evaluated by EFSA in FGE.23 Rev2 (2010)
View page or View pdf

EPI System: View
NLM Hazardous Substances Data Bank:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):470-67-7
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :10106
National Institute of Allergy and Infectious Diseases:Data
WISER:UN 1993
WGK Germany:2
4-methyl-1-propan-2-yl-7-oxabicyclo[2.2.1]heptane
Chemidplus:0000470677
RTECS:OS9274000 for cas# 470-67-7
 
References:
 4-methyl-1-propan-2-yl-7-oxabicyclo[2.2.1]heptane
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:470-67-7
Pubchem (cid):10106
Pubchem (sid):134975326
Flavornet:470-67-7
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 Everything Added to Food in the United States (EAFUS):View
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C16909
HMDB (The Human Metabolome Database):HMDB36096
FooDB:FDB014936
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
amber
angelica root oil
FL/FR
anise
sweet
fennel seed oil
FL/FR
anisic
ocimum basilicum herb oil
FL/FR
ocimum basilicum leaf oil america
FL/FR
ocimum basilicum leaf oil CO2 extract
FL/FR
balsamic
iso
bornyl formate
FL/FR
camphoreous
dextro-
camphor
FL/FR
camphor tree bark oil
FL/FR
hinoki leaf oil
FR
melaleuca viridiflora leaf oil
CS
thujyl alcohol
FL/FR
citrus
dihydromyrcenol
FL/FR
petitgrain combava oil
FR
earthy
(-)-alpha-
fenchol
FL/FR
fatty
(E,Z)-2,6-
dodecadienal
FL/FR
floral
iso
amyl salicylate
FL/FR
beta-
damascenone
FL/FR
dihydrocarvyl acetate
FL/FR
dihydrojasmone
FL/FR
lavender oil
FL/FR
herbal
anthemis nobilis flower extract
FL/FR
anthemis nobilis flower oil roman
FL/FR
apium graveolens seed extract
FL/FR
barosma betulina leaf oil
FL/FR
sweet
basil absolute
FL/FR
1,8-
cineole
FL/FR
clary sage oil france
FL/FR
ortho-
cresyl salicylate
FL/FR
geranic oxide
FL/FR
geranium cyclohexane
FR
herbal undecane
FR
herbal undecanol
FR
6-
hydroxydihydrotheaspirane (mixture of isomers)
FL/FR
hyssop oil
FL/FR
spike
lavender oil
FL/FR
spike
lavender oil spain
FL/FR
linalyl octanoate
FL/FR
melaleuca leucadendron cajaputi oil
FL/FR
melaleuca leucadendron var. cajuputi leaf oil
FL/FR
melaleuca linariifolia oil
FR
melaleuca quinquenervia water
FR
para-
menthane-3,8-diol
FL/FR
myrtenol
FL/FR
niaouli oil
FR
curled
parsley seed oil
FL/FR
pine hexanol
FR
alpha-
pinene
FL/FR
piperitone
FL/FR
rosmarinus officinalis extract
FL/FR
rosmarinus officinalis tincture
FL/FR
sabinene hydrate
FL/FR
salvia sclarea oil
FL/FR
theaspirane
FL/FR
mentholic
cornmint oil
FL/FR
cornmint oil china
FL/FR
cornmint oil terpeneless
FL/FR
dextro-neo
menthol
FL/FR
dextro,laevo-
menthol
FL/FR
(±)-
menthol
FL/FR
(±)-iso
menthone
FL/FR
(+)-
menthone
FL/FR
laevo-
menthyl acetate
FL/FR
menthyl acetate racemic
FL/FR
peppermint cyclohexanone
FL/FR
minty
cornmint oil japan
FL/FR
dextro-
dihydrocarvone
FL/FR
homo
menthol
FL/FR
(±)-
menthone
FL/FR
(-)-
menthone
FL/FR
laevo-
menthyl lactate
FL/FR
pennyroyal oil fractions
FL/FR
peppermint absolute
FL/FR
peppermint oil america
FL/FR
peppermint oil idaho
FL/FR
peppermint oil terpeneless
FL/FR
iso
propyl tiglate
FL/FR
(-)-iso
pulegol
FL/FR
iso
pulegol
FL/FR
mossy
oakmoss absolute
FL/FR
spicy
cuminaldehyde
FL/FR
elettaria cardamomum seed oil
FL/FR
marjoram oil (thymus mastichina) spain
FL/FR
black
pepper oil
FL/FR
laevo-
verbenone
FL/FR
thujonic
armoise oil
FR
sage oil (salvia lavandulifolia vahl.) spain
FL/FR
sage oil dalmatian
FL/FR
woody
camphene
FL/FR
(+)-
camphene
FL/FR
patchouli ethanol
FR
patchouli hexanol
FR
zedoary bark oil
FL/FR
For Flavor
No flavor group found for these
(+)-
camphene
FL/FR
ortho-
cresyl salicylate
FL/FR
melaleuca leucadendron cajaputi oil
FL/FR
melaleuca leucadendron var. cajuputi leaf oil
FL/FR
para-
menthane-3,8-diol
FL/FR
menthyl acetate racemic
FL/FR
3-
methyl cyclohexanone
FL
(Z,Z)-
photocitral A
FL
laevo-
verbenone
FL/FR
thujyl alcohol
FL/FR
absinthe
absinthe
absinthe flavor
FL
anise
sweet
fennel seed oil
FL/FR
camphoreous
camphene
FL/FR
camphor tree bark oil
FL/FR
(-)-alpha-
fenchol
FL/FR
geranic oxide
FL/FR
6-
hydroxydihydrotheaspirane (mixture of isomers)
FL/FR
cooling
spike
lavender oil
FL/FR
dextro,laevo-
menthol
FL/FR
laevo-
menthyl lactate
FL/FR
peppermint oil america
FL/FR
sabinene hydrate
FL/FR
theaspirane
FL/FR
WS-3
FL
floral
dihydrocarvyl acetate
FL/FR
dihydrojasmone
FL/FR
fruity
linalyl octanoate
FL/FR
green
iso
amyl salicylate
FL/FR
angelica root oil
FL/FR
celery distillates
FL
dextro-
dihydrocarvone
FL/FR
dihydromyrcenol
FL/FR
(E,Z)-2,6-
dodecadienal
FL/FR
oakmoss absolute
FL/FR
iso
propyl tiglate
FL/FR
sorbyl acetate
FL
herbal
2-
acetoxy-1,8-cineole
FL
anthemis nobilis flower extract
FL/FR
anthemis nobilis flower oil roman
FL/FR
apium graveolens seed extract
FL/FR
barosma betulina leaf oil
FL/FR
sweet
basil absolute
FL/FR
clary sage oil france
FL/FR
hyssop oil
FL/FR
lavender oil
FL/FR
spike
lavender oil spain
FL/FR
ocimum basilicum herb oil
FL/FR
ocimum basilicum leaf oil america
FL/FR
ocimum basilicum leaf oil CO2 extract
FL/FR
curled
parsley seed oil
FL/FR
rosmarinus officinalis extract
FL/FR
rosmarinus officinalis tincture
FL/FR
sage oil (salvia lavandulifolia vahl.) spain
FL/FR
salvia sclarea oil
FL/FR
medicinal
dextro-
camphor
FL/FR
mentholic
cornmint oil
FL/FR
cornmint oil terpeneless
FL/FR
(±)-
menthol
FL/FR
dextro-neo
menthol
FL/FR
(+)-
menthone
FL/FR
peppermint cyclohexanone
FL/FR
minty
cherry menthol flavor
FL
1,8-
cineole
FL/FR
cornmint oil china
FL/FR
cornmint oil japan
FL/FR
homo
menthol
FL/FR
(-)-
menthone
FL/FR
(±)-iso
menthone
FL/FR
(±)-
menthone
FL/FR
laevo-
menthyl acetate
FL/FR
myrtenol
FL/FR
pennyroyal oil fractions
FL/FR
peppermint absolute
FL/FR
peppermint oil idaho
FL/FR
peppermint oil terpeneless
FL/FR
piperitone
FL/FR
(-)-iso
pulegol
FL/FR
iso
pulegol
FL/FR
spicy
cuminaldehyde
FL/FR
elettaria cardamomum seed oil
FL/FR
marjoram oil (thymus mastichina) spain
FL/FR
black
pepper oil
FL/FR
thujonic
sage oil dalmatian
FL/FR
woody
iso
bornyl formate
FL/FR
beta-
damascenone
FL/FR
alpha-
pinene
FL/FR
zedoary bark oil
FL/FR
 
Potential Uses:
FRcitrus
FReucalyptus oil replacer
 fruit tropical fruit
FRlime
FRmint
FRspice
 
Occurrence (nature, food, other):note
 anise star anise fruit
Search Trop Picture
 anise star anise seed
Search Trop Picture
 boldo leaf oil italy @ 0.92%
Data GC Search Trop Picture
 boldus leaf oil chile @ 0.51%
Data GC Search Trop Picture
 brandy
Search PMC Picture
 cardamom fruit
Search Trop Picture
 cardamom seed oil
Search Trop Picture
 cocoa
Search Trop Picture
 cubeb
Search Trop Picture
 grape
Search Trop Picture
 grapefruit juice
Search Trop Picture
 juniper needle oil @ 4.00%
Data GC Search Trop Picture
 lavender spike water @ 29.13%
Data GC Search Trop Picture
 lemon
Search Trop Picture
 lime fruit
Search Trop Picture
 lime oil CO2 extract mexico @ 3.36%
Data GC Search Trop Picture
 lime oil distilled mexico @ 2.32%
Data GC Search Trop Picture
 lime oil distilled peru @ 3.52%
Data GC Search Trop Picture
 mandarin
Search Trop Picture
 orange fruit
Search Trop Picture
 roselle calyx
Search Trop Picture
 tea tree oil australia @ trace%
Data GC Search Trop Picture
 
Synonyms:
7-oxabicyclo(2.2.1)heptane, 1-isopropyl-4-methyl-
7-oxabicyclo(2.2.1)heptane, 1-methyl-4-(1-methylethyl)-
7-oxabicyclo[2.2.1]heptane, 1-methyl-4-(1-methylethyl)-
1,4-cineole
isocineole
1,4-cineole (natural)
1,4-cineole natural
1,4-cineole synthetic
1,4-epoxy-p-menthane
1,4-epoxy-para-menthane
isoeucalyptol
p-menthane, 1,4-epoxy
4-methyl-1-propan-2-yl-7-oxabicyclo[2.2.1]heptane
1-methyl-4-(1-methyl ethyl)-7-oxabicyclo(2.2.1)heptane
1-methyl-4-(1-methylethyl)-7-oxabicyclo(2.2.1)heptane
1-methyl-4-(1-methylethyl)-7-oxabicyclo[2.2.1]heptane
1-methyl-4-(propan-2-yl)-7-oxabicyclo[2.2.1]heptane
1-isopropyl-4-methyl-7-oxabicyclo(2.2.1)heptane
1-isopropyl-4-methyl-7-oxabicyclo[2.2.1]heptane
 

Articles:

PubMed:Nematicidal activity of the essential oil of Rhododendron anthopogonoides aerial parts and its constituent compounds against Meloidogyne incognita.
PubMed:Inhibition by menthol and its related chemicals of compound action potentials in frog sciatic nerves.
PubMed:1,8-cineole, a TRPM8 agonist, is a novel natural antagonist of human TRPA1.
PubMed:Toxicity of Rhododendron anthopogonoides essential oil and its constituent compounds towards Sitophilus zeamais.
PubMed:Interactions between novel terpenes and main components of rat and human skin: mechanistic view for transdermal delivery of propranolol hydrochloride.
PubMed:Herbicidal activity of cineole derivatives.
PubMed:[Analysis of the chemical constituents of essential oil from Chimonanthus zhejiangensis by GC-MS].
PubMed:Anxiolytic-like effect of the monoterpene 1,4-cineole in mice.
PubMed:Roles of cytochrome P450 3A enzymes in the 2-hydroxylation of 1,4-cineole, a monoterpene cyclic ether, by rat and human liver microsomes.
PubMed:Inhibition of plant asparagine synthetase by monoterpene cineoles.
PubMed:[GC-MS analysis of constituents of essential oils from stems of Ephedra sinica Stapf, E. intermedia Schrenk et C.A. Mey. and E. equisetina Bge].
PubMed:A soluble Bacillus cereus cytochrome P-450cin system catalyzes 1,4-cineole hydroxylations.
PubMed:Biotransformation of 1,4-cineole, a monoterpene ether.
PubMed:Microbial hydroxylation of 1,4-cineole.
PubMed:Effect of odor quality and intensity on conditioned odor aversion learning in the rat.
 
Notes:
monoterpene; flavor component of lime citrus medica l. var acida. Constit. of Piper cubeba (cubeb pepper)
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