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

laevo-perillaldehyde
(S)-p-mentha-1,8-dien-7-al

Supplier Sponsors

Name:(4S)-4-prop-1-en-2-ylcyclohexene-1-carbaldehyde
CAS Number: 18031-40-8Picture of molecule3D/inchi
FDA UNII:5EL0Y7P6LP
Nikkaji Web:J132.738K
Beilstein Number:2326448
MDL:MFCD00001543
XlogP3-AA:2.60 (est)
Molecular Weight:150.22078000
Formula:C10 H14 O
NMR Predictor:Predict (works with chrome or firefox)
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
FEMA Number:3557 (S)-p-mentha-1,8-dien-7-al
FDA:No longer provide for the use of these seven synthetic flavoring substances
 
Physical Properties:
Appearance:pale yellow to dark yellow clear oily liquid (est)
Assay: 92.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:0.95800 to 0.97300 @ 25.00 °C.
Pounds per Gallon - (est).: 7.972 to 8.096
Refractive Index:1.50700 to 1.51500 @ 20.00 °C.
Optical Rotation:-118.00 to -125.00
Boiling Point: 104.00 to 105.00 °C. @ 10.00 mm Hg
Boiling Point: 237.00 °C. @ 760.00 mm Hg
Vapor Pressure:0.043000 mm/Hg @ 25.00 °C. (est)
Flash Point: 203.00 °F. TCC ( 95.00 °C. )
logP (o/w): 3.130
Soluble in:
 alcohol
 water, 160.7 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Type: herbal
Odor Strength:medium ,
recommend smelling in a 10.00 % solution or less
Substantivity:8 hour(s) at 100.00 %
fresh green oily grassy fatty minty cherry
Odor Description:at 10.00 % in dipropylene glycol. fresh green oily grassy fatty mint cherry
Flavor Type: aromatic
aromatic sweet woody spicy waxy orange lime aldehydic
Taste Description: aromatic sweet woody spicy waxy orange lime aldehydic
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Perillaldehyde >98%
Fuzhou Farwell
(-)-Perillaldehyde
Santa Cruz Biotechnology
For experimental / research use only.
(S)-(-)-Perillaldehyde
Sigma-Aldrich
(S)-(-)-Perillaldehyde, ≥92%
Odor: cherry; oily; green
Certified Food Grade Products
TCI AMERICA
For experimental / research use only.
(-)-Perillaldehyde >90.0%(GC)
 
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 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 37/39 - Wear suitable gloves and eye/face protection.
 
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:
1 % solution: no irritation or sensitization.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: flavor and fragrance agents
IFRA Critical Effect: Sensitization
IFRA: View Standard
Fragrance usage is IFRA RESTRICTED. View Standard for complete information.
Please review all IFRA documents for complete information.
IFRA categories: limits in the finished product: (For a description of the categories, refer to the IFRA QRA Information Booklet.)
Category 1:
See Note (1)
0.02 % (1)
Category 2:  0.03 %
Category 3:  0.10 %
Category 4:  0.10 %
Category 5:  0.10 %
Category 6:  0.50 % (1)
Category 7:  0.05 %
Category 8:  0.10 %
Category 9:  0.10 %
Category 10:  0.10 %
Category 11: See Note (2)
 Notes:
 

For this material, for pragmatic reasons, restrictive levels allowed by the QRA for certain categories but actually being higher than those already in place before applying the QRA, will temporarily not be implemented until the end of a 5 year monitoring phase. At the end of the 5 years the position will be reevaluated again.

 

(1) IFRA would recommend that any material used to impart perfume or flavour in products intended for human ingestion should consist of ingredients that are in compliance with appropriate regulations for foods and food flavourings in the countries of planned distribution and, where these are lacking, with the recommendations laid down in the Code of Practice of IOFI (International Organisation of the Flavor Industry). Further information about IOFI can be found on its website (www.iofi.org).

 

(2) Category 11 includes all non-skin contact or incidental skin contact products. Due to the negligible skin contact from these types of products there is no justification for a restriction of the concentration of this fragrance ingredient in the finished product.

 
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: 11
 average usual ppmaverage maximum ppm
baked goods: -4.50000
beverages(nonalcoholic): -4.00000
beverages(alcoholic): -6.00000
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -6.30000
fruit ices: --
gelatins / puddings: -4.50000
granulated sugar: --
gravies: --
hard candy: --
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: -20.00000
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: -9.70000
soups: --
sugar substitutes: --
sweet sauces: --
 
Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System:Search
Env. Mutagen Info. Center:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :2724159
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(4S)-4-prop-1-en-2-ylcyclohexene-1-carbaldehyde
Chemidplus:0018031408
RTECS:GW2967200 for cas# 18031-40-8
 
References:
 (4S)-4-prop-1-en-2-ylcyclohexene-1-carbaldehyde
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):2724159
Pubchem (sid):134992495
Flavornet:18031-40-8
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
CHEMBL:View
Metabolomics Database:Search
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2912.29.6000
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
fresh carbaldehyde
FR
undecanal
FL/FR
alliaceous
dibutyl sulfide
FL/FR
balsamic
laevo-
bornyl acetate
FL/FR
guaiyl acetate
FL/FR
peru balsam oil
FL/FR
chocolate
iso
butyl phenyl acetate
FL/FR
citrus
litsea cubeba fruit oil
FL/FR
bitter
orange peel oil brazil
FL/FR
valencene
FL/FR
verbena absolute france
FL/FR
coconut
delta-
heptalactone
FL/FR
earthy
heptanal cyclic acetal with glycerol
FL/FR
1-
octen-3-ol
FL/FR
fatty
3-
decen-2-one
FL/FR
methyl 2-hexenoate
FL/FR
(E)-2-
nonenal
FL/FR
(E)-2-
octenal
FL/FR
2-
octenal
FL/FR
floral
gardenia pentyl acetate
FR
herbal pyran
FR
jasmopyrane (Givaudan)
FR
methyl jasmonate
FL/FR
mimosa absolute france
FL/FR
terpinyl formate
FL/FR
fruity
butyl 2-decenoate
FL/FR
iso
butyl octanoate
FL/FR
cinnamyl isobutyrate
FL/FR
2-
cyclopentyl cyclopentanone
FL/FR
ethyl hexanoate
FL/FR
methyl 2-methyl butyrate
FL/FR
2-
methyl-2-pentenal
FL/FR
nerolidyl isobutyrate
FR
octen-1-yl cyclopentanone
FL/FR
octyl butyrate
FL/FR
iso
propyl 2-methyl butyrate
FL/FR
green
bark carbaldehyde
FR
butyl heptanoate
FL/FR
sec-
butyl-3-methyl but-2-ene thioate
FL/FR
coriander heptenol
FL/FR
3,7-
dimethyl-6-octenoic acid
FL/FR
dodecanal dimethyl acetal
FL/FR
heptanal cyclic propylene acetal
FL/FR
3-
heptanone
FL/FR
(Z)-3-
hepten-1-ol
FL/FR
3-
hepten-2-one
FL/FR
1-
hepten-3-ol
FL/FR
(Z)-4-
heptenal
FL/FR
2-
heptenal
FL/FR
(Z)-4-
heptenal diethyl acetal
FL/FR
2-
heptyl furan
FL/FR
heptyl heptanoate
FL/FR
hexanal (aldehyde C-6)
FL/FR
hexanal dihexyl acetal
FL/FR
(Z)-3-
hexen-1-yl benzoate
FL/FR
(Z)-3-
hexen-1-yl pyruvate
FL/FR
(Z)-3-
hexenal
FL/FR
alpha-
hexyl cinnamaldehyde dimethyl acetal
FR
lilac acetaldehyde
FL/FR
magnolia flower oil
FL/FR
2-(2-
methyl allyl oxy) heptane
FR
6-
methyl-3-hepten-2-one
FL/FR
(E,Z)-3,6-
nonadien-1-ol
FL/FR
(E,Z)-2,6-
nonadienal
FL/FR
oakmoss resin replacer
FR
(E)-2-
octen-1-yl acetate
FL/FR
olive oil absolute
FL/FR
perilla alcohol
FL/FR
privet dioxane
FR
propylene acetal
FL/FR
3,5,5-
trimethyl hexanol
FL/FR
violet decenol
FR
herbal
alpha-
amyl cinnamyl formate
FL/FR
sweet
basil absolute
FL/FR
chamomile oil morocco
FR
(E)-6-
methyl-3-hepten-2-one
FL/FR
perillaldehyde
FL/FR
sunflower oil
FL/FR
thymol
FL/FR
honey
methyl phenyl acetate
FL/FR
melon
melon heptenal
FL/FR
spicy
allspice leaf oil
FL/FR
cascarilla oil replacer
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
FL/FR
clove bud oil CO2 extract
FL/FR
clove leaf oil
FL/FR
clove stem oil
FL/FR
croton eluteria bark oil
FL/FR
galangal root oil
FL/FR
ginger root oil china
FL/FR
ortho-
methoxycinnamaldehyde
FL/FR
methyl isoeugenol
FL/FR
nutmeg oil
FL/FR
nutmeg oleoresin
FL/FR
black
pepper absolute
FL/FR
black
pepper oil
FL/FR
pepper tree berry oil
FL/FR
waxy
2,4-
nonadien-1-ol
FL/FR
octyl isobutyrate
FL/FR
woody
curcuma zedoaria bark extract
FL/FR
guaiacyl acetate
FL/FR
gurjun balsam oil
FR
louro brasileiro wood oil
FR
sabinene
FL/FR
thuja occidentalis leaf oil
FL/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
alpha-
amyl cinnamyl formate
FL/FR
iso
butyl octanoate
FL/FR
sec-
butyl-3-methyl but-2-ene thioate
FL/FR
coriander heptenol
FL/FR
2-
cyclopentyl cyclopentanone
FL/FR
epoxy-2-decenal
FL
2-
ethyl pyridine
FL
furfuryl hexanoate
FL
3-(2-
furyl) acrolein
FL
guaiyl acetate
FL/FR
heptanal cyclic acetal with glycerol
FL/FR
heptanal cyclic propylene acetal
FL/FR
(Z)-3-
hepten-1-ol
FL/FR
2-
heptenal
FL/FR
2-
heptenoic acid
FL
hexanal butane-2,3-diol acetal
FL
hexanal dihexyl acetal
FL/FR
hexanal octane-1,3-diol acetal
FL
(Z)-3-
hexenoic acid
FL
hexyl (E)-2-hexenoate
FL
magnolia flower oil
FL/FR
methyl 2-hexenoate
FL/FR
3-(
methyl thio) hexanal
FL
6-
methyl-3-hepten-2-one
FL/FR
(E)-6-
methyl-3-hepten-2-one
FL/FR
(E,E)-3,5-
octadien-2-one
FL
2-
octenal
FL/FR
propylene acetal
FL/FR
balsamic
balsamic
laevo-
bornyl acetate
FL/FR
peru balsam oil
FL/FR
styrax gum (liquidambar styraciflua)
FL
citrus
bergamot orange lime flavor
FL
litsea cubeba fruit oil
FL/FR
valencene
FL/FR
verbena absolute france
FL/FR
cocoa
iso
butyl phenyl acetate
FL/FR
creamy
3-
hepten-2-one
FL/FR
octyl isobutyrate
FL/FR
fatty
2,4-
decadienal
FL
(E,E)-2,4-
heptadienal
FL
2-
heptyl furan
FL/FR
(Z)-3-
hexen-1-yl benzoate
FL/FR
2,4-
nonadien-1-ol
FL/FR
2,4-
nonadienal
FL
(E)-2-
octenal
FL/FR
floral
3,7-
dimethyl-6-octenoic acid
FL/FR
methyl jasmonate
FL/FR
methyl phenyl acetate
FL/FR
fruity
butyl 2-decenoate
FL/FR
butyl heptanoate
FL/FR
cinnamyl isobutyrate
FL/FR
ethyl hexanoate
FL/FR
lilac acetaldehyde
FL/FR
methyl 2-methyl butyrate
FL/FR
2-
methyl-2-pentenal
FL/FR
octen-1-yl cyclopentanone
FL/FR
bitter
orange peel oil brazil
FL/FR
iso
propyl 2-methyl butyrate
FL/FR
terpinyl formate
FL/FR
green
3-
decen-2-one
FL/FR
dibutyl sulfide
FL/FR
dihydroxyacetophenone (mixed isomers)
FL
dodecanal dimethyl acetal
FL/FR
1-
hepten-3-ol
FL/FR
(Z)-4-
heptenal
FL/FR
(Z)-4-
heptenal diethyl acetal
FL/FR
heptyl heptanoate
FL/FR
hexanal (aldehyde C-6)
FL/FR
(Z)-3-
hexen-1-yl pyruvate
FL/FR
(Z)-3-
hexenal
FL/FR
melon heptenal
FL/FR
(E,Z)-3,6-
nonadien-1-ol
FL/FR
(E,Z)-2,6-
nonadienal
FL/FR
(E)-2-
nonenal
FL/FR
(E,E)-2,4-
octadienal
FL
(E)-2-
octen-1-yl acetate
FL/FR
sorbyl acetate
FL
3,5,5-
trimethyl hexanol
FL/FR
herbal
sweet
basil absolute
FL/FR
celery flavor
FL
celery seed oil distillates
FL
sunflower oil
FL/FR
ketonic
3-
heptanone
FL/FR
lactonic
delta-
heptalactone
FL/FR
mushroom
1-
octen-3-ol
FL/FR
oily
olive oil absolute
FL/FR
peppery
black
pepper flavor
FL
phenolic
thymol
FL/FR
soapy
dodecanal (aldehyde C-12 lauric)
FL/FR
spicy
allspice leaf oil
FL/FR
cascarilla oil replacer
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
FL/FR
clove bud oil CO2 extract
FL/FR
clove leaf oil
FL/FR
clove stem oil
FL/FR
cola acuminata seed tincture
FL
croton eluteria bark oil
FL/FR
galangal root oil
FL/FR
ginger root oil china
FL/FR
ortho-
methoxycinnamaldehyde
FL/FR
methyl isoeugenol
FL/FR
nutmeg flavor
FL
nutmeg oil
FL/FR
nutmeg oleoresin
FL/FR
black
pepper absolute
FL/FR
black
pepper oil
FL/FR
pepper tree berry oil
FL/FR
perillaldehyde
FL/FR
waxy
mimosa absolute france
FL/FR
octyl butyrate
FL/FR
undecanal
FL/FR
woody
curcuma zedoaria bark extract
FL/FR
guaiacyl acetate
FL/FR
perilla alcohol
FL/FR
sabinene
FL/FR
thuja occidentalis leaf oil
FL/FR
zedoary bark oil
FL/FR
zedoary root oil
FL/FR
zedoary root oil CO2 extract
FL/FR
 
Potential Uses:
FRapple
FRcitrus
FRcumin oil replacer
FRgrapefruit
 grass
FRgreen
FRherbal
FRlime
FRmint
FRorange
FRspearmint
FRtea green tea
FRwoody
 
Occurrence (nature, food, other):note
 blackberry fruit
Search PMC Picture
 grapefruit juice
Search Trop Picture
 grapefruit oil
Search Trop Picture
 labdanum siam
Search PMC Picture
 lime fruit juice
Search Trop Picture
 lime peel oil
Search Trop Picture
 mandarin peel
Search Trop Picture
 orange oil
Search Trop Picture
 peppermint
Search Trop Picture
 tea black tea
Search Trop Picture
 
Synonyms:
1-cyclohexene-1-carboxaldehyde, 4-(1-methylethenyl)-, (4S)-
1-cyclohexene-1-carboxaldehyde, 4-(1-methylethenyl)-, (S)-
1-cyclohexene-1-carboxaldehyde, 4-isopropenyl-, (S)-(-)-
(S)-(-)-dihydrocuminyl aldehyde
(S)-p-mentha-1,8-dien-7-al
(S)-para-mentha-1,8-dien-7-al
(S)-(-)4-(1-methyl ethenyl)-1-cyclohexene-1-carboxaldehyde
(S)-(-)4-(1-methylethenyl)-1-cyclohexene-1-carboxaldehyde
(4S)-4-(1-methylvinyl)cyclohex-1-enecarbaldehyde
(-)-perilla aldehyde
(S)-perilla aldehyde
(S)-(-)-perilla aldehyde
(-)-perillaaldehyde
(S)-perillaaldehyde
(S)-(-)-perillaaldehyde
(-)-perillaldehyde
(S)-(-)-perillaldehyde
L-perillaldehyde
(4S)-4-(prop-1-en-2-yl)cyclohex-1-ene-1-carbaldehyde
(S)-4-(prop-1-en-2-yl)cyclohex-1-enecarbaldehyde
(4S)-4-prop-1-en-2-ylcyclohexene-1-carbaldehyde
(4S)-4-isopropenyl-1-cyclohexene-1-carbaldehyde
(S)-(-)-4-isopropenyl-1-cyclohexene-1-carboxaldehyde
L-4-isopropenyl-1-cyclohexene-1-carboxaldehyde
laevo-4-isopropenyl-1-cyclohexene-1-carboxaldehyde
(S)-4-isopropenyl-cyclohex-1-enecarbaldehyde
(S)-4-isopropenyl-cyclohexene-1-carboxaldehyde
(4S)-4-isopropenylcyclohex-1-ene-1-carbaldehyde
 

Articles:

PubMed:Fumigant activity of eleven essential oil compounds and their selected binary mixtures against Culex pipiens pallens (Diptera: Culicidae).
PubMed:Synthesis and antiproliferative effects of amino-modified perillyl alcohol derivatives.
PubMed:Chemical composition and mosquito repellency of essential oil of Conyza newii propagated in different geographical locations of Kenya.
PubMed:Bioreduction of α,β-unsaturated ketones and aldehydes by non-conventional yeast (NCY) whole-cells.
PubMed:(S)-Perillaldehyde azine.
PubMed:Antidepressant-like Effect of l-perillaldehyde in Stress-induced Depression-like Model Mice through Regulation of the Olfactory Nervous System.
PubMed:Conformational flexibility in terpenes: vibrational circular dichroism (VCD), infrared and Raman study of S-(-)-perillaldehyde.
PubMed:Opposite stereochemical courses for enzyme-mediated alkene reductions of an enantiomeric substrate pair.
PubMed:Influence of cinnamon and clove essential oils on the D- and z-values of Escherichia coli O157:H7 in apple cider.
PubMed:Synthesis and biological activity of novel pyranopyrones derived from engineered aromatic polyketides.
PubMed:Antibacterial activities of naturally occurring compounds against antibiotic-resistant Bacillus cereus vegetative cells and spores, Escherichia coli, and Staphylococcus aureus.
PubMed:Effects of branched cyclodextrins on the solubility and stability of terpenes.
PubMed:Absolute configuration of a new mosquito repellent, (+)-eucamalol and the repellent activity of its epimer.
 
Notes:
None found
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