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

oleyl acetate
cis-9-octadecenyl acetate

Supplier Sponsors

CAS Number: 693-80-1Picture of molecule3D/inchi
% from:94.00% to 96.00%
ECHA EINECS - REACH Pre-Reg:211-759-4
FDA UNII:EU1ETP025C
Nikkaji Web:J206.011F
MDL:MFCD00056326
XlogP3:7.90 (est)
Molecular Weight:310.52126000
Formula:C20 H38 O2
NMR Predictor:Predict (works with chrome or firefox)
Also(can) Contains:cetyl acetate 2.00% to 3.00%
 stearyl acetate 2.00% to 3.00%
Category:cosmetic 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:1638 cis-9-octadecenyl acetate
FEMA Number:4359 cis-9-octadecenyl acetate
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):693-80-1 ; CIS-9-OCTADECENYL ACETATE
 
Physical Properties:
Appearance:colorless to pale yellow clear liquid (est)
Assay: 92.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:0.86500 to 0.87400 @ 20.00 °C.
Pounds per Gallon - (est).: 7.206 to 7.281
Refractive Index:1.44600 to 1.45300 @ 20.00 °C.
Boiling Point: 205.00 to 207.00 °C. @ 13.00 mm Hg
Boiling Point: 395.00 to 396.00 °C. @ 760.00 mm Hg
Vapor Pressure:0.000001 mmHg @ 25.00 °C. (est)
Flash Point: 207.00 °F. TCC ( 97.40 °C. ) (est)
logP (o/w): 8.692 (est)
Shelf Life: 12.00 month(s) or longer if stored properly.
Storage:refrigerate in tightly sealed containers.
Soluble in:
 alcohol
 water, 0.002374 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Strength:medium
Odor Description:at 100.00 %. fatty
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: emollients
 
Suppliers:
BOC Sciences
For experimental / research use only.
Oleyl Acetate
Inoue Perfumery
OLEYL ACETATE
Penta International
OLEYL ACETATE
Santa Cruz Biotechnology
For experimental / research use only.
Oleyl Acetate
Sigma-Aldrich: Sigma
For experimental / research use only.
Oleyl acetate ∼97% (GC)
Synerzine
Oleyl Acetate
TCI AMERICA
For experimental / research use only.
Oleyl Acetate >60.0%(GC)
 
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
None - None found.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
 
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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: cosmetic agents
Recommendation for oleyl acetate usage levels up to:
 not for fragrance use.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.012 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 3900 (μg/person/day)
Threshold of Concern:1800 (μg/person/day)
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: 23
 average usual ppmaverage maximum ppm
baked goods: 50.00000150.00000
beverages(nonalcoholic): 3.0000015.00000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: 50.00000250.00000
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: 20.00000100.00000
fish products: --
frozen dairy: 10.0000030.00000
fruit ices: --
gelatins / puddings: 5.0000020.00000
granulated sugar: --
gravies: --
hard candy: 2.0000020.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: 10.0000030.00000
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): 7.0000035.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 5.0000025.00000
Edible ices, including sherbet and sorbet (03.0): 10.0000050.00000
Processed fruit (04.1): 7.0000035.00000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): --
Confectionery (05.0): 10.0000050.00000
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 5.0000025.00000
Bakery wares (07.0): 10.0000050.00000
Meat and meat products, including poultry and game (08.0): 2.0000010.00000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): 2.0000010.00000
Eggs and egg products (10.0): --
Sweeteners, including honey (11.0): --
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 5.0000025.00000
Foodstuffs intended for particular nutritional uses (13.0): 10.0000050.00000
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): 5.0000025.00000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 10.0000050.00000
Ready-to-eat savouries (15.0): 20.00000100.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): 5.0000025.00000
 
Safety References:
European Food Safety Athority(efsa):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

EPI System: View
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5363289
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
[(Z)-octadec-9-enyl] acetate
Chemidplus:0000693801
 
References:
 [(Z)-octadec-9-enyl] acetate
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5363289
Pubchem (sid):135058848
 
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
HMDB (The Human Metabolome Database):HMDB37127
FooDB:FDB016121
Export Tariff Code:2915.39.9000
FDA Listing of Food Additive Status:View
ChemSpider:View
 
Potential Blenders and core components note
For Odor
No odor group found for these
iso
butyl stearate
CS
ethyl 2,4,7-decatrienoate
FL/FR
9-
octadecenal
FL/FR
(Z)-
oleyl alcohol
FR
iso
propyl myristate
CS
propylene glycol stearate
CS
alpha-
terpinen-7-al
FL/FR
iso
valeraldehyde diethyl acetal
FL/FR
valeraldehyde propylene glycol acetal
FL/FR
acidic
acidic
cyclohexyl acetic acid
FL/FR
aldehydic
acetyl nonyryl
FL/FR
dodecanal (aldehyde C-12 lauric)
FL/FR
fresh carbaldehyde
FR
green hexanal
FL/FR
TMH aldehyde
FR
undecanal
FL/FR
10-
undecenal (aldehyde C-11 undecylenic)
FL/FR
iso
valeraldehyde
FL/FR
animal
costus valerolactone
FR
balsamic
cypress absolute
FR
guaiyl acetate
FL/FR
buttery
acetoin
FL/FR
acetyl butyryl
FL/FR
acetyl isobutyryl
FL/FR
caramellic
strawberry furanone acetate
FL/FR
cheesy
2-
methyl hexanoic acid
FL/FR
citrus
aldehydic nitrile
FR
4-
decenal
FL/FR
(E)-4-
decenal
FL/FR
octanal glycol acetal
FR
coconut
delta-2-
dodecenolactone
FL/FR
delta-
octalactone
FL/FR
gamma-
octalactone
FL/FR
delta-
undecalactone
FL/FR
coffee
furfuryl mercaptan
FL/FR
creamy
gamma-
butyrolactone
FL/FR
earthy
methyl undecylenate
FL/FR
ethereal
decyl propionate
FL/FR
fatty
allyl cyclohexyl hexanoate
FL/FR
allyl octanoate
FL/FR
apricot kernel oil
FL/FR
butyl stearate
FL/FR
iso
butyl undecylenate
FL/FR
butyl undecylenate
FL/FR
coconut absolute
FL/FR
(Z)-
dairy lactone
FL/FR
2,4-
decadien-1-ol
FL/FR
decanoic acid
FL/FR
decanol
FL/FR
(E)-2-
decen-1-ol
FL/FR
3-
decen-2-one
FL/FR
2-
decenal
FL/FR
(E)-2-
decenal
FL/FR
2-
dodecen-1-ol
FL/FR
ethyl undecylenate
FL/FR
(E)-2-
hepten-1-ol
FL/FR
hexanoic acid
FL/FR
hexyl pivalate
FR
lauric acid
FL/FR
methyl 10-undecenoate
FL/FR
methyl 2-hexenoate
FL/FR
4-
methyl octanoic acid
FL/FR
neryl acetone
FL/FR
2-
nonenal
FL/FR
(E)-2-
nonenal
FL/FR
(Z)-2-
nonenal
CS
octanoic acid
FL/FR
(Z)-3-
octen-1-ol
FL/FR
(E)-2-
octenal
FL/FR
2-
octenal
FL/FR
(Z)-
oleic acid
FL/FR
perilla seed oil
FL/FR
(E,Z,Z)-2,4,7-
tridecatrienal
FL/FR
2,4-
undecadien-1-ol
FR
undecanal propylene glycol acetal
FL/FR
10-
undecen-2-one
FL/FR
floral
alpha-
amyl cinnamaldehyde / methyl anthranilate schiff's base
FR
benzyl lactate
FL/FR
decanal / methyl anthranilate schiff's base
FR
gardenia concrete
FR
honeysuckle absolute
FR
jasmin absolute (from pommade)
FL/FR
jasmin concrete
FR
jasmin concrete morocco
FR
lily of the valley absolute
FR
mimosa concrete france
FL/FR
nonanol
FL/FR
octanal / methyl anthranilate schiff's base
FR
orris rhizome concrete butter (iris pallida)
FL/FR
terpinyl isobutyrate
FL/FR
fresh
decyl vinyl ether
FR
fruity
allyl cyclohexyl propionate
FL/FR
allyl hexanoate
FL/FR
amyl hexanoate
FL/FR
gamma-
dodecalactone
FL/FR
ethyl acetoacetate
FL/FR
ethyl hexanoate
FL/FR
(E)-2-
hepten-1-yl acetate
FL/FR
methyl 2-methyl butyrate
FL/FR
octen-1-yl cyclopentanone
FL/FR
octyl heptanoate
FL/FR
propyl 2,4-decadienoate
FL/FR
strawberry glycidate 1 (aldehyde C-16 (so-called))
FL/FR
gamma-
undecalactone (aldehyde C-14 (so-called))
FL/FR
2-
undecanone
FL/FR
green
3,7-
dimethyl-6-octenoic acid
FL/FR
dodecanal dimethyl acetal
FL/FR
heptanal cyclic propylene acetal
FL/FR
3-
heptanone
FL/FR
(Z)-4-
heptenal
FL/FR
2-
heptenal
FL/FR
(Z)-4-
heptenal diethyl acetal
FL/FR
2-
heptyl furan
FL/FR
hexanal (aldehyde C-6)
FL/FR
(E)-3-
hexen-1-ol
FL/FR
(Z)-3-
hexen-1-yl benzoate
FL/FR
(Z)-3-
hexen-1-yl pyruvate
FL/FR
(E)-2-
hexenal
FL/FR
alpha-
hexyl cinnamaldehyde dimethyl acetal
FR
manzanate (Givaudan)
FL/FR
neryl butyrate
FL/FR
(E,Z)-3,6-
nonadien-1-ol
FL/FR
(E,Z)-2,6-
nonadien-1-yl acetate
FL/FR
(E,Z)-2,6-
nonadienal
FL/FR
octanal diethyl acetal
FL/FR
(E)-2-
octen-1-yl acetate
FL/FR
perilla alcohol
FL/FR
herbal
benzyl octanoate
FL/FR
laevo-
perillaldehyde
FL/FR
meaty
sulfurol
FL/FR
melon
(Z)-6-
nonen-1-ol
FL/FR
musk
exaltone (Firmenich)
FR
dextro,laevo-
muscone
FL/FR
oily
petal pyranone
FL/FR
popcorn
2-
acetyl pyridine
FL/FR
soapy
benzyl laurate
FL/FR
ethyl undecanoate
FL/FR
spicy
allspice leaf oil
FL/FR
cumin seed oil
FL/FR
gingergrass oil
FR
2-
octanol
FL/FR
tonka
6-
amyl-alpha-pyrone
FL/FR
waxy
iso
amyl laurate
FL/FR
(E)-2-
decen-1-yl acetate
FL/FR
9-
decenoic acid
FL/FR
1-
dodecanol
FL/FR
methyl myristate
FL/FR
methyl undecanoate
FR
myristic acid
FL/FR
2,4-
nonadien-1-ol
FL/FR
octanol
FL/FR
octyl isobutyrate
FL/FR
palmitic acid
FR
delta-
tetradecalactone
FL/FR
tetradecanal
FL/FR
undecanoic acid
FL/FR
woody
amber carbinol
FR
amyris acetate
FR
For Flavor
No flavor group found for these
allyl cyclohexyl hexanoate
FL/FR
apricot kernel oil
FL/FR
benzyl lactate
FL/FR
benzyl octanoate
FL/FR
butyl stearate
FL/FR
iso
butyl undecylenate
FL/FR
3-oxo
decanoic acid glyceride
FL
(E)-2-
decen-1-ol
FL/FR
(E)-2-
decen-1-yl acetate
FL/FR
4-
decenal
FL/FR
2-
decenoic acid
FL
decyl propionate
FL/FR
3-oxo
dodecanoic acid glyceride
FL
(E)-2-
dodecen-1-ol
FL
2-
dodecen-1-ol
FL/FR
(E)-2-
dodecen-1-yl acetate
FL
11-
dodecenoic acid
FL
delta-2-
dodecenolactone
FL/FR
elecampane root absolute
FL
epoxy-2-decenal
FL
2,3-
epoxydecanal
FL
2,3-
epoxyheptanal
FL
ethyl 2,4,7-decatrienoate
FL/FR
furfuryl hexanoate
FL
guaiyl acetate
FL/FR
heptanal cyclic propylene acetal
FL/FR
(E)-2-
hepten-1-ol
FL/FR
(E)-2-
hepten-1-yl acetate
FL/FR
2-
heptenal
FL/FR
3-oxo
hexadecanoic acid glyceride (palm oil glycerides mono- and di- hydrogenated)
FL
hexanal butane-2,3-diol acetal
FL
hexanal octane-1,3-diol acetal
FL
3-oxo
hexanoic acid glyceride
FL
hexyl (E)-2-hexenoate
FL
lauric acid
FL/FR
methionyl acetate
FL
methyl 2-hexenoate
FL/FR
5-
methyl hexanoic acid
FL
methyl myristate
FL/FR
3-
methyl-2-cyclopenten-1-one
FL
neryl acetone
FL/FR
2-
nonenoic acid
FL
(E)-2-
nonenoic acid
FL
9-
octadecenal
FL/FR
3-oxo
octanoic acid glyceride
FL
2-
octenal
FL/FR
3-
octenoic acid
FL
(Z)-5-
octenoic acid
FL
octyl heptanoate
FL/FR
2-
pentyl pyridine
FL
perilla seed oil
FL/FR
alpha-
terpinen-7-al
FL/FR
terpinyl isobutyrate
FL/FR
undecanal propylene glycol acetal
FL/FR
valeraldehyde diethyl acetal
FL
iso
valeraldehyde diethyl acetal
FL/FR
valeraldehyde propylene glycol acetal
FL/FR
10-
undecen-2-one
FL/FR
aldehydic
aldehydic
acetyl nonyryl
FL/FR
aromatic
laevo-
perillaldehyde
FL/FR
astringent
2,3-
dimethyl quinoxaline
FL
bitter
glyceryl tributyrate
FL
(E,Z,Z)-2,4,7-
tridecatrienal
FL/FR
burnt
1,6-
hexane dithiol
FL
caramellic
strawberry furanone acetate
FL/FR
cheesy
hexanoic acid
FL/FR
coconut
delta-
octalactone
FL/FR
coffee
furfuryl mercaptan
FL/FR
cooling
manzanate (Givaudan)
FL/FR
corn
2-
acetyl pyridine
FL/FR
creamy
acetoin
FL/FR
acetyl butyryl
FL/FR
acetyl isobutyryl
FL/FR
6-
amyl-alpha-pyrone
FL/FR
octyl isobutyrate
FL/FR
delta-
undecalactone
FL/FR
gamma-
undecalactone (aldehyde C-14 (so-called))
FL/FR
estery
ethyl acetoacetate
FL/FR
ethereal
benzyl laurate
FL/FR
fatty
allyl octanoate
FL/FR
iso
amyl laurate
FL/FR
butyl oleate
FL
coconut absolute
FL/FR
(Z)-
dairy lactone
FL/FR
2,4-
decadien-1-ol
FL/FR
2,4-
decadienal
FL
2-
decenal
FL/FR
dimethyl sulfoxide
FL
(E,E)-2,4-
dodecadienal
FL
ethyl undecylenate
FL/FR
(E,E)-2,4-
heptadienal
FL
2-
heptyl furan
FL/FR
(Z)-3-
hexen-1-yl benzoate
FL/FR
4-
methyl octanoic acid
FL/FR
2,4-
nonadien-1-ol
FL/FR
2,4-
nonadienal
FL
(E,E)-2,4-
nonadienal
FL
2-
nonenal
FL/FR
2,4-
octadien-1-ol
FL
(Z)-3-
octen-1-ol
FL/FR
(E)-2-
octenal
FL/FR
(E)-2-
octenoic acid
FL
(Z)-
oleic acid
FL/FR
tetradecanal
FL/FR
10-
undecenal (aldehyde C-11 undecylenic)
FL/FR
floral
3,7-
dimethyl-6-octenoic acid
FL/FR
jasmin absolute (from pommade)
FL/FR
mimosa concrete france
FL/FR
orris rhizome concrete butter (iris pallida)
FL/FR
fruity
allyl cyclohexyl propionate
FL/FR
allyl hexanoate
FL/FR
amyl hexanoate
FL/FR
gamma-
dodecalactone
FL/FR
ethyl (E)-2-octenoate
FL
ethyl hexanoate
FL/FR
methyl 2-methyl butyrate
FL/FR
octen-1-yl cyclopentanone
FL/FR
strawberry glycidate 1 (aldehyde C-16 (so-called))
FL/FR
iso
valeraldehyde
FL/FR
green
3-
decen-2-one
FL/FR
dihydroxyacetophenone (mixed isomers)
FL
dodecanal dimethyl acetal
FL/FR
(E)-2-
heptenal
FL
(Z)-4-
heptenal
FL/FR
(Z)-4-
heptenal diethyl acetal
FL/FR
hexanal (aldehyde C-6)
FL/FR
(E)-3-
hexen-1-ol
FL/FR
(Z)-3-
hexen-1-yl pyruvate
FL/FR
(E)-2-
hexenal
FL/FR
3-(5-
methyl-2-furyl) butanal
FL
neryl butyrate
FL/FR
(E,Z)-3,6-
nonadien-1-ol
FL/FR
(E,Z)-2,6-
nonadien-1-yl acetate
FL/FR
(E,Z)-2,6-
nonadienal
FL/FR
(E)-2-
nonenal
FL/FR
2,4-
octadienal
FL
(E,E)-2,4-
octadienal
FL
octanal diethyl acetal
FL/FR
(E)-2-
octen-1-yl acetate
FL/FR
herbal
green hexanal
FL/FR
5-
hydroxymethyl furfural
FL
ketonic
3-
heptanone
FL/FR
lactonic
gamma-
octalactone
FL/FR
meaty
12-
methyl tridecanal
FL
sulfurol
FL/FR
melon
propyl 2,4-decadienoate
FL/FR
milky
gamma-
butyrolactone
FL/FR
dextro,laevo-3-(
methyl thio) butanone
FL
musk
dextro,laevo-
muscone
FL/FR
oily
2-
methyl hexanoic acid
FL/FR
petal pyranone
FL/FR
ripe
(E)-4-
decenal
FL/FR
roasted
hexyl mercaptan
FL
soapy
decanoic acid
FL/FR
dodecanal (aldehyde C-12 lauric)
FL/FR
1-
dodecanol
FL/FR
octanoic acid
FL/FR
spicy
allspice leaf oil
FL/FR
cumin seed oil
FL/FR
2-
octanol
FL/FR
sulfurous
roasted butanol
FL
sweet
cyclohexyl acetic acid
FL/FR
waxy
butyl undecylenate
FL/FR
decanol
FL/FR
(E)-2-
decenal
FL/FR
9-
decenoic acid
FL/FR
ethyl undecanoate
FL/FR
methyl 10-undecenoate
FL/FR
methyl undecylenate
FL/FR
myristic acid
FL/FR
nonanol
FL/FR
(Z)-6-
nonen-1-ol
FL/FR
octanol
FL/FR
delta-
tetradecalactone
FL/FR
undecanal
FL/FR
undecanoic acid
FL/FR
2-
undecanone
FL/FR
woody
perilla alcohol
FL/FR
 
Potential Uses:
 emollients
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 acetic acid 9-octadecenyl ester
 acetic acid oleyl ester
 acetic acid, oleyl ester
(9Z)-octadec-9-en-1-yl acetate
(9Z)-octadec-9-en-1-ylacetate
[(Z)-octadec-9-enyl] acetate
(9Z)-9-octadecen-1-ol acetate
9-octadecen-1-ol, acetate, (9Z)-
9-octadecen-1-ol, acetate, (Z)-
9-octadecen-1-ol,1-acetate, (9Z)-
(9Z)-9-octadecen-1-yl acetate
9-octadecen-1-yl acetate
(Z)-9-octadecenyl acetate
cis-9-octadecenyl acetate
 oleylacetate
 

Articles:

PubMed:Loss of Drosophila pheromone reverses its role in sexual communication in Drosophila suzukii.
PubMed:Intra- and interspecific activities of semiochemicals from the sex pheromone gland of the Welsh Clearwing, Synanthedon scoliaeformis.
PubMed:In situ extractive fermentation for the production of hexanoic acid from galactitol by Clostridium sp. BS-1.
PubMed:Ligands for pheromone-sensing neurons are not conformationally activated odorant binding proteins.
PubMed:Chelating DTPA amphiphiles: ion-tunable self-assembly structures and gadolinium complexes.
PubMed:Synthesis of silver-iron oxide nanocomposites by thermal decomposition.
PubMed:Identification and field evaluation of the sex pheromone of Synanthedon bicingulata (Staudinger).
PubMed:Suppression of leopard moth (Lepidoptera: Cossidae) populations in olive trees in Egypt through mating disruption.
PubMed:Protein kinase C-dependent phosphorylation of transient receptor potential canonical 6 (TRPC6) on serine 448 causes channel inhibition.
PubMed:Hydroxytyrosol acyl esters: biosynthesis and activities.
PubMed:Development of an LC-MS/MS assay to determine plasma pharmacokinetics of the radioprotectant octadecenyl thiophosphate (OTP) in monkeys.
PubMed:Quantification of hydrophilic ethoxylates in polysorbate surfactants using diffusion H1 NMR spectroscopy.
PubMed:Identification and field bioassays of the sex pheromone of Synanthedon haitangvora.
PubMed:Chemistry of the cephalic labial gland secretions of male Bombus morrisoni and B. rufocinctus, two North American bumblebee males with perching behavior.
PubMed:Development and biopharmaceutical evaluation of quinupramine-EVA matrix containing penetration enhancer for the enhanced transdermal absorption in rats.
PubMed:An essential role for a CD36-related receptor in pheromone detection in Drosophila.
PubMed:Generalization of courtship learning in Drosophila is mediated by cis-vaccenyl acetate.
PubMed:Enhanced efficacy of triprolidine by transdermal application of the EVA matrix system in rabbits and rats.
PubMed:Co-solvent effects on drag reduction, rheological properties and micelle microstructures of cationic surfactants.
PubMed:[Interaction of acyl derivatives of 3beta-hydroxy-5alpha-cholest-8(14)-en-15-one and 3alpha-hydroxy-5alpha-cholest-8(14)-en-15-one with hepatoma hep G2 cells].
PubMed:Enhanced transdermal delivery of atenolol from the ethylene-vinyl acetate matrix.
PubMed:Purification and characterization of a PMA-stimulated kinase and identification of PMA-induced phosphorylation of a polypeptide that is dephosphorylated by low temperature in Brassica juncea.
PubMed:A Ca(2+)-dependent protein kinase with characteristics of protein kinase C in leaves and mesophyll cell protoplasts from Digitaria sanguinalis: possible involvement in the C(4)-phosphoenolpyruvate carboxylase phosphorylation cascade.
PubMed:Enhanced bioavailability of atenolol by transdermal administration of the ethylene-vinyl acetate matrix in rabbits.
PubMed:Enhanced transdermal delivery of triprolidine from the ethylene-vinyl acetate matrix.
PubMed:Determination of iodine values using 1,3-dibromo-5,5-dimethylhydantoin (DBH) without the employment of chlorinated hydrocarbons. Analytical methods of pharmacopoeias with DBH in respect to environmental and economical concern. Part 17.
PubMed:A dynamic mechanical method for determining the silicone elastomer solubility of drugs and pharmaceutical excipients in silicone intravaginal drug delivery rings.
PubMed:Functional and expression pattern analysis of chemosensory proteins expressed in antennae and pheromonal gland of Mamestra brassicae.
PubMed:Inhibition of cardiac L-type calcium channels by protein kinase C phosphorylation of two sites in the N-terminal domain.
PubMed:Purification and characterization of a novel extracellular lipase catalyzing hydrolysis of oleyl benzoate from Acinetobacter nov. sp. strain KM109.
PubMed:ZmcPKC70, a protein kinase C-type enzyme from maize. Biochemical characterization, regulation by phorbol 12-myristate 13-acetate and its possible involvement in nitrate reductase gene expression.
PubMed:Single step thin-layer chromatographic method for quantitation of enzymatic formation of fatty acid anilides.
PubMed:Activation of protein kinase C induces cortical granule exocytosis in a Ca(2+)-independent manner, but not the resumption of cell cycle in porcine eggs.
PubMed:Differential Effects of Protein Kinase C Activators and Inhibitors on alpha- and beta-Adrenoceptor-mediated Positive Inotropic Effect in Isolated Rabbit Papillary Muscle.
PubMed:Effects of protein kinase C activators and staurosporine on protein kinase activity, cell survival, and proliferation in Tetrahymena thermophila.
PubMed:Bisindolylmaleimide inhibits the PMA-induced down-regulation of collagen synthesis in fibroblasts.
PubMed:Sphingosine derivatives inhibit depolarization-evoked calcium entry in rat GH4C1 cells.
PubMed:Crystal structure of a mixed chain diacylglycerol, 1-stearoyl-3-oleyl-glycerol.
PubMed:Transforming growth factor-beta 1 potentiated alpha 1-adrenergic and stretch-induced c-fos mRNA expression in rat myocardial cells.
PubMed:The renal basolateral transport system for organic anions: properties of the regulation mechanism.
PubMed:Preconditioning protects ischemic rabbit heart by protein kinase C activation.
PubMed:Receptor- and phorbol ester-mediated phospholipase D activation in rat parotid involves two different pathways.
PubMed:Protein kinase C regulates IL-8 and fMLP induced cytoplasmic Ca2+ increase in human granulocytes by receptor modulation measurements by flow cytometry.
PubMed:Leukotriene B4 and C4 production in isolated rat gastric mucosal cells.
PubMed:Modulation of endothelial autacoid release by protein kinase C: feedback inhibition or non-specific attenuation of receptor-dependent cell activation?
PubMed:Intracellular mediation of GnRH action on GTH release in tilapia.
PubMed:Comparison of the action of two protein kinase C activators on dihydropyridine-sensitive Ca2+ channels in neonatal rat ventricular myocytes.
PubMed:Neurohormonal regulation of histamine release from isolated rabbit fundic mucosal cells.
PubMed:Agonist-induced activation of phospholipase D in bovine pulmonary artery endothelial cells: regulation by protein kinase C and calcium.
PubMed:A rise and fall in 1,2-diacylglycerol content signal hexamethylene bisacetamide-induced erythropoiesis.
PubMed:Inhibition of apical Na+ channels in rabbit cortical collecting tubules by basolateral prostaglandin E2 is modulated by protein kinase C.
PubMed:Modulation of luteinizing hormone-stimulated inositol phosphate accumulation by phorbol esters in bovine luteal cells.
PubMed:Purification and properties of extracellular lipase from Pseudomonas aeruginosa EF2.
PubMed:Effects of protein kinase A and calcium/phospholipid-dependent kinase modulators in the process of HL-60 cell differentiation: their opposite effects between HL-60 cell and K-562 cell differentiation.
PubMed:Signal transduction and the regulation of actin conformation during myeloid maturation: studies in HL60 cells.
PubMed:Lipid trafficking between high density lipoproteins and Babesia divergens-infected human erythrocytes.
PubMed:Membrane stabilizing effect of vitamin E: existence of a hydrogen bond between alpha-tocopherol and phospholipids in bilayer liposomes.
PubMed:Direct and cytokine-mediated activation of protein kinase C induces human immunodeficiency virus expression in chronically infected promonocytic cells.
PubMed:Development of pheromone lure for monitoring field populations ofEoreuma loftini (Lepidoptera: Pyralidae).
PubMed:Protein kinase-c activation inhibits tyrosine phosphorylation of the c-met protein.
PubMed:Ultraviolet stimulated melanogenesis by human melanocytes is augmented by di-acyl glycerol but not TPA.
PubMed:Activators of protein kinase C enhance accumulation of interferon-beta mRNA in murine cell lines.
PubMed:Effects of protein kinase C stimulation and free Ca2+ rise in mammalian egg activation.
PubMed:Dufour gland contents of three species ofMyrmecia (Hymenoptera: Formicidae), primitive ants of australia.
PubMed:Effects of luminal Na+ on single Na+ channels in A6 cells, a regulatory role for protein kinase C.
PubMed:Protein kinase C modulates neurotransmitter responses in Xenopus oocytes injected with rat brain RNA.
PubMed:Aggregation pheromone ofDrosophila mauritiana, Drosophila yakuba, andDrosophila rajasekari.
PubMed:Aggregation pheromone characterization and comparison inDrosophila ananassae andDrosophila bipectinata.
PubMed:(Z)-11-Eicosenyl acetate, an aggregation pheromone inDrosophila malerkotliana.
PubMed:Response of aequorin-loaded platelets to activators of protein kinase C.
PubMed:Protein kinase C modulates actin conformation in human T lymphocytes.
PubMed:In vitro alterations of L-asparaginase activity of Tetrahymena pyriformis by lipids.
PubMed:The multifunctional Ca2+/calmodulin-dependent protein kinase mediates Ca2+-dependent phosphorylation of tyrosine hydroxylase.
PubMed:Tumor necrosis factor receptors and cytocidal activity are down-regulated by activators of protein kinase C.
PubMed:Effect of diterpene esters on actin cytoskeleton of SV40-transformed keratinocytes is not reproduced by diacylglycerols.
PubMed:Components of female sex pheromone ofEoreuma loftini Dyar.
PubMed:Phorbol esters inhibit adenylate cyclase activity in cultured collecting tubular cells.
PubMed:[Regulation of glucose metabolism by insulin: dual role of protein kinase C].
PubMed:1,2-Diacylglycerols but not phorbol esters stimulate sphingomyelin hydrolysis in GH3 pituitary cells.
PubMed:Ca2+-stimulated catecholamine release from alpha-toxin-permeabilized PC12 cells: biochemical evidence for exocytosis and its modulation by protein kinase C and G proteins.
PubMed:Alpha-adrenoceptor stimulation, but not muscarinic stimulation, increases cyclic AMP accumulation in brain slices due to protein kinase C mediated enhancement of adenosine receptor effects.
PubMed:Downregulation of tumor necrosis factor (TNF) sensitivity via modulation of TNF binding capacity by protein kinase C activators.
PubMed:Parathyroid hormone induction of creatine kinase activity and DNA synthesis is mimicked by phospholipase C, diacylglycerol and phorbol ester.
PubMed:Inhibition of insect juvenile hormone synthesis by phorbol 12-myristate 13-acetate.
PubMed:[Calcium, phospholipase C and protein kinase C stimulate prostaglandin secretion of isolated gastric mucosa cells of the human].
PubMed:(Z)-11-octadecenyl acetate, an aggregation pheromone inDrosophila simulans.
PubMed:Parallel changes in amino acid transport and protein kinase C localization in LLC-PK1 cells treated with TPA or diradylglycerols.
PubMed:Regulation of calcium channels in aortic muscle cells by protein kinase C activators (diacylglycerol and phorbol esters) and by peptides (vasopressin and bombesin) that stimulate phosphoinositide breakdown.
PubMed:Effects of phorbol esters and a diacylglycerol on the mouse sperm acrosome reaction induced by the zona pellucida.
PubMed:Rapid modulation of tumor necrosis factor membrane receptors by activators of protein kinase C.
PubMed:[Phorbol ester or diacylglycerol modulates somatostatin binding to its receptors on rat pancreatic acinar cell membranes].
PubMed:Insulin stimulation of glucose metabolism in rat adipocytes: possible implication of protein kinase C.
PubMed:Synergy between phorbol esters, 1-oleyl-2-acetylglycerol, urushiol, and calcium ionophore in eliciting aggregation of marine sponge cells.
PubMed:Biosynthesis of paf-acether: VIII: Impairment of paf-acether production in activated macrophages does not depend upon acetyltransferase activity.
PubMed:Phorbol ester or diacylglycerol modulates somatostatin binding to its receptors on rat pancreatic acinar cell membranes.
PubMed:cis-Vaccenyl acetate as an aggregation pheromone inDrosophila melanogaster.
PubMed:Phorbol ester- and diacylglycerol-mediated desensitization of cardiac beta-adrenergic receptors.
PubMed:Effect of various excitatory agonists on the secretion of 5-hydroxytryptamine from permeabilised human platelets induced by Ca2+ in the presence or absence of GTP.
PubMed:Activation of protein kinase C in neutrophil cytoplasts. Localization of protein substrates and possible relationship with stimulus-response coupling.
PubMed:Diacylglycerol modulates binding and phosphorylation of the epidermal growth factor receptor.
PubMed:Thrombin and activators of protein kinase C modulate secretory responses of permeabilised human platelets induced by Ca2+.
PubMed:Cyclic nucleotides control a system which regulates Ca2+ sensitivity of platelet secretion.
PubMed:Fat Metabolism in Higher Plants: LVII. A Comparison of Fatty Acid-Synthesizing Enzymes in Chloroplasts Isolated from Mature and Immature Leaves of Spinach.
PubMed:Studies on acetyl-coenzyme A synthetase of yeast: inhibition by long-chain acyl-coenzyme A esters.
 
Notes:
Used as a food additive [EAFUS]
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