11-dodecenoic acid
11-lauroleic acid
 
Notes:
Used as a food additive [EAFUS]
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      Product(s):
      65423-25-8 11-Dodecenoic Acid
       
  • CSA
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CAS Number: 65423-25-8Picture of molecule3D/inchi
FDA UNII: 49K7IVS77N
Nikkaji Web: J98.081A
XlogP3: 4.40 (est)
Molecular Weight: 198.30574000
Formula: C12 H22 O2
NMR Predictor: Predict (works with chrome or firefox)
Category: flavoring 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
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Pubchem Patents: Search
PubMed: Search
NCBI: Search
JECFA Food Flavoring: 1635  11-dodecenoic acid
FEMA Number: 4355 dodec-11-enoic acid
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):65423-25-8 ; 11-DODECENOIC ACID
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Physical Properties:
Appearance: colorless clear liquid (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Specific Gravity: 0.89000 to 0.89700 @  25.00 °C.
Pounds per Gallon - (est).: 7.406 to  7.464
Refractive Index: 1.44700 to 1.45700 @  20.00 °C.
Melting Point: 20.00 °C. @ 760.00 mm Hg
Boiling Point: 303.19 °C. @ 760.00 mm Hg (est)
Vapor Pressure: 0.000210 mmHg @ 25.00 °C. (est)
Flash Point: 392.00 °F. TCC ( 200.00 °C. )
logP (o/w): 4.365 (est)
Soluble in:
 alcohol
 water, 7.817 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
Odor Type: fatty
 
Odor Strength: medium ,
recommend smelling in a 10.00 % solution or less
 
 fatty  citrus  aldehydic  
Odor Description:
at 10.00 % in dipropylene glycol. 
fatty citrus aldehydic
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Axsyn
For experimental / research use only.
11-Dodecenoic acid
BOC Sciences
For experimental / research use only.
11-Dodecenoic Acid
Parchem
11-dodecenoic acid
Chemical Sources Association
Need This Item for Flavor/Food?: You can contact the CSA
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Safety Information:
 
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
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Safety in Use Information:
Category: flavoring agents
Recommendation for 11-dodecenoic acid usage levels up to:
 not for fragrance use.
 
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
Click here to view publication 23
 average usual ppmaverage maximum ppm
baked goods: 0.200009.00000
beverages(nonalcoholic): --
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: --
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: --
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: 0.010000.20000
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --
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Safety References:
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 125207
National Institute of Allergy and Infectious Diseases: Data
 dodec-11-enoic acid
Chemidplus: 0065423258
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References:
 dodec-11-enoic acid
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 65423-25-8
Pubchem (cid): 125207
Pubchem (sid): 135081218
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (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
CHEBI: View
HMDB (The Human Metabolome Database): HMDB32248
FooDB: FDB009340
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
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Potential Blenders and core components note
 
For Odor
aldehydic
aldehydic
 citronellyl oxyacetaldehydeFL/FR
 dodecanal (aldehyde C-12 lauric)FL/FR
(Z)-4-dodecenalFL/FR
 green hexanalFL/FR
citrus
 citrus limon peel oil expressedFL/FR
 citrus paradisi peel extractFL/FR
4-decenalFL/FR
(Z)-4-decenalFL/FR
(E)-4-decenalFL/FR
 lemon oil c.p. californiaFL/FR
 lemon oil c.p. furocoumarin reducedFL/FR
 lemon specialtyFL/FR
 orange fruit oilFL/FR
blood orange oil italyFL/FR
(E)-2-tetradecenalFL/FR
 tetrahydrocitralFL/FR
 decanoic acidFL/FR
(E)-2-decen-1-olFL/FR
2-decen-1-olFL/FR
(E)-2-nonenalFL/FR
floral
 citronellalFL/FR
fruity
 decanal methyl enol etherFL/FR
(E)-2-undecenalFL/FR
 octanal diethyl acetalFL/FR
waxy
 myristic acidFL/FR
 
For Flavor
 
No flavor group found for these
(E)-2-decen-1-olFL/FR
4-decenalFL/FR
(Z)-4-dodecenalFL/FR
2,3-epoxydecanalFL
2,3-epoxyheptanalFL
2,3-epoxyoctanalFL
 lemon specialtyFL/FR
 tetrahydrocitralFL/FR
 decanal methyl enol etherFL/FR
citrus
 citronellyl oxyacetaldehydeFL/FR
 citrus limon peel oil expressedFL/FR
 citrus paradisi peel extractFL/FR
(Z)-4-decenalFL/FR
 lemon oil c.p. californiaFL/FR
 lemon oil c.p. furocoumarin reducedFL/FR
 orange fruit oilFL/FR
blood orange oil italyFL/FR
fatty
2,4-decadienalFL
(E,E)-2,4-dodecadienalFL
floral
 citronellalFL/FR
green
(E,E)-2,4-hexadienalFL
(E)-2-nonenalFL/FR
 octanal diethyl acetalFL/FR
herbal
 green hexanalFL/FR
ripe
(E)-4-decenalFL/FR
soapy
 decanoic acidFL/FR
 dodecanal (aldehyde C-12 lauric)FL/FR
waxy
2-decen-1-olFL/FR
 myristic acidFL/FR
(E)-2-tetradecenalFL/FR
(E)-2-undecenalFL/FR
 
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Potential Uses:
 citrusFL
 fatFL
 meatFL
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Occurrence (nature, food, other): note
 litsea lii var. nunkao-tahangensis
Search Trop  Picture
 macadamia oil
Search Trop  Picture
 persea bombycina (king ex hook. f.) kost
Search Trop  Picture
 persea duthiei
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Synonyms:
 dodec-11-enoic acid
11-lauroleic acid
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Articles:
PubMed: Cytochrome P450-dependent desaturation of lauric acid: isoform selectivity and mechanism of formation of 11-dodecenoic acid.
PubMed: Effects of steric bulk and conformational rigidity on fatty acid omega hydroxylation by a cytochrome P450 4A1 fusion protein.
PubMed: In vitro hydroxylation and epoxidation of some isomeric lauric acid analogs by rat liver microsomes. Identification of metabolites and effects of clofibrate or phenobarbital pretreatment.
PubMed: Active site structure and substrate specificity of cytochrome P450 4A1: steric control of ligand approach perpendicular to heme plane.
PubMed: Fate of a terminal olefin with Drosophila microsomes and its inhibitory effects on some P-450 dependent activities.
PubMed: Cytochrome p-450-dependent hydroxylation of lauric Acid at the subterminal position and oxidation of unsaturated analogs in wheat microsomes.
PubMed: Regioselectivity of a plant lauric acid omega hydroxylase. Omega hydroxylation of cis and trans unsaturated lauric acid analogs and epoxygenation of the terminal olefin by plant cytochrome P-450.
PubMed: The catalytic site of rat hepatic lauric acid omega-hydroxylase. Protein versus prosthetic heme alkylation in the omega-hydroxylation of acetylenic fatty acids.
PubMed: Differential inactivation of plant lauric acid omega- and in-chain-hydroxylases by terminally unsaturated fatty acids.
PubMed: Autocatalytic inactivation of plant cytochrome P-450 enzymes: selective inactivation of the lauric acid in-chain hydroxylase from Helianthus tuberosus L. by unsaturated substrate analogs.
PubMed: Specific inactivation of hepatic fatty acid hydroxylases by acetylenic fatty acids.
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