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

linolenic acid
cis-9,cis-12,cis-15-octadecatrienoic acid

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Name:(9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid
CAS Number: 463-40-1Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:207-334-8
FDA UNII: 0RBV727H71
Nikkaji Web:J5.773H
Beilstein Number:1727693
MDL:MFCD00065720
CoE Number:695
XlogP3:5.90 (est)
Molecular Weight:278.43550000
Formula:C18 H30 O2
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:cosmetic, 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
 
Physical Properties:
Appearance:colorless to yellow clear liquid (est)
Assay: 90.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:0.91000 to 0.92000 @ 25.00 °C.
Pounds per Gallon - (est).: 7.572 to 7.655
Refractive Index:1.47900 to 1.48100 @ 20.00 °C.
Melting Point: -11.00 to -10.00 °C. @ 760.00 mm Hg
Boiling Point: 230.00 to 231.00 °C. @ 1.00 mm Hg
Flash Point:> 230.00 °F. TCC ( > 110.00 °C. )
logP (o/w): 6.460
Shelf Life: 12.00 month(s) or longer if stored properly.
Storage:refrigerate in tightly sealed containers.
Soluble in:
 alcohol
 water, 0.1236 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Strength:none
Odor Description:at 100.00 %. faint fatty
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: antistatic agents
cleansing agents
hair conditioning
perfuming agents
skin conditioning
skin conditioning - emollient
surfactants
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Linolenic acid 97%
Beijing Lys Chemicals
Natural a-Linolenic acid
BOC Sciences
For experimental / research use only.
a-Linolenic acid >98%
Changsha Organic Herb
Gamma-Linolenic Acid (GLA)
Ernesto Ventós
LINOLENIC ACID NATURAL
Odor: WOODY, GREEN
ExtraSynthese
For experimental / research use only.
Linolenic Acid (GC) ≥96% (sum of isomers)
Glentham Life Sciences
Linolenic acid
Indukern F&F
LINOLENIC ACID
Inoue Perfumery
LINOLENIC ACID
Penta International
LINOLENIC ACID NATURAL
Penta International
LINOLENIC ACID
Santa Cruz Biotechnology
For experimental / research use only.
a-Linolenic Acid >98%
Sigma-Aldrich
For experimental / research use only.
Linolenic Acid analytical standard
TCI AMERICA
For experimental / research use only.
Linolenic Acid >70.0%(GC)
Tianjin Danjun International
Linolenic acid
WholeChem
Linolenic acid
 
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, flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 110.00 (μg/capita/day)
 
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):

Review of substances/agents that have direct beneficial effect on the environment: mode of action and assessment of efficacy
View page or View pdf

EPI System: View
ClinicalTrials.gov:search
Daily Med:search
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):463-40-1
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5280934
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
(9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid
Chemidplus:0000463401
EPA/NOAA CAMEO:hazardous materials
 
References:
 (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:463-40-1
Pubchem (cid):5280934
Pubchem (sid):134973662
 
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
CHEBI:View
CHEMBL:View
Golm Metabolome Database:Search
KEGG (GenomeNet):C06427
HMDB (The Human Metabolome Database):HMDB01388
FooDB:FDB012462
Export Tariff Code:2916.15.1000
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
 antistatic agents
 emollients
 hair conditioning
 skin conditioning
 surfactants
 
Occurrence (nature, food, other):note
 almond seed
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 apple fruit
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 asparagus shoot
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 avocado fruit
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 banana fruit
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 banana plant
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 barley leaf
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 barley seed
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 basil seed
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 basswood wood
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 bay laurel plant
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 bean asparagus bean fruit
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 bean asparagus bean seed
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 bean banner bean seed
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 bean black bean fruit
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 bean black bean seed
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 bean black bean sprout
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 bean fava bean
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 bean fava bean seed
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 bean field bean seed
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 bean mat bean seed
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 bean mung bean seed
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 bean mung bean sprout
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 bean winged bean leaf
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 bean winged bean seed
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 bean winged bean tuber
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 bean yam bean seed
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 beet leaf
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 beet root
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 black gram seed
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 borage seed
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 borage seed oil
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 borage seed oil
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 brazil nut
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 breadfruit seed
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 broccoli asparagus broccoli leaf
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 brussel sprout leaf
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 buckthorn sea buckthorn
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 buckthorn sea buckthorn seed
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 buckwheat pollen
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 buckwheat seed
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 burdock fruit
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 butternut seed
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 cabbage leaf
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 cabbage savoy cabbage
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 cacao plant
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 cantaloupe cotyledon
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 caper plant
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 caraway seed
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 cardamom fruit
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 cardamom seed
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 carob bean seed
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 carrot root
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 carrot seed
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 cashew nut
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 cassava root
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 cayenne fruit
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 celery seed
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 champaca concrete @ 0.50%
Data GC Search Trop Picture
 cherimoya fruit
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 cherry sour cherry fruit
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 chickpea seed
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 chicory leaf
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 chicory root
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 chive leaf
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 cichorium intybus l. root extract @ 2.45%
Data GC Search Trop Picture
 coffee bean
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 corn seed
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 cress garden cress leaf
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 cress garden cress seed
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 cucumber cotyledon
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 cucumber fruit
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 currant black currant fruit
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 currant black currant seed oil
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 currant red currant fruit
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 dandelion pollen
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 dandelion root
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 dill seed
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 eggplant fruit
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 elder black elder flower
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 endive leaf
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 evening-primrose leaf
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 evening-primrose oil
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 evening-primrose seed
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 evening-primrose seed oil
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 fenugreek seed oil
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 fig seed
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 flax
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 flax flower
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 flax seed
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 flax seed oil
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 flax sprout
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 garlic bulb
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 garlic plant
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 genet absolute @ 26.00%
Data GC Search Trop Picture
 ginger root
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 ginkgo biloba fruit
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 ginkgo biloba leaf
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 ginkgo biloba seed
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 gooseberry fruit
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 grape fruit
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 grape seed oil
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 guava fruit
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 guava seed
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 guava strawberry guava fruit
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 kohlrabi stem
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 leek wild leek plant
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 lentil seed
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 lentil sprout
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 lettuce leaf
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 lime fruit
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 linden little-leaf linden
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 lotus indian lotus rhizome
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 lotus indian lotus seed
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 lupine white lupine seed
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 mallow jew's mallow leaf
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 mallow jew's mallow seed
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 mandarin fruit
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 mango fruit
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 marjoram seed
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 melon bitter melon cotyledon
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 melon bitter melon fruit
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 melon bitter melon seed oil
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 mustard white mustard seed
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 onion bulb
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 orange fruit
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 oregano plant
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 papaya fruit
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 papaya seed
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 papaya seed oil
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 parsnip root
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 passion fruit seed
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 pea black-eyed pea seed
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 pea black-eyed pea shoot
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 pea fruit
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 pea pigeon pea seed
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 pea seed
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 peach fruit
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 peanut seed
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 pear fruit
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 pepper bell pepper fruit
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 pepper black pepper fruit
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 pepper black pepper seed
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 peppermint leaf
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 pine pinyon pine seed
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 pineapple fruit
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 pistachio nut
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 pomegranate seed
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 poppy opium poppy seed
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 potato sweet potato root
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 potato tuber
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 purslane herb
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 purslane seed
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 quince seed
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 radish root
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 raspberry red raspberry fruit
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 raspberry red raspberry seed oil
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 rice seed
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 rosemary leaf
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 rue seed
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 rugula seed
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 rye seed
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 safflower seed
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 saffron
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 saffron stigma
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 sage fruit oil
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 sage seed
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 savory summer savory seed
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 sesame seed
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 sesame seed oil
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 shea tree seed oil
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 sorrel garden sorrel leaf
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 soybean plant
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 soybean seed
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 soybean sprout
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 spearmint leaf
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 spinach leaf
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 spinach plant
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 spinach sea spinach leaf
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 squash summer squash fruit
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 sunflower seed
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 tamarind seed oil
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 taro leaf
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 taro root
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 tarragon plant
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 tea leaf
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 thyme plant
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 thyme seed
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 tomato fruit
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 walnut black walnut nut
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 walnut english walnut nut
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 wheat plant
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 yam mountain yam root
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Synonyms:
alpha-linolenic acid
 linolenicacid
 octadeca-9,12,15-trienoic acid
(9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid
(Z,Z,Z)-octadeca-9,12,15-trienoic acid
(9Z,12Z,15Z)-octadecatrienoic acid
(all-Z)-9,12,15-octadecatrienoic acid
(Z,Z,Z)-9,12,15-octadecatrienoic acid
9,12,15-all-cis-octadecatrienoic acid
9Z,12Z,15Z-octadecatrienoic acid
all cis-9,12,15-octadecatrienoic acid
all-cis-9,12,15-octadecatrienoic acid
cis-9,cis-12,cis-15-octadecatrienoic acid
cis-delta9,12,15-octadecatrienoic acid
cis,cis,cis-9,12,15-octadecatrienoic acid
9,12,15-octadecatrienoic acid, (9Z,12Z,15Z)-
9,12,15-octadecatrienoic acid, (Z,Z,Z)-
 octadecatrienoic acid, 9,12,15-(Z,Z,Z)-
 

Articles:

PubMed:Designer laying hen diets to improve egg fatty acid profile and maintain sensory quality.
J-Stage:In Vivo Anti-Tumor Activity of a New Doxorubicin Conjugate via a-Linolenic Acid
PubMed:Model studies on the key aroma compounds formed by an oxidative degradation of ω-3 fatty acids initiated by either copper(II) ions or lipoxygenase.
PubMed:Flavor of cold-hardy grapes: impact of berry maturity and environmental conditions.
PubMed:Milk volatile organic compounds and fatty acid profile in cows fed timothy as hay, pasture, or silage.
PubMed:Effects of feeding flaxseed or sunflower-seed in high-forage diets on beef production, quality and fatty acid composition.
PubMed:Significant influence of particular unsaturated fatty acids and pH on the volatile compounds in meat-like model systems.
PubMed:Effects of forage species or concentrate finishing on animal performance, carcass and meat quality.
PubMed:Blood and tissue fatty acid compositions, lipoprotein levels, performance and meat flavor of broilers fed fish oil: changes in the pre- and post-withdrawal design.
PubMed:Oxidative stability and consumer acceptance of fish oil fortified nutrition bars.
PubMed:Influence of lipid content and lipoxygenase on flavor volatiles in the tomato peel and flesh.
PubMed:Fatty acid profile and sensory characteristics of table eggs from laying hens fed hempseed and hempseed oil.
PubMed:Effect of flax addition on the flavor profile and acceptability of bagels.
PubMed:The effect of flaxseed supplementation on growth, carcass characteristics, fatty acid profile, retail shelf life, and sensory characteristics of beef from steers finished on grasslands of the northern Great Plains.
PubMed:Chia (Salvia hispanica L.) seed as an n-3 fatty acid source for finishing pigs: effects on fatty acid composition and fat stability of the meat and internal fat, growth performance, and meat sensory characteristics.
PubMed:Comparative analysis of essential oils from eight herbal medicines with pungent flavor and cool nature by GC-MS and chemometric resolution methods.
PubMed:Early deposition of n-3 fatty acids from tuna oil in lean and adipose tissue of fattening pigs is mainly permanent.
PubMed:A novel photometric method for evaluation of the oxidative stability of virgin olive oils.
PubMed:Utilization of okara, a byproduct from soymilk production, through the development of soy-based snack food.
PubMed:Effects of grain processing and dietary lipid source on performance, carcass characteristics, plasma fatty acids, and sensory properties of steaks from finishing cattle.
PubMed:Mapping of the loci controlling oleic and linolenic acid contents and development of fad2 and fad3 allele-specific markers in canola (Brassica napus L.).
PubMed:Characterization of (E,E,Z)-2,4,6-nonatrienal as a character impact aroma compound of oat flakes.
PubMed:Production of gamma-lactones by the brown-rot basidiomycete Piptoporus soloniensis.
PubMed:A simple and efficient system for green note compound biogenesis by use of certain lipoxygenase and hydroperoxide lyase sources.
PubMed:Oil quality and sensory evaluation of almond (Prunus amygdalus) stored after electron beam processing.
PubMed:Comparison of fatty acid and polar lipid contents of tubers from two potato species, Solanum tuberosum and Solanum phureja.
PubMed:Feeding encapsulated ground full-fat soybeans to increase polyunsaturated fat concentrations and effects on flavor volatiles in fresh lamb.
PubMed:Identification of a specific isoform of tomato lipoxygenase (TomloxC) involved in the generation of fatty acid-derived flavor compounds.
PubMed:Identification and sensory evaluation of volatile compounds in oxidized porcine liver.
PubMed:Aroma compounds of fresh milk from New Zealand cows fed different diets.
PubMed:The homolytic and heterolytic fatty acid hydroperoxide lyase-like activities of hematin.
PubMed:Gas chromatographic analysis of total fatty acids in cider.
PubMed:Effects of forage vs grain feeding on carcass characteristics, fatty acid composition, and beef quality in Limousin-cross steers when time on feed is controlled.
PubMed:Developmental and growth temperature regulation of two different microsomal omega-6 desaturase genes in soybeans.
PubMed:Effects of dietary alpha-linolenic acid and strain of hen on the fatty acid composition, storage stability, and flavor characteristics of chicken eggs.
PubMed:Effects of ground flaxseed in swine diets on pig performance and on physical and sensory characteristics and omega-3 fatty acid content of pork: II. Duration of 15% dietary flaxseed.
PubMed:Incorporation of different types of n-3 fatty acids into tissue lipids of poultry.
 
Notes:
a fatty acid that is found in plants and involved in the formation of prostaglandins. An essential fatty acid alpha-Linolenic acid (Not to be confused with linoleic acid) is an organic compound found in many common vegetable oils. In terms of its structure, it is named all-cis-9,12,15-octadecatrienoic acid. In physiological literature, it is given the name 18:3 (n?3). (Wikipedia)
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