sciadonic acid
 
Notes:
None found
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CAS Number: 7019-85-4Picture of molecule3D/inchi
FDA UNII: 69Y3H52QB5
XlogP3-AA: 6.70 (est)
Molecular Weight: 306.48938000
Formula: C20 H34 O2
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 0.002364 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Santa Cruz Biotechnology
For experimental / research use only.
Eicosatrienoic Acid (5Z,11Z,14Z)
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Safety Information:
Preferred SDS: View
 
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: natural substances and extractives
Recommendation for sciadonic acid usage levels up to:
 not for fragrance use.
 
Recommendation for sciadonic acid flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 445084
National Institute of Allergy and Infectious Diseases: Data
 (5Z,11Z,14Z)-icosa-5,11,14-trienoic acid
Chemidplus: 0007019854
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References:
 (5Z,11Z,14Z)-icosa-5,11,14-trienoic acid
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 445084
Pubchem (cas): 7019-85-4
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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
CHEBI: View
HMDB (The Human Metabolome Database): HMDB31058
FooDB: FDB003059
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 ginkgo biloba
Search Trop  Picture
 pinus sylvestris
Search Trop  Picture
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Synonyms:
(5Z,11Z,14Z)- 5,11,14-eicosatrienoic acid
11,14-eicosatrienoic acid, (Z,Z,Z)-
(5Z,11Z,14Z)-icosa-5,11,14-trienoic acid
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Articles:
PubMed: The Hypotriglyceridemic Effect of Sciadonic Acid is Mediated by the Inhibition of Δ9-Desaturase Expression and Activity.
PubMed: Phospholipid Incorporation of Non-Methylene-Interrupted Fatty Acids (NMIFA) in Murine Microglial BV-2 Cells Reduces Pro-Inflammatory Mediator Production.
PubMed: Isolation of two Δ5 polymethylene interrupted fatty acids from Podocarpus falcatus by countercurrent chromatography.
PubMed: Metabolic conversion of C20 polymethylene-interrupted polyunsaturated fatty acids to essential fatty acids.
PubMed: Incorporation of sciadonic acid into cellular phospholipids reduces pro-inflammatory mediators in murine macrophages through NF-κB and MAPK signaling pathways.
PubMed: Sciadonic acid modulates prostaglandin E2 production by epithelial cells during infection with C. albicans and C. dubliniensis.
PubMed: Eicosadienoic acid differentially modulates production of pro-inflammatory modulators in murine macrophages.
PubMed: Effects of non-methylene-interrupted polyunsaturated fatty acid, sciadonic (all-cis-5,11,14-eicosatrienoic acid) on lipid metabolism in rats.
PubMed: Inhibitory effect of juniperonic acid (Delta-5c,11c,14c,17c-20:4, omega-3) on bombesin-induced proliferation of Swiss 3T3 cells.
PubMed: Metabolic pathway that produces essential fatty acids from polymethylene-interrupted polyunsaturated fatty acids in animal cells.
PubMed: Cloning and characterization of unusual fatty acid desaturases from Anemone leveillei: identification of an acyl-coenzyme A C20 Delta5-desaturase responsible for the synthesis of sciadonic acid.
PubMed: Effects of Japanese Torreya (Torreya nucifera) seed oil on the activities and mRNA expression of lipid metabolism-related enzymes in rats.
PubMed: Effects of Japanese torreya (Torreya nucifera) seed oil on lipid metabolism in rats.
PubMed: Production and protein kinase C activation of diacylglycerols containing polymethylene-interrupted PUFA.
PubMed: Metabolic characterization of sciadonic acid (5c,11c,14c-eicosatrienoic acid) as an effective substitute for arachidonate of phosphatidylinositol.
PubMed: Occurrence of a novel cannabimimetic molecule 2-sciadonoylglycerol (2-eicosa-5',11',14'-trienoylglycerol) in the umbrella pine Sciadopitys verticillata seeds.
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