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544-72-9,MFCD05864026
Catalog No.:AA00DIYY
544-72-9 | 9(Z),11(E),13(Z)-OCTADECATRIENOIC ACID
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1mg
≥98%
1 week  
$152.00   $107.00
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5mg
≥98%
1 week  
$434.00   $304.00
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10mg
≥98%
1 week  
$715.00   $500.00
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Technical Information
Catalog Number:
AA00DIYY
Chemical Name:
9(Z),11(E),13(Z)-OCTADECATRIENOIC ACID
CAS Number:
544-72-9
Molecular Formula:
C18H30O2
Molecular Weight:
278.4296
MDL Number:
MFCD05864026
IUPAC Name:
(9Z,11E,13Z)-octadeca-9,11,13-trienoic acid
InChI:
InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h5-10H,2-4,11-17H2,1H3,(H,19,20)/b6-5-,8-7+,10-9-
InChI Key:
CUXYLFPMQMFGPL-BGDVVUGTSA-N
SMILES:
CCCC/C=C\C=C\C=C/CCCCCCCC(=O)O
UNII:
VFQ03H211O
Properties
Computed Properties
 
Complexity:
301  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
3  
Exact Mass:
278.225g/mol
Formal Charge:
0
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
278.436g/mol
Monoisotopic Mass:
278.225g/mol
Rotatable Bond Count:
13  
Topological Polar Surface Area:
37.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
6.4  

Synonyms
 
punicic acid 
Punicic acid 
(9Z,11E,13Z)-octadeca-9,11,13-trienoic acid 
9c,11t,13c-linolenic acid 
Trichosanoic acid 
octadeca-9c,11t,13c-trienoic acid 
9c,11t,13c-18:3 
C18:3 n-5 cis, 7 trans, 9 cis 
9cis,11trans,13cis-octadecatrienoic acid 
(Z,E,Z)-octadeca-9,11,13-trienoic acid 
9,11,13-Octadecatrienoic acid, (9Z,11E,13Z)- 
C18:3n-5,7,9 
Trichosanic acid 
AC1NQY2H 
9,11,13-Octadecatrienoic acid, (Z,Z,E)- 
cis,trans,cis-9,11,13-Octadecatrienoic acid 
9Z,11E,13Z-octadeca-9,11,13-trienoic acid 
SCHEMBL158967 
CHEBI:8638 
CUXYLFPMQMFGPL-BGDVVUGTSA-N 
Octadeca-9c,11t,13c-triensaeure 
LMFA01030146 
ZINC16343346 
544-72-9 
(9Z,11E,13Z)-octadecatrienoic acid 
C08364 
cis-9, trans-11, cis-13-octadecatrienoic acid 
Eleostearic acid 
PUNICICACID 
CID5281126 
FA(18:3) 
C519714 
24022-76-2 
UNII-VFQ03H211O 
cis-9,trans-11,cis-13-Octadecatrienoic acid 
VFQ03H211O 
9-cis,11-trans,13-cis-octadecatrienoic acid 
9Z,11E,13Z-octadecatrienoic acid 
9(Z),11(E),13(Z)-OCTADECATRIENOIC ACID 
Literature

Title: Protective effect of conjugated linolenic acid isomers present in vegetable oils against arsenite-induced renal toxicity in rat model.

Journal: Nutrition (Burbank, Los Angeles County, Calif.) 20130601

Title: Antioxidant and anti-inflammatory effect of conjugated linolenic acid isomers against streptozotocin-induced diabetes.

Journal: The British journal of nutrition 20120928

Title: Comparative study of hypocholesterolemic and hypolipidemic effects of conjugated linolenic acid isomers against induced biochemical perturbations and aberration in erythrocyte membrane fluidity.

Journal: European journal of nutrition 20120601

Title: Conjugated fatty acid synthesis: residues 111 and 115 influence product partitioning of Momordica charantia conjugase.

Journal: The Journal of biological chemistry 20120511

Title: Xanthigen suppresses preadipocyte differentiation and adipogenesis through down-regulation of PPARγ and C/EBPs and modulation of SIRT-1, AMPK, and FoxO pathways.

Journal: Journal of agricultural and food chemistry 20120201

Title: Activation of PPARγ and δ by dietary punicic acid ameliorates intestinal inflammation in mice.

Journal: The British journal of nutrition 20110901

Title: Short communication: effects of supplementation with pomegranate seed pulp on concentrations of conjugated linoleic acid and punicic acid in goat milk.

Journal: Journal of dairy science 20110801

Title: Pomegranate seed oil, a rich source of punicic acid, prevents diet-induced obesity and insulin resistance in mice.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20110601

Title: Antioxidant effect of vegetable oils containing conjugated linolenic acid isomers against induced tissue lipid peroxidation and inflammation in rat model.

Journal: Chemico-biological interactions 20110425

Title: Ameliorative role of conjugated linolenic acid isomers against oxidative DNA damage induced by sodium arsenite in rat model.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20101201

Title: Punicic acid is an omega-5 fatty acid capable of inhibiting breast cancer proliferation.

Journal: International journal of oncology 20100201

Title: Comparative study of antioxidant activity of alpha-eleostearic acid and punicic acid against oxidative stress generated by sodium arsenite.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20091001

Title: Incorporation and metabolism of punicic acid in healthy young humans.

Journal: Molecular nutrition & food research 20091001

Title: Punicic acid from Trichosanthes kirilowii seed oil is rapidly metabolized to conjugated linoleic acid in rats.

Journal: Journal of medicinal food 20090401

Title: Activation of PPAR gamma and alpha by punicic acid ameliorates glucose tolerance and suppresses obesity-related inflammation.

Journal: Journal of the American College of Nutrition 20090401

Title: Punicic acid a conjugated linolenic acid inhibits TNFalpha-induced neutrophil hyperactivation and protects from experimental colon inflammation in rats.

Journal: PloS one 20090101

Title: Genetically modified rapeseed oil containing cis-9,trans-11,cis-13-octadecatrienoic acid affects body fat mass and lipid metabolism in mice.

Journal: Journal of agricultural and food chemistry 20070502

Title: Re-characterization of three conjugated linolenic acid isomers by GC-MS and NMR.

Journal: Chemistry and physics of lipids 20070201

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