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593-39-5,MFCD00046561
Catalog No.:AA00EAJQ

593-39-5 | Petroselinic acid

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50mg
≥98%
in stock  
$63.00   $44.00
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100mg
≥98%
in stock  
$112.00   $78.00
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500mg
≥98%
in stock  
$276.00   $193.00
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1g
>98.0%(GC)
in stock  
$396.00   $277.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00EAJQ
Chemical Name:
Petroselinic acid
CAS Number:
593-39-5
Molecular Formula:
C18H34O2
Molecular Weight:
282.4614
MDL Number:
MFCD00046561
SMILES:
CCCCCCCCCCCC=CCCCCC(=O)O
Properties
Computed Properties
 
Complexity:
234  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
15  
XLogP3:
7.3  

Downstream Synthesis Route

[1]Tschernojarowa[ZhurnalObshcheiKhimii,vol.9,p.180][ChemischesZentralblatt,1939,vol.110,#II,p.1044]

71-23-8    593-39-5   
6-chloro-octadecanoicacidpropylester 

[1]Tschernojarowa[ZhurnalObshcheiKhimii,1939,vol.9,p.180][ChemischesZentralblatt,1939,vol.110,#II,p.1044]

[1]Lumb;Smith[JournaloftheChemicalSociety,1952,p.5032,5034]

[2]Plisow;Skornjakowa[ZhurnalObshcheiKhimii,1956,vol.26,p.59,60;engl.Ausg.S.57,58]

[3]Steger;vanLoon[RecueildesTravauxChimiquesdesPays-Bas,1927,vol.46,p.706]Hilditch;Jones[JournaloftheSocietyofChemicalIndustry,1927,vol.46,p.176T][ChemischesZentralblatt,1927,vol.98,#II,p.238]Griffiths;Hilditch[JournaloftheChemicalSociety,1932,p.2315][JournaloftheSocietyofChemicalIndustry,London,1934,vol.53,p.75T]

[4]Vongerichten;Koehler[ChemischeBerichte,1909,vol.42,p.1639]

[1]Clemo;Stevens[JournaloftheChemicalSociety,1952,p.4684]

[2]Janusz,JohnM.;Buckwalter,BrianL.;Young,PatriciaA.;LaHann,ThomasR.;Farmer,RalphW.;etal.[JournalofMedicinalChemistry,1993,vol.36,#18,p.2595-2604]

[3]CurrentPatentAssignee:EqtPartnersAB-US2007/135436,2007,A1Locationinpatent:Page/Pagecolumn5-6

[4]Lin,Hua;Long,JonathanZ.;Roche,AlexanderM.;Svensson,KatrinJ.;Dou,FlorenceY.;Chang,MiRa;Strutzenberg,Timothy;Ruiz,Claudia;Cameron,MichaelD.;Novick,ScottJ.;Berdan,CharlesA.;Louie,SharonM.;Nomura,DanielK.;Spiegelman,BruceM.;Griffin,PatrickR.;Kamenecka,TheodoreM.[JournalofMedicinalChemistry,2018,vol.61,#7,p.3224-3230]

593-39-5   
(6<i>RS</i>,7<i>SR</i>)-6,7-dihydroxy-octadecanoicacid 

[1]Afanassjewski[ZhurnalRusskagoFiziko-KhimicheskagoObshchestva,1915,vol.47,p.2124][ChemischesZentralblatt,1916,vol.87,#II,p.377]

[2]Farooq;Osman[RecueildesTravauxChimiquesdesPays-Bas,1959,vol.78,p.864,869]

[3]Farooq;Osman[RecueildesTravauxChimiquesdesPays-Bas,1959,vol.78,p.864,869]

[4]Afanassjewski[ZhurnalRusskagoFiziko-KhimicheskagoObshchestva,1915,vol.47,p.2124][ChemischesZentralblatt,1916,vol.87,#II,p.377]

[5]Steger;vanLoon[RecueildesTravauxChimiquesdesPays-Bas,1927,vol.46,p.706]Vongerichten;Koehler[ChemischeBerichte,1909,vol.42,p.1639]Hilditch;Jones[JournaloftheSocietyofChemicalIndustry,1927,vol.46,p.176T][ChemischesZentralblatt,1927,vol.98,#II,p.238]

[6]Julietti,F.J.etal.[JournaloftheChemicalSociety,1960,p.4514-4521]

Literature

Title: Specific unsaturated fatty acids enforce the transdifferentiation of human cancer cells toward adipocyte-like cells.

Journal: Stem cell reviews 20111101

Title: Essential oils and fatty acids composition of Tunisian and Indian cumin (Cuminum cyminum L.) seeds: a comparative study.

Journal: Journal of the science of food and agriculture 20110830

Title: Fatty acid and essential oil composition of three Tunisian caraway (Carum carvi L.) seed ecotypes.

Journal: Journal of the science of food and agriculture 20100201

Title: Using a novel petroselinic Acid embedded cellulose acetate membrane to mimic plant partitioning and in vivo uptake of polycyclic aromatic hydrocarbons.

Journal: Environmental science & technology 20100101

Title: Sulfonic-hydroxyl-type heterogemini surfactants synthesized from unsaturated fatty acids.

Journal: Journal of oleo science 20100101

Title: A multifunctional acyl-acyl carrier protein desaturase from Hedera helix L. (English ivy) can synthesize 16- and 18-carbon monoene and diene products.

Journal: The Journal of biological chemistry 20050805

Title: Geranium sanguineum (Geraniaceae) seed oil: a new source of petroselinic and vernolic acid.

Journal: Lipids 20040601

Title: Quantitative 2H NMR analysis of deuterium distribution in petroselinic acid isolated from parsley seed.

Journal: Phytochemistry 20030901

Title: What limits production of unusual monoenoic fatty acids in transgenic plants?

Journal: Planta 20020801

Title: Dibutyrate derivatization of monoacylglycerols for the resolution of regioisomers of oleic, petroselinic, and cis-vaccenic acids.

Journal: Lipids 20020101

Title: An unusual seed-specific 3-ketoacyl-ACP synthase associated with the biosynthesis of petroselinic acid in coriander.

Journal: Plant molecular biology 20011101

Title: The genus Thapsia as a source of petroselinic acid.

Journal: Lipids 20010801

Title: Delbeke EIP, et al. Petroselinic acid purification and its use for the fermentation of new sophorolipids. AMB Express. 2016 Mar;6(1):28.

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