Petroselenic-acid

Petroselinic acid is a natural f octadec-6-enoic acid, a long-chain fatty acid found in Agaricus blazei, Angelica ternata. Recently, PSA was shown to inhibit S. aureus biofilm formation and the enzymatic activity of Staphylococcus aureus lipase and biofilm formation

General

Type : Fatty acid, Natural

Chemical_Nomenclature : (Z)-octadec-6-enoic acid

Canonical SMILES : CCCCCCCCCCCC=CCCCCC(=O)O

InChI : InChI=1S\/C18H34O2\/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20\/h12-13H,2-11,14-17H2,1H3,(H,19,20)\/b13-12-

InChIKey : CNVZJPUDSLNTQU-SEYXRHQNSA-N

Other name(s) : (Z)-Octadec-6-enoic acid  ||  cis-6-Octadecenoic acid  ||  Petroselenic acid  ||  Petroselic acid  ||  PSA  ||  CHEBI:28194  ||  SCHEMBL93332  ||  C18:1n-12  ||  18:1(N-12)  ||  CHEMBL3139878  ||  4I1


MW : 282.5

Formula : C18H34O2

CAS_number : 593-39-5

PubChem : 5281125

UniChem : CNVZJPUDSLNTQU-SEYXRHQNSA-N

Target

Families : Petroselenic-acid ligand of proteins in family
Bacterial_lip_FamI.6

Structure :
8K7Q 8K7P 8YIB

Protein :
staau-lipas

References (6)

Title : Crystal structure of Staphylococcus aureus lipase complex with unsaturated petroselinic acid - Kitadokoro_2024_FEBS.Open.Bio__
Author(s) : Kitadokoro J , Kamitani S , Okuno Y , Hikima T , Yamamoto M , Hirokawa T , Kitadokoro K
Ref : FEBS Open Bio , : , 2024
Abstract :
PubMedSearch : Kitadokoro_2024_FEBS.Open.Bio__
PubMedID: 38757397

Title : Inhibition of Staphylococcus aureus Biofilm Formation and Virulence Factor Production by Petroselinic Acid and Other Unsaturated C18 Fatty Acids - Lee_2022_Microbiol.Spectr_10_e0133022
Author(s) : Lee JH , Kim YG , Lee J
Ref : Microbiol Spectr , 10 :e0133022 , 2022
Abstract :
PubMedSearch : Lee_2022_Microbiol.Spectr_10_e0133022
PubMedID: 35647620

Title : A plasma fatty acid profile associated to type 2 diabetes development: from the CORDIOPREV study - Villasanta-Gonzalez_2022_Eur.J.Nutr_61_843
Author(s) : Villasanta-Gonzalez A , Alcala-Diaz JF , Vals-Delgado C , Arenas AP , Cardelo MP , Romero-Cabrera JL , Rodriguez-Cantalejo F , Delgado-Lista J , Malagon MM , Perez-Martinez P , Schulze MB , Camargo A , Lopez-Miranda J
Ref : Eur J Nutr , 61 :843 , 2022
Abstract :
PubMedSearch : Villasanta-Gonzalez_2022_Eur.J.Nutr_61_843
PubMedID: 34609622

Title : Petroselinic acid from dietary triacylglycerols reduces the concentration of arachidonic acid in tissue lipids of rats - Weber_1995_J.Nutr_125_1563
Author(s) : Weber N , Richter KD , Schulte E , Mukherjee KD
Ref : J Nutr , 125 :1563 , 1995
Abstract :
PubMedSearch : Weber_1995_J.Nutr_125_1563
PubMedID: 7782911

Title : Specificities of the Acyl-Acyl Carrier Protein (ACP) Thioesterase and Glycerol-3-Phosphate Acyltransferase for Octadecenoyl-ACP Isomers (Identification of a Petroselinoyl-ACP Thioesterase in Umbelliferae) - Dormann_1994_Plant.Physiol_104_839
Author(s) : Dormann P , Frentzen M , Ohlrogge JB
Ref : Plant Physiol , 104 :839 , 1994
Abstract :
PubMedSearch : Dormann_1994_Plant.Physiol_104_839
PubMedID: 12232130

Title : Studies on the specificity of a lipase system fromGeotrichum candidum - Marks_1968_Lipids_3_143
Author(s) : Marks TA , Quinn JG , Sampugna J , Jensen RG
Ref : Lipids , 3 :143 , 1968
Abstract :
PubMedSearch : Marks_1968_Lipids_3_143
PubMedID: 17805902