1,2-Diolein

General

Type : Acyl-Glycerol, Diacylglycerol, Fatty acid ester, Water-insoluble medium and long chain ester, Oleate

Chemical_Nomenclature : [3-hydroxy-2-[(Z)-octadec-9-enoyl]oxypropyl] (Z)-octadec-9-enoate, [(2S)-3-hydroxy-2-[(Z)-octadec-9-enoyl]oxypropyl] (Z)-octadec-9-enoate

Canonical SMILES : CCCCCCCCC=CCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCC=CCCCCCCCC

InChI : InChI=1S\/C39H72O5\/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2\/h17-20,37,40H,3-16,21-36H2,1-2H3\/b19-17-,20-18- || InChI=1S\/C39H72O5\/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2\/h17-20,37,40H,3-16,21-36H2,1-2H3\/b19-17-,20-18-\/t37-\/m0\/s1

InChIKey : AFSHUZFNMVJNKX-CLFAGFIQSA-N || AFSHUZFNMVJNKX-LLWMBOQKSA-N

Other name(s) : 1,2-Diolein  ||  1,2-Dioleoylglycerol  ||  1,2-Dioleoyl-rac-glycerol  ||  9-Octadecenoic acid (Z)-, 1-(hydroxymethyl)-1,2-ethanediyl ester  ||  (Z)-3-Hydroxypropane-1,2-diyl dioleate  ||  1,2-Dioleoyl-sn-glycerol  ||  Sn-1,2-Diolein  ||  sn-1,2-Dioleoylglycerol  ||  UNII-0B6KAM5VNK


MW : 621

Formula : C39H72O5

CAS_number : 2442-61-7,    24529-88-2

PubChem : 5497164,    9543716

UniChem : AFSHUZFNMVJNKX-CLFAGFIQSA-N,    AFSHUZFNMVJNKX-LLWMBOQKSA-N

Target

Families : Carb_B_Chordata

References (8)

Title : Carboxylesterase 2 proteins are efficient diglyceride and monoglyceride lipases possibly implicated in metabolic disease - Chalhoub_2021_J.Lipid.Res__100075
Author(s) : Chalhoub G , Kolleritsch S , Maresch LK , Taschler U , Pajed L , Tilp A , Natmessnig H , Rosina P , Kien B , Radner FPW , Schicho R , Oberer M , Schoiswohl G , Haemmerle G
Ref : J Lipid Res , :100075 , 2021
Abstract :
PubMedSearch : Chalhoub_2021_J.Lipid.Res__100075
PubMedID: 33872605
Gene_locus related to this paper: human-CES2 , mouse-Ces2a , mouse-Ces2b , mouse-Ces2c

Title : The lipolytic degradation of highly structured cubic micellar nanoparticles of soy phosphatidylcholine and glycerol dioleate by phospholipase A2 and triacylglycerol lipase - Wadsater_2018_Chem.Phys.Lipids_211_86
Author(s) : Wadsater M , Barauskas J , Tiberg F , Nylander T
Ref : Chemistry & Physic of Lipids , 211 :86 , 2018
Abstract :
PubMedSearch : Wadsater_2018_Chem.Phys.Lipids_211_86
PubMedID: 29132829

Title : In vitro stereoselective hydrolysis of diacylglycerols by hormone-sensitive lipase - Rodriguez_2010_Biochim.Biophys.Acta_1801_77
Author(s) : Rodriguez JA , Ben Ali Y , Abdelkafi S , Mendoza LD , Leclaire J , Fotiadu F , Buono G , Carriere F , Abousalham A
Ref : Biochimica & Biophysica Acta , 1801 :77 , 2010
Abstract :
PubMedSearch : Rodriguez_2010_Biochim.Biophys.Acta_1801_77
PubMedID: 19800417

Title : Isolation and expression of a Malassezia globosa lipase gene, LIP1 - DeAngelis_2007_J.Invest.Dermatol_127_2138
Author(s) : Deangelis YM , Saunders CW , Johnstone KR , Reeder NL , Coleman CG , Kaczvinsky JR, Jr. , Gale C , Walter R , Mekel M , Lacey MP , Keough TW , Fieno A , Grant RA , Begley B , Sun Y , Fuentes G , Youngquist RS , Xu J , Dawson TL, Jr.
Ref : Journal of Investigative Dermatology , 127 :2138 , 2007
Abstract :
PubMedSearch : DeAngelis_2007_J.Invest.Dermatol_127_2138
PubMedID: 17460728
Gene_locus related to this paper: malgo-a8puy1

Title : Further biochemical characterization of human pancreatic lipase-related protein 2 expressed in yeast cells - Eydoux_2007_J.Lipid.Res_48_1539
Author(s) : Eydoux C , De Caro J , Ferrato F , Boullanger P , Lafont D , Laugier R , Carriere F , de Caro A
Ref : J Lipid Res , 48 :1539 , 2007
Abstract :
PubMedSearch : Eydoux_2007_J.Lipid.Res_48_1539
PubMedID: 17401110
Gene_locus related to this paper: human-PNLIPRP2

Title : In vivo and in vitro studies on the stereoselective hydrolysis of tri- and diglycerides by gastric and pancreatic lipases - Carriere_1997_Bioorg.Med.Chem_5_429
Author(s) : Carriere F , Rogalska E , Cudrey C , Ferrato F , Laugier R , Verger R
Ref : Bioorganic & Medicinal Chemistry , 5 :429 , 1997
Abstract :
PubMedSearch : Carriere_1997_Bioorg.Med.Chem_5_429
PubMedID: 9061207

Title : Glyceride synthesis catalyzed by cutinase using the monomolecular film technique - Melo_1995_Biochemistry_34_1615
Author(s) : Melo EP , Ivanova MG , Aires-Barros MR , Cabral JM , Verger R
Ref : Biochemistry , 34 :1615 , 1995
Abstract :
PubMedSearch : Melo_1995_Biochemistry_34_1615
PubMedID: 7849021

Title : Postsynaptic effects of the phorbol ester TPA on frog end-plates - Caratsch_1986_Pflugers.Arch_407_409
Author(s) : Caratsch CG , Grassi F , Molinaro M , Eusebi F
Ref : Pflugers Arch , 407 :409 , 1986
Abstract :
PubMedSearch : Caratsch_1986_Pflugers.Arch_407_409
PubMedID: 3774508