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 || 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
UniChem : AFSHUZFNMVJNKX-CLFAGFIQSA-N, AFSHUZFNMVJNKX-LLWMBOQKSA-N
Target
Structures : No structure
Families : Carb_B_Chordata, Hormone-sensitive_lipase_like
References (9)
| Title : Molecular determinants for the association of human hormone-sensitive lipase with lipid droplets - Peng_2025_Nat.Commun_16_3497 |
| Author(s) : Peng H , Xu Q , Zhang T , Zhu J , Pan J , Guan X , Feng S , Wu J , Hu Q |
| Ref : Nat Commun , 16 :3497 , 2025 |
| Abstract : |
| PubMedSearch : Peng_2025_Nat.Commun_16_3497 |
| PubMedID: 40221426 |
| Gene_locus related to this paper: human-LIPE |
| 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 |