Bis(monoacylglycerol)phosphate

General

Type : Acyl-Glycerol

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

Canonical SMILES : CCCCCCCCC=CCCCCCCCC(=O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCCC=CCCCCCCCC)O)O

InChI : InChI=1S\/C42H79O10P\/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(45)49-35-39(43)37-51-53(47,48)52-38-40(44)36-50-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2\/h17-20,39-40,43-44H,3-16,21-38H2,1-2H3,(H,47,48)\/b19-17-,20-18-\/t39-,40-\/m0\/s1

InChIKey : GNCZTBXGLUHKAP-JOZUOZHYSA-N

Other name(s) : 857135,     CHEBI:139539,     (S,S) 18:1(9Z) BMP,     (S,S)-bis-(3-oleoylglycero)-1-phosphate,     (S,S)-bis-(3-oleoyl-sn-glycero)-1-phosphate,     (S,S)-bis-[3-(9Z-octadecenoyl)glycero]-1-phosphate,     18:1 BMP (S,S),     BMP,     sn-(3-oleoyl-2-hydroxy)-glycerol-1-phospho-sn-1'-(3'-oleoyl-2'-hydroxy)-glycerol,     lysobisphosphatidic acid,     LBPA


MW : 792.07

Formula : C42H79O10P

CAS_number : 1246303-12-7

PubChem :

UniChem :

Iuphar :

Target

Families : ABHD6-Lip

References (5)

Title : Metabolic disease and ABHD6 alter the circulating bis(monoacylglycerol)phosphate profile in mice and humans - Grabner_2019_J.Lipid.Res_60_1020
Author(s) : Grabner GF , Fawzy N , Pribasnig MA , Trieb M , Taschler U , Holzer M , Schweiger M , Wolinski H , Kolb D , Horvath A , Breinbauer R , Rulicke T , Rabl R , Lass A , Stadlbauer V , Hutter-Paier B , Stauber RE , Fickert P , Zechner R , Marsche G , Eichmann TO , Zimmermann R
Ref : J Lipid Res , 60 :1020 , 2019
Abstract : Grabner_2019_J.Lipid.Res_60_1020
ESTHER : Grabner_2019_J.Lipid.Res_60_1020
PubMedSearch : Grabner_2019_J.Lipid.Res_60_1020
PubMedID: 30894461
Gene_locus related to this paper: human-ABHD6

Title : alpha\/beta Hydrolase Domain-containing 6 (ABHD6) Degrades the Late Endosomal\/Lysosomal Lipid Bis(monoacylglycero)phosphate - Pribasnig_2015_J.Biol.Chem_290_29869
Author(s) : Pribasnig MA , Mrak I , Grabner GF , Taschler U , Knittelfelder O , Scherz B , Eichmann TO , Heier C , Grumet L , Kowaliuk J , Romauch M , Holler S , Anderl F , Wolinski H , Lass A , Breinbauer R , Marsche G , Brown JM , Zimmermann R
Ref : Journal of Biological Chemistry , 290 :29869 , 2015
Abstract : Pribasnig_2015_J.Biol.Chem_290_29869
ESTHER : Pribasnig_2015_J.Biol.Chem_290_29869
PubMedSearch : Pribasnig_2015_J.Biol.Chem_290_29869
PubMedID: 26491015
Gene_locus related to this paper: human-ABHD6

Title : Biological function of the cellular lipid BMP-BMP as a key activator for cholesterol sorting and membrane digestion - Gallala_2011_Neurochem.Res_36_1594
Author(s) : Gallala HD , Sandhoff K
Ref : Neurochem Res , 36 :1594 , 2011
Abstract : Gallala_2011_Neurochem.Res_36_1594
ESTHER : Gallala_2011_Neurochem.Res_36_1594
PubMedSearch : Gallala_2011_Neurochem.Res_36_1594
PubMedID: 21136156

Title : Effect of lysosomal storage on bis(monoacylglycero)phosphate - Meikle_2008_Biochem.J_411_71
Author(s) : Meikle PJ , Duplock S , Blacklock D , Whitfield PD , Macintosh G , Hopwood JJ , Fuller M
Ref : Biochemical Journal , 411 :71 , 2008
Abstract : Meikle_2008_Biochem.J_411_71
ESTHER : Meikle_2008_Biochem.J_411_71
PubMedSearch : Meikle_2008_Biochem.J_411_71
PubMedID: 18052935

Title : Role of LBPA and Alix in multivesicular liposome formation and endosome organization - Matsuo_2004_Science_303_531
Author(s) : Matsuo H , Chevallier J , Mayran N , Le Blanc I , Ferguson C , Faure J , Blanc NS , Matile S , Dubochet J , Sadoul R , Parton RG , Vilbois F , Gruenberg J
Ref : Science , 303 :531 , 2004
Abstract : Matsuo_2004_Science_303_531
ESTHER : Matsuo_2004_Science_303_531
PubMedSearch : Matsuo_2004_Science_303_531
PubMedID: 14739459