Structure database (LMSD)

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LM IDLMGP14010001
Common NameGlc-GP(18:0/20:4(5Z,8Z,11Z,14Z))
Systematic Name1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1'-β-
D-glucose)
SynonymsGlc-GP(18:0/20:4); phosphatidylglucose(18:0/20:4); PtdGlc(18:0/20:4); Glc-
GP(38:4); Glc-GP(18:0_20:4)
Exact Mass
886.5571 (neutral)    Calculate m/z:
FormulaC47H83O13P
CategoryGlycerophospholipids [GP]
Main ClassGlycosylglycerophospholipids [GP14]
Sub ClassDiacylglycosylglycerophospholipids [GP1401]
PubChem CID9776846
InChIKeyHWGNYTBXBPFQLI-ATBDVFNVSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C47H83O13P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-43(50)58-40(39-57-61(54,55)60-47-46(53)45(52)44(51)41(37-48)59-47)38-56-42(49)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h11,13,17,19,22,24,28,30,40-41,44-48,51-53H,3-10,12,14-16,18,20-21,23,25-27,29,31-39H2,1-2H3,(H,54,55)/b13-11-,19-17-,24-22-,30-28-/t40-,41-,44-,45?,46?,47+/m1/s1
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SMILES
[C@](COP(=O)(O)O[C@@H]1O[C@H](CO)[C@@H](O)C(O)C1O)([H])(OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)COC(CCCCCCCCCCCCCCCCC)=O
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StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms61Rings1Aromatic Rings0Rotatable Bonds41
 van der Waals
Molecular Volume
927.56Topological Polar
Surface Area
200.58Hydrogen
Bond Donors
5Hydrogen
Bond Acceptors
13
 logP12.53Molar
Refractivity
243.82    
LIPID MAPS® abbreviations for glycerophospholipids (GP)

The LIPID MAPS® glycerophospholipid abbreviations (PC, PE, etc.) are used here to refer to species with one or two radyl side-chains where the structures of the side chains are indicated within parentheses in the 'Headgroup(sn1/sn2)' format (e.g. PC(16:0/18:1(9Z)). By default, R stereochemistry at the C-2 carbon of glycerol and attachment of the headgroup at the sn3 position is assumed. Also, acyl chains are assumed by default. The 'O-' prefix is used to indicate the presence of an alkyl ether substituent e.g. PC(O-16:0/18:1(9Z)), whereas the 'P-' prefix is used for the 1Z-alkenyl ether (Plasmalogen) substituent e.g. PC(P-16:0/18:1(9Z)).

For molecules with opposite (S) stereochemistry at C2 of the glycerol group and attachment of the headgroup at the sn1 position, the stereochemistry specification of [S] is appended to the abbreviation. The 'Headgroup(sn3/sn2)' abbreviation format is used.

For molecules with unknown stereochemistry at the C-2 carbon of the glycerol group, the stereochemistry specification of [U] is appended to the abbreviation and the structure is drawn with C-2 stereochemistry unspecified.