Structure database (LMSD)

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LM IDLMGP10020025
Common NamePA(O-18:0/17:0)
Systematic Name1-octadecyl-2-heptadecanoyl-glycero-3-phosphate
SynonymsPA(O-35:0); PA(O-18:0/17:0)
Exact Mass
676.5407 (neutral)    Calculate m/z:
FormulaC38H77O7P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphates [GP10]
Sub Class1-alkyl,2-acylglycerophosphates [GP1002]
AbbrevPA O-35:0
Abbrev ChainsPA O-18:0/17:0
PubChem CID52929588
SWISSLIPIDS IDSLM:000046073
InChIKeyXKUXTTUIDNEEAZ-DIPNUNPCSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C38H77O7P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-43-35-37(36-44-46(40,41)42)45-38(39)33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h37H,3-36H2,1-2H3,(H2,40,41,42)/t37-/m1/s1
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SMILES
[C@](COP(=O)(O)O)([H])(OC(CCCCCCCCCCCCCCCC)=O)COCCCCCCCCCCCCCCCCCC
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StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms46Rings0Aromatic Rings0Rotatable Bonds39
 van der Waals
Molecular Volume
744.68Topological Polar
Surface Area
102.29Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
7
 logP13.64Molar
Refractivity
194.88    
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.