Structure database (LMSD)

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LM IDLMGP10030029
Common NamePA(P-18:0/13:0)
Systematic Name1-(1Z-octadecenyl)-2-tridecanoyl-glycero-3-phosphate
SynonymsPA(P-31:0); PA(P-18:0/13:0)
Exact Mass
618.4624 (neutral)    Calculate m/z:
FormulaC34H67O7P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphates [GP10]
Sub Class1-(1Z-alkenyl),2-acylglycerophosphates [GP1003]
AbbrevPA O-31:1
Abbrev ChainsPA P-18:0/13:0
PubChem CID52929684
SWISSLIPIDS IDSLM:000047646
InChIKeyNVNWNSYSVFMXBL-OXNTXANNSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C34H67O7P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-39-31-33(32-40-42(36,37)38)41-34(35)29-27-25-23-21-14-12-10-8-6-4-2/h28,30,33H,3-27,29,31-32H2,1-2H3,(H2,36,37,38)/b30-28-/t33-/m1/s1
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SMILES
[C@](COP(=O)(O)O)([H])(OC(CCCCCCCCCCCC)=O)CO/C=C\CCCCCCCCCCCCCCCC
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StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms42Rings0Aromatic Rings0Rotatable Bonds34
 van der Waals
Molecular Volume
672.84Topological Polar
Surface Area
102.29Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
7
 logP11.92Molar
Refractivity
175.58    
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.