Structure database (LMSD)

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LM IDLMGP04010068
Common NamePG(13:0/12:0)
Systematic Name1-tridecanoyl-2-dodecanoyl-glycero-3-phospho-(1'-sn-glycerol)
SynonymsPG(25:0); PG(12:0_13:0)
Exact Mass
624.4002 (neutral)    Calculate m/z:
FormulaC31H61O10P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerols [GP04]
Sub ClassDiacylglycerophosphoglycerols [GP0401]
AbbrevPG 25:0
Abbrev ChainsPG 12:0_13:0
PubChem CID52926333
SWISSLIPIDS IDSLM:000042953
InChIKeyGQCKFOJNZDSUDB-URLMMPGGSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C31H61O10P/c1-3-5-7-9-11-13-15-16-18-20-22-30(34)38-26-29(27-40-42(36,37)39-25-28(33)24-32)41-31(35)23-21-19-17-14-12-10-8-6-4-2/h28-29,32-33H,3-27H2,1-2H3,(H,36,37)/t28-,29+/m0/s1
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SMILES
[H][C@](O)(CO)COP(OC[C@]([H])(OC(CCCCCCCCCCC)=O)COC(CCCCCCCCCCCC)=O)(=O)O
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StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms42Rings0Aromatic Rings0Rotatable Bonds33
 van der Waals
Molecular Volume
647.31Topological Polar
Surface Area
148.82Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
10
 logP9.04Molar
Refractivity
166.81    
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.