Structure database (LMSD)

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LM IDLMGP04010001
Common NamePG(12:0/13:0)
Systematic Name1-dodecanoyl-2-tridecanoyl-sn-glycero-3-phospho-(1'-rac-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]
PubChem CID3246990
InChIKeyCATKZNHUBTWOSQ-YPJJGMIRSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C31H61O10P/c1-3-5-7-9-11-13-15-17-19-21-23-31(35)41-29(27-40-42(36,37)39-25-28(33)24-32)26-38-30(34)22-20-18-16-14-12-10-8-6-4-2/h28-29,32-33H,3-27H2,1-2H3,(H,36,37)/t28?,29-/m1/s1
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SMILES
[C@](COP(=O)(O)OCC(O)CO)([H])(OC(CCCCCCCCCCCC)=O)COC(CCCCCCCCCCC)=O
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MS SpectraView MoNA MS spectra      Predict MS/MS spectrum (Neg. mode)
MS StandardView lipid standard
StatusActive
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.