Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP15010027
Common NamePIM1(18:2(9Z,12Z)/16:0)
Systematic Name2'-O-(α-D-Manp)-(1-(9Z,12Z-octadecadienoyl)-2-hexadecanoyl-sn-glycero-3-
SynonymsPIM1(34:2); PIM1(16:0_18:2)
Exact Mass
996.5787 (neutral)    Calculate m/z:
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoinositolglycans [GP15]
Sub ClassDiacylglycerophosphoinositolglycans [GP1501]
AbbrevPIM1 34:2
Abbrev ChainsPIM1 16:0_18:2
PubChem CID126457395
InChIKeyGNCFNYCPQCRHJD-BKCVXFPOSA-N  Show lipids differing only in stereochemistry/bond geometry
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StatusActive (generated by computational methods)
SpeciesMycobacterium tuberculosis
ReferencesLipidomic analyses of Mycobacterium tuberculosis based on accurate mass measurements and the novel "Mtb LipidDB" Mark J. Sartain, Donald L. Dick, Christopher D. Rithner, Dean C. Crick and John T. Belisle, The Journal of Lipid Research, 52, 861-872 (2011).
Calculated physicochemical properties (?):
 Heavy Atoms68Rings2Aromatic Rings0Rotatable Bonds41
 van der Waals
Molecular Volume
999.03Topological Polar
Surface Area
Bond Donors
Bond Acceptors
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.