Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP15010020
Common NamePIM1(18:1(9Z)/14:0)
Systematic Name2'-O-(α-D-Manp)-(1-(9Z-octadecenoyl)-2-tetradecanoyl-sn-glycero-3-phospho-1'-
myo-inositol)
SynonymsPIM1(32:1); PIM1(14:0_18:1)
Exact Mass
970.5630 (neutral)    Calculate m/z:
FormulaC47H87O18P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoinositolglycans [GP15]
Sub ClassDiacylglycerophosphoinositolglycans [GP1501]
PubChem CID126457388
InChIKeyAQWFUGWYCAZLAC-GMRFVOQQSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C47H87O18P/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-36(49)60-32-3
4(62-37(50)30-28-26-24-22-19-14-12-10-8-6-4-2)33-61-66(58,59)65-46-43(56)41(54)4
0(53)42(55)45(46)64-47-44(57)39(52)38(51)35(31-48)63-47/h16-17,34-35,38-48,51-57
H,3-15,18-33H2,1-2H3,(H,58,59)/b17-16-/t34-,35?,38-,39?,40-,41?,42?,43?,44-,45-,
46-,47-/m1/s1
SMILES[C@](COP(O[C@@H]1C(O)C(O)[C@@H](O)C(O)[C@H]1O[C@@H]1[C@@H](C(O)[C@H](O)C(CO)O1)O
)(=O)O)([H])(OC(CCCCCCCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O
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 Atoms66Rings2Aromatic Rings0Rotatable Bonds40
 van der Waals
Molecular Volume
967.07Topological Polar
Surface Area
290.73Hydrogen
Bond Donors
9Hydrogen
Bond Acceptors
18
 logP9.79Molar
Refractivity
252.16    
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.