Structure database (LMSD)

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LM IDLMGP15010032
Common NamePIM1(19:0/14:0)
Systematic Name2'-O-(α-D-Manp)-(1-nonadecanoyl-2-tetradecanoyl-sn-glycero-3-phospho-1'-myo-
inositol)
SynonymsPIM1(33:0); PIM1(14:0_19:0)
Exact Mass
986.5943 (neutral)    Calculate m/z:
FormulaC48H91O18P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoinositolglycans [GP15]
Sub ClassDiacylglycerophosphoinositolglycans [GP1501]
AbbrevPIM1 33:0
Abbrev ChainsPIM1 14:0_19:0
PubChem CID126457400
InChIKeyNWGGLULBPKGRDI-YYBSKHLHSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C48H91O18P/c1-3-5-7-9-11-13-15-16-17-18-19-21-22-24-26-28-30-37(50)61-33-35(63-38(51)31-29-27-25-23-20-14-12-10-8-6-4-2)34-62-67(59,60)66-47-44(57)42(55)41(54)43(56)46(47)65-48-45(58)40(53)39(52)36(32-49)64-48/h35-36,39-49,52-58H,3-34H2,1-2H3,(H,59,60)/t35-,36-,39-,40+,41+,42+,43-,44+,45+,46+,47+,48-/m1/s1
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SMILES
[C@](COP(O[C@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O[C@@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)(=O)O)([H])(OC(CCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCCCCC)=O
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StatusActive (generated by computational methods)
SpeciesMycobacterium tuberculosis
Calculated physicochemical properties (?):
 Heavy Atoms67Rings2Aromatic Rings0Rotatable Bonds42
 van der Waals
Molecular Volume
987.01Topological Polar
Surface Area
290.73Hydrogen
Bond Donors
9Hydrogen
Bond Acceptors
18
 logP10.40Molar
Refractivity
256.87    
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.