Structure database (LMSD)

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LM IDLMGP15010046
Common NamePIM1(19:2(9Z,12Z)/16:1(9Z))
Systematic Name2'-O-(α-D-Manp)-(1-(9Z,12Z-nonadecadienoyl)-2-(9Z-hexadecenoyl)-sn-glycero-3-
phospho-1'-myo-inositol)
SynonymsPIM1(35:3); PIM1(16:1_19:2)
Exact Mass
1008.5787 (neutral)    Calculate m/z:
FormulaC50H89O18P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoinositolglycans [GP15]
Sub ClassDiacylglycerophosphoinositolglycans [GP1501]
AbbrevPIM1 35:3
Abbrev ChainsPIM1 16:1_19:2
PubChem CID126457414
InChIKeyYAAAXTFVRBNUAN-FXCJOSRFSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C50H89O18P/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-32-39(52)63-35-37(65-40(53)33-31-29-27-25-23-20-16-14-12-10-8-6-4-2)36-64-69(61,62)68-49-46(59)44(57)43(56)45(58)48(49)67-50-47(60)42(55)41(54)38(34-51)66-50/h13-16,18-19,37-38,41-51,54-60H,3-12,17,20-36H2,1-2H3,(H,61,62)/b15-13-,16-14-,19-18-/t37-,38-,41-,42+,43+,44+,45-,46+,47+,48+,49+,50-/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(CCCCCCC/C=C\CCCCCC)=O)COC(CCCCCCC/C=C\C/C=C\CCCCCC)=O
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StatusActive (generated by computational methods)
SpeciesMycobacterium tuberculosis
Calculated physicochemical properties (?):
 Heavy Atoms69Rings2Aromatic Rings0Rotatable Bonds41
 van der Waals
Molecular Volume
1013.69Topological Polar
Surface Area
290.73Hydrogen
Bond Donors
9Hydrogen
Bond Acceptors
18
 logP10.51Molar
Refractivity
265.83    
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.