Structure database (LMSD)

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LM IDLMGP15010042
Common NamePIM1(19:1(9Z)/18:0)
Systematic Name2'-O-(α-D-Manp)-(1-(9Z-nonadecenoyl)-2-octadecanoyl-sn-glycero-3-phospho-1'-
myo-inositol)
SynonymsPIM1(37:1); PIM1(18:0_19:1)
Exact Mass
1040.6413 (neutral)    Calculate m/z:
FormulaC52H97O18P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoinositolglycans [GP15]
Sub ClassDiacylglycerophosphoinositolglycans [GP1501]
AbbrevPIM1 37:1
Abbrev ChainsPIM1 18:0_19:1
PubChem CID126457410
InChIKeyPYHVJPZQZJPRRV-MQHWITIYSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C52H97O18P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-41(54)65-37-39(67-42(55)35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2)38-66-71(63,64)70-51-48(61)46(59)45(58)47(60)50(51)69-52-49(62)44(57)43(56)40(36-53)68-52/h19,21,39-40,43-53,56-62H,3-18,20,22-38H2,1-2H3,(H,63,64)/b21-19-/t39-,40-,43-,44+,45+,46+,47-,48+,49+,50+,51+,52-/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(CCCCCCCCCCCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCCC)=O
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StatusActive (generated by computational methods)
SpeciesMycobacterium tuberculosis
Calculated physicochemical properties (?):
 Heavy Atoms71Rings2Aromatic Rings0Rotatable Bonds45
 van der Waals
Molecular Volume
1053.57Topological Polar
Surface Area
290.73Hydrogen
Bond Donors
9Hydrogen
Bond Acceptors
18
 logP11.74Molar
Refractivity
275.25    
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.