Structure database (LMSD)

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LM IDLMGP00000048
Common NamePT(18:0/18:1(9Z))
Systematic Name1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphothreonine
SynonymsPT(18:0/18:1)
Exact Mass
803.5676 (neutral)    Calculate m/z:
FormulaC43H82NO10P
CategoryGlycerophospholipids [GP]
Main ClassOther Glycerophospholipids [GP00]
Sub Class-
PubChem CID42607415
CHEBI ID137220
InChIKeyJCPKXFTVRMCKTE-XSKLXBKRSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C43H82NO10P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-40(45)51-36-39(37-52-55(49,50)54-38(3)42(44)43(47)48)53-41(46)35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-5-2/h19,21,38-39,42H,4-18,20,22-37,44H2,1-3H3,(H,47,48)(H,49,50)/b21-19-/t38-,39-,42+/m1/s1
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SMILES
C(O)(=O)[C@@]([H])(N)[C@@H](C)OP(OC[C@]([H])(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCCCCCCCCCCCC)=O)(=O)O
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StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms55Rings0Aromatic Rings0Rotatable Bonds43
 van der Waals
Molecular Volume
860.63Topological Polar
Surface Area
171.68Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
10
 logP13.27Molar
Refractivity
224.15    
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.