Structure database (LMSD)

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LM IDLMGP07010002
Common NamePIP[3'](17:0/20:4(5Z,8Z,11Z,14Z))
Systematic Name1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1'-
myo-inositol-3'-phosphate)
SynonymsPIP[3'](17:0/20:4); Phosphatidylinositol-3-phosphate; PIP(37:4); PIP(17:0_20:4)
Exact Mass
952.5078 (neutral)    Calculate m/z:
FormulaC46H82O16P2
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoinositol monophosphates [GP07]
Sub ClassDiacylglycerophosphoinositol monophosphates [GP0701]
PubChem CID9776841
InChIKeyUBXIJOJXUFYNRG-RJKBCLGNSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C46H82O16P2/c1-3-5-7-9-11-13-15-17-19-20-21-23-25-27-29-31-33-35-40(48)
60-38(36-58-39(47)34-32-30-28-26-24-22-18-16-14-12-10-8-6-4-2)37-59-64(56,57)62-
46-43(51)41(49)42(50)45(44(46)52)61-63(53,54)55/h11,13,17,19,21,23,27,29,38,41-4
6,49-52H,3-10,12,14-16,18,20,22,24-26,28,30-37H2,1-2H3,(H,56,57)(H2,53,54,55)/b1
3-11-,19-17-,23-21-,29-27-/t38-,41?,42?,43?,44?,45-,46+/m1/s1
SMILES[C@]([H])(OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)(COP(=O)(O)O[C@@H]1C(O)[C@H](OP(
O)(=O)O)C(O)C(O)C1O)COC(CCCCCCCCCCCCCCCC)=O
MS StandardView lipid standard
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms64Rings1Aromatic Rings0Rotatable Bonds41
 van der Waals
Molecular Volume
956.46Topological Polar
Surface Area
256.04Hydrogen
Bond Donors
7Hydrogen
Bond Acceptors
16
 logP11.98Molar
Refractivity
249.92    
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.