Structure database (LMSD)

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LM IDLMGP12120003
Common NameBPG(C25,C20,C25,C20)
Systematic Name1',3'-Bis-(2-O-sesterpanyl-3-O-phytanyl-sn-glycero-1-phospho)-sn-glycerol
Synonyms-
Exact Mass
1661.4621 (neutral)    Calculate m/z:
FormulaC99H202O13P2
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoglycerophosphoglycerols [GP12]
Sub ClassDialkylglycerophosphoglycerophosphodiradylglycerols [GP1212]
PubChem CID53477537
InChIKeyYXFFGMHSFQVNJI-AFOVCRGFSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C99H202O13P2/c1-79(2)37-23-41-83(9)45-27-49-87(13)53-31-55-91(17)59-35-63-95(21)67-71-107-98(75-105-69-65-93(19)61-33-57-89(15)51-29-47-85(11)43-25-39-81(5)6)77-111-113(101,102)109-73-97(100)74-110-114(103,104)112-78-99(76-106-70-66-94(20)62-34-58-90(16)52-30-48-86(12)44-26-40-82(7)8)108-72-68-96(22)64-36-60-92(18)56-32-54-88(14)50-28-46-84(10)42-24-38-80(3)4/h79-100H,23-78H2,1-22H3,(H,101,102)(H,103,104)/t83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,93-,94-,95-,96-,98+,99+/m1/s1
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SMILES
O(CC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C[C@@](OCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)([H])COP(O)(OC[C@](O)([H])COP(OC[C@@]([H])(OCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)COCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(O)=O)=O
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StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms114Rings0Aromatic Rings0Rotatable Bonds86
 van der Waals
Molecular Volume
1875.19Topological Polar
Surface Area
168.67Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
13
 logP34.94Molar
Refractivity
496.77    
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.