Structure database (LMSD)

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LM IDLMGP15070001
Common NameArchaetidylglycerol-(glycosyl)-myo-inositol
Systematic Name1,2-diphytanyl-sn-glycero-3-phospho-(6'-(α-D-glucosyl)-1'-myo-inositol)
Synonyms-
Exact Mass
1056.7453 (neutral)    Calculate m/z:
FormulaC55H109O16P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoinositolglycans [GP15]
Sub ClassDialkylglycerophosphoinositolglycans [GP1507]
PubChem CID53477538
InChIKeyPYHOBIFYWFTQHK-IUCATMIOSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C55H109O16P/c1-36(2)17-11-19-38(5)21-13-23-40(7)25-15-27-42(9)29-31-66-34-44(67-32-30-43(10)28-16-26-41(8)24-14-22-39(6)20-12-18-37(3)4)35-68-72(64,65)71-54-51(62)49(60)48(59)50(61)53(54)70-55-52(63)47(58)46(57)45(33-56)69-55/h36-63H,11-35H2,1-10H3,(H,64,65)/t38-,39-,40-,41-,42-,43-,44-,45-,46-,47?,48?,49?,50-,51?,52?,53?,54+,55+/m1/s1
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SMILES
[C@](COP(=O)(O)O[C@@H]1C(O[C@@H]2O[C@H](CO)[C@@H](O)C(O)C2O)[C@H](O)C(O)C(O)C1O)([H])(OCC[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
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StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms72Rings2Aromatic Rings0Rotatable Bonds41
 van der Waals
Molecular Volume
1095.81Topological Polar
Surface Area
256.59Hydrogen
Bond Donors
9Hydrogen
Bond Acceptors
16
 logP13.49Molar
Refractivity
289.33    
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.