Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP06040001
Common NameArchaetidylglycerol-myo-inositol
Systematic Name1,2-diphytanyl-sn-glycero-3-phospho-(1'-myo-inositol)
SynonymsAI
Exact Mass
908.7082 (neutral)    Calculate m/z:
FormulaC50H101O11P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoinositols [GP06]
Sub ClassDialkylglycerophosphoinositols [GP0604]
PubChem CID53477534
InChIKeyLCPNBBKHDCJGGO-DQRPBZJUSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C50H101O11P/c1-11-37(4)19-13-21-39(6)23-15-25-41(8)27-17-29-43(10)31-33
-59-44(35-60-62(56,57)61-50-48(54)46(52)45(51)47(53)49(50)55)34-58-32-30-42(9)28
-16-26-40(7)24-14-22-38(5)20-12-18-36(2)3/h36-55H,11-35H2,1-10H3,(H,56,57)/t37?,
38-,39-,40-,41-,42-,43-,44-,45?,46-,47?,48?,49?,50-/m1/s1
SMILES[C@](COP(=O)(O)O[C@@H]1C(O)[C@H](O)C(O)C(O)C1O)([H])(OCC[C@H](C)CCC[C@H](C)CCC[C
@H](C)CCCC(C)CC)COCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C
StatusActive
ReferencesA novel phosphoglycolipid archaetidyl(glucosyl)inositol
with two sesterterpanyl chains from
the aerobic hyperthermophilic archaeon Aeropyrum pernix K1
H.Moriia et al.
Biochimica et Biophysica Acta (BBA) - Molecular and Cell Biology of Lipids
Volume 1436, Issue 3, (1999)
Calculated physicochemical properties (?):
 Heavy Atoms62Rings1Aromatic Rings0Rotatable Bonds39
 van der Waals
Molecular Volume
977.72Topological Polar
Surface Area
175.37Hydrogen
Bond Donors
6Hydrogen
Bond Acceptors
11
 logP14.34Molar
Refractivity
258.27    
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.