Structure database (LMSD)

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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
InChI
InChI=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
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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
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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.