Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP18000001
Common Name-
Systematic Namesn-caldarchaeo-1-phosphoethanolamine
Synonyms-
Exact Mass
1424.3239 (neutral)    Calculate m/z:
FormulaC88H178NO9P
CategoryGlycerophospholipids [GP]
Main ClassDi-glycerol tetraether phospholipids (caldarchaeols) [GP18]
Sub Class-
PubChem CID5771767
InChIKeyZJNYDPNHEYDDCA-DVAGFCAGSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C88H178NO9P/c1-71-29-17-33-75(5)41-25-49-83(13)57-62-93-68-87(67-90)95-
64-59-85(15)51-27-43-77(7)35-19-31-73(3)39-23-47-81(11)55-53-80(10)46-22-38-72(2
)30-18-34-76(6)42-26-50-84(14)58-63-94-69-88(70-98-99(91,92)97-66-61-89)96-65-60
-86(16)52-28-44-78(8)36-20-32-74(4)40-24-48-82(12)56-54-79(9)45-21-37-71/h71-88,
90H,17-70,89H2,1-16H3,(H,91,92)/t71-,72-,73-,74-,75+,76+,77+,78+,79-,80-,81-,82-
,83+,84+,85+,86+,87+,88-/m0/s1
SMILESO(P(OC[C@@]1([H])OCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CC[C@@H](C)CCC[C@@H
](C)CCC[C@@H](C)CCC[C@@H](C)CCOC[C@]([H])(OCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCC[C
@@H](CC[C@@H](C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@@H](C)CCOC1)C)CO)(O)=O)CCN
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms99Rings1Aromatic Rings0Rotatable Bonds7
 van der Waals
Molecular Volume
1628.54Topological Polar
Surface Area
147.21Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
9
 logP29.82Molar
Refractivity
434.55    
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.