Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP15010001
Common NameEtN-P-6Manα1-2Manα1-6Manα1-4GlcNα1-6-PI(14:0/14:0)
Systematic NameEtN-P-6Manα1-2Manα1-6Manα1-4GlcNα1-6-PI(14:0/14:0)
SynonymsEtN-P-6Manα1-2Manα1-6Manα1-4GlcNα1-6GPIns(14:0/14:0)
Exact Mass
1524.6990 (neutral)    Calculate m/z:
FormulaC63H118N2O35P2
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoinositolglycans [GP15]
Sub ClassDiacylglycerophosphoinositolglycans [GP1501]
PubChem CID73242190
InChIKeyAZDDEDJBYMXLTM-KJFNDENTSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C63H118N2O35P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-40(68)87-31-35(92-41(
69)26-24-22-20-18-16-14-12-10-8-6-4-2)32-90-102(85,86)100-58-53(80)50(77)49(76)5
2(79)57(58)98-60-42(65)46(73)56(37(30-67)94-60)97-61-54(81)47(74)44(71)38(95-61)
33-88-63-59(51(78)43(70)36(29-66)93-63)99-62-55(82)48(75)45(72)39(96-62)34-91-10
1(83,84)89-28-27-64/h35-39,42-63,66-67,70-82H,3-34,64-65H2,1-2H3,(H,83,84)(H,85,
86)/t35-,36?,37?,38?,39?,42+,43-,44-,45-,46?,47?,48?,49?,50?,51?,52?,53?,54-,55-
,56-,57?,58?,59-,60-,61-,62-,63+/m1/s1
SMILESO1C(CO[C@@H]2[C@H](O[C@@H]3[C@H](O)C(O)[C@H](O)C(COP(=O)(O)OCCN)O3)C(O)[C@H](O)C
(CO)O2)[C@@H](O)C(O)[C@@H](O)[C@H]1O[C@@H]1C(CO)O[C@H](OC2C(O)C(O)C(O)C(O)C2OP(O
C[C@]([H])(OC(CCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCC)=O)(=O)O)[C@@H](N)C1O
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms102Rings5Aromatic Rings0Rotatable Bonds51
 van der Waals
Molecular Volume
1400.69Topological Polar
Surface Area
601.73Hydrogen
Bond Donors
19Hydrogen
Bond Acceptors
35
 logP7.88Molar
Refractivity
367.35    
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.