Structure database (LMSD)

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LM IDLMGP13010022
Common NameCDP-DG(18:1(11Z)/18:0)
Systematic Name[({[(2R,3R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-
2-yl]methoxy}(hydroxy)phosphoryl)oxy][(2R)-3-[(11Z)-octadec-11-enoyloxy]-2-
(octadecanoyloxy)propoxy]phosphinic acid
SynonymsCDP-DG(36:1); CDP-DG(18:0_18:1)
Exact Mass
1007.5612 (neutral)    Calculate m/z:
FormulaC48H87N3O15P2
CategoryGlycerophospholipids [GP]
Main ClassCDP-Glycerols [GP13]
Sub ClassCDP-diacylglycerols [GP1301]
AbbrevCDP-DG 36:1
Abbrev ChainsCDP-DG 18:0_18:1
PubChem CID53477931
HMDB IDHMDB0006987
SWISSLIPIDS IDSLM:000742090
InChIKeyDJBNZGPJCVNART-DOPBKWFCSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C48H87N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-43(52)61-37-40(64-44(53)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h13,15,35-36,40-41,45-47,54-55H,3-12,14,16-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b15-13-/t40-,41-,45+,46?,47-/m1/s1
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SMILES
C(OP(=O)(OP(=O)(OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C(O)[C@H]1O)O)O)[C@]([H])(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCC/C=C\CCCCCC
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StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms68Rings2Aromatic Rings1Rotatable Bonds45
 van der Waals
Molecular Volume
992.01Topological Polar
Surface Area
267.56Hydrogen
Bond Donors
5Hydrogen
Bond Acceptors
17
 logP13.69Molar
Refractivity
264.66    
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.