Structure database (LMSD)

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LM IDLMGP14010004
Common Name6-Ac-Glc-GP(18:0/20:0)
Systematic Name1-octadecanoyl-2-eicosanoyl-sn-glycero-3-phospho-(1'-β-D-6'-O-acetyl-glucose)
SynonymsPhosphatidyl-6-acetyl-glucose(18:0/20:0); Ptd6AcGlc(18:0/20:0)
Exact Mass
936.6303 (neutral)    Calculate m/z:
FormulaC49H93O14P
CategoryGlycerophospholipids [GP]
Main ClassGlycosylglycerophospholipids [GP14]
Sub ClassDiacylglycosylglycerophospholipids [GP1401]
PubChem CID70698918
InChIKeyDSHVCPCRTVONJU-RLWIBDQOSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C49H93O14P/c1-4-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-37-45(52)61-42(38-59-44(51)36-34-32-30-28-26-24-22-19-17-15-13-11-9-7-5-2)39-60-64(56,57)63-49-48(55)47(54)46(53)43(62-49)40-58-41(3)50/h42-43,46-49,53-55H,4-40H2,1-3H3,(H,56,57)/t42-,43-,46-,47?,48?,49+/m1/s1
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SMILES
[C@](COP(=O)(O)O[C@@H]1O[C@H](COC(C)=O)[C@@H](O)C(O)C1O)([H])(OC(CCCCCCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCCCC)=O
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MS SpectraView MoNA MS spectra     
StatusActive
ReferencesA world of sphingolipids and glycolipids in the brain-
Novel functions of simple lipids modified with glucose
Yoshio Hirabayashi, Proc. Jpn. Acad., Ser. B 88 (2012)
Calculated physicochemical properties (?):
 Heavy Atoms64Rings1Aromatic Rings0Rotatable Bonds47
 van der Waals
Molecular Volume
978.87Topological Polar
Surface Area
206.65Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
14
 logP13.99Molar
Refractivity
253.75    
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.