Structure Database (LMSD)
Common Name
Glc-GP(18:0/0:0)
Systematic Name
1-octadecanoyl-sn-glycero-3-phospho-(1'-β-D-glucose)
Synonyms
- Glc-GP(18:0/0:0)
- lysophosphatidylglucose(18:0/0:0)
- PtdGlc(18:0/0:0)
LM ID
LMGP14040003
Status
Active
Exact Mass
Calculate m/z
600.327468
Formula
Abbrev
Abbrev Chains
Glc-GP 18:0_0:0
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
FSUPTCJORBQYEX-VZJUQIMDSA-N
InChi (Click to copy)
InChI=1S/C27H53O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(30)36-19-21(29)20-37-40(34,35)39-27-26(33)25(32)24(31)22(18-28)38-27/h21-22,24-29,31-33H,2-20H2,1H3,(H,34,35)/t21-,22-,24-,25+,26-,27+/m1/s1
SMILES (Click to copy)
[C@](COP(=O)(O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)([H])(O)COC(CCCCCCCCCCCCCCCCC)=O
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Homo sapiens
(#9606)
Mammalia
(#40674)
A world of sphingolipids and glycolipids in the brain--novel functions of simple lipids modified with glucose.,
Proc Jpn Acad Ser B Phys Biol Sci, 2012
Proc Jpn Acad Ser B Phys Biol Sci, 2012
Pubmed ID:
22498977
DOI:
10.2183/pjab.88.129
Calculated Physicochemical Properties
Heavy Atoms
40
Rings
1
Aromatic Rings
0
Rotatable Bonds
25
Van der Waals Molecular Volume
585.97
Topological Polar Surface Area
194.51
Hydrogen Bond Donors
6
Hydrogen Bond Acceptors
12
logP
5.83
Molar Refractivity
151.55
Admin
Created at
26th May 2021
Updated at
25th Apr 2022
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.
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.