Structure Database (LMSD)
Common Name
Glc-GP(18:0/20:0)
Systematic Name
1-octadecanoyl-2-eicosanoyl-sn-glycero-3-phospho-(1'-β-D-glucose)
Synonyms
- Glc-GP(18:0/20:0)
- phosphatidylglucose(18:0/20:0)
- PtdGlc(18:0/20:0)
- Glc-GP(38:0)
- Glc-GP(18:0_20:0)
LM ID
LMGP14010002
Status
Active
Exact Mass
Calculate m/z
894.619733
Formula
Abbrev
Abbrev Chains
Glc-GP 18:0_20:0
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
KJASAMXBZUZBTR-NUTCYAROSA-N
InChi (Click to copy)
InChI=1S/C47H91O13P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-43(50)58-40(39-57-61(54,55)60-47-46(53)45(52)44(51)41(37-48)59-47)38-56-42(49)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h40-41,44-48,51-53H,3-39H2,1-2H3,(H,54,55)/t40-,41-,44-,45+,46-,47+/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])(OC(CCCCCCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCCCC)=O
References
Reference
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
DOI: 10.2183/pjab.88.129
PMID: 22498977
Proc Jpn Acad Ser B Phys Biol Sci, 2012
DOI: 10.2183/pjab.88.129
PMID: 22498977
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
Other Databases
PubChem CID
Calculated Physicochemical Properties
Heavy Atoms
61
Rings
1
Aromatic Rings
0
Rotatable Bonds
45
Van der Waals Molecular Volume
938.12
Topological Polar Surface Area
200.58
Hydrogen Bond Donors
5
Hydrogen Bond Acceptors
13
logP
13.42
Molar Refractivity
244.20
Admin
Created at
-
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.