Structure Database (LMSD)
Common Name
6-Ac-Glc-GP(18:0/20:0)
Systematic Name
1-octadecanoyl-2-eicosanoyl-sn-glycero-3-phospho-(1'-β-D-6'-O-acetyl-glucose)
Synonyms
- Phosphatidyl-6-acetyl-glucose(18:0/20:0)
- Ptd6AcGlc(18:0/20:0)
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
DSHVCPCRTVONJU-BWFXXPIMSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
[C@](COP(=O)(O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](COC(C)=O)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
64
Rings
1
Aromatic Rings
0
Rotatable Bonds
47
Van der Waals Molecular Volume
978.87
Topological Polar Surface Area
206.65
Hydrogen Bond Donors
4
Hydrogen Bond Acceptors
14
logP
13.99
Molar Refractivity
253.75
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.