Structure Database (LMSD)

Common Name
Glc-GP(18:0/18:0)
Systematic Name
1,2-dioctadecanoyl-sn-glycero-3-phospho-(1'-β-D-glucose)
Synonyms
  • Phosphatidylglucose(18:0/18:0)
  • PtdGlc(18:0/18:0)
  • Glc-GP(36:0)
  • Glc-GP(18:0/18:0)
LM ID
LMGP14010003
Formula
Exact Mass
Calculate m/z
866.588433
Sum Composition
Abbrev Chains
Glc-GP 18:0/18:0
Status
Active

Classification

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
Pubmed ID: 22498977

String Representations

InChiKey (Click to copy)
VYOXFELMLUEHPF-QOSRUJHKSA-N
InChi (Click to copy)
InChI=1S/C45H87O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(47)54-36-38(37-55-59(52,53)58-45-44(51)43(50)42(49)39(35-46)57-45)56-41(48)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h38-39,42-46,49-51H,3-37H2,1-2H3,(H,52,53)/t38-,39-,42-,43+,44-,45+/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(CCCCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCCCC)=O

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 59
Rings 1
Aromatic Rings 0
Rotatable Bonds 43
Van der Waals Molecular Volume 903.52
Topological Polar Surface Area 200.58
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 13
logP 12.64
Molar Refractivity 234.97

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.