Structure Database (LMSD)

Common Name
PEth 18:0/18:2(9Z,12Z)
Systematic Name
1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanol
Synonyms
  • 1-Stearoyl-2-linoleoyl-sn-glycero-3-phosphoethanol
LM ID
LMGP23010007
Status
Active
Exact Mass
Calculate m/z
728.535608
Formula
Abbrev
Abbrev Chains
PEth 18:0_18:2


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MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

String Representations

InChiKey (Click to copy)
GIHVNXHYAIKGGD-IOTPRBQLSA-N
InChi (Click to copy)
InChI=1S/C41H77O8P/c1-4-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-40(42)46-37-39(38-48-50(44,45)47-6-3)49-41(43)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-5-2/h14,16,20,22,39H,4-13,15,17-19,21,23-38H2,1-3H3,(H,44,45)/b16-14-,22-20-/t39-/m1/s1
SMILES (Click to copy)
[C@](COP(=O)(O)OCC)([H])(OC(CCCCCCC/C=C\C/C=C\CCCCC)=O)COC(CCCCCCCCCCCCCCCCC)=O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Molecular species of the alcohol biomarker phosphatidylethanol in human blood measured by LC-MS.,
Clin Chem, 2009
Pubmed ID: 19423735

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 50
Rings
Aromatic Rings
Rotatable Bonds 40
Van der Waals Molecular Volume 797.45
Topological Polar Surface Area 108.36
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 8
logP 13.98
Molar Refractivity 208.99

Admin

Created at
6th Dec 2022
Updated at
6th Dec 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.