Structure Database (LMSD)

Common Name
PT(20:1(9Z)/20:4(5Z,8Z,11Z,14Z))
Systematic Name
1-(9Z-eicosenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphothreonine
Synonyms
  • PT(20:1/20:4)
LM ID
LMGP00000067
Status
Active
Exact Mass
Calculate m/z
851.567637
Formula


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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)
AOPDJXXVYGUFIR-SCRBSXKESA-N
InChi (Click to copy)
InChI=1S/C47H82NO10P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-44(49)55-40-43(41-56-59(53,54)58-42(3)46(48)47(51)52)57-45(50)39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-5-2/h13,15,19,21-22,24-25,27,31,33,42-43,46H,4-12,14,16-18,20,23,26,28-30,32,34-41,48H2,1-3H3,(H,51,52)(H,53,54)/b15-13-,21-19-,24-22-,27-25-,33-31-/t42-,43-,46+/m1/s1
SMILES (Click to copy)
C(O)(=O)[C@@]([H])(N)[C@@H](C)OP(OC[C@]([H])(OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCCCC)=O)(=O)O

References

Reference
Phosphatidylthreonine and Lipid-Mediated Control of Parasite Virulence.
PLoS Biol, 2015
DOI: 10.1371/journal.pbio.1002288
PMID: 26565995

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Toxoplasma gondii (#5811)
Conoidasida (#1280412)
Phosphatidylthreonine and Lipid-Mediated Control of Parasite Virulence.,
PLoS Biol, 2015
Pubmed ID: 26565995

Calculated Physicochemical Properties

Heavy Atoms 59
Rings 0
Aromatic Rings 0
Rotatable Bonds 43
Van der Waals Molecular Volume 919.27
Topological Polar Surface Area 171.68
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 11
logP 13.94
Molar Refractivity 242.24

Admin

Created at
15th Mar 2020
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.