Structure Database (LMSD)

Common Name
PT(18:1(9Z)/18:1(9Z))
Systematic Name
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphothreonine
Synonyms
  • Dioleoyl phosphatidylthreonine
LM ID
LMGP24010001
Formula
Exact Mass
Calculate m/z
801.551987
Sum Composition
Abbrev Chains
PT 18:1/18:1
Status
Active

Classification

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Phosphatidylthreonine is a procoagulant lipid detected in human blood and elevated in coronary artery disease,
J Lipid Res, 2023
Pubmed ID: 38103786

String Representations

InChiKey (Click to copy)
FSBXLQUQWAYZCL-SRKDJDIUSA-N
InChi (Click to copy)
InChI=1S/C43H80NO10P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-40(45)51-36-39(37-52-55(49,50)54-38(3)42(44)43(47)48)53-41(46)35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-5-2/h18-21,38-39,42H,4-17,22-37,44H2,1-3H3,(H,47,48)(H,49,50)/b20-18-,21-19-/t38-,39-,42+/m1/s1
SMILES (Click to copy)
C(O)(=O)[C@@]([H])(N)[C@@H](C)OP(OC[C@]([H])(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O)(=O)O

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 55
Rings 0
Aromatic Rings 0
Rotatable Bonds 42
Van der Waals Molecular Volume 857.99
Topological Polar Surface Area 171.68
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 11
logP 13.05
Molar Refractivity 224.06

Admin

Created at
19th Dec 2023
Updated at
19th Dec 2023
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.