Structure Database (LMSD)

Common Name
OS-PS
Systematic Name
1-(9Z-octadecenoyl)-2-succinyl-sn-glycero-3-phosphoserine
Synonyms
LM ID
LMGP20040020
Formula
Exact Mass
Calculate m/z
623.307067
Sum Composition
Status
Active

Classification

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Mus musculus (#10090)
Mammalia (#40674)
A novel family of atherogenic oxidized phospholipids promotes macrophage foam cell formation via the scavenger receptor CD36 and is enriched in atherosclerotic lesions.,
J Biol Chem, 2002
Pubmed ID: 12145296

String Representations

InChiKey (Click to copy)
SDZHYWXEWDZPMD-KCVNTPOGSA-N
InChi (Click to copy)
InChI=1S/C28H50NO12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-26(32)38-20-23(41-27(33)19-18-25(30)31)21-39-42(36,37)40-22-24(29)28(34)35/h9-10,23-24H,2-8,11-22,29H2,1H3,(H,30,31)(H,34,35)(H,36,37)/b10-9-/t23-,24+/m1/s1
SMILES (Click to copy)
C(O)(=O)[C@@]([H])(N)COP(OC[C@]([H])(OC(CCC(=O)O)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O)(=O)O

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 0
Aromatic Rings 0
Rotatable Bonds 30
Van der Waals Molecular Volume 616.07
Topological Polar Surface Area 208.98
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 13
logP 6.49
Molar Refractivity 156.86

Admin

Created at
-
Updated at
8th Nov 2024
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.