Structure Database (LMSD)

Common Name
OHOOA-PI
Systematic Name
1-(9Z-octadecenoyl)-2-(5-hydroxy-8-oxo-6E-octenoyl)-sn-glycero-3-phospho-(1'-myo-inositol)
Synonyms
LM ID
LMGP20050031
Formula
Exact Mass
Calculate m/z
752.374813
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)
JEECOQISAZFYNQ-VAWFODACSA-N
InChi (Click to copy)
InChI=1S/C35H61O15P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-21-28(38)47-24-27(49-29(39)22-17-19-26(37)20-18-23-36)25-48-51(45,46)50-35-33(43)31(41)30(40)32(42)34(35)44/h9-10,18,20,23,26-27,30-35,37,40-44H,2-8,11-17,19,21-22,24-25H2,1H3,(H,45,46)/b10-9-,20-18+/t26?,27-,30-,31-,32+,33-,34-,35-/m1/s1
SMILES (Click to copy)
[C@]([H])(OC(CCCC(O)/C=C/C=O)=O)(COP(=O)(O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O)COC(CCCCCCC/C=C\CCCCCCCC)=O

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 51
Rings 1
Aromatic Rings 0
Rotatable Bonds 31
Van der Waals Molecular Volume 740.18
Topological Polar Surface Area 246.81
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 15
logP 6.12
Molar Refractivity 190.98

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.