Structure Database (LMSD)

Common Name
PPA(18:1(9Z)/18:1(9Z))
Systematic Name
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-pyrophosphate
Synonyms
  • 36:2 DAG PP
  • PPA(18:1/18:1)
  • PPA(36:2)
  • PPA(18:1/18:1)
LM ID
LMGP11010002
Formula
Exact Mass
Calculate m/z
780.470641
Sum Composition
Abbrev Chains
PPA 18:1/18:1
Status
Active

Classification

String Representations

InChiKey (Click to copy)
SKWFYHADBYFCMH-DSSVUWSHSA-N
InChi (Click to copy)
InChI=1S/C39H74O11P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)47-35-37(36-48-52(45,46)50-51(42,43)44)49-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,37H,3-16,21-36H2,1-2H3,(H,45,46)(H2,42,43,44)/b19-17-,20-18-/t37-/m1/s1
SMILES (Click to copy)
[C@](COP(=O)(O)OP(=O)(O)O)([H])(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O

Other Databases

CHEBI ID
PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 52
Rings 0
Aromatic Rings 0
Rotatable Bonds 40
Van der Waals Molecular Volume 809.05
Topological Polar Surface Area 165.89
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 11
logP 13.11
Molar Refractivity 209.73

Admin

Created at
-
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.