Structure Database (LMSD)

HO OH O O O H HO H O O P HO
Common Name
PG(17:0/0:0)
Systematic Name
1-heptadecanoyl-glycero-3-phospho-(1'-sn-glycerol)
Synonyms
  • LPG(17:0)
LM ID
LMGP04050033
Formula
Exact Mass
Calculate m/z
498.295773
Sum Composition
Abbrev Chains
LPG 17:0
Status
Active (generated by computational methods)


Main

Classification

String Representations

InChiKey (Click to copy)
WVMGNTLVBBZPKS-FCHUYYIVSA-N
InChi (Click to copy)
InChI=1S/C23H47O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-23(27)30-18-22(26)20-32-33(28,29)31-19-21(25)17-24/h21-22,24-26H,2-20H2,1H3,(H,28,29)/t21-,22+/m0/s1
SMILES (Click to copy)
[H][C@](O)(CO)COP(OC[C@]([H])(O)COC(CCCCCCCCCCCCCCCC)=O)(=O)O

References

Other Databases

CHEBI ID
PubChem CID
SwissLipids ID

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 0
Aromatic Rings 0
Rotatable Bonds 25
Van der Waals Molecular Volume 502.76
Topological Polar Surface Area 142.75
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 9
logP 6.13
Molar Refractivity 129.56

Reactions

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Reactions graph legend

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.