Structure database (LMSD)

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LM IDLMGP10010049
Common NamePA(12:0/17:1(9Z))
Systematic Name1-dodecanoyl-2-(9Z-heptadecenoyl)-glycero-3-phosphate
SynonymsPA(29:1); PA(12:0_17:1)
Exact Mass
604.4104 (neutral)    Calculate m/z:
FormulaC32H61O8P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphates [GP10]
Sub ClassDiacylglycerophosphates [GP1001]
AbbrevPA 29:1
Abbrev ChainsPA 12:0_17:1
PubChem CID52928642
InChIKeyKBORGMGCWLCUTO-QKLXQQGTSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C32H61O8P/c1-3-5-7-9-11-13-14-15-16-17-19-21-23-25-27-32(34)40-30(29-39-41(35,36)37)28-38-31(33)26-24-22-20-18-12-10-8-6-4-2/h14-15,30H,3-13,16-29H2,1-2H3,(H2,35,36,37)/b15-14-/t30-/m1/s1
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SMILES
[C@](COP(=O)(O)O)([H])(OC(CCCCCCC/C=C\CCCCCCC)=O)COC(CCCCCCCCCCC)=O
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MS SpectraView MoNA MS spectra      Predict MS/MS spectrum (Neg. mode)
StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms41Rings0Aromatic Rings0Rotatable Bonds32
 van der Waals
Molecular Volume
644.39Topological Polar
Surface Area
119.36Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
8
 logP10.32Molar
Refractivity
166.73    
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.