Structure Database (LMSD)

Common Name
PE(16:1(5Z)/16:1(5Z))
Systematic Name
1,2-di-(5Z-hexadecenoyl)-sn-glycero-3-phosphoethanolamine
Synonyms
  • PE(16:1/16:1)
  • PE(32:2)
  • PE(16:1_16:1)
LM ID
LMGP02010356
Status
Active
Exact Mass
Calculate m/z
687.483907
Formula
Abbrev
Abbrev Chains
PE 16:1_16:1



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MDLMOL SDF CSV TSV
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Main

Classification

String Representations

InChiKey (Click to copy)
NGVKWRZKQTYOOR-HNDVSYGXSA-N
InChi (Click to copy)
InChI=1S/C37H70NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38)46-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h21-24,35H,3-20,25-34,38H2,1-2H3,(H,41,42)/b23-21-,24-22-/t35-/m1/s1
SMILES (Click to copy)
[C@](COP(=O)(O)OCCN)([H])(OC(CCC/C=C\CCCCCCCCCC)=O)COC(CCC/C=C\CCCCCCCCCC)=O

References

Reference
Curtis, P.D., Geyer, R, White, D.C and Shimkets, L.J. (2006).
Novel lipids in Myxococcus xanthus and their role in chemotaxis.
Environ Microbiol, 8, 1935-1949.

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Myxococcus xanthus (#34)
Deltaproteobacteria (#28221)
Novel lipids in Myxococcus xanthus and their role in chemotaxis.,
Environ Microbiol, 2006
Pubmed ID: 17014493

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 47
Rings 0
Aromatic Rings 0
Rotatable Bonds 37
Van der Waals Molecular Volume 739.25
Topological Polar Surface Area 134.38
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 8
logP 11.64
Molar Refractivity 194.39

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Created at
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Updated at
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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.