Structure Database (LMSD)

Systematic Name
1-(2E,6E-phytadienyl)-2-(2E,6E-phytadienyl)-sn-glycero-3-phosphocholine
Synonyms
LM ID
LMGP01040096
Formula
Exact Mass
Calculate m/z
809.666227
Sum Composition
Status
Active

Classification

References

Comments
Submitted by Henry Boumann, Netherlands

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Methanopyrus kandleri (#2320)
Methanopyri (#183988)
Recent advances in structural research on ether lipids from archaea including comparative and physiological aspects.,
Biosci Biotechnol Biochem, 2005
Pubmed ID: 16306681

String Representations

InChiKey (Click to copy)
PDLWWSXXUDBTGW-GETLXZDCSA-N
InChi (Click to copy)
InChI=1S/C48H92NO6P/c1-40(2)20-14-22-42(5)24-16-26-44(7)28-18-30-46(9)32-35-52-38-48(39-55-56(50,51)54-37-34-49(11,12)13)53-36-33-47(10)31-19-29-45(8)27-17-25-43(6)23-15-21-41(3)4/h28-29,32-33,40-43,48H,14-27,30-31,34-39H2,1-13H3/b44-28+,45-29+,46-32+,47-33+/t42?,43?,48-/m1/s1
SMILES (Click to copy)
[C@](COP(=O)([O-])OCC[N+](C)(C)C)([H])(OC/C=C(\C)/CC/C=C(\C)/CCCC(C)CCCC(C)C)COC/C=C(\C)/CC/C=C(\C)/CCCC(C)CCCC(C)C

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 56
Rings 0
Aromatic Rings 0
Rotatable Bonds 36
Van der Waals Molecular Volume 911.97
Topological Polar Surface Area 77.05
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 7
logP 15.20
Molar Refractivity 243.32

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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.