Structure Database (LMSD)

Systematic Name
1-hexadecanyl-2-(8-[3]-ladderane-octanyl)-sn-glycerophosphocholine
Synonyms
LM ID
LMGP01040092
Status
Active
Exact Mass
Calculate m/z
753.603627
Formula
Abbrev


Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

String Representations

InChiKey (Click to copy)
ZZTHOBKKUYXOMF-HAOFZDDBSA-N
InChi (Click to copy)
InChI=1S/C44H84NO6P/c1-5-6-7-8-9-10-11-12-13-14-15-17-20-23-31-48-35-38(36-51-52(46,47)50-33-30-45(2,3)4)49-32-24-21-18-16-19-22-25-37-26-27-41-42(34-37)44-40-29-28-39(40)43(41)44/h37-44H,5-36H2,1-4H3/t37?,38-,39?,40?,41?,42?,43?,44?/m1/s1
SMILES (Click to copy)
O(P(=O)([O-])OCC[N+](C)(C)C)C[C@@](OCCCCCCCCC1CC2C3C4CCC4C3C2CC1)([H])COCCCCCCCCCCCCCCCC

References

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 52
Rings 4
Aromatic Rings 0
Rotatable Bonds 34
Van der Waals Molecular Volume 803.89
Topological Polar Surface Area 77.05
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 7
logP 13.12
Molar Refractivity 216.57

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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.