Structure Database (LMSD)
Systematic Name
1-tetradecanyl-2-(8-[3]-ladderane-octanyl)-sn-glycerophosphocholine
Synonyms
LM ID
LMGP01040094
Formula
Exact Mass
Calculate m/z
725.572327
Sum Composition
Status
Curated
3D model of
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
MUSFKPDYXFFNIK-WVFZDJPZSA-N
InChi (Click to copy)
InChI=1S/C42H80NO6P/c1-5-6-7-8-9-10-11-12-13-15-18-21-29-46-33-36(34-49-50(44,45)48-31-28-43(2,3)4)47-30-22-19-16-14-17-20-23-35-24-25-39-40(32-35)42-38-27-26-37(38)41(39)42/h35-42H,5-34H2,1-4H3/t35?,36-,37?,38?,39?,40?,41?,42?/m1/s1
SMILES (Click to copy)
O(P(=O)([O-])OCC[N+](C)(C)C)C[C@@](OCCCCCCCCC1CC2C3C4CCC4C3C2CC1)([H])COCCCCCCCCCCCCCC
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
50
Rings
4
Aromatic Rings
0
Rotatable Bonds
32
Van der Waals Molecular Volume
769.29
Topological Polar Surface Area
77.05
Hydrogen Bond Donors
0
Hydrogen Bond Acceptors
7
logP
12.34
Molar Refractivity
207.33
Admin
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.
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.