Structure Database (LMSD)

Systematic Name
1-(6-[5]-ladderane-hexanoyl)-2-(8-[3]-ladderane-octanyl)-sn-glycerophosphocholine
Synonyms
LM ID
LMGP01080001
Status
Active
Exact Mass
Calculate m/z
785.535942
Formula
Abbrev


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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)
ZYSMCDLVOGTSMX-ARTYYKIKSA-N
InChi (Click to copy)
InChI=1S/C46H76NO7P/c1-47(2,3)22-24-53-55(49,50)54-28-31(51-23-12-7-5-4-6-9-13-29-16-17-36-37(25-29)42-33-19-18-32(33)41(36)42)27-52-39(48)15-11-8-10-14-30-26-38-40(30)46-44-35-21-20-34(35)43(44)45(38)46/h29-38,40-46H,4-28H2,1-3H3/t29?,30?,31-,32?,33?,34?,35?,36?,37?,38?,40?,41?,42?,43?,44?,45?,46?/m1/s1
SMILES (Click to copy)
C(CCCCC(=O)OC[C@@](OCCCCCCCCC1CC2C3C4CCC4C3C2CC1)(COP(=O)([O-])OCC[N+](C)(C)C)[H])C1CC2C3C4C5CCC5C4C3C21

References

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 55
Rings 9
Aromatic Rings 0
Rotatable Bonds 26
Van der Waals Molecular Volume 782.84
Topological Polar Surface Area 94.12
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 8
logP 10.62
Molar Refractivity 214.25

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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.