Structure Database (LMSD)

Systematic Name
1,2-didocosanoyl-sn-glycero-3-phosphosulfocholine
Synonyms
LM ID
LMGP00000054
Status
Active
Exact Mass
Calculate m/z
904.69548
Formula


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)
SNZJTWYFEIQNHP-ANFMRNGASA-N
InChi (Click to copy)
InChI=1S/C51H101O8PS/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-50(52)56-47-49(48-58-60(54,55)57-45-46-61(3)4)59-51(53)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h49H,5-48H2,1-4H3/t49-/m1/s1
SMILES (Click to copy)
[C@](COP(=O)([O-])OCC[S+](C)C)([H])(OC(CCCCCCCCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCCCCCCCC)=O

References

Reference
PubMed ID:620045
Comments
Submitted by Henry Boumann, Netherlands

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Nitzschia alba (#2858)
Bacillariophyceae (#33849)
Identification of the sulfolipids in the non-photosynthetic diatom Nitzschia alba.,
Biochim Biophys Acta, 1978
Pubmed ID: 620045

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 61
Rings 0
Aromatic Rings 0
Rotatable Bonds 52
Van der Waals Molecular Volume 994.24
Topological Polar Surface Area 111.19
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 8
logP 16.89
Molar Refractivity 262.93

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.