Structure Database (LMSD)

Systematic Name
1-tetradecanoyl-2-hexadecanoyl-sn-glycero-3-phosphosulfocholine
Synonyms
LM ID
LMGP00000052
Formula
Exact Mass
Calculate m/z
708.47638
Status
Active

Classification

References

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

String Representations

InChiKey (Click to copy)
SPCFNTSZQSEJLJ-PGUFJCEWSA-N
InChi (Click to copy)
InChI=1S/C37H73O8PS/c1-5-7-9-11-13-15-17-18-20-22-24-26-28-30-37(39)45-35(34-44-46(40,41)43-31-32-47(3)4)33-42-36(38)29-27-25-23-21-19-16-14-12-10-8-6-2/h35H,5-34H2,1-4H3/t35-/m1/s1
SMILES (Click to copy)
[C@](COP(=O)([O-])OCC[S+](C)C)([H])(OC(CCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCC)=O

Other Databases

CHEBI ID
PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 47
Rings 0
Aromatic Rings 0
Rotatable Bonds 38
Van der Waals Molecular Volume 752.04
Topological Polar Surface Area 111.19
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 8
logP 11.43
Molar Refractivity 198.29

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.