Structure Database (LMSD)

Common Name
CPA(16:0)
Systematic Name
1-hexadecanoyl-sn-glycero-2,3-cyclic-phosphate
Synonyms
  • 16:0 cyclic LPA
  • cLPA(16:0)
LM ID
LMGP00000057
Formula
Exact Mass
Calculate m/z
392.232778
Sum Composition
Abbrev Chains
CPA 16:0
Status
Active

Classification

Reactions

Filter by species:
Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
Click on an edge to display the reaction(s).
Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Existence of a bioactive lipid, cyclic phosphatidic acid, bound to human serum albumin.,
Life Sci, 1999
Pubmed ID: 10576590

String Representations

InChiKey (Click to copy)
WLYRJURLXSFXRK-GOSISDBHSA-N
InChi (Click to copy)
InChI=1S/C19H37O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(20)23-16-18-17-24-26(21,22)25-18/h18H,2-17H2,1H3,(H,21,22)/t18-/m1/s1
SMILES (Click to copy)
[C@@]1([H])(COP(O)(=O)O1)COC(CCCCCCCCCCCCCCC)=O

Other Databases

HMDB ID
CHEBI ID
PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 1
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 394.83
Topological Polar Surface Area 86.20
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 6
logP 6.55
Molar Refractivity 103.28

Admin

Created at
-
Updated at
1st Jun 2023
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.