Structure Database (LMSD)

O HO O P O HO H H O O O O O OH O O P H O O O O
Common Name
CL(1'-[18:2(9Z,12Z)/20:4(5Z,8Z,11Z,14Z)],3'-[20:0/16:0])
Systematic Name
1'-[1-(9Z,12Z-octadecadienoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho],3'-[1-eicosanoyl-2-hexadecanoyl-sn-glycero-3-phospho]-sn-glycerol
Synonyms
  • CL(74:6)
  • CL(16:0_18:2_20:0_20:4)
LM ID
LMGP12010859
Formula
Exact Mass
Calculate m/z
1481.034831
Sum Composition
Abbrev Chains
CL 16:0_18:2_20:0_20:4
Status
Active (generated by computational methods)

Main

Classification

String Representations

InChiKey (Click to copy)
FFESZMKPKDTXGI-OQUOBYQHSA-N
InChi (Click to copy)
InChI=1S/C83H150O17P2/c1-5-9-13-17-21-25-29-33-36-38-41-45-48-52-56-60-64-68-81(86)94-73-78(99-82(87)69-65-61-57-53-49-43-32-28-24-20-16-12-8-4)75-97-101(89,90)95-71-77(84)72-96-102(91,92)98-76-79(74-93-80(85)67-63-59-55-51-47-44-40-35-31-27-23-19-15-11-7-3)100-83(88)70-66-62-58-54-50-46-42-39-37-34-30-26-22-18-14-10-6-2/h22-23,26-27,34-35,37,40,42,46,54,58,77-79,84H,5-21,24-25,28-33,36,38-39,41,43-45,47-53,55-57,59-76H2,1-4H3,(H,89,90)(H,91,92)/b26-22-,27-23-,37-34-,40-35-,46-42-,58-54-/t77-,78+,79+/m0/s1
SMILES (Click to copy)
P(OC[C@]([H])(OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)COC(CCCCCCC/C=C\C/C=C\CCCCC)=O)(O)(OC[C@](O)([H])COP(OC[C@]([H])(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCCCC)(O)=O)=O

References

Other Databases

PubChem CID
SwissLipids ID

Calculated Physicochemical Properties

Heavy Atoms 102
Rings 0
Aromatic Rings 0
Rotatable Bonds 82
Van der Waals Molecular Volume 1607.15
Topological Polar Surface Area 236.95
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 17
logP 26.92
Molar Refractivity 422.20

Admin

Created at
-
Updated at
25th Apr 2022
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.