Structure Database (LMSD)

Common Name
CL(1'-[20:0/20:0],3'-[20:0/16:0])
Systematic Name
1'-[1,2-dieicosanoyl-sn-glycero-3-phospho],3'-[1-eicosanoyl-2-hexadecanoyl-sn-glycero-3-phospho]-sn-glycerol
Synonyms
  • CL(76:0)
  • CL(16:0_20:0_20:0_20:0)
LM ID
LMGP12011039
Formula
Exact Mass
Calculate m/z
1521.160031
Sum Composition
Abbrev Chains
CL 16:0_20:0_20:0_20:0
Status
Active (generated by computational methods)

Classification

String Representations

InChiKey (Click to copy)
ZOEFTYOJPVKNMZ-CVDIYTIKSA-N
InChi (Click to copy)
InChI=1S/C85H166O17P2/c1-5-9-13-17-21-25-29-33-36-39-42-46-49-53-57-61-65-69-82(87)95-75-80(101-84(89)71-67-63-59-55-51-45-32-28-24-20-16-12-8-4)77-99-103(91,92)97-73-79(86)74-98-104(93,94)100-78-81(102-85(90)72-68-64-60-56-52-48-44-41-38-35-31-27-23-19-15-11-7-3)76-96-83(88)70-66-62-58-54-50-47-43-40-37-34-30-26-22-18-14-10-6-2/h79-81,86H,5-78H2,1-4H3,(H,91,92)(H,93,94)/t79-,80+,81+/m0/s1
SMILES (Click to copy)
P(OC[C@]([H])(OC(CCCCCCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCCCCCC)=O)(O)(OC[C@](O)([H])COP(OC[C@]([H])(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCCCC)(O)=O)=O

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 104
Rings 0
Aromatic Rings 0
Rotatable Bonds 90
Van der Waals Molecular Volume 1657.59
Topological Polar Surface Area 236.95
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 17
logP 29.04
Molar Refractivity 432.00

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.