Structure Database (LMSD)

Common Name
CL(1'-[20:0/18:2(9Z,12Z)],3'-[16:0/18:1(9Z)])
Systematic Name
1'-[1-eicosanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho],3'-[1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho]-sn-glycerol
Synonyms
  • CL(72:3)
  • CL(16:0_18:1_18:2_20:0)
LM ID
LMGP12010981
Formula
Exact Mass
Calculate m/z
1459.050481
Sum Composition
Abbrev Chains
CL 16:0_18:1_18:2_20:0
Status
Active (generated by computational methods)

Classification

String Representations

InChiKey (Click to copy)
APQSVSPDOOARHP-MGBVTLTGSA-N
InChi (Click to copy)
InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-39-35-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-38-34-30-26-22-18-14-10-6-2/h23,27,34-35,38-39,75-77,82H,5-22,24-26,28-33,36-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,38-34-,39-35-/t75-,76+,77+/m0/s1
SMILES (Click to copy)
P(OC[C@]([H])(OC(CCCCCCC/C=C\C/C=C\CCCCC)=O)COC(CCCCCCCCCCCCCCCCCCC)=O)(O)(OC[C@](O)([H])COP(OC[C@]([H])(OC(=O)CCCCCCC/C=C\CCCCCCCC)COC(=O)CCCCCCCCCCCCCCC)(O)=O)=O

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 100
Rings 0
Aromatic Rings 0
Rotatable Bonds 83
Van der Waals Molecular Volume 1580.47
Topological Polar Surface Area 236.95
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 17
logP 26.81
Molar Refractivity 413.25

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.