Study Data


MS Study

Project uploaded by: Swasti
Project ID: IMP_100040
Title: Kingdom-specific lipid unsaturation calibrates sequence evolution in membrane arm subunits of eukaryotic respiratory complexes
Project Description: Sequence evolution of protein complexes (PCs) is constrained by protein-protein interactions (PPIs). PPI-interfaces are predominantly conserved and hotspots for disease-related mutations. How do lipid-protein interactions (LPIs) constrain sequence evolution of membrane-PCs? We explore Respiratory Complexes (RCs) as a case study as these allow to compare sequence evolution in subunits exposed to both lipids in inner-mitochondrial membrane (IMM) and lipid-free aqueous matrix. We find that lipid-exposed surfaces of the IMM-subunits but not of the matrix subunits are populated with non-PPI disease-causing mutations signifying LPIs in stabilizing RCs. Further, IMM-subunits including their exposed surfaces show high intra-kingdom sequence conservation but remarkably diverge beyond. Molecular Dynamics simulation suggests contrasting LPIs of structurally superimposable but sequence-wise diverged IMM-exposed helices of Complex I (CI) subunit Ndufa1 from human and Arabidopsis depending on kingdom-specific unsaturation of cardiolipin fatty acyl chains. in cellulo assays consolidate inter-kingdom incompatibility of Ndufa1-helices due to the lipid-exposed amino acids. Plant-specific unsaturated fatty acids in human cells also trigger CI-instability. Taken together, we posit that altered LPIs calibrate sequence evolution at the IMM-arms of eukaryotic RCs.
Research Area: Biological Sciences
Funding Source: CSIR Grants – MLP0143, MLP0159, and HCP47
Project Contributors: Pooja Gupta, Sristi Chakroborty, Arun K. Rathod, K. Ranjith Kumar, Shreya Bhat, Suparna Ghosh, Pallavi Rao T, Kameshwari Yele, Raman Bakthisaran, R. Nagaraj, Moutusi Manna & Swasti Raychaudhuri

Study uploaded by: Swasti
Study ID: IMS_100035
Title: Kingdom-specific lipid unsaturation calibrates sequence evolution in membrane arm subunits of eukaryotic respiratory complexes
Summary: Sequence evolution of protein complexes (PCs) is constrained by protein-protein interactions (PPIs). PPI-interfaces are predominantly conserved and hotspots for disease-related mutations. How do lipid-protein interactions (LPIs) constrain sequence evolution of membrane-PCs? We explore Respiratory Complexes (RCs) as a case study as these allow to compare sequence evolution in subunits exposed to both lipids in inner-mitochondrial membrane (IMM) and lipid-free aqueous matrix. We find that lipid-exposed surfaces of the IMM-subunits but not of the matrix subunits are populated with non-PPI disease-causing mutations signifying LPIs in stabilizing RCs. Further, IMM-subunits including their exposed surfaces show high intra-kingdom sequence conservation but remarkably diverge beyond. Molecular Dynamics simulation suggests contrasting LPIs of structurally superimposable but sequence-wise diverged IMM-exposed helices of Complex I (CI) subunit Ndufa1 from human and Arabidopsis depending on kingdom-specific unsaturation of cardiolipin fatty acyl chains. in cellulo assays consolidate inter-kingdom incompatibility of Ndufa1-helices due to the lipid-exposed amino acids. Plant-specific unsaturated fatty acids in human cells also trigger CI-instability. Taken together, we posit that altered LPIs calibrate sequence evolution at the IMM-arms of eukaryotic RCs.
Publication: https://www.nature.com/articles/s41467-025-57295-7
Release Date: July 8, 2025
Study Type: Mass Spectrometry (MS)
Data Type: Untargeted
IEC/IBSC Approval Number :

Sr.No Sample ID Sample Name Organism Source Sample Preparation Protocol Sample Type Experimental Condition Time of treatment Variant/Variety Gender Age Replicates Storage Conditions Extraction Protocol Number of files per sample
1 IMSM_101905 Experimental Blank-1 Homo sapiens | 9606 HEK293T cultured cells 150 mg of mitochondria isolated from BSA, linoleic and linolenic acid treated Hs-A1-EGFP cells were resuspended in 250 μl of PBS. Lipids were isolated by modified Folch method. Briefly 750 μl of 2:1 (v/v) chloroform (CHCl3): methanol (MeOH) containing CL 56:0 (14:0)4 as an internal standard (IS) was added to the mitochondrial fraction and vortexed thoroughly. Phase separation was achieved by centrifugation at 2000 g for 5 mins. The organic phase was collected in a fresh glass vial. Re-extraction was performed from the aqueous phase by adding 500 μl of chloroform, 10% (v/v) formic acid, followed by vortex and centrifuge. The organic phase was pooled and dried under the stream of nitrogen gas. Isolated mitochondria and dried lipids were stored in -80°C until further use. LC buffer Blank 0 hours NA NA NA NA Processing Storage Conditions 4℃ and Extract Storage -80℃

NA

 2
2 IMSM_101918 Experimental Blank-2 Homo sapiens | 9606 HEK293T cultured cells 150 mg of mitochondria isolated from BSA, linoleic and linolenic acid treated Hs-A1-EGFP cells were resuspended in 250 μl of PBS. Lipids were isolated by modified Folch method. Briefly 750 μl of 2:1 (v/v) chloroform (CHCl3): methanol (MeOH) containing CL 56:0 (14:0)4 as an internal standard (IS) was added to the mitochondrial fraction and vortexed thoroughly. Phase separation was achieved by centrifugation at 2000 g for 5 mins. The organic phase was collected in a fresh glass vial. Re-extraction was performed from the aqueous phase by adding 500 μl of chloroform, 10% (v/v) formic acid, followed by vortex and centrifuge. The organic phase was pooled and dried under the stream of nitrogen gas. Isolated mitochondria and dried lipids were stored in -80°C until further use. LC buffer BLank 0 hours NA NA NA NA Processing Storage Conditions 4℃ and Extract Storage -80℃

NA

 2
3 IMSM_101919 Experimental Blank-3 Homo sapiens | 9606 HEK293T cultured cells 150 mg of mitochondria isolated from BSA, linoleic and linolenic acid treated Hs-A1-EGFP cells were resuspended in 250 μl of PBS. Lipids were isolated by modified Folch method. Briefly 750 μl of 2:1 (v/v) chloroform (CHCl3): methanol (MeOH) containing CL 56:0 (14:0)4 as an internal standard (IS) was added to the mitochondrial fraction and vortexed thoroughly. Phase separation was achieved by centrifugation at 2000 g for 5 mins. The organic phase was collected in a fresh glass vial. Re-extraction was performed from the aqueous phase by adding 500 μl of chloroform, 10% (v/v) formic acid, followed by vortex and centrifuge. The organic phase was pooled and dried under the stream of nitrogen gas. Isolated mitochondria and dried lipids were stored in -81°C until further use. LC buffer Blank 0 hours NA NA NA NA Processing Storage Conditions 4℃ and Extract Storage -80℃

NA

 2
4 IMSM_101920 Experimental Blank-4 Homo sapiens | 9606 HEK293T cultured cells 150 mg of mitochondria isolated from BSA, linoleic and linolenic acid treated Hs-A1-EGFP cells were resuspended in 250 μl of PBS. Lipids were isolated by modified Folch method. Briefly 750 μl of 2:1 (v/v) chloroform (CHCl3): methanol (MeOH) containing CL 56:0 (14:0)4 as an internal standard (IS) was added to the mitochondrial fraction and vortexed thoroughly. Phase separation was achieved by centrifugation at 2000 g for 5 mins. The organic phase was collected in a fresh glass vial. Re-extraction was performed from the aqueous phase by adding 500 μl of chloroform, 10% (v/v) formic acid, followed by vortex and centrifuge. The organic phase was pooled and dried under the stream of nitrogen gas. Isolated mitochondria and dried lipids were stored in -82°C until further use. LC buffer Blank 0 hours NA NA NA NA Processing Storage Conditions 4℃ and Extract Storage -80℃

NA

 2
5 IMSM_101921 Experimental Blank-5 Homo sapiens | 9606 HEK293T cultured cells 150 mg of mitochondria isolated from BSA, linoleic and linolenic acid treated Hs-A1-EGFP cells were resuspended in 250 μl of PBS. Lipids were isolated by modified Folch method. Briefly 750 μl of 2:1 (v/v) chloroform (CHCl3): methanol (MeOH) containing CL 56:0 (14:0)4 as an internal standard (IS) was added to the mitochondrial fraction and vortexed thoroughly. Phase separation was achieved by centrifugation at 2000 g for 5 mins. The organic phase was collected in a fresh glass vial. Re-extraction was performed from the aqueous phase by adding 500 μl of chloroform, 10% (v/v) formic acid, followed by vortex and centrifuge. The organic phase was pooled and dried under the stream of nitrogen gas. Isolated mitochondria and dried lipids were stored in -83°C until further use. LC buffer Blank 0 hours NA NA NA NA Processing Storage Conditions 4℃ and Extract Storage -80℃

NA

 2
6 IMSM_101922 Experimental Blank-6 Homo sapiens | 9606 HEK293T cultured cells 150 mg of mitochondria isolated from BSA, linoleic and linolenic acid treated Hs-A1-EGFP cells were resuspended in 250 μl of PBS. Lipids were isolated by modified Folch method. Briefly 750 μl of 2:1 (v/v) chloroform (CHCl3): methanol (MeOH) containing CL 56:0 (14:0)4 as an internal standard (IS) was added to the mitochondrial fraction and vortexed thoroughly. Phase separation was achieved by centrifugation at 2000 g for 5 mins. The organic phase was collected in a fresh glass vial. Re-extraction was performed from the aqueous phase by adding 500 μl of chloroform, 10% (v/v) formic acid, followed by vortex and centrifuge. The organic phase was pooled and dried under the stream of nitrogen gas. Isolated mitochondria and dried lipids were stored in -84°C until further use. LC buffer Blank 0 hours NA NA NA NA Processing Storage Conditions 4℃ and Extract Storage -80℃

NA

 2
7 IMSM_101923 Experimental Blank-7 Homo sapiens | 9606 HEK293T cultured cells 150 mg of mitochondria isolated from BSA, linoleic and linolenic acid treated Hs-A1-EGFP cells were resuspended in 250 μl of PBS. Lipids were isolated by modified Folch method. Briefly 750 μl of 2:1 (v/v) chloroform (CHCl3): methanol (MeOH) containing CL 56:0 (14:0)4 as an internal standard (IS) was added to the mitochondrial fraction and vortexed thoroughly. Phase separation was achieved by centrifugation at 2000 g for 5 mins. The organic phase was collected in a fresh glass vial. Re-extraction was performed from the aqueous phase by adding 500 μl of chloroform, 10% (v/v) formic acid, followed by vortex and centrifuge. The organic phase was pooled and dried under the stream of nitrogen gas. Isolated mitochondria and dried lipids were stored in -85°C until further use. LC buffer Blank 0 hours NA NA NA NA Processing Storage Conditions 4℃ and Extract Storage -80℃

NA

 2
8 IMSM_101924 Experimental Blank-8 Homo sapiens | 9606 HEK293T cultured cells 150 mg of mitochondria isolated from BSA, linoleic and linolenic acid treated Hs-A1-EGFP cells were resuspended in 250 μl of PBS. Lipids were isolated by modified Folch method. Briefly 750 μl of 2:1 (v/v) chloroform (CHCl3): methanol (MeOH) containing CL 56:0 (14:0)4 as an internal standard (IS) was added to the mitochondrial fraction and vortexed thoroughly. Phase separation was achieved by centrifugation at 2000 g for 5 mins. The organic phase was collected in a fresh glass vial. Re-extraction was performed from the aqueous phase by adding 500 μl of chloroform, 10% (v/v) formic acid, followed by vortex and centrifuge. The organic phase was pooled and dried under the stream of nitrogen gas. Isolated mitochondria and dried lipids were stored in -86°C until further use. LC buffer Blank 0 hours NA NA NA NA Processing Storage Conditions 4℃ and Extract Storage -80℃

NA

 2
9 IMSM_101925 Experimental Blank-9 Homo sapiens | 9606 HEK293T cultured cells 150 mg of mitochondria isolated from BSA, linoleic and linolenic acid treated Hs-A1-EGFP cells were resuspended in 250 μl of PBS. Lipids were isolated by modified Folch method. Briefly 750 μl of 2:1 (v/v) chloroform (CHCl3): methanol (MeOH) containing CL 56:0 (14:0)4 as an internal standard (IS) was added to the mitochondrial fraction and vortexed thoroughly. Phase separation was achieved by centrifugation at 2000 g for 5 mins. The organic phase was collected in a fresh glass vial. Re-extraction was performed from the aqueous phase by adding 500 μl of chloroform, 10% (v/v) formic acid, followed by vortex and centrifuge. The organic phase was pooled and dried under the stream of nitrogen gas. Isolated mitochondria and dried lipids were stored in -87°C until further use. LC buffer Blank 0 hours NA NA NA NA Processing Storage Conditions 4℃ and Extract Storage -80℃

NA

 2
10 IMSM_101926 Experimental Blank-10 Homo sapiens | 9606 HEK293T cultured cells 150 mg of mitochondria isolated from BSA, linoleic and linolenic acid treated Hs-A1-EGFP cells were resuspended in 250 μl of PBS. Lipids were isolated by modified Folch method. Briefly 750 μl of 2:1 (v/v) chloroform (CHCl3): methanol (MeOH) containing CL 56:0 (14:0)4 as an internal standard (IS) was added to the mitochondrial fraction and vortexed thoroughly. Phase separation was achieved by centrifugation at 2000 g for 5 mins. The organic phase was collected in a fresh glass vial. Re-extraction was performed from the aqueous phase by adding 500 μl of chloroform, 10% (v/v) formic acid, followed by vortex and centrifuge. The organic phase was pooled and dried under the stream of nitrogen gas. Isolated mitochondria and dried lipids were stored in -88°C until further use. LC buffer Blank 0 hours NA NA NA NA Processing Storage Conditions 4℃ and Extract Storage -80℃

NA

 2

Sr.No MS Exp ID Sample Name/ID Mass Spectrometer Type MS Instrument Name MS Instrument type MS Ionization Method Ion Mode/Scan Polarity Data Transformation (Software/s Used)
41 IME_101185 Experimental Blank-21 / IMSM_101937 LCMS (Liquid Chromatography- Mass Spectrometry) ABI Sciex 6500 QTrap Triple quadrupole Electrospray Ionization - ESI Negative Analytics version 3.3.1.43
42 IME_101186 Experimental Blank-21 / IMSM_101937 LCMS (Liquid Chromatography- Mass Spectrometry) ABI Sciex 6500 QTrap Triple quadrupole Electrospray Ionization - ESI Negative Analytics version 3.3.1.43
43 IME_101187 Experimental Blank-22 / IMSM_101938 LCMS (Liquid Chromatography- Mass Spectrometry) ABI Sciex 6500 QTrap Triple quadrupole Electrospray Ionization - ESI Negative Analytics version 3.3.1.43
44 IME_101188 Experimental Blank-22 / IMSM_101938 LCMS (Liquid Chromatography- Mass Spectrometry) ABI Sciex 6500 QTrap Triple quadrupole Electrospray Ionization - ESI Negative Analytics version 3.3.1.43
45 IME_101189 Experimental Blank-23 / IMSM_101939 LCMS (Liquid Chromatography- Mass Spectrometry) ABI Sciex 6500 QTrap Triple quadrupole Electrospray Ionization - ESI Negative Analytics version 3.3.1.43
46 IME_101190 Experimental Blank-23 / IMSM_101939 LCMS (Liquid Chromatography- Mass Spectrometry) ABI Sciex 6500 QTrap Triple quadrupole Electrospray Ionization - ESI Negative Analytics version 3.3.1.43
47 IME_101191 Experimental Blank-24 / IMSM_101940 LCMS (Liquid Chromatography- Mass Spectrometry) ABI Sciex 6500 QTrap Triple quadrupole Electrospray Ionization - ESI Negative Analytics version 3.3.1.43
48 IME_101192 Experimental Blank-24 / IMSM_101940 LCMS (Liquid Chromatography- Mass Spectrometry) ABI Sciex 6500 QTrap Triple quadrupole Electrospray Ionization - ESI Negative Analytics version 3.3.1.43
49 IME_101193 Experimental Blank-25 / IMSM_101941 LCMS (Liquid Chromatography- Mass Spectrometry) ABI Sciex 6500 QTrap Triple quadrupole Electrospray Ionization - ESI Negative Analytics version 3.3.1.43
50 IME_101194 Experimental Blank-25 / IMSM_101941 LCMS (Liquid Chromatography- Mass Spectrometry) ABI Sciex 6500 QTrap Triple quadrupole Electrospray Ionization - ESI Negative Analytics version 3.3.1.43

Sr.No First name Last name Email Organization Designation
1 Swasti Raychaudhuri rcswasti@ccmb.res.in CSIR-Centre for Cellular & Molecular Biology principal_investigator

Sr.No ftprun ID MS Exp ID MS Data Files
11 IMR_101759 IME_101155 Blank-6.wiff
12 IMR_101760 IME_101156 Blank-6.wiff.scan
13 IMR_101761 IME_101157 Blank-7.wiff
14 IMR_101762 IME_101158 Blank-7.wiff.scan
15 IMR_101763 IME_101159 Blank-8.wiff
16 IMR_101764 IME_101160 Blank-8.wiff.scan
17 IMR_101765 IME_101161 Blank-9.wiff
18 IMR_101766 IME_101162 Blank-9.wiff.scan
19 IMR_101767 IME_101163 Blank-10.wiff
20 IMR_101768 IME_101164 Blank-10.wiff.scan

Download Metabolite/Compound

Sr.No Structure Details
1 Molecular Structure

CL 16:1_16:1_16:1_16:1

CHEBI ID: NA

PubChem ID: 131767780

Chemical Formula: C73H134O17P2

Smiles: CCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC/C=C\CCCCCC)COP(=O)(OCC(O)COP(=O)(OC[C@H](OC(=O)CCCCCCC/C=C\CCCCCC)COC(=O)CCCCCCC/C=C\CCCCCC)O)O

InChI: InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25-32,67-69,74H,5-24,33-66H2,1-4H3,(H,79,80)(H,81,82)/b29-25-,30-26-,31-27-,32-28-/t68-,69-/m1/s1

Mass to charge: 1343.9

Retention Time: 35.4
2 Molecular Structure

CL 16:0_16:0_16:0_18:1

CHEBI ID: NA

PubChem ID: 118701872

Chemical Formula: C77H134O17P2

Smiles: CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@@H](COP(=O)(O)OC[C@@H](COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC)O)OC(=O)CCCCCCCCCCCCCCC

InChI: InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h33-34,69-71,76H,5-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b34-33-/t69-,70+,71+/m0/s1

Mass to charge: 1377.9

Retention Time: 39.2
3 Molecular Structure

CL 16:0_16:1_16:1_18:2

CHEBI ID: NA

PubChem ID: 131766973

Chemical Formula: C75H138O17P2

Smiles: CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@@H](COP(=O)(O)OC[C@@H](COC(=O)CCCCCCC/C=C\CCCCCC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC)O)OC(=O)CCCCCCC/C=C\CCCCCC

InChI: InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h21,25,27-28,31-34,69-71,76H,5-20,22-24,26,29-30,35-68H2,1-4H3,(H,81,82)(H,83,84)/b25-21-,31-27-,32-28-,34-33-/t69-,70+,71+/m0/s1

Mass to charge: 1371.9

Retention Time: 36.3
4 Molecular Structure

CL 16:1_16:1_18:2_16:1

CHEBI ID: NA

PubChem ID: 131767810

Chemical Formula: C75H136O17P2

Smiles: CCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@@H](COP(=O)(O)OC[C@@H](COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)OC(=O)CCCCCCC/C=C\CCCCCC)O)OC(=O)CCCCCCC/C=C\CCCCCC

InChI: InChI=1S/C75H136O17P2/c1-5-9-13-17-21-25-29-33-34-38-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-37-32-28-24-20-16-12-8-4)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h21,25-28,30-34,69-71,76H,5-20,22-24,29,35-68H2,1-4H3,(H,81,82)(H,83,84)/b25-21-,30-26-,31-27-,32-28-,34-33-/t69-,70+,71+/m0/s1

Mass to charge: 1369.9

Retention Time: 35.6
5 Molecular Structure

CL 16:0_16:1_16:1_18:3

CHEBI ID: NA

PubChem ID: 138284445

Chemical Formula: C75H136O17P2

Smiles: CCCCCCCCCCCCCCCC(=O)OC(COC(=O)CCCCCCC/C=C\CCCCCC)COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCC/C=C\CCCCCC)O

InChI: InChI=1S/C75H136O17P2/c1-5-9-13-17-21-25-29-33-34-38-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-37-32-28-24-20-16-12-8-4)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h9,13,21,25-26,28,30,32-34,69-71,76H,5-8,10-12,14-20,22-24,27,29,31,35-68H2,1-4H3,(H,81,82)(H,83,84)/b13-9-,25-21-,30-26-,32-28-,34-33-

Mass to charge: 1369.9

Retention Time: 35.6
6 Molecular Structure

CL 16:0_16:0_18:1_18:1/ CL 16:0_16:1_18:0_18:1

CHEBI ID: NA

PubChem ID: 138125708

Chemical Formula: C77H146O17P2

Smiles: CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\CCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC)O)OC(=O)CCCCCCCCCCCCCCC

InChI: InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h33-36,71-73,78H,5-32,37-70H2,1-4H3,(H,83,84)(H,85,86)/b35-33-,36-34-

Mass to charge: 1403.9

Retention Time: 39.3
7 Molecular Structure

CL 16:1_16:1_18:1_18:1

CHEBI ID: NA

PubChem ID: 138272266

Chemical Formula: C77H142O17P2

Smiles: CCCCCCCC/C=C\CCCCCCCC(=O)OCC(COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\CCCCCC)OC(=O)CCCCCCC/C=C\CCCCCC)O)OC(=O)CCCCCCC/C=C\CCCCCCCC

InChI: InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h27-28,31-36,71-73,78H,5-26,29-30,37-70H2,1-4H3,(H,83,84)(H,85,86)/b31-27-,32-28-,35-33-,36-34-

Mass to charge: 1399.9

Retention Time: 37.0
8 Molecular Structure

CL 16:0_16:0_18:1_18:3

CHEBI ID: NA

PubChem ID: 138292608

Chemical Formula: C77H142O17P2

Smiles: CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCC/C=C\CCCCCCCC)O)OC(=O)CCCCCCCCCCCCCCC

InChI: InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h9,13,21,25,33-36,71-73,78H,5-8,10-12,14-20,22-24,26-32,37-70H2,1-4H3,(H,83,84)(H,85,86)/b13-9-,25-21-,35-33-,36-34-

Mass to charge: 1399.9

Retention Time: 37.0
9 Molecular Structure

CL 16:1_16:1_18:1_18:2/ CL 16:0_16:1_18:2_18:2

CHEBI ID: NA

PubChem ID: 138195581

Chemical Formula: C77H140O17P2

Smiles: CCCCCCCC/C=C\CCCCCCCC(=O)OC(COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\CCCCCC)OC(=O)CCCCCCC/C=C\CCCCCC)O

InChI: InChI=1S/C77H140O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h21,25,27-28,31-36,71-73,78H,5-20,22-24,26,29-30,37-70H2,1-4H3,(H,83,84)(H,85,86)/b25-21-,31-27-,32-28-,35-33-,36-34-

Mass to charge: 1397.9

Retention Time: 36.7
10 Molecular Structure

CL 16:0_16:0_18:2_18:3/ CL 16:0_16:1_18:1_18:3/ CL 16:1_16:1_18:0_18:3

CHEBI ID: NA

PubChem ID: 138127050

Chemical Formula: C77H140O17P2

Smiles: CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC)O)OC(=O)CCCCCCCCCCCCCCC

InChI: InChI=1S/C77H140O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h9,13,21-22,25-26,33-36,71-73,78H,5-8,10-12,14-20,23-24,27-32,37-70H2,1-4H3,(H,83,84)(H,85,86)/b13-9-,25-21-,26-22-,35-33-,36-34-

Mass to charge: 1397.9

Retention Time: 36.7
11 Molecular Structure

CL 16:1_16:1_18:2_18:2

CHEBI ID: NA

PubChem ID: 138243780

Chemical Formula: C77H138O17P2

Smiles: CCCCCC/C=C\CCCCCCCC(=O)OCC(COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC)O)OC(=O)CCCCCCC/C=C\CCCCCC

InChI: InChI=1S/C77H138O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h21-22,25-28,31-36,71-73,78H,5-20,23-24,29-30,37-70H2,1-4H3,(H,83,84)(H,85,86)/b25-21-,26-22-,31-27-,32-28-,35-33-,36-34-

Mass to charge: 1395.9

Retention Time: 36.1
12 Molecular Structure

CL 16:1_16:1_18:1_18:3/ CL 16:0_16:1_18:2_18:3

CHEBI ID: NA

PubChem ID: 138124283

Chemical Formula: C77H138O17P2

Smiles: CCCCCCCC/C=C\CCCCCCCC(=O)OC(COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\CCCCCC)OC(=O)CCCCCCC/C=C\CCCCCC)O

InChI: InChI=1S/C77H138O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h9,13,21,25,27-28,31-36,71-73,78H,5-8,10-12,14-20,22-24,26,29-30,37-70H2,1-4H3,(H,83,84)(H,85,86)/b13-9-,25-21-,31-27-,32-28-,35-33-,36-34-

Mass to charge: 1395.9

Retention Time: 36.1
13 Molecular Structure

CL 16:0_16:1_16:1_20:5

CHEBI ID: NA

PubChem ID: 138260134

Chemical Formula: C77H134O17P2

Smiles: CCCCCCCCCCCCCCCC(=O)OC(COC(=O)CCCCCCC/C=C\CCCCCC)COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCC/C=C\CCCCCC)O

InChI: InChI=1S/C77H136O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-39-32-28-24-20-16-12-8-4)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h9,13,21,25-26,28,30,32-34,36,40,46,50,71-73,78H,5-8,10-12,14-20,22-24,27,29,31,35,37-39,41-45,47-49,51-70H2,1-4H3,(H,83,84)(H,85,86)/b13-9-,25-21-,30-26-,32-28-,34-33-,40-36-,50-46-

Mass to charge: 1393.9

Retention Time: 35.4
14 Molecular Structure

CL 16:1_16:1_18:2_18:3/ CL 16:0_16:1_18:3_18:3

CHEBI ID: NA

PubChem ID: 138204520

Chemical Formula: C77H134O17P2

Smiles: CCCCCC/C=C\CCCCCCCC(=O)OCC(COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC)O)OC(=O)CCCCCCC/C=C\CCCCCC

InChI: InChI=1S/C77H136O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h9,13,21-22,25-28,31-36,71-73,78H,5-8,10-12,14-20,23-24,29-30,37-70H2,1-4H3,(H,83,84)(H,85,86)/b13-9-,25-21-,26-22-,31-27-,32-28-,35-33-,36-34-

Mass to charge: 1393.9

Retention Time: 35.4
15 Molecular Structure

CL 16:1_16:1_16:1_20:5

CHEBI ID: NA

PubChem ID: 138121456

Chemical Formula: C77H134O17P2

Smiles: CCCCCC/C=C\CCCCCCCC(=O)OCC(COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCC/C=C\CCCCCC)O)OC(=O)CCCCCCC/C=C\CCCCCC

InChI: InChI=1S/C77H134O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-39-32-28-24-20-16-12-8-4)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h9,13,21,25-28,30-34,36,40,46,50,71-73,78H,5-8,10-12,14-20,22-24,29,35,37-39,41-45,47-49,51-70H2,1-4H3,(H,83,84)(H,85,86)/b13-9-,25-21-,30-26-,31-27-,32-28-,34-33-,40-36-,50-46-

Mass to charge: 1391.9

Retention Time: 34.8
16 Molecular Structure

CL 16:1_16:1_18:3_18:3

CHEBI ID: NA

PubChem ID: 138138200

Chemical Formula: C77H134O17P2

Smiles: CCCCCC/C=C\CCCCCCCC(=O)OCC(COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)O)OC(=O)CCCCCCC/C=C\CCCCCC

InChI: InChI=1S/C77H134O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h9-10,13-14,21-22,25-28,31-36,71-73,78H,5-8,11-12,15-20,23-24,29-30,37-70H2,1-4H3,(H,83,84)(H,85,86)/b13-9-,14-10-,25-21-,26-22-,31-27-,32-28-,35-33-,36-34-

Mass to charge: 1391.9

Retention Time: 34.8
17 Molecular Structure

CL 16:0_18:1_18:1_18:1/ CL 16:1_18:0_18:1_18:1

CHEBI ID: NA

PubChem ID: 138189480

Chemical Formula: C79H148O17P2

Smiles: CCCCCCCCCCCCCCCC(=O)OC(COC(=O)CCCCCCC/C=C\CCCCCCCC)COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\CCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC)O

InChI: InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-36-40-43-47-51-55-59-63-76(81)89-69-74(95-78(83)65-61-57-53-49-45-39-32-28-24-20-16-12-8-4)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2/h33-38,73-75,80H,5-32,39-72H2,1-4H3,(H,85,86)(H,87,88)/b36-33-,37-34-,38-35-

Mass to charge: 1430.1

Retention Time: 38.8
18 Molecular Structure

CL 16:0_18:0_18:0_18:3

CHEBI ID: NA

PubChem ID: 138262338

Chemical Formula: C79H148O17P2

Smiles: CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCCCCCCCCCCCC)O)OC(=O)CCCCCCCCCCCCCCC

InChI: InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-36-40-43-47-51-55-59-63-76(81)89-69-74(95-78(83)65-61-57-53-49-45-39-32-28-24-20-16-12-8-4)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2/h10,14,22,26,34,37,73-75,80H,5-9,11-13,15-21,23-25,27-33,35-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b14-10-,26-22-,37-34-

Mass to charge: 1430.1

Retention Time: 38.8
19 Molecular Structure

CL 16:0_18:1_18:1_18:2

CHEBI ID: NA

PubChem ID: 138120190

Chemical Formula: C79H146O17P2

Smiles: CCCCCCCCCCCCCCCC(=O)OC(COC(=O)CCCCCCC/C=C\CCCCCCCC)COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC)O

InChI: InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-36-40-43-47-51-55-59-63-76(81)89-69-74(95-78(83)65-61-57-53-49-45-39-32-28-24-20-16-12-8-4)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2/h22,26,33-38,73-75,80H,5-21,23-25,27-32,39-72H2,1-4H3,(H,85,86)(H,87,88)/b26-22-,36-33-,37-34-,38-35-

Mass to charge: 1427.9

Retention Time: 38.7
20 Molecular Structure

CL 16:1_18:0_18:0_18:3/ CL 16:0_18:0_18:1_18:3

CHEBI ID: NA

PubChem ID: 138289954

Chemical Formula: C79H146O17P2

Smiles: CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCCCCCCCCCCCC)O)OC(=O)CCCCCCC/C=C\CCCCCC

InChI: InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-36-40-43-47-51-55-59-63-76(81)89-69-74(95-78(83)65-61-57-53-49-45-39-32-28-24-20-16-12-8-4)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2/h10,14,22,26,28,32,34,37,73-75,80H,5-9,11-13,15-21,23-25,27,29-31,33,35-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b14-10-,26-22-,32-28-,37-34-

Mass to charge: 1427.9

Retention Time: 38.7
21 Molecular Structure

CL 16:1_18:1_18:1_18:2

CHEBI ID: NA

PubChem ID: 138255015

Chemical Formula: C79H144O17P2

Smiles: CCCCCCCC/C=C\CCCCCCCC(=O)OCC(COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC)O)OC(=O)CCCCCCC/C=C\CCCCCC

InChI: InChI=1S/C79H144O17P2/c1-5-9-13-17-21-25-29-33-36-40-43-47-51-55-59-63-76(81)89-69-74(95-78(83)65-61-57-53-49-45-39-32-28-24-20-16-12-8-4)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2/h22,26,28,32-38,73-75,80H,5-21,23-25,27,29-31,39-72H2,1-4H3,(H,85,86)(H,87,88)/b26-22-,32-28-,36-33-,37-34-,38-35-

Mass to charge: 1425.9

Retention Time: 37.8
22 Molecular Structure

CL 16:0_18:1_18:1_18:3/ CL 16:1_18:0_18:1_18:3

CHEBI ID: NA

PubChem ID: 138191131

Chemical Formula: C79H144O17P2

Smiles: CCCCCCCCCCCCCCCC(=O)OC(COC(=O)CCCCCCC/C=C\CCCCCCCC)COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCC/C=C\CCCCCCCC)O

InChI: InChI=1S/C79H144O17P2/c1-5-9-13-17-21-25-29-33-36-40-43-47-51-55-59-63-76(81)89-69-74(95-78(83)65-61-57-53-49-45-39-32-28-24-20-16-12-8-4)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2/h10,14,22,26,33-38,73-75,80H,5-9,11-13,15-21,23-25,27-32,39-72H2,1-4H3,(H,85,86)(H,87,88)/b14-10-,26-22-,36-33-,37-34-,38-35-

Mass to charge: 1425.9

Retention Time: 37.8
23 Molecular Structure

CL 16:1_18:1_18:2_18:2

CHEBI ID: NA

PubChem ID: 138209519

Chemical Formula: C79H142O17P2

Smiles: CCCCCCCC/C=C\CCCCCCCC(=O)OCC(COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC)O)OC(=O)CCCCCCC/C=C\CCCCCC

InChI: InChI=1S/C79H142O17P2/c1-5-9-13-17-21-25-29-33-36-40-43-47-51-55-59-63-76(81)89-69-74(95-78(83)65-61-57-53-49-45-39-32-28-24-20-16-12-8-4)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2/h22-23,26-28,32-38,73-75,80H,5-21,24-25,29-31,39-72H2,1-4H3,(H,85,86)(H,87,88)/b26-22-,27-23-,32-28-,36-33-,37-34-,38-35-

Mass to charge: 1423.9

Retention Time: 37.0
24 Molecular Structure

CL 16:1_18:1_18:1_18:3/ CL 16:0_18:0_18:3_18:3

CHEBI ID: NA

PubChem ID: 138236342

Chemical Formula: C79H142O17P2

Smiles: CCCCCCCC/C=C\CCCCCCCC(=O)OCC(COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCC/C=C\CCCCCCCC)O)OC(=O)CCCCCCC/C=C\CCCCCC

InChI: InChI=1S/C79H142O17P2/c1-5-9-13-17-21-25-29-33-36-40-43-47-51-55-59-63-76(81)89-69-74(95-78(83)65-61-57-53-49-45-39-32-28-24-20-16-12-8-4)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2/h10,14,22,26,28,32-38,73-75,80H,5-9,11-13,15-21,23-25,27,29-31,39-72H2,1-4H3,(H,85,86)(H,87,88)/b14-10-,26-22-,32-28-,36-33-,37-34-,38-35-

Mass to charge: 1423.9

Retention Time: 37.0
25 Molecular Structure

CL 16:1_18:2_18:2_18:2

CHEBI ID: NA

PubChem ID: 138126603

Chemical Formula: C79H140O17P2

Smiles: CCCCCC/C=C\CCCCCCCC(=O)OC(COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC)O

InChI: InChI=1S/C79H140O17P2/c1-5-9-13-17-21-25-29-33-36-40-43-47-51-55-59-63-76(81)89-69-74(95-78(83)65-61-57-53-49-45-39-32-28-24-20-16-12-8-4)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2/h21-23,25-28,32-38,73-75,80H,5-20,24,29-31,39-72H2,1-4H3,(H,85,86)(H,87,88)/b25-21-,26-22-,27-23-,32-28-,36-33-,37-34-,38-35-

Mass to charge: 1421.9

Retention Time: 36.4
26 Molecular Structure

CL 16:1_18:1_18:2_18:3/ CL 16:1_18:0_18:3_18:3

CHEBI ID: NA

PubChem ID: 138223876

Chemical Formula: C79H140O17P2

Smiles: CCCCCCCC/C=C\CCCCCCCC(=O)OCC(COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC)O)OC(=O)CCCCCCC/C=C\CCCCCC

InChI: InChI=1S/C79H140O17P2/c1-5-9-13-17-21-25-29-33-36-40-43-47-51-55-59-63-76(81)89-69-74(95-78(83)65-61-57-53-49-45-39-32-28-24-20-16-12-8-4)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2/h10,14,22-23,26-28,32-38,73-75,80H,5-9,11-13,15-21,24-25,29-31,39-72H2,1-4H3,(H,85,86)(H,87,88)/b14-10-,26-22-,27-23-,32-28-,36-33-,37-34-,38-35-

Mass to charge: 1421.9

Retention Time: 36.4
27 Molecular Structure

CL 16:1_16:1_18:2_20:4

CHEBI ID: NA

PubChem ID: 138184641

Chemical Formula: C79H138O17P2

Smiles: CCCCCC/C=C\CCCCCCCC(=O)OCC(COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCC/C=C\C/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC)O)OC(=O)CCCCCCC/C=C\CCCCCC

InChI: InChI=1S/C79H138O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h9,13,21-22,25-28,31-35,37-38,41,73-75,80H,5-8,10-12,14-20,23-24,29-30,36,39-40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b13-9-,25-21-,26-22-,31-27-,32-28-,35-33-,37-34-,41-38-

Mass to charge: 1419.9

Retention Time: 35.7
28 Molecular Structure

CL 16:1_18:1_18:3_18:3

CHEBI ID: NA

PubChem ID: 138261175

Chemical Formula: C79H138O17P2

Smiles: CCCCCCCC/C=C\CCCCCCCC(=O)OCC(COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)O)OC(=O)CCCCCCC/C=C\CCCCCC

InChI: InChI=1S/C79H138O17P2/c1-5-9-13-17-21-25-29-33-36-40-43-47-51-55-59-63-76(81)89-69-74(95-78(83)65-61-57-53-49-45-39-32-28-24-20-16-12-8-4)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2/h10-11,14-15,22-23,26-28,32-38,73-75,80H,5-9,12-13,16-21,24-25,29-31,39-72H2,1-4H3,(H,85,86)(H,87,88)/b14-10-,15-11-,26-22-,27-23-,32-28-,36-33-,37-34-,38-35-

Mass to charge: 1419.9

Retention Time: 35.7
29 Molecular Structure

CL 16:1_16:1_18:2_20:5

CHEBI ID: NA

PubChem ID: 138205119

Chemical Formula: C79H136O17P2

Smiles: CCCCCC/C=C\CCCCCCCC(=O)OCC(COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC)O)OC(=O)CCCCCCC/C=C\CCCCCC

InChI: InChI=1S/C79H136O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h9,13,21-22,25-28,31-35,37-38,41,48,52,73-75,80H,5-8,10-12,14-20,23-24,29-30,36,39-40,42-47,49-51,53-72H2,1-4H3,(H,85,86)(H,87,88)/b13-9-,25-21-,26-22-,31-27-,32-28-,35-33-,37-34-,41-38-,52-48-

Mass to charge: 1417.9

Retention Time: 35.3
30 Molecular Structure

CL 16:1_18:2_18:3_18:3

CHEBI ID: NA

PubChem ID: 138156108

Chemical Formula: C79H136O17P2

Smiles: CCCCCC/C=C\CCCCCCCC(=O)OC(COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)O

InChI: InChI=1S/C79H136O17P2/c1-5-9-13-17-21-25-29-33-36-40-43-47-51-55-59-63-76(81)89-69-74(95-78(83)65-61-57-53-49-45-39-32-28-24-20-16-12-8-4)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2/h10-11,14-15,21-23,25-28,32-38,73-75,80H,5-9,12-13,16-20,24,29-31,39-72H2,1-4H3,(H,85,86)(H,87,88)/b14-10-,15-11-,25-21-,26-22-,27-23-,32-28-,36-33-,37-34-,38-35-

Mass to charge: 1417.9

Retention Time: 35.3
31 Molecular Structure

CL 16:1_18:3_18:3_18:3

CHEBI ID: NA

PubChem ID: 138240999

Chemical Formula: C79H134O17P2

Smiles: CCCCCC/C=C\CCCCCCCC(=O)OC(COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)O

InChI: InChI=1S/C79H134O17P2/c1-5-9-13-17-21-25-29-33-36-40-43-47-51-55-59-63-76(81)89-69-74(95-78(83)65-61-57-53-49-45-39-32-28-24-20-16-12-8-4)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2/h9-11,13-15,21-23,25-28,32-38,73-75,80H,5-8,12,16-20,24,29-31,39-72H2,1-4H3,(H,85,86)(H,87,88)/b13-9-,14-10-,15-11-,25-21-,26-22-,27-23-,32-28-,36-33-,37-34-,38-35-

Mass to charge: 1415.9

Retention Time: 34.6
32 Molecular Structure

CL 18:1_18:1_18:1_18:1

CHEBI ID: NA

PubChem ID: 10464221

Chemical Formula: C81H150O17P2

Smiles: CCCCCCCC/C=C\CCCCCCCC(=O)OCC(OC(=O)CCCCCCC/C=C\CCCCCCCC)COP(=O)(OCC(O)COP(=O)(OCC(OC(=O)CCCCCCC/C=C\CCCCCCCC)COC(=O)CCCCCCC/C=C\CCCCCCCC)O)O

InChI: InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h33-40,75-77,82H,5-32,41-74H2,1-4H3,(H,87,88)(H,89,90)/b37-33-,38-34-,39-35-,40-36-

Mass to charge: 1456.1

Retention Time: 40.3
33 Molecular Structure

CL 18:1_18:1_18:1_18:2/ CL 18:0_18:1_18:2_18:2

CHEBI ID: NA

PubChem ID: 138173202

Chemical Formula: C81H148O17P2

Smiles: CCCCCCCC/C=C\CCCCCCCC(=O)OCC(COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC)O)OC(=O)CCCCCCC/C=C\CCCCCCCC

InChI: InChI=1S/C81H148O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h21,25,33-40,75-77,82H,5-20,22-24,26-32,41-74H2,1-4H3,(H,87,88)(H,89,90)/b25-21-,37-33-,38-34-,39-35-,40-36-

Mass to charge: 1454.1

Retention Time: 39.3
34 Molecular Structure

CL 18:1_18:1_18:2_18:2

CHEBI ID: NA

PubChem ID: 138243779

Chemical Formula: C81H146O17P2

Smiles: CCCCCCCC/C=C\CCCCCCCC(=O)OCC(COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC)O)OC(=O)CCCCCCC/C=C\CCCCCCCC

InChI: InChI=1S/C81H146O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h21,23,25,27,33-40,75-77,82H,5-20,22,24,26,28-32,41-74H2,1-4H3,(H,87,88)(H,89,90)/b25-21-,27-23-,37-33-,38-34-,39-35-,40-36-

Mass to charge: 1451.9

Retention Time: 38.4
35 Molecular Structure

CL 18:1_18:1_18:1_18:3

CHEBI ID: NA

PubChem ID: 138129457

Chemical Formula: C81H146O17P2

Smiles: CCCCCCCC/C=C\CCCCCCCC(=O)OCC(COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCC/C=C\CCCCCCCC)O)OC(=O)CCCCCCC/C=C\CCCCCCCC

InChI: InChI=1S/C81H146O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h9,13,21,25,33-40,75-77,82H,5-8,10-12,14-20,22-24,26-32,41-74H2,1-4H3,(H,87,88)(H,89,90)/b13-9-,25-21-,37-33-,38-34-,39-35-,40-36-

Mass to charge: 1451.9

Retention Time: 38.4
36 Molecular Structure

CL 18:1_18:2_18:2_18:2

CHEBI ID: NA

PubChem ID: 138291263

Chemical Formula: C81H144O17P2

Smiles: CCCCCCCC/C=C\CCCCCCCC(=O)OC(COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC)O

InChI: InChI=1S/C81H144O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h21-23,25-27,33-40,75-77,82H,5-20,24,28-32,41-74H2,1-4H3,(H,87,88)(H,89,90)/b25-21-,26-22-,27-23-,37-33-,38-34-,39-35-,40-36-

Mass to charge: 1449.9

Retention Time: 37.4
37 Molecular Structure

CL 18:1_18:1_18:2_18:3/ CL 18:0_18:1_18:3_18:3

CHEBI ID: NA

PubChem ID: 138146604

Chemical Formula: C81H144O17P2

Smiles: CCCCCCCC/C=C\CCCCCCCC(=O)OCC(COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC)O)OC(=O)CCCCCCC/C=C\CCCCCCCC

InChI: InChI=1S/C81H144O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h9,13,21,23,25,27,33-40,75-77,82H,5-8,10-12,14-20,22,24,26,28-32,41-74H2,1-4H3,(H,87,88)(H,89,90)/b13-9-,25-21-,27-23-,37-33-,38-34-,39-35-,40-36-

Mass to charge: 1449.9

Retention Time: 37.4
38 Molecular Structure

CL 18:2_18:2_18:2_18:2

CHEBI ID: NA

PubChem ID: 138205444

Chemical Formula: C81H142O17P2

Smiles: CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCC(OC(=O)CCCCCCC/C=C\C/C=C\CCCCC)COP(=O)(OCC(O)COP(=O)(OCC(OC(=O)CCCCCCC/C=C\C/C=C\CCCCC)COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)O)O

InChI: InChI=1S/C81H142O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h21-28,33-40,75-77,82H,5-20,29-32,41-74H2,1-4H3,(H,87,88)(H,89,90)/b25-21-,26-22-,27-23-,28-24-,37-33-,38-34-,39-35-,40-36-

Mass to charge: 1447.9

Retention Time: 36.7
39 Molecular Structure

CL 18:1_18:1_18:3_18:3

CHEBI ID: NA

PubChem ID: 138164840

Chemical Formula: C81H142O17P2

Smiles: CCCCCCCC/C=C\CCCCCCCC(=O)OCC(COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)O)OC(=O)CCCCCCC/C=C\CCCCCCCC

InChI: InChI=1S/C81H142O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h9,11,13,15,21,23,25,27,33-40,75-77,82H,5-8,10,12,14,16-20,22,24,26,28-32,41-74H2,1-4H3,(H,87,88)(H,89,90)/b13-9-,15-11-,25-21-,27-23-,37-33-,38-34-,39-35-,40-36-

Mass to charge: 1447.9

Retention Time: 36.7
40 Molecular Structure

CL 16:0_18:2_18:2_20:5/ CL 16:1_18:1_18:2_20:5

CHEBI ID: NA

PubChem ID: 138279561

Chemical Formula: C81H140O17P2

Smiles: CCCCCCCCCCCCCCCC(=O)OC(COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC)O

InChI: InChI=1S/C81H140O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-43-46-50-54-58-62-66-79(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(97-80(85)67-63-59-55-51-47-41-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-42-38-34-30-26-22-18-14-10-6-2/h9,13,21-23,25-27,33-36,38-40,43,50,54,75-77,82H,5-8,10-12,14-20,24,28-32,37,41-42,44-49,51-53,55-74H2,1-4H3,(H,87,88)(H,89,90)/b13-9-,25-21-,26-22-,27-23-,36-33-,38-34-,39-35-,43-40-,54-50-

Mass to charge: 1445.9

Retention Time: 36.1
41 Molecular Structure

CL 18:2_18:2_18:2_18:3

CHEBI ID: NA

PubChem ID: 138293711

Chemical Formula: C81H140O17P2

Smiles: CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCC(COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC)O)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC

InChI: InChI=1S/C81H140O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h9,13,21-28,33-40,75-77,82H,5-8,10-12,14-20,29-32,41-74H2,1-4H3,(H,87,88)(H,89,90)/b13-9-,25-21-,26-22-,27-23-,28-24-,37-33-,38-34-,39-35-,40-36-

Mass to charge: 1445.9

Retention Time: 36.1
42 Molecular Structure

CL 16:1_18:2_18:2_20:5

CHEBI ID: NA

PubChem ID: 138173105

Chemical Formula: C81H138O17P2

Smiles: CCCCCC/C=C\CCCCCCCC(=O)OC(COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC)O

InChI: InChI=1S/C81H138O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-43-46-50-54-58-62-66-79(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(97-80(85)67-63-59-55-51-47-41-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-42-38-34-30-26-22-18-14-10-6-2/h9,13,21-23,25-28,32-36,38-40,43,50,54,75-77,82H,5-8,10-12,14-20,24,29-31,37,41-42,44-49,51-53,55-74H2,1-4H3,(H,87,88)(H,89,90)/b13-9-,25-21-,26-22-,27-23-,32-28-,36-33-,38-34-,39-35-,43-40-,54-50-

Mass to charge: 1443.9

Retention Time: 35.5
43 Molecular Structure

CL 18:2_18:2_18:3_18:3/ CL 18:1_18:3_18:3_18:3

CHEBI ID: NA

PubChem ID: 138157089

Chemical Formula: C81H138O17P2

Smiles: CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCC(COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)O)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC

InChI: InChI=1S/C81H138O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h9,11,13,15,21-28,33-40,75-77,82H,5-8,10,12,14,16-20,29-32,41-74H2,1-4H3,(H,87,88)(H,89,90)/b13-9-,15-11-,25-21-,26-22-,27-23-,28-24-,37-33-,38-34-,39-35-,40-36-

Mass to charge: 1443.9

Retention Time: 35.5
44 Molecular Structure

CL 18:2_18:3_18:3_18:3

CHEBI ID: NA

PubChem ID: 138158086

Chemical Formula: C81H136O17P2

Smiles: CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC(COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)COP(=O)(O)OCC(COP(=O)(O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)O

InChI: InChI=1S/C81H136O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h9-11,13-15,21-28,33-40,75-77,82H,5-8,12,16-20,29-32,41-74H2,1-4H3,(H,87,88)(H,89,90)/b13-9-,14-10-,15-11-,25-21-,26-22-,27-23-,28-24-,37-33-,38-34-,39-35-,40-36-

Mass to charge: 1441.9

Retention Time: 34.8
45 Molecular Structure

CL 14:0_14:0_14:0_14:0

CHEBI ID: NA

PubChem ID: 131797799

Chemical Formula: C65H126O17P2

Smiles: CC(C)CCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCC(COP(=O)(O)OC[C@@H](COC(=O)CCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCCC(C)C)O)OC(=O)CCCCCCCCCCC(C)C

InChI: InChI=1S/C65H126O17P2/c1-55(2)41-33-25-17-9-13-21-29-37-45-62(67)75-51-60(81-64(69)47-39-31-23-15-11-19-27-35-43-57(5)6)53-79-83(71,72)77-49-59(66)50-78-84(73,74)80-54-61(82-65(70)48-40-32-24-16-12-20-28-36-44-58(7)8)52-76-63(68)46-38-30-22-14-10-18-26-34-42-56(3)4/h55-61,66H,9-54H2,1-8H3,(H,71,72)(H,73,74)/t60-,61-/m1/s1

Mass to charge: 1239.9

Retention Time: 34.2