ACCESSION: MSBNK-Antwerp_Univ-METOX_N107717_2347
RECORD_TITLE: 1-hexadecanoyl-2--(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine; LC-ESI-QTOF; MS2; CE: 40eV; R=7000; [M+Na]+
DATE: 2022.04.07
AUTHORS: da Silva KM, Iturrospe E, van de Lavoir M, Robeyns R, University of Antwerp, Belgium
LICENSE: CC BY
COPYRIGHT: Copyright (c) 2021 by Toxicological Center, University of Antwerp, Wilrijk, Belgium
COMMENT: CONFIDENCE Standard compound
COMMENT: INTERNAL_ID 1077
CH$NAME: 1-hexadecanoyl-2--(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine
CH$NAME: PC(16:0/20:4(5Z,8Z,11Z,14Z))
CH$NAME: [(2R)-3-hexadecanoyloxy-2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]oxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
CH$COMPOUND_CLASS: N/A; Metabolomics Standard
CH$FORMULA: C44H80NO8P
CH$EXACT_MASS: 781.5622
CH$SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC
CH$IUPAC: InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h14,16,20-21,23,25,29,31,42H,6-13,15,17-19,22,24,26-28,30,32-41H2,1-5H3/b16-14-,21-20-,25-23-,31-29-/t42-/m1/s1
CH$LINK: CHEBI
73003
CH$LINK: LIPIDMAPS
LMGP01010007
CH$LINK: PUBCHEM
CID:10747814
CH$LINK: INCHIKEY
IIZPXYDJLKNOIY-JXPKJXOSSA-N
CH$LINK: CHEMSPIDER
8923140
AC$INSTRUMENT: Agilent 6560 QTOF
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 40 eV
AC$MASS_SPECTROMETRY: RESOLUTION 7000
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 70-1661
AC$CHROMATOGRAPHY: COLUMN_NAME Direct injection
AC$CHROMATOGRAPHY: FLOW_GRADIENT 50/50 isocratic
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 0.242 min
AC$CHROMATOGRAPHY: SOLVENT A 30/70 acetonitrile/water with 2mM ammonium acetate + 0.1% acetic acid
AC$CHROMATOGRAPHY: SOLVENT B 88/10/2 isopropanol/acetonitrile/water with 2mM ammonium acetate + 0.1% acetic acid
MS$FOCUSED_ION: BASE_PEAK 782.5728
MS$FOCUSED_ION: PRECURSOR_M/Z 804.5514
MS$FOCUSED_ION: PRECURSOR_TYPE [M+Na]+
MS$FOCUSED_ION: PRECURSOR_INTENSITY 918321
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 3.5.2.1
PK$SPLASH: splash10-0072-5921005000-43981ed2842e8fa9cef2
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
71.085 C5H11+ 2 71.0855 -7.82
79.0547 C2H10NP+ 2 79.0545 1.7
81.0699 C6H9+ 2 81.0699 -0.23
83.0854 C6H11+ 3 83.0855 -1.18
86.0967 C5H12N+ 1 86.0964 2.9
87.1021 C3H14NNa+ 2 87.1018 2.41
91.0542 C7H7+ 3 91.0542 -0.02
93.0697 C7H9+ 5 93.0699 -1.63
95.085 C7H11+ 5 95.0855 -5.09
97.0645 C6H9O+ 4 97.0648 -2.68
97.1003 C7H13+ 5 97.1012 -8.85
105.0693 C8H9+ 5 105.0699 -5.47
106.0722 H12NO5+ 1 106.071 11.71
107.0502 C3H10NOP+ 2 107.0495 6.85
107.0849 C8H11+ 5 107.0855 -5.71
109.1018 C4H16NP+ 3 109.1015 2.6
111.1176 C4H18NP+ 2 111.1171 3.87
117.0702 C5H12NP+ 5 117.0702 0.04
118.9974 C3H3O5+ 4 118.9975 -0.45
119.0857 C9H11+ 5 119.0855 1.12
119.3822 C3H52P+ 1 119.3801 17.77
120.0903 C7H13Na+ 4 120.0909 -5.7
121.0655 C4H12NOP+ 3 121.0651 2.96
121.1009 C9H13+ 5 121.1012 -2.3
122.1024 CH16NO5+ 2 122.1023 0.54
123.1163 C9H15+ 5 123.1168 -4.28
124.9989 C7H2NaO+ 4 124.9998 -6.87
127.1085 C6H16NaO+ 3 127.1093 -6.71
129.0497 C4H10NaO3+ 2 129.0522 -19.78
129.067 C8H10Na+ 6 129.0675 -3.44
131.0367 C8H5NO+ 4 131.0366 0.66
131.0844 C4H15NNaP+ 5 131.0834 7.75
133.0506 CH12NO4P+ 4 133.0498 5.49
133.1014 C6H16NP+ 6 133.1015 -0.92
135.1168 C10H15+ 5 135.1168 -0.36
137.096 C9H13O+ 5 137.0961 -0.78
137.1336 C6H20NP+ 4 137.1328 5.72
139.1111 C9H15O+ 5 139.1117 -4.85
139.1461 C4H23NNaP+ 6 139.146 0.37
143.0857 C7H14NP+ 6 143.0858 -0.7
145.1007 C11H13+ 5 145.1012 -3.27
146.9819 C2H5NaO4P+ 5 146.9818 0.62
147.9849 CH3NNaO6+ 2 147.9853 -2.29
148.9844 C5H2NaO4+ 6 148.9845 -0.99
149.1287 C2H23NaO3P+ 5 149.1277 6.82
149.3201 C9H41+ 6 149.3203 -1.25
151.1479 C11H19+ 6 151.1481 -1.57
156.0933 C12H12+ 6 156.0934 -0.53
157.0997 C6H17NNaP+ 6 157.0991 3.71
158.1044 C3H20NaO3P+ 5 158.1042 0.78
159.1172 C8H18NP+ 6 159.1171 0.52
161.095 C5H17NNaOP+ 6 161.094 6.37
161.1332 C8H20NP+ 6 161.1328 2.34
163.0145 C10H4NaO+ 7 163.0154 -5.5
163.0621 C9H9NO2+ 6 163.0628 -4.4
166.0628 C5H13NO3P+ 8 166.0628 0.07
171.1157 C7H19NNaP+ 6 171.1147 5.55
175.148 C13H19+ 7 175.1481 -0.73
176.9924 C3H7NaO5P+ 7 176.9923 0.22
179.0039 C2H6NNaO7+ 6 179.0036 1.47
181.0246 C3H11NaO5P+ 8 181.0236 5.08
184.0731 C9H12O4+ 7 184.073 0.33
187.0042 C13HNO+ 8 187.0053 -5.81
187.1494 C10H22NP+ 9 187.1484 5.35
189.1289 C9H20NOP+ 10 189.1277 6.22
191.0395 C4H10NNaO6+ 3 191.04 -2.71
191.1808 C10H26NP+ 11 191.1797 5.73
197.129 C13H18Na+ 7 197.1301 -5.46
198.1186 C3H20NO8+ 8 198.1183 1.43
199.1472 C15H19+ 9 199.1481 -4.41
201.1629 C15H21+ 9 201.1638 -4.31
203.1458 C5H24NaO6+ 8 203.1465 -3.33
203.1803 C11H26NP+ 9 203.1797 2.73
206.0543 C9H11NaO4+ 7 206.055 -3.11
207.0331 C12H9NaP+ 8 207.0334 -1.63
207.069 C14H9NO+ 6 207.0679 5.28
215.1772 C10H27NNaP+ 8 215.1773 -0.49
219.1731 C9H27NNaOP+ 9 219.1722 3.79
221.2227 C7H35NaO3P+ 10 221.2216 4.89
223.0276 C12H9NaOP+ 8 223.0283 -3.44
227.1376 C7H25NaO4P+ 7 227.1383 -3.08
235.0377 C9H11NNaO3P+ 11 235.0369 3.43
237.0794 C15H11NO2+ 9 237.0784 3.92
238.0822 C6H18NNaO5P+ 10 238.0815 3.15
239.2387 C12H34NOP+ 10 239.2373 6.05
241.1937 C12H29NNaP+ 11 241.193 3.04
257.2481 C12H36NO2P+ 11 257.2478 1.09
259.2074 C14H30NOP+ 10 259.206 5.57
267.0015 C10H5NO8+ 12 267.001 1.83
269.2247 C14H33NNaP+ 11 269.2243 1.51
270.228 C12H32NO5+ 13 270.2275 1.86
273.1805 C9H31NaO5P+ 10 273.1801 1.26
279.2312 C18H31O2+ 12 279.2319 -2.32
281.051 C10H12NNaO7+ 12 281.0506 1.34
287.2423 C13H35O6+ 10 287.2428 -1.89
311.0997 C14H17NO7+ 11 311.1 -0.85
311.1471 C10H27NNaO6P+ 12 311.1468 0.81
311.2551 C17H36NaO3+ 14 311.2557 -1.94
312.0971 C12H20NNaO5P+ 14 312.0971 -0.22
313.2745 C15H40NO3P+ 15 313.274 1.46
314.2765 C10H44NaO6P+ 13 314.2768 -0.83
315.4603 C7H67NNaO6P+ 13 315.4598 1.48
325.2534 C19H36NOP+ 13 325.2529 1.44
331.2803 C10H45NaO7P+ 10 331.2795 2.26
341.0239 C20H8NO3P+ 15 341.0236 0.71
342.0154 C20H6O6+ 14 342.0159 -1.49
343.2611 C17H39NNaO2P+ 14 343.2611 0.15
355.0681 C18H13NO7+ 14 355.0687 -1.53
356.0715 C25H10NO2+ 13 356.0706 2.45
367.2831 C16H43NNaO4P+ 10 367.2822 2.46
415.2243 C26H32NaO3+ 18 415.2244 -0.11
419.2577 C28H35O3+ 18 419.2581 -0.93
431.0297 C21H13NaO7P+ 14 431.0291 1.26
441.2381 C21H39NaO6P+ 21 441.2376 1.02
442.2476 C28H35NaO3+ 18 442.2478 -0.57
463.1733 C21H31NNaO7P+ 15 463.173 0.56
463.2229 C23H37NaO6P+ 21 463.222 1.85
464.229 C23H38NaO6P+ 19 464.2298 -1.72
477.2446 C36H31N+ 21 477.2451 -0.97
478.3326 C30H48NaOP+ 22 478.3335 -1.95
489.2376 C25H39NaO6P+ 21 489.2376 -0.09
490.2392 C32H36NaOP+ 20 490.2396 -0.82
490.3992 C29H55NaO4+ 13 490.3993 -0.02
500.3089 C33H43NOP+ 17 500.3077 2.45
526.3286 C32H46O6+ 18 526.3289 -0.6
527.3287 C33H47NNaOP+ 19 527.3287 -0.04
548.3205 C38H45OP+ 22 548.3203 0.51
565.4581 C36H62NaO3+ 24 565.4591 -1.88
599.5037 C40H66NNaO+ 18 599.5037 0.02
600.5085 C37H69NaO4+ 19 600.5088 -0.46
621.4864 C35H69NNaO4P+ 20 621.4856 1.28
622.4901 C32H72NaO7P+ 19 622.4908 -1.03
623.5313 C42H72OP+ 26 623.5315 -0.38
696.9885 C44H4NNaO8+ 4 696.9829 7.96
745.4779 C41H71NaO8P+ 7 745.4779 0.03
746.4787 C42H69NO8P+ 9 746.4755 4.3
804.5526 C44H80NNaO8P+ 1 804.5514 1.54
PK$NUM_PEAK: 137
PK$PEAK: m/z int. rel.int.
71.085 2856.3 51
79.0547 2132.8 38
81.0699 3368.7 60
83.0854 1972.4 35
86.0967 26100.8 467
87.1021 358.4 6
91.0542 2166 38
93.0697 1696.7 30
95.085 3423.7 61
97.0645 87.3 1
97.1003 692.7 12
105.0693 1397.7 25
106.0722 119 2
107.0502 121.4 2
107.0849 1035 18
109.1018 1585.9 28
111.1176 487.3 8
117.0702 482 8
118.9974 75.7 1
119.0857 1163.7 20
119.3822 60.5 1
120.0903 76.3 1
121.0655 88.9 1
121.1009 562.8 10
122.1024 88.4 1
123.1163 1106 19
124.9989 556.5 9
127.1085 267.6 4
129.0497 61.7 1
129.067 106.6 1
131.0367 113.5 2
131.0844 903.9 16
133.0506 146.1 2
133.1014 1327.2 23
135.1168 498.1 8
137.096 216 3
137.1336 354.9 6
139.1111 134.2 2
139.1461 193.4 3
143.0857 135.3 2
145.1007 80.3 1
146.9819 55761.9 999
147.9849 426 7
148.9844 83.6 1
149.1287 118.9 2
149.3201 77 1
151.1479 160.5 2
156.0933 103 1
157.0997 407.5 7
158.1044 92.8 1
159.1172 563.5 10
161.095 113 2
161.1332 387.8 6
163.0145 237.1 4
163.0621 375.7 6
166.0628 92.3 1
171.1157 542.1 9
175.148 144.8 2
176.9924 239.2 4
179.0039 59 1
181.0246 494.7 8
184.0731 373.5 6
187.0042 149.4 2
187.1494 205.7 3
189.1289 72.3 1
191.0395 165.9 2
191.1808 139.5 2
197.129 74.7 1
198.1186 81.5 1
199.1472 110 1
201.1629 65.8 1
203.1458 78.2 1
203.1803 1505.5 26
206.0543 214.5 3
207.0331 335.4 6
207.069 1084.2 19
215.1772 74.4 1
219.1731 85 1
221.2227 146.1 2
223.0276 70.7 1
227.1376 102.7 1
235.0377 67 1
237.0794 13326.5 238
238.0822 1134.5 20
239.2387 824.7 14
241.1937 240.2 4
257.2481 98.2 1
259.2074 111.2 1
267.0015 253 4
269.2247 149.9 2
270.228 471.3 8
273.1805 62.3 1
279.2312 85.7 1
281.051 350.3 6
287.2423 163.2 2
311.0997 657.2 11
311.1471 99.3 1
311.2551 86 1
312.0971 387 6
313.2745 9897.4 177
314.2765 485 8
315.4603 72 1
325.2534 63.5 1
331.2803 87.5 1
341.0239 74 1
342.0154 170.6 3
343.2611 84.1 1
355.0681 189.7 3
356.0715 90.4 1
367.2831 825.8 14
415.2243 378 6
419.2577 210.3 3
431.0297 73.7 1
441.2381 2181.2 39
442.2476 88.2 1
463.1733 98 1
463.2229 79.2 1
464.229 114.6 2
477.2446 87.8 1
478.3326 688.7 12
489.2376 2732.1 48
490.2392 263.2 4
490.3992 120.4 2
500.3089 102 1
526.3286 569 10
527.3287 177.2 3
548.3205 111.5 1
565.4581 77 1
599.5037 5105.6 91
600.5085 669 11
621.4864 42326.3 758
622.4901 7020.5 125
623.5313 77 1
696.9885 58.9 1
745.4779 2611.1 46
746.4787 381.7 6
804.5526 575.6 10
//
