ACCESSION: MSBNK-Antwerp_Univ-METOX_N104229_9C9C
RECORD_TITLE: Docosahexaenoic acid; LC-ESI-QTOF; MS2; CE: 40eV; R=7000; [M-H]-
DATE: 2022.04.09
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 1042
CH$NAME: Docosahexaenoic acid
CH$NAME: (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoic acid
CH$COMPOUND_CLASS: N/A; Metabolomics Standard
CH$FORMULA: C22H32O2
CH$EXACT_MASS: 328.2402
CH$SMILES: CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O
CH$IUPAC: InChI=1S/C22H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16,18-19H,2,5,8,11,14,17,20-21H2,1H3,(H,23,24)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-
CH$LINK: CAS
6217-54-5
CH$LINK: CHEBI
28125
CH$LINK: KEGG
C06429
CH$LINK: LIPIDMAPS
LMFA01030185
CH$LINK: PUBCHEM
CID:445580
CH$LINK: INCHIKEY
MBMBGCFOFBJSGT-KUBAVDMBSA-N
CH$LINK: CHEMSPIDER
393183
AC$INSTRUMENT: Agilent 6560 QTOF
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 40 eV
AC$MASS_SPECTROMETRY: RESOLUTION 7000
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 70-1697
AC$CHROMATOGRAPHY: COLUMN_NAME N/A
AC$CHROMATOGRAPHY: FLOW_GRADIENT 50/50 isocratic
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 0.191 min
AC$CHROMATOGRAPHY: SOLVENT A 30/70 acetonitrile/water with 2mM ammonium acetate
AC$CHROMATOGRAPHY: SOLVENT B 88/10/2 isopropanol/acetonitrile/water with 2mM ammonium acetate
MS$FOCUSED_ION: BASE_PEAK 357.1893
MS$FOCUSED_ION: PRECURSOR_M/Z 327.233
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$FOCUSED_ION: PRECURSOR_INTENSITY 538934
MS$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$SPLASH: splash10-000i-2981000000-c035febf7786412be3c2
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
71.2016 CH27O2- 1 71.2017 -0.32
72.0569 C4H8O- 1 72.0581 -16.66
73.0666 C4H9O- 1 73.0659 9.24
75.2136 C4H27- 1 75.2118 24.11
76.0515 C3H8O2- 1 76.053 -19.95
83.0144 C4H3O2- 1 83.0139 6.82
88.0336 C7H4- 1 88.0318 20.13
92.1567 C6H20- 1 92.157 -3.51
94.0042 C5H2O2- 1 94.006 -19.09
94.1952 C3H26O2- 1 94.1938 14.83
99.1751 C5H23O- 1 99.1754 -3.45
100.0311 C8H4- 1 100.0318 -7.85
104.028 C7H4O- 1 104.0268 11.75
108.1181 C5H16O2- 1 108.1156 23.78
115.0525 C9H7- 1 115.0553 -24.83
117.2204 C6H29O- 1 117.2224 -17.12
120.1854 C8H24- 1 120.1883 -24.39
122.0719 C8H10O- 1 122.0737 -14.64
122.1079 C9H14- 1 122.1101 -17.68
123.9931 C9O- 1 123.9955 -18.7
134.2022 C9H26- 1 134.204 -13.68
135.0269 C11H3- 1 135.024 21.61
135.0826 C9H11O- 1 135.0815 7.49
135.9962 C10O- 1 135.9955 5.69
138.1626 C7H22O2- 1 138.1625 0.82
140.1551 C10H20- 1 140.157 -13.78
140.1776 C7H24O2- 1 140.1782 -4.1
143.1077 C8H15O2- 1 143.1078 -0.05
147.2337 C7H31O2- 1 147.233 5.22
156.1507 C10H20O- 1 156.152 -8.08
158.1334 C9H18O2- 1 158.1312 13.56
159.1382 C9H19O2- 1 159.1391 -5.4
165.0718 C13H9- 1 165.071 5.11
175.244 C12H31- 1 175.2431 5.2
177.0706 C14H9- 1 177.071 -2.19
177.1658 C13H21- 1 177.1649 5.34
185.0038 C14HO- 1 185.0033 2.91
185.2273 C13H29- 1 185.2275 -1.09
186.2024 C12H26O- 1 186.1989 18.87
187.1534 C14H19- 1 187.1492 22.42
201.0335 C15H5O- 1 201.0346 -5.43
202.174 C15H22- 1 202.1727 6.51
202.1951 C12H26O2- 1 202.1938 6.4
214.0068 C15H2O2- 1 214.006 3.59
215.1486 C15H19O- 1 215.1441 20.75
217.1036 C17H13- 1 217.1023 5.97
219.0803 C16H11O- 1 219.0815 -5.59
221.094 C16H13O- 1 221.0972 -14.41
227.0884 C18H11- 1 227.0866 7.7
227.1832 C17H23- 1 227.1805 11.62
230.2051 C17H26- 1 230.204 4.76
232.0355 C19H4- 1 232.0318 15.74
234.2398 C17H30- 1 234.2353 19.29
241.1941 C18H25- 1 241.1962 -8.42
244.1878 C17H24O- 1 244.1833 18.51
246.202 C17H26O- 1 246.1989 12.6
247.2042 C17H27O- 1 247.2067 -10.36
248.155 C19H20- 1 248.157 -8.28
249.2253 C17H29O- 1 249.2224 11.77
251.0862 C20H11- 1 251.0866 -1.78
262.1788 C20H22- 1 262.1727 23.16
263.0916 C21H11- 1 263.0866 18.83
265.1981 C20H25- 1 265.1962 7.2
266.0137 C22H2- 1 266.0162 -9.34
267.211 C20H27- 1 267.2118 -3.18
268.0322 C22H4- 1 268.0318 1.29
268.2207 C20H28- 1 268.2196 3.81
273.0773 C22H9- 1 273.071 23.18
275.1775 C21H23- 1 275.1805 -10.89
276.1119 C19H16O2- 1 276.1156 -13.27
287.2079 C19H27O2- 1 287.2017 21.58
291.176 C21H23O- 1 291.1754 1.79
292.219 C22H28- 1 292.2196 -2.08
298.0086 C22H2O2- 1 298.006 8.61
303.1698 C22H23O- 1 303.1754 -18.74
304.0539 C22H8O2- 1 304.053 3.09
306.0729 C22H10O2- 1 306.0686 14.02
314.1347 C22H18O2- 1 314.1312 11.02
324.2061 C22H28O2- 1 324.2095 -10.33
327.2394 C22H31O2- 1 327.233 19.74
PK$NUM_PEAK: 80
PK$PEAK: m/z int. rel.int.
71.2016 14 189
72.0569 14 189
73.0666 13 176
75.2136 12.4 167
76.0515 19.1 259
83.0144 16.2 219
88.0336 17.7 239
92.1567 14 189
94.0042 12.4 167
94.1952 17.4 235
99.1751 12 162
100.0311 13.2 178
104.028 14.3 193
108.1181 15 204
115.0525 15.8 213
117.2204 14.3 193
120.1854 29 393
122.0719 12 162
122.1079 15 203
123.9931 15 203
134.2022 14 189
135.0269 19.6 265
135.0826 14 189
135.9962 16.9 229
138.1626 16.2 220
140.1551 19 257
140.1776 19.1 259
143.1077 17 230
147.2337 15 203
156.1507 16 217
158.1334 15.8 214
159.1382 13 176
165.0718 13 176
175.244 12 162
177.0706 13 176
177.1658 12.1 164
185.0038 73.7 999
185.2273 20.1 273
186.2024 12 162
187.1534 16 217
201.0335 14.3 193
202.174 15.4 208
202.1951 14.9 201
214.0068 20.9 284
215.1486 14.3 193
217.1036 13 176
219.0803 12.4 167
221.094 14 189
227.0884 15.8 214
227.1832 19.1 259
230.2051 12.1 164
232.0355 12 162
234.2398 14 190
241.1941 14 189
244.1878 15 203
246.202 14.9 201
247.2042 13 176
248.155 18 244
249.2253 12 162
251.0862 16 217
262.1788 12 162
263.0916 15.1 205
265.1981 12 162
266.0137 12 162
267.211 13 176
268.0322 14 189
268.2207 15.8 214
273.0773 14.3 193
275.1775 13.2 178
276.1119 16.5 224
287.2079 17.2 233
291.176 14 189
292.219 15.4 208
298.0086 14.9 201
303.1698 21 284
304.0539 23 311
306.0729 16 217
314.1347 14.9 201
324.2061 14 189
327.2394 16 217
//
