ACCESSION: MSBNK-Antwerp_Univ-METOX_N108327_B8BB
RECORD_TITLE: Prostaglandin A1; LC-ESI-QTOF; MS2; CE: 20eV; 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 1083
CH$NAME: Prostaglandin A1
CH$NAME: 7-[(1R,2S)-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopent-3-en-1-yl]heptanoic acid
CH$COMPOUND_CLASS: N/A; Metabolomics Standard
CH$FORMULA: C20H32O4
CH$EXACT_MASS: 336.2301
CH$SMILES: CCCCC[C@@H](/C=C/[C@H]1C=CC(=O)[C@@H]1CCCCCCC(=O)O)O
CH$IUPAC: InChI=1S/C20H32O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h12-18,21H,2-11H2,1H3,(H,23,24)/b14-12+/t16-,17-,18+/m0/s1
CH$LINK: CAS
14152-28-4
CH$LINK: CHEBI
15545
CH$LINK: LIPIDMAPS
LMFA03010005
CH$LINK: PUBCHEM
CID:5281912
CH$LINK: INCHIKEY
BGKHCLZFGPIKKU-LDDQNKHRSA-N
CH$LINK: CHEMSPIDER
4445196
AC$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 20 eV
AC$MASS_SPECTROMETRY: RESOLUTION 7000
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 71-1685
AC$CHROMATOGRAPHY: COLUMN_NAME N/A
AC$CHROMATOGRAPHY: FLOW_GRADIENT 50/50 isocratic
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 0.164 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$FOCUSED_ION: BASE_PEAK 317.2131
MS$FOCUSED_ION: PRECURSOR_M/Z 335.2228
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$FOCUSED_ION: PRECURSOR_INTENSITY 278204
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: splash10-00dr-0692000000-e1b0807bf605cc0a83de
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
81.0703 C6H9- 1 81.071 -8.41
83.0506 C5H7O- 1 83.0502 4.86
85.0675 C5H9O- 1 85.0659 19.29
85.1039 C6H13- 1 85.1023 19.38
91.054 C7H7- 1 91.0553 -14.53
95.0501 C6H7O- 1 95.0502 -1.6
97.0642 C6H9O- 1 97.0659 -17.36
98.0937 C3H14O3- 1 98.0948 -11.63
106.0413 C7H6O- 1 106.0424 -10.48
107.049 C7H7O- 1 107.0502 -11.21
109.03 C6H5O2- 1 109.0295 4.65
109.0662 C7H9O- 1 109.0659 2.64
111.0831 C7H11O- 1 111.0815 14.33
113.0974 C7H13O- 1 113.0972 1.57
120.0582 C8H8O- 1 120.0581 1.44
121.0653 C8H9O- 1 121.0659 -5.18
123.0815 C8H11O- 1 123.0815 -0.01
125.0582 C7H9O2- 1 125.0608 -20.65
131.0473 C9H7O- 1 131.0502 -22.72
135.0805 C9H11O- 1 135.0815 -7.78
137.0966 C9H13O- 1 137.0972 -4.35
147.0821 C10H11O- 1 147.0815 3.79
147.1153 C11H15- 1 147.1179 -18.17
149.0963 C10H13O- 1 149.0972 -6.13
157.0621 C11H9O- 1 157.0659 -23.89
157.0872 C8H13O3- 1 157.087 1.25
159.1024 C8H15O3- 1 159.1027 -1.77
160.0886 C11H12O- 1 160.0894 -4.52
161.1004 C11H13O- 1 161.0972 19.68
161.131 C12H17- 1 161.1336 -15.83
162.104 C11H14O- 1 162.105 -6.16
163.1144 C11H15O- 1 163.1128 9.73
165.1296 C11H17O- 1 165.1285 6.65
165.1635 C12H21- 1 165.1649 -8.15
172.0156 C10H4O3- 1 172.0166 -5.95
174.1028 C12H14O- 1 174.105 -12.92
174.1401 C13H18- 1 174.1414 -7.26
177.1284 C12H17O- 1 177.1285 -0.68
178.1025 C11H14O2- 1 178.0999 14.17
179.1049 C11H15O2- 1 179.1078 -16.02
179.1448 C12H19O- 1 179.1441 3.42
185.094 C13H13O- 1 185.0972 -17.3
185.1211 C10H17O3- 1 185.1183 15.21
186.1291 C10H18O3- 1 186.1261 15.67
187.1136 C13H15O- 1 187.1128 4.09
188.1224 C13H16O- 1 188.1207 9.27
189.1282 C13H17O- 1 189.1285 -1.29
190.1353 C13H18O- 1 190.1363 -5.17
191.1441 C13H19O- 1 191.1441 -0.21
192.1485 C13H20O- 1 192.152 -17.93
192.1774 C10H24O3- 1 192.1731 22.54
193.1578 C13H21O- 1 193.1598 -10.25
197.1136 C11H17O3- 1 197.1183 -23.86
199.1121 C14H15O- 1 199.1128 -3.46
202.1396 C14H18O- 1 202.1363 16.19
203.1096 C13H15O2- 1 203.1078 9.04
205.0893 C12H13O3- 1 205.087 11.04
205.1578 C14H21O- 1 205.1598 -9.75
206.131 C13H18O2- 1 206.1312 -1.28
207.1043 C12H15O3- 1 207.1027 7.79
209.1197 C12H17O3- 1 209.1183 6.51
210.1226 C12H18O3- 1 210.1261 -16.73
210.2229 C11H30O3- 1 210.22 13.6
214.0745 C17H10- 1 214.0788 -20.18
215.1459 C15H19O- 1 215.1441 8.06
217.1215 C14H17O2- 1 217.1234 -8.86
217.1911 C16H25- 1 217.1962 -23.28
219.1383 C14H19O2- 1 219.1391 -3.64
219.176 C15H23O- 1 219.1754 2.61
221.1186 C13H17O3- 1 221.1183 1.24
222.121 C13H18O3- 1 222.1261 -22.97
223.1337 C13H19O3- 1 223.134 -1.27
224.1404 C13H20O3- 1 224.1418 -6.29
229.121 C15H17O2- 1 229.1234 -10.45
231.1021 C14H15O3- 1 231.1027 -2.37
231.1725 C16H23O- 1 231.1754 -12.51
231.2143 C17H27- 1 231.2118 10.84
232.1812 C16H24O- 1 232.1833 -8.96
233.1199 C14H17O3- 1 233.1183 6.82
235.1346 C14H19O3- 1 235.134 2.64
236.138 C14H20O3- 1 236.1418 -16.19
236.9937 C17HO2- 1 236.9982 -18.88
237.1138 C13H17O4- 1 237.1132 2.53
243.1753 C17H23O- 1 243.1754 -0.66
245.1904 C17H25O- 1 245.1911 -2.81
249.1315 C18H17O- 1 249.1285 12.25
253.2174 C16H29O2- 1 253.2173 0.51
255.2113 C19H27- 1 255.2118 -1.92
256.1656 C14H24O4- 1 256.168 -9.35
257.1886 C18H25O- 1 257.1911 -9.8
261.1481 C16H21O3- 1 261.1496 -5.66
271.2077 C19H27O- 1 271.2067 3.43
273.2227 C19H29O- 1 273.2224 1.01
274.2237 C19H30O- 1 274.2302 -23.86
275.2007 C18H27O2- 1 275.2017 -3.42
281.1886 C20H25O- 1 281.1911 -8.98
287.1637 C18H23O3- 1 287.1653 -5.31
289.2126 C19H29O2- 1 289.2173 -16.16
297.0515 C20H9O3- 1 297.0557 -14.32
299.2038 C20H27O2- 1 299.2017 7.16
315.1951 C20H27O3- 1 315.1966 -4.79
317.2125 C20H29O3- 1 317.2122 0.82
318.2153 C20H30O3- 1 318.22 -15.02
335.2232 C20H31O4- 1 335.2228 1.23
PK$NUM_PEAK: 104
PK$PEAK: m/z int. rel.int.
81.0703 223.5 31
83.0506 945.3 134
85.0675 325 46
85.1039 29.4 4
91.054 79.6 11
95.0501 922.6 131
97.0642 42.2 5
98.0937 46.2 6
106.0413 350.6 49
107.049 225.7 32
109.03 179.5 25
109.0662 1112.5 158
111.0831 434.2 61
113.0974 2962.2 420
120.0582 73.8 10
121.0653 726.5 103
123.0815 1026.4 145
125.0582 190.9 27
131.0473 235 33
135.0805 245.5 34
137.0966 1148.1 163
147.0821 152.2 21
147.1153 81.1 11
149.0963 411.7 58
157.0621 142.2 20
157.0872 41.2 5
159.1024 19.9 2
160.0886 90.9 12
161.1004 116.7 16
161.131 21 2
162.104 167.7 23
163.1144 1058.8 150
165.1296 61 8
165.1635 124.7 17
172.0156 75 10
174.1028 256.4 36
174.1401 30.4 4
177.1284 1726.1 245
178.1025 193.1 27
179.1049 69 9
179.1448 56.7 8
185.094 42 5
185.1211 131.6 18
186.1291 60.8 8
187.1136 201.9 28
188.1224 173.5 24
189.1282 691.7 98
190.1353 36 5
191.1441 3335 473
192.1485 319.5 45
192.1774 53 7
193.1578 161.7 22
197.1136 116.1 16
199.1121 708.6 100
202.1396 128.6 18
203.1096 184.3 26
205.0893 127.7 18
205.1578 162 23
206.131 57.7 8
207.1043 73.4 10
209.1197 2243 318
210.1226 193.5 27
210.2229 16 2
214.0745 82.6 11
215.1459 128.9 18
217.1215 285.2 40
217.1911 160.1 22
219.1383 74.7 10
219.176 750 106
221.1186 2874.7 408
222.121 242 34
223.1337 2713.4 385
224.1404 153.8 21
229.121 37.2 5
231.1021 177.6 25
231.1725 141.3 20
231.2143 86.2 12
232.1812 82.7 11
233.1199 61.1 8
235.1346 5868 833
236.138 387.4 55
236.9937 40.2 5
237.1138 61.6 8
243.1753 255.3 36
245.1904 865.9 123
249.1315 79.5 11
253.2174 174.1 24
255.2113 118.4 16
256.1656 29 4
257.1886 118.2 16
261.1481 31.4 4
271.2077 170.1 24
273.2227 7030.5 999
274.2237 732.2 104
275.2007 800.8 113
281.1886 139.4 19
287.1637 52.2 7
289.2126 137.1 19
297.0515 16 2
299.2038 492.3 69
315.1951 43 6
317.2125 6254.7 888
318.2153 343 48
335.2232 370 52
//
