ACCESSION: MSBNK-Antwerp_Univ-METOX_N104126_9CB7
RECORD_TITLE: Prostaglandin E2; LC-ESI-QTOF; MS2; CE: 10eV; 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 1041
CH$NAME: Prostaglandin E2
CH$NAME: Dinoprostone
CH$NAME: (Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]hept-5-enoic acid
CH$COMPOUND_CLASS: N/A; Metabolomics Standard
CH$FORMULA: C20H32O5
CH$EXACT_MASS: 352.2250
CH$SMILES: CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(=O)O
CH$IUPAC: InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,19+/m0/s1
CH$LINK: CAS
363-24-6
CH$LINK: CHEBI
15551
CH$LINK: KEGG
C00584
CH$LINK: LIPIDMAPS
LMFA03010003
CH$LINK: PUBCHEM
CID:5280360
CH$LINK: INCHIKEY
XEYBRNLFEZDVAW-ARSRFYASSA-N
CH$LINK: CHEMSPIDER
4444059
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$MASS_SPECTROMETRY: COLLISION_ENERGY 10 eV
AC$MASS_SPECTROMETRY: RESOLUTION 7000
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 76-1652
AC$CHROMATOGRAPHY: COLUMN_NAME N/A
AC$CHROMATOGRAPHY: FLOW_GRADIENT 50/50 isocratic
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 0.167 min
AC$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 351.2187
MS$FOCUSED_ION: PRECURSOR_M/Z 351.2177
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$FOCUSED_ION: PRECURSOR_INTENSITY 396540
MS$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$SPLASH: splash10-00di-0395000000-8030fa9e2c2bd5bd8905
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
81.0716 C6H9- 1 81.071 7.59
87.0438 C4H7O2- 1 87.0452 -15.63
91.2079 C4H27O- 1 91.2067 13.26
95.0493 C6H7O- 1 95.0502 -10.28
101.042 C8H5- 1 101.0397 23.43
107.0492 C7H7O- 1 107.0502 -9.52
109.0666 C7H9O- 1 109.0659 6.27
113.0979 C7H13O- 1 113.0972 6.22
113.1329 C8H17- 1 113.1336 -5.98
113.1746 C2H25O4- 1 113.1758 -11.07
121.0631 C8H9O- 1 121.0659 -23.29
125.0608 C7H9O2- 1 125.0608 0.31
135.0807 C9H11O- 1 135.0815 -5.96
145.0625 C10H9O- 1 145.0659 -23.51
149.1345 C11H17- 1 149.1336 5.97
151.1104 C10H15O- 1 151.1128 -16.1
158.0746 C11H10O- 1 158.0737 5.67
159.0817 C11H11O- 1 159.0815 1.33
161.0956 C11H13O- 1 161.0972 -10.04
163.113 C11H15O- 1 163.1128 0.89
163.1498 C12H19- 1 163.1492 3.46
170.0708 C12H10O- 1 170.0737 -17.19
171.1194 C13H15- 1 171.1179 8.36
172.0867 C12H12O- 1 172.0894 -15.3
173.0972 C12H13O- 1 173.0972 0.11
174.1047 C12H14O- 1 174.105 -1.55
175.1126 C12H15O- 1 175.1128 -1.17
187.111 C13H15O- 1 187.1128 -10.04
188.1214 C13H16O- 1 188.1207 3.97
189.1281 C13H17O- 1 189.1285 -2.1
190.1972 C11H26O2- 1 190.1938 17.55
191.1422 C13H19O- 1 191.1441 -10.18
195.103 C11H15O3- 1 195.1027 1.49
201.1308 C14H17O- 1 201.1285 11.37
203.1066 C13H15O2- 1 203.1078 -5.75
204.1191 C13H16O2- 1 204.1156 17.37
206.1324 C13H18O2- 1 206.1312 5.9
206.186 C11H26O3- 1 206.1887 -13.27
207.1029 C12H15O3- 1 207.1027 1.11
207.1407 C13H19O2- 1 207.1391 8.02
208.108 C12H16O3- 1 208.1105 -11.98
209.1154 C12H17O3- 1 209.1183 -14.1
209.1541 C13H21O2- 1 209.1547 -2.98
213.129 C15H17O- 1 213.1285 2.33
215.1395 C15H19O- 1 215.1441 -21.4
217.1219 C14H17O2- 1 217.1234 -6.87
217.1587 C15H21O- 1 217.1598 -4.9
218.1626 C15H22O- 1 218.1676 -22.99
219.0994 C13H15O3- 1 219.1027 -14.75
219.1363 C14H19O2- 1 219.1391 -12.71
221.1179 C13H17O3- 1 221.1183 -2.08
221.1589 C14H21O2- 1 221.1547 19.09
229.1593 C16H21O- 1 229.1598 -2.23
231.0999 C14H15O3- 1 231.1027 -12.13
231.1422 C15H19O2- 1 231.1391 13.7
233.1181 C14H17O3- 1 233.1183 -0.84
235.1349 C14H19O3- 1 235.134 4.03
235.1682 C15H23O2- 1 235.1704 -9.04
239.1636 C14H23O3- 1 239.1653 -6.8
243.1265 C12H19O5- 1 243.1238 11.22
243.1719 C17H23O- 1 243.1754 -14.74
243.1962 C14H27O3- 1 243.1966 -1.51
256.181 C18H24O- 1 256.1833 -8.9
260.1804 C17H24O2- 1 260.1782 8.61
264.1569 C19H20O- 1 264.152 18.68
269.1578 C18H21O2- 1 269.1547 11.38
269.1889 C19H25O- 1 269.1911 -7.99
271.2069 C19H27O- 1 271.2067 0.51
272.2094 C19H28O- 1 272.2146 -19.02
287.9883 C20O3- 1 287.9853 10.56
289.2157 C19H29O2- 1 289.2173 -5.6
297.1889 C20H25O2- 1 297.186 9.62
303.0277 C18H7O5- 1 303.0299 -7.21
315.1969 C20H27O3- 1 315.1966 1.11
316.2018 C20H28O3- 1 316.2044 -8.26
333.2075 C20H29O4- 1 333.2071 0.97
334.2097 C20H30O4- 1 334.215 -15.73
351.2099 C20H31O5- 1 351.2177 -22.17
PK$NUM_PEAK: 78
PK$PEAK: m/z int. rel.int.
81.0716 57 2
87.0438 65.5 2
91.2079 41 1
95.0493 210.2 8
101.042 36.3 1
107.0492 478.1 18
109.0666 444.4 17
113.0979 621.3 23
113.1329 41.6 1
113.1746 42.4 1
121.0631 138 5
125.0608 163.1 6
135.0807 636.3 24
145.0625 103.1 3
149.1345 304.7 11
151.1104 207 7
158.0746 157.5 6
159.0817 322.7 12
161.0956 122.3 4
163.113 820.8 31
163.1498 191.8 7
170.0708 31.5 1
171.1194 116.5 4
172.0867 111 4
173.0972 536.5 20
174.1047 220.9 8
175.1126 1763.2 68
187.111 33.6 1
188.1214 187.1 7
189.1281 8405.7 324
190.1972 78.3 3
191.1422 287.1 11
195.103 156.3 6
201.1308 103.2 3
203.1066 214.1 8
204.1191 107.8 4
206.1324 651.1 25
206.186 62.2 2
207.1029 739.4 28
207.1407 80.7 3
208.108 37.3 1
209.1154 200.6 7
209.1541 71.9 2
213.129 76.6 2
215.1395 128.8 4
217.1219 276 10
217.1587 925.3 35
218.1626 59 2
219.0994 210.4 8
219.1363 138.1 5
221.1179 472.1 18
221.1589 148 5
229.1593 424.3 16
231.0999 207.4 8
231.1422 61.6 2
233.1181 1657 63
235.1349 1021.6 39
235.1682 416.6 16
239.1636 80.8 3
243.1265 29.3 1
243.1719 206 7
243.1962 60.4 2
256.181 142.6 5
260.1804 66 2
264.1569 85.4 3
269.1578 46 1
269.1889 43 1
271.2069 25884.5 999
272.2094 2313.9 89
287.9883 55.1 2
289.2157 417.4 16
297.1889 67.2 2
303.0277 27.2 1
315.1969 11940.8 460
316.2018 825.5 31
333.2075 9144.7 352
334.2097 1371.5 52
351.2099 59.1 2
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