ACCESSION: MSBNK-Antwerp_Univ-METOX_N104126_B8BB
RECORD_TITLE: Prostaglandin E2; 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 20 eV
AC$MASS_SPECTROMETRY: RESOLUTION 7000
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 81-1671
AC$CHROMATOGRAPHY: COLUMN_NAME N/A
AC$CHROMATOGRAPHY: FLOW_GRADIENT 50/50 isocratic
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 0.146 min
AC$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 980.0164
MS$FOCUSED_ION: PRECURSOR_M/Z 351.2177
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$FOCUSED_ION: PRECURSOR_INTENSITY 114137
MS$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$SPLASH: splash10-00dr-1970000000-06dcc15a2dbee13619c9
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
81.0346 C5H5O- 1 81.0346 0.52
81.0716 C6H9- 1 81.071 8.28
81.222 C3H29O- 1 81.2224 -5.37
83.0497 C5H7O- 1 83.0502 -6.01
83.0728 C2H11O3- 1 83.0714 17.64
84.154 C4H20O- 1 84.152 24.5
85.0298 C4H5O2- 1 85.0295 3.11
93.0329 C6H5O- 1 93.0346 -18.21
95.0504 C6H7O- 1 95.0502 2.1
95.0882 C7H11- 1 95.0866 17.09
106.0417 C7H6O- 1 106.0424 -7.12
107.0498 C7H7O- 1 107.0502 -3.9
109.066 C7H9O- 1 109.0659 0.66
109.1056 CH17O5- 1 109.1081 -23.54
110.1684 C6H22O- 1 110.1676 7.3
113.0585 C6H9O2- 1 113.0608 -20.7
113.0967 C7H13O- 1 113.0972 -4.27
119.0489 C8H7O- 1 119.0502 -11.12
121.0634 C8H9O- 1 121.0659 -20.56
123.0838 C8H11O- 1 123.0815 18.66
125.0609 C7H9O2- 1 125.0608 1.09
125.0846 C4H13O4- 1 125.0819 21.68
127.0749 C7H11O2- 1 127.0765 -12.27
131.0496 C9H7O- 1 131.0502 -5.04
135.083 C9H11O- 1 135.0815 10.45
137.1005 C9H13O- 1 137.0972 23.83
145.1814 C6H25O3- 1 145.1809 3.61
150.0698 C9H10O2- 1 150.0686 7.76
153.1265 C10H17O- 1 153.1285 -12.7
153.2062 C5H29O4- 1 153.2071 -5.97
163.1118 C11H15O- 1 163.1128 -6.11
165.1245 C11H17O- 1 165.1285 -23.97
169.0998 C13H13- 1 169.1023 -14.58
171.1138 C13H15- 1 171.1179 -23.87
171.1402 C10H19O2- 1 171.1391 6.48
173.097 C12H13O- 1 173.0972 -1.21
175.1122 C12H15O- 1 175.1128 -3.37
176.1164 C12H16O- 1 176.1207 -24.47
185.0941 C13H13O- 1 185.0972 -16.56
186.1058 C13H14O- 1 186.105 4.3
186.1515 C7H22O5- 1 186.1473 22.87
187.1133 C13H15O- 1 187.1128 2.59
189.1284 C13H17O- 1 189.1285 -0.63
191.1442 C13H19O- 1 191.1441 0.16
200.1206 C14H16O- 1 200.1207 -0.35
204.1134 C13H16O2- 1 204.1156 -10.56
206.1634 C14H22O- 1 206.1676 -20.68
207.0986 C12H15O3- 1 207.1027 -19.4
215.1429 C15H19O- 1 215.1441 -5.6
216.1497 C15H20O- 1 216.152 -10.43
217.1203 C14H17O2- 1 217.1234 -14.1
217.1597 C15H21O- 1 217.1598 -0.19
225.1542 C13H21O3- 1 225.1496 20.31
229.1597 C16H21O- 1 229.1598 -0.21
231.1004 C14H15O3- 1 231.1027 -9.7
235.135 C14H19O3- 1 235.134 4.18
235.2386 C17H31- 1 235.2431 -19.26
243.1745 C17H23O- 1 243.1754 -3.96
253.1587 C18H21O- 1 253.1598 -4.37
253.1977 C19H25- 2 253.1962 6.21
255.1782 C18H23O- 1 255.1754 10.87
269.1889 C19H25O- 1 269.1911 -8.18
269.9999 C17H2O4- 1 269.9959 14.96
271.2064 C19H27O- 1 271.2067 -1.24
272.2093 C19H28O- 1 272.2146 -19.41
287.1912 C15H27O5- 1 287.1864 16.68
289.2176 C19H29O2- 1 289.2173 0.91
290.2249 C19H30O2- 1 290.2251 -0.65
297.1859 C20H25O2- 1 297.186 -0.45
298.1858 C16H26O5- 1 298.1786 24.16
315.1959 C20H27O3- 1 315.1966 -2.12
333.2082 C20H29O4- 1 333.2071 3.25
334.211 C20H30O4- 1 334.215 -11.88
PK$NUM_PEAK: 73
PK$PEAK: m/z int. rel.int.
81.0346 246.8 54
81.0716 252.2 55
81.222 15.8 3
83.0497 405.1 88
83.0728 101.7 22
84.154 26.1 5
85.0298 81.2 17
93.0329 111.1 24
95.0504 399.5 87
95.0882 39.1 8
106.0417 238.8 52
107.0498 238.1 52
109.066 715.3 156
109.1056 38.4 8
110.1684 30.2 6
113.0585 128 28
113.0967 546.9 119
119.0489 119.1 26
121.0634 201.4 44
123.0838 82.1 17
125.0609 207 45
125.0846 23 5
127.0749 35.6 7
131.0496 62.7 13
135.083 673.9 147
137.1005 19.6 4
145.1814 38 8
150.0698 76.7 16
153.1265 95.3 20
153.2062 20.8 4
163.1118 344.7 75
165.1245 127.1 27
169.0998 104 22
171.1138 222.6 48
171.1402 44.3 9
173.097 310.5 68
175.1122 997.5 218
176.1164 210.3 46
185.0941 103.2 22
186.1058 344.6 75
186.1515 21.9 4
187.1133 367.1 80
189.1284 3173.2 695
191.1442 795.8 174
200.1206 58.1 12
204.1134 147.5 32
206.1634 111.1 24
207.0986 94.9 20
215.1429 81.4 17
216.1497 158.3 34
217.1203 234.8 51
217.1597 388.9 85
225.1542 28.2 6
229.1597 53.3 11
231.1004 90.8 19
235.135 875.3 191
235.2386 48.8 10
243.1745 67.4 14
253.1587 133.7 29
253.1977 190.3 41
255.1782 134 29
269.1889 274.8 60
269.9999 64.1 14
271.2064 4559.5 999
272.2093 748.2 163
287.1912 27 5
289.2176 86.2 18
290.2249 207.7 45
297.1859 108.4 23
298.1858 69.1 15
315.1959 336.2 73
333.2082 535.9 117
334.211 102.5 22
//
