ACCESSION: MSBNK-Antwerp_Univ-METOX_N108426_B8BB
RECORD_TITLE: Prostaglandin E1; 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 1084
CH$NAME: Prostaglandin E1
CH$NAME: Alprostadil
CH$NAME: 7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]heptanoic acid
CH$COMPOUND_CLASS: N/A; Metabolomics Standard
CH$FORMULA: C20H34O5
CH$EXACT_MASS: 354.2406
CH$SMILES: CCCCC[C@@H](/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1CCCCCCC(=O)O)O)O
CH$IUPAC: InChI=1S/C20H34O5/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/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,19+/m0/s1
CH$LINK: CAS
745-65-3
CH$LINK: CHEBI
15544
CH$LINK: KEGG
D00180
CH$LINK: LIPIDMAPS
LMFA03010134
CH$LINK: PUBCHEM
CID:5280723
CH$LINK: INCHIKEY
GMVPRGQOIOIIMI-DWKJAMRDSA-N
CH$LINK: CHEMSPIDER
4444306
AC$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 73-1694
AC$CHROMATOGRAPHY: COLUMN_NAME N/A
AC$CHROMATOGRAPHY: FLOW_GRADIENT 50/50 isocratic
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 0.148 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$FOCUSED_ION: BASE_PEAK 353.2356
MS$FOCUSED_ION: PRECURSOR_M/Z 353.2333
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$FOCUSED_ION: PRECURSOR_INTENSITY 317072
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: splash10-00y0-0493000000-906d8ee799538ac32741
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
83.0498 C5H7O- 1 83.0502 -5.55
85.0275 C4H5O2- 1 85.0295 -24
95.0491 C6H7O- 1 95.0502 -12.35
97.067 C6H9O- 1 97.0659 10.96
103.0565 C8H7- 1 103.0553 11.22
106.0433 C7H6O- 1 106.0424 8.82
107.0514 C7H7O- 1 107.0502 10.92
107.088 C8H11- 1 107.0866 13.26
109.0667 C7H9O- 1 109.0659 7.12
111.0829 C7H11O- 1 111.0815 12.09
113.0981 C7H13O- 1 113.0972 8.37
119.0494 C8H7O- 1 119.0502 -7.15
123.082 C8H11O- 1 123.0815 4.11
125.0595 C7H9O2- 1 125.0608 -10.1
125.0983 C8H13O- 1 125.0972 8.58
135.118 C10H15- 1 135.1179 0.51
137.098 C9H13O- 1 137.0972 5.61
139.1134 C9H15O- 1 139.1128 3.92
147.1187 C11H15- 1 147.1179 5.07
148.1251 C11H16- 1 148.1257 -4.12
149.0969 C10H13O- 1 149.0972 -1.92
149.1334 C11H17- 1 149.1336 -0.91
159.2209 C4H31O5- 1 159.2177 20.34
160.0877 C11H12O- 1 160.0894 -10.08
160.1461 C9H20O2- 1 160.1469 -4.72
161.0974 C11H13O- 1 161.0972 1.15
161.1925 C10H25O- 1 161.1911 8.93
162.1043 C11H14O- 1 162.105 -4.62
163.1141 C11H15O- 1 163.1128 8.02
163.1529 C5H23O5- 2 163.1551 -13.77
165.1652 C12H21- 1 165.1649 2.13
173.098 C12H13O- 1 173.0972 4.88
173.1326 C13H17- 1 173.1336 -5.38
174.1061 C12H14O- 1 174.105 6.46
175.1145 C12H15O- 1 175.1128 9.6
175.1743 C10H23O2- 1 175.1704 22.32
177.1292 C12H17O- 1 177.1285 3.79
179.1459 C12H19O- 1 179.1441 10.08
184.185 C12H24O- 1 184.1833 9.62
185.1168 C10H17O3- 1 185.1183 -8.03
188.1223 C13H16O- 1 188.1207 8.89
188.1593 C14H20- 2 188.157 11.99
189.089 C12H13O2- 1 189.0921 -16.3
189.1298 C13H17O- 1 189.1285 6.82
189.1693 C7H25O5- 2 189.1707 -7.77
190.1356 C13H18O- 1 190.1363 -3.55
191.1451 C13H19O- 1 191.1441 4.89
192.1501 C13H20O- 1 192.152 -9.56
193.126 C12H17O2- 1 193.1234 13.48
197.1194 C11H17O3- 1 197.1183 5.57
201.0911 C13H13O2- 1 201.0921 -5.24
201.1683 C8H25O5- 2 201.1707 -12
202.0993 C13H14O2- 1 202.0999 -3.02
202.1359 C14H18O- 1 202.1363 -1.91
203.1088 C13H15O2- 1 203.1078 5.34
203.1447 C14H19O- 1 203.1441 2.99
205.1597 C14H21O- 1 205.1598 -0.34
207.1012 C12H15O3- 1 207.1027 -7.14
207.1771 C14H23O- 1 207.1754 8.07
209.1192 C12H17O3- 1 209.1183 4.05
210.1617 C13H22O2- 1 210.1625 -3.77
211.0175 C16H3O- 1 211.0189 -6.81
217.1253 C14H17O2- 1 217.1234 8.85
219.1416 C14H19O2- 1 219.1391 11.39
219.1763 C15H23O- 1 219.1754 3.98
220.1785 C15H24O- 1 220.1833 -21.52
221.1197 C13H17O3- 1 221.1183 6.11
222.1257 C13H18O3- 1 222.1261 -1.89
223.135 C13H19O3- 1 223.134 4.68
224.1388 C13H20O3- 1 224.1418 -13.35
231.2128 C17H27- 2 231.2118 4.13
231.2367 C14H31O2- 1 231.233 16.25
232.1833 C16H24O- 1 232.1833 -0.01
234.0166 C18H2O- 1 234.0111 23.45
234.0993 C17H14O- 1 234.105 -24.33
235.1355 C14H19O3- 1 235.134 6.45
236.1399 C14H20O3- 1 236.1418 -8.19
236.1835 C15H24O2- 1 236.1782 22.69
244.0011 C19O- 1 243.9955 22.95
245.1956 C17H25O- 1 245.1911 18.49
246.2028 C17H26O- 1 246.1989 15.87
247.204 C17H27O- 1 247.2067 -10.99
247.2275 C14H31O3- 1 247.2279 -1.42
250.1553 C15H22O3- 1 250.1574 -8.62
255.2149 C12H31O5- 2 255.2177 -10.77
256.2354 C16H32O2- 1 256.2408 -20.99
257.1897 C18H25O- 1 257.1911 -5.34
264.1345 C15H20O4- 1 264.1367 -8.32
271.206 C19H27O- 1 271.2067 -2.59
273.2239 C19H29O- 1 273.2224 5.5
274.2279 C19H30O- 1 274.2302 -8.62
275.2036 C18H27O2- 1 275.2017 7.21
289.2147 C19H29O2- 1 289.2173 -8.91
297.1878 C20H25O2- 1 297.186 6.08
299.2031 C20H27O2- 1 299.2017 4.85
300.2023 C20H28O2- 1 300.2095 -23.89
300.2309 C17H32O4- 1 300.2306 0.93
307.229 C19H31O3- 1 307.2279 3.57
315.199 C20H27O3- 1 315.1966 7.86
317.2141 C20H29O3- 1 317.2122 5.9
318.2159 C20H30O3- 1 318.22 -13.1
335.2233 C20H31O4- 1 335.2228 1.56
336.2263 C20H32O4- 1 336.2306 -12.68
353.2295 C20H33O5- 1 353.2333 -10.84
PK$NUM_PEAK: 104
PK$PEAK: m/z int. rel.int.
83.0498 336.4 33
85.0275 256.6 25
95.0491 151.1 14
97.067 294.5 28
103.0565 18.9 1
106.0433 371.6 36
107.0514 174.7 17
107.088 134.9 13
109.0667 1953.1 192
111.0829 125 12
113.0981 2679.6 263
119.0494 118 11
123.082 1116.7 109
125.0595 170.7 16
125.0983 122.9 12
135.118 114.1 11
137.098 1050.6 103
139.1134 102.1 10
147.1187 158.8 15
148.1251 24.1 2
149.0969 114.3 11
149.1334 209 20
159.2209 32 3
160.0877 317.5 31
160.1461 16 1
161.0974 102.5 10
161.1925 23.1 2
162.1043 264.3 25
163.1141 910.8 89
163.1529 151 14
165.1652 274.6 27
173.098 96.3 9
173.1326 164.1 16
174.1061 180.1 17
175.1145 248 24
175.1743 13.5 1
177.1292 661.2 65
179.1459 173.7 17
184.185 18 1
185.1168 85.1 8
188.1223 305.3 30
188.1593 32.5 3
189.089 149.5 14
189.1298 315.1 30
189.1693 36.6 3
190.1356 67.3 6
191.1451 3235.8 318
192.1501 334 32
193.126 76.4 7
197.1194 163 16
201.0911 214.9 21
201.1683 159.9 15
202.0993 89.2 8
202.1359 125.3 12
203.1088 177.7 17
203.1447 71 6
205.1597 163.3 16
207.1012 389.7 38
207.1771 101.2 9
209.1192 2142.1 210
210.1617 28.9 2
211.0175 36.5 3
217.1253 230.3 22
219.1416 261.8 25
219.1763 1432.5 140
220.1785 171 16
221.1197 1985.7 195
222.1257 48.8 4
223.135 2295.8 225
224.1388 505.9 49
231.2128 111.4 10
231.2367 25.2 2
232.1833 127.1 12
234.0166 19.6 1
234.0993 18.9 1
235.1355 8097.2 796
236.1399 748.3 73
236.1835 57 5
244.0011 34 3
245.1956 148.9 14
246.2028 155.6 15
247.204 198.1 19
247.2275 68.8 6
250.1553 43.1 4
255.2149 286.3 28
256.2354 56.4 5
257.1897 136.9 13
264.1345 64.7 6
271.206 382.7 37
273.2239 9353.9 920
274.2279 1134.2 111
275.2036 359.3 35
289.2147 161.5 15
297.1878 166.1 16
299.2031 397 39
300.2023 118.8 11
300.2309 53.1 5
307.229 104.6 10
315.199 142.4 14
317.2141 10156.6 999
318.2159 1059.3 104
335.2233 689.4 67
336.2263 180.4 17
353.2295 51.8 5
//
