ACCESSION: MSBNK-Eawag-EQ328404
RECORD_TITLE: Dienogest; LC-ESI-QFT; MS2; CE: 60; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Otto J, Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3284
CH$NAME: Dienogest
CH$NAME: 2-[(8S,13S,14S,17R)-17-hydroxy-13-methyl-3-oxo-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl]acetonitrile
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C20H25NO2
CH$EXACT_MASS: 311.18853
CH$SMILES: C[C@]12CCC3=C4CCC(=O)C=C4CC[C@H]3[C@@H]1CC[C@]2(CC#N)O
CH$IUPAC: InChI=1S/C20H25NO2/c1-19-8-6-16-15-5-3-14(22)12-13(15)2-4-17(16)18(19)7-9-20(19,23)10-11-21/h12,17-18,23H,2-10H2,1H3/t17-,18+,19+,20-/m1/s1
CH$LINK: CAS
65928-58-7
CH$LINK: KEGG
D03799
CH$LINK: PUBCHEM
CID:68861
CH$LINK: INCHIKEY
AZFLJNIPTRTECV-FUMNGEBKSA-N
CH$LINK: CHEMSPIDER
62093
CH$LINK: COMPTOX
DTXSID80891478
AC$INSTRUMENT: Q Exactive Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 60 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 ul/min
AC$CHROMATOGRAPHY: RETENTION_TIME 8.2 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 312.1959
MS$FOCUSED_ION: PRECURSOR_M/Z 312.1958
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE vendor picking in Proteowizard
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.9.6
PK$SPLASH: splash10-0btl-1910000000-baa05a6be42e71aa9634
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
65.0386 C5H5+ 1 65.0386 0.21
67.0542 C5H7+ 1 67.0542 0.35
68.0494 C4H6N+ 1 68.0495 -0.82
69.0335 C4H5O+ 1 69.0335 -0.16
69.0699 C5H9+ 1 69.0699 0.77
70.0651 C4H8N+ 1 70.0651 -0.51
71.0491 C4H7O+ 1 71.0491 -0.02
77.0385 C6H5+ 1 77.0386 -0.99
79.0542 C6H7+ 1 79.0542 0.04
80.0495 C5H6N+ 1 80.0495 0.8
80.062 C6H8+ 1 80.0621 -0.27
81.0699 C6H9+ 1 81.0699 0.04
82.0652 C5H8N+ 1 82.0651 1.03
83.0491 C5H7O+ 1 83.0491 -0.14
85.0651 C5H9O+ 1 85.0648 3.39
91.0542 C7H7+ 1 91.0542 -0.07
92.062 C7H8+ 1 92.0621 -0.13
93.0699 C7H9+ 1 93.0699 0.04
94.0652 C6H8N+ 1 94.0651 0.79
95.0491 C6H7O+ 1 95.0491 -0.22
95.0855 C7H11+ 1 95.0855 -0.07
96.0444 C5H6NO+ 1 96.0444 0.52
96.0807 C6H10N+ 1 96.0808 -0.27
97.0648 C6H9O+ 1 97.0648 -0.12
103.0542 C8H7+ 1 103.0542 -0.26
104.0494 C7H6N+ 1 104.0495 -0.92
105.0699 C8H9+ 1 105.0699 0.32
106.0652 C7H8N+ 1 106.0651 0.51
106.0778 C8H10+ 1 106.0777 1.11
107.0492 C7H7O+ 1 107.0491 0.27
107.0855 C8H11+ 1 107.0855 0.22
108.0808 C7H10N+ 1 108.0808 0.41
109.0648 C7H9O+ 1 109.0648 0.17
109.1012 C8H13+ 1 109.1012 0.03
110.0726 C7H10O+ 1 110.0726 0.21
111.0805 C7H11O+ 1 111.0804 0.62
115.0542 C9H7+ 1 115.0542 -0.14
116.062 C9H8+ 1 116.0621 -0.7
117.0699 C9H9+ 1 117.0699 -0.06
118.065 C8H8N+ 1 118.0651 -0.9
118.0778 C9H10+ 1 118.0777 1
119.0855 C9H11+ 1 119.0855 0.11
120.057 C8H8O+ 1 120.057 0.11
120.0808 C8H10N+ 1 120.0808 0.04
121.0648 C8H9O+ 1 121.0648 0.07
121.1012 C9H13+ 1 121.1012 -0.22
122.0964 C8H12N+ 1 122.0964 -0.46
123.0804 C8H11O+ 1 123.0804 -0.09
128.062 C10H8+ 1 128.0621 -0.01
129.0699 C10H9+ 1 129.0699 -0.05
130.0651 C9H8N+ 1 130.0651 -0.12
130.0777 C10H10+ 1 130.0777 -0.24
131.0494 C9H7O+ 1 131.0491 1.67
131.0731 C9H9N+ 1 131.073 1.29
131.0856 C10H11+ 1 131.0855 0.33
132.057 C9H8O+ 1 132.057 -0.05
132.0808 C9H10N+ 1 132.0808 0.34
132.0935 C10H12+ 1 132.0934 1.35
133.0648 C9H9O+ 1 133.0648 0.14
133.1012 C10H13+ 1 133.1012 0.25
134.0726 C9H10O+ 1 134.0726 0.18
134.0964 C9H12N+ 1 134.0964 0.03
135.0804 C9H11O+ 1 135.0804 -0.01
137.0959 C9H13O+ 1 137.0961 -1.18
141.0699 C11H9+ 1 141.0699 -0.12
142.0778 C11H10+ 1 142.0777 0.62
143.0856 C11H11+ 1 143.0855 0.72
144.057 C10H8O+ 1 144.057 -0.04
144.081 C10H10N+ 1 144.0808 1.42
144.0933 C11H12+ 1 144.0934 -0.36
145.0649 C10H9O+ 1 145.0648 1.02
145.1013 C11H13+ 1 145.1012 0.85
146.0727 C10H10O+ 1 146.0726 0.57
146.0964 C10H12N+ 1 146.0964 0.1
147.0805 C10H11O+ 1 147.0804 0.26
147.117 C11H15+ 1 147.1168 1.45
148.0757 C9H10NO+ 1 148.0757 0.27
148.0883 C10H12O+ 1 148.0883 0.29
148.1121 C10H14N+ 1 148.1121 0.23
149.0962 C10H13O+ 1 149.0961 0.46
153.0698 C12H9+ 1 153.0699 -0.31
154.0781 C12H10+ 1 154.0777 2.78
155.0605 C10H7N2+ 1 155.0604 0.49
155.0856 C12H11+ 1 155.0855 0.41
156.0937 C12H12+ 1 156.0934 2.04
157.0649 C11H9O+ 1 157.0648 0.82
157.1012 C12H13+ 1 157.1012 0.27
158.0966 C11H12N+ 1 158.0964 0.79
158.1091 C12H14+ 1 158.109 0.87
159.0805 C11H11O+ 1 159.0804 0.49
159.1168 C12H15+ 1 159.1168 0.08
160.0885 C11H12O+ 1 160.0883 1.21
160.112 C11H14N+ 1 160.1121 -0.35
161.0961 C11H13O+ 1 161.0961 0.18
162.1039 C11H14O+ 1 162.1039 -0.1
163.1119 C11H15O+ 1 163.1117 1.09
164.0832 C10H12O2+ 1 164.0832 0.42
165.0699 C13H9+ 1 165.0699 0.32
166.0776 C13H10+ 1 166.0777 -0.67
167.0856 C13H11+ 1 167.0855 0.26
168.0936 C13H12+ 1 168.0934 1.48
169.0761 C11H9N2+ 1 169.076 0.15
169.1012 C13H13+ 1 169.1012 0.31
170.0965 C12H12N+ 1 170.0964 0.67
171.0804 C12H11O+ 1 171.0804 -0.24
171.1168 C13H15+ 1 171.1168 -0.33
172.0883 C12H12O+ 1 172.0883 0.31
172.1121 C12H14N+ 1 172.1121 0.08
173.0961 C12H13O+ 1 173.0961 0.22
174.0921 C11H12NO+ 1 174.0913 4.31
174.1039 C12H14O+ 1 174.1039 -0.09
175.1117 C12H15O+ 1 175.1117 -0.12
176.1069 C11H14NO+ 1 176.107 -0.34
176.1197 C12H16O+ 1 176.1196 0.7
178.0777 C14H10+ 1 178.0777 0.05
179.0856 C14H11+ 1 179.0855 0.52
180.0936 C14H12+ 1 180.0934 1.27
181.1013 C14H13+ 1 181.1012 0.79
182.0965 C13H12N+ 1 182.0964 0.57
182.1093 C14H14+ 1 182.109 1.36
183.0805 C13H11O+ 1 183.0804 0.48
183.1169 C14H15+ 1 183.1168 0.56
184.0885 C13H12O+ 1 184.0883 1.32
184.1121 C13H14N+ 1 184.1121 -0.09
184.1249 C14H16+ 1 184.1247 1.13
185.0961 C13H13O+ 1 185.0961 0.05
185.1326 C14H17+ 1 185.1325 0.72
186.1039 C13H14O+ 1 186.1039 -0.3
186.1279 C13H16N+ 1 186.1277 0.83
187.112 C13H15O+ 1 187.1117 1.33
188.1068 C12H14NO+ 1 188.107 -0.85
188.1196 C13H16O+ 1 188.1196 -0.03
190.1235 C12H16NO+ 1 190.1226 4.63
191.0859 C15H11+ 1 191.0855 1.74
192.0936 C15H12+ 1 192.0934 1.14
193.1011 C15H13+ 1 193.1012 -0.14
194.109 C15H14+ 1 194.109 -0.16
195.0804 C14H11O+ 1 195.0804 -0.11
195.1167 C15H15+ 1 195.1168 -0.39
196.0883 C14H12O+ 1 196.0883 0.07
196.1121 C14H14N+ 1 196.1121 0.17
196.1249 C15H16+ 1 196.1247 1.06
197.0962 C14H13O+ 1 197.0961 0.75
197.1325 C15H17+ 1 197.1325 0.32
198.1039 C14H14O+ 1 198.1039 0.02
198.1278 C14H16N+ 1 198.1277 0.42
198.1404 C15H18+ 1 198.1403 0.65
199.1116 C14H15O+ 1 199.1117 -0.61
200.107 C13H14NO+ 1 200.107 0.1
200.1196 C14H16O+ 1 200.1196 0.32
201.1275 C14H17O+ 1 201.1274 0.54
202.123 C13H16NO+ 1 202.1226 1.73
202.1351 C14H18O+ 1 202.1352 -0.63
203.0855 C16H11+ 1 203.0855 -0.38
204.0929 C16H12+ 1 204.0934 -2.12
205.1016 C16H13+ 1 205.1012 2.26
206.1097 C16H14+ 1 206.109 3.19
207.1171 C16H15+ 1 207.1168 1.51
208.1124 C15H14N+ 1 208.1121 1.61
208.1247 C16H16+ 1 208.1247 0.42
209.0965 C15H13O+ 1 209.0961 1.91
209.1324 C16H17+ 1 209.1325 -0.22
210.1037 C15H14O+ 1 210.1039 -0.79
210.1279 C15H16N+ 1 210.1277 0.92
210.14 C16H18+ 1 210.1403 -1.39
211.1119 C15H15O+ 1 211.1117 0.89
211.1482 C16H19+ 1 211.1481 0.3
212.1073 C14H14NO+ 1 212.107 1.27
212.1198 C15H16O+ 1 212.1196 1.19
212.1437 C15H18N+ 1 212.1434 1.29
213.1275 C15H17O+ 1 213.1274 0.32
214.1353 C15H18O+ 1 214.1352 0.44
215.1435 C15H19O+ 1 215.143 1.9
216.1498 C15H20O+ 1 216.1509 -4.84
217.1018 C17H13+ 1 217.1012 2.69
218.109 C17H14+ 1 218.109 0.04
219.1173 C17H15+ 1 219.1168 2.07
220.1127 C16H14N+ 1 220.1121 2.65
220.1247 C17H16+ 1 220.1247 0.26
221.096 C16H13O+ 1 221.0961 -0.37
221.1327 C17H17+ 1 221.1325 1.19
222.1281 C16H16N+ 1 222.1277 1.73
223.1125 C16H15O+ 1 223.1117 3.49
223.1479 C17H19+ 1 223.1481 -0.93
224.1435 C16H18N+ 1 224.1434 0.73
225.1275 C16H17O+ 1 225.1274 0.48
225.1638 C17H21+ 1 225.1638 0.1
226.1353 C16H18O+ 1 226.1352 0.32
227.1429 C16H19O+ 1 227.143 -0.45
229.1589 C16H21O+ 1 229.1587 0.82
233.133 C18H17+ 1 233.1325 2.24
235.1117 C17H15O+ 1 235.1117 -0.05
235.1481 C18H19+ 1 235.1481 -0.33
236.1433 C17H18N+ 1 236.1434 -0.11
236.1556 C18H20+ 1 236.156 -1.7
237.1269 C17H17O+ 1 237.1274 -1.9
238.1354 C17H18O+ 1 238.1352 0.81
239.1431 C17H19O+ 1 239.143 0.2
242.1544 C16H20NO+ 1 242.1539 1.98
243.1385 C16H19O2+ 1 243.138 2.07
248.1195 C18H16O+ 1 248.1196 -0.35
249.1277 C18H17O+ 1 249.1274 1.4
249.164 C19H21+ 1 249.1638 0.93
250.16 C18H20N+ 1 250.159 4.05
251.1432 C18H19O+ 1 251.143 0.79
252.1388 C17H18NO+ 1 252.1383 2.14
252.1747 C18H22N+ 1 252.1747 0.29
253.1588 C18H21O+ 1 253.1587 0.59
254.1544 C17H20NO+ 1 254.1539 1.69
254.1666 C18H22O+ 1 254.1665 0.41
256.1455 C17H20O2+ 1 256.1458 -1.22
266.154 C18H20NO+ 1 266.1539 0.3
267.1745 C19H23O+ 1 267.1743 0.55
269.1537 C18H21O2+ 1 269.1536 0.39
271.1693 C18H23O2+ 1 271.1693 0.16
276.1746 C20H22N+ 1 276.1747 -0.24
277.159 C20H21O+ 1 277.1587 1.08
279.1611 C19H21NO+ 1 279.1618 -2.53
284.1653 C18H22NO2+ 1 284.1645 2.69
292.1689 C20H22NO+ 1 292.1696 -2.23
294.1855 C20H24NO+ 1 294.1852 1.02
312.1959 C20H26NO2+ 1 312.1958 0.43
PK$NUM_PEAK: 222
PK$PEAK: m/z int. rel.int.
65.0386 200688.2 3
67.0542 2816557 49
68.0494 131080.3 2
69.0335 210715.5 3
69.0699 639360.6 11
70.0651 997098.4 17
71.0491 153221.6 2
77.0385 629704 11
79.0542 11587414 202
80.0495 142312.7 2
80.062 104366.2 1
81.0699 5278502 92
82.0652 141180.5 2
83.0491 5376855.5 94
85.0651 110937.4 1
91.0542 24510496 428
92.062 223117.3 3
93.0699 14105136 246
94.0652 372801.5 6
95.0491 1290605.4 22
95.0855 3565147.5 62
96.0444 133043.6 2
96.0807 210436.6 3
97.0648 3749023 65
103.0542 572282.8 10
104.0494 123659 2
105.0699 17272258 301
106.0652 715855.2 12
106.0778 431308.7 7
107.0492 13265779 231
107.0855 9590121 167
108.0808 1462196.8 25
109.0648 5544781 96
109.1012 728690.7 12
110.0726 471506.2 8
111.0805 227624.6 3
115.0542 1827759.4 31
116.062 516281 9
117.0699 13127332 229
118.065 674465.1 11
118.0778 137811.1 2
119.0855 15349813 268
120.057 380976.7 6
120.0808 3682969 64
121.0648 2512521 43
121.1012 1291297 22
122.0964 671517.2 11
123.0804 3268669.5 57
128.062 3175341.8 55
129.0699 5717342.5 99
130.0651 845891.5 14
130.0777 918051.3 16
131.0494 854126.2 14
131.0731 889037.2 15
131.0856 12541156 219
132.057 1328996.5 23
132.0808 6940877.5 121
132.0935 395361.1 6
133.0648 17470100 305
133.1012 10357386 181
134.0726 1317389.2 23
134.0964 3081120.5 53
135.0804 57136064 999
137.0959 201201.5 3
141.0699 4074873.2 71
142.0778 850876.1 14
143.0856 9383302 164
144.057 1204863.5 21
144.081 1122723.1 19
144.0933 1082680.8 18
145.0649 2145718.8 37
145.1013 4418346 77
146.0727 3417488.5 59
146.0964 4527607 79
147.0805 8416446 147
147.117 970154.9 16
148.0757 203341.4 3
148.0883 3562403.2 62
148.1121 1283148.5 22
149.0962 3361102 58
153.0698 688191.4 12
154.0781 201175.9 3
155.0605 174771.9 3
155.0856 3114848.5 54
156.0937 239106.3 4
157.0649 4322099 75
157.1012 3563669.5 62
158.0966 2977635 52
158.1091 231420.3 4
159.0805 32508800 568
159.1168 2190942.5 38
160.0885 823495.4 14
160.112 579334 10
161.0961 47359804 828
162.1039 9893278 172
163.1119 686535.7 12
164.0832 426010.2 7
165.0699 560101.6 9
166.0776 379838.4 6
167.0856 1750298.1 30
168.0936 242279.1 4
169.0761 408625.3 7
169.1012 2980383.8 52
170.0965 516849.5 9
171.0804 1043638 18
171.1168 2439182 42
172.0883 164860.1 2
172.1121 1501094.4 26
173.0961 3775172.8 66
174.0921 262973.3 4
174.1039 1534478.4 26
175.1117 2586956.2 45
176.1069 389983.2 6
176.1197 145317.1 2
178.0777 392053.2 6
179.0856 1196164.4 20
180.0936 684553.6 11
181.1013 1766061.1 30
182.0965 569989.6 9
182.1093 590254.3 10
183.0805 564013.7 9
183.1169 2460390.5 43
184.0885 154347.1 2
184.1121 1577441.4 27
184.1249 347210.3 6
185.0961 1215027.2 21
185.1326 1208930.2 21
186.1039 171813.7 3
186.1279 167139.8 2
187.112 992766.8 17
188.1068 395311.2 6
188.1196 139535.3 2
190.1235 104843.3 1
191.0859 225061.2 3
192.0936 565206.2 9
193.1011 1957002.4 34
194.109 507281.7 8
195.0804 192312.8 3
195.1167 2583523 45
196.0883 127606.6 2
196.1121 203716.1 3
196.1249 474740.6 8
197.0962 1399584.2 24
197.1325 1384851.1 24
198.1039 438567.5 7
198.1278 655038.7 11
198.1404 217626.6 3
199.1116 1018182.2 17
200.107 119109.7 2
200.1196 455131.9 7
201.1275 793500.8 13
202.123 123556 2
202.1351 163420.2 2
203.0855 139872.2 2
204.0929 220254.3 3
205.1016 369122.4 6
206.1097 153197.5 2
207.1171 1732458.1 30
208.1124 121647.8 2
208.1247 106349 1
209.0965 709591.6 12
209.1324 1440881.4 25
210.1037 206016 3
210.1279 189517.8 3
210.14 119335.8 2
211.1119 2392594.2 41
211.1482 3479641.2 60
212.1073 126463.7 2
212.1198 427042.1 7
212.1437 189141.1 3
213.1275 2407613.2 42
214.1353 571938.8 10
215.1435 514268.2 8
216.1498 95272.7 1
217.1018 161835 2
218.109 171614.6 3
219.1173 225031.6 3
220.1127 148684.5 2
220.1247 453697.5 7
221.096 178554.4 3
221.1327 936393.9 16
222.1281 221532.7 3
223.1125 147433.6 2
223.1479 209455.3 3
224.1435 421023.8 7
225.1275 2324338.5 40
225.1638 781579.4 13
226.1353 164426.5 2
227.1429 366183.7 6
229.1589 581120.6 10
233.133 231648.1 4
235.1117 213422.7 3
235.1481 1646842.5 28
236.1433 660546.4 11
236.1556 223307.3 3
237.1269 126246.1 2
238.1354 540292.9 9
239.1431 1579758 27
242.1544 193215 3
243.1385 378925.8 6
248.1195 105753.5 1
249.1277 340078.1 5
249.164 181401.5 3
250.16 212931.8 3
251.1432 969569.8 16
252.1388 119769.4 2
252.1747 486402.8 8
253.1588 5419904 94
254.1544 377756.1 6
254.1666 4981731 87
256.1455 128386.2 2
266.154 395133.5 6
267.1745 400431.1 7
269.1537 618615.1 10
271.1693 3052521.2 53
276.1746 418645.8 7
277.159 200079.6 3
279.1611 169521.1 2
284.1653 482108.3 8
292.1689 119885.7 2
294.1855 2244711 39
312.1959 14156355 247
//
