ACCESSION: MSBNK-Eawag-EQ328403
RECORD_TITLE: Dienogest; LC-ESI-QFT; MS2; CE: 45; 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 45 (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$SPLASH: splash10-03di-0924000000-0a4b5e59ffb5fd090a1a
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
67.0542 C5H7+ 1 67.0542 -0.25
69.0699 C5H9+ 1 69.0699 0.05
70.0651 C4H8N+ 1 70.0651 -0.65
77.0383 C6H5+ 1 77.0386 -3.98
79.0542 C6H7+ 1 79.0542 0.17
81.0699 C6H9+ 1 81.0699 0.04
82.0651 C5H8N+ 1 82.0651 -0.43
83.0491 C5H7O+ 1 83.0491 -0.5
91.0542 C7H7+ 1 91.0542 -0.4
93.0699 C7H9+ 1 93.0699 0.04
94.0651 C6H8N+ 1 94.0651 -0.06
95.0491 C6H7O+ 1 95.0491 -0.54
95.0855 C7H11+ 1 95.0855 0.14
96.0808 C6H10N+ 1 96.0808 0.04
97.0648 C6H9O+ 1 97.0648 -0.12
105.0699 C8H9+ 1 105.0699 0.22
106.0651 C7H8N+ 1 106.0651 -0.05
107.0492 C7H7O+ 1 107.0491 0.27
107.0855 C8H11+ 1 107.0855 0.03
108.0808 C7H10N+ 1 108.0808 0.32
109.0648 C7H9O+ 1 109.0648 -0.01
109.1011 C8H13+ 1 109.1012 -0.7
111.0804 C7H11O+ 1 111.0804 -0.28
115.0541 C9H7+ 1 115.0542 -1.36
117.0699 C9H9+ 1 117.0699 0.03
118.0651 C8H8N+ 1 118.0651 -0.13
119.0855 C9H11+ 1 119.0855 0.11
120.0808 C8H10N+ 1 120.0808 -0.05
121.0648 C8H9O+ 1 121.0648 -0.09
121.1012 C9H13+ 1 121.1012 0.52
122.0963 C8H12N+ 1 122.0964 -1.19
123.0805 C8H11O+ 1 123.0804 0.15
128.0619 C10H8+ 1 128.0621 -1.18
129.0699 C10H9+ 1 129.0699 0.18
130.0652 C9H8N+ 1 130.0651 0.34
131.0856 C10H11+ 1 131.0855 0.56
132.0808 C9H10N+ 1 132.0808 0.34
133.0648 C9H9O+ 1 133.0648 0.14
133.1012 C10H13+ 1 133.1012 0.02
134.0964 C9H12N+ 1 134.0964 -0.12
135.0804 C9H11O+ 1 135.0804 -0.31
137.096 C9H13O+ 1 137.0961 -0.3
138.0912 C8H12NO+ 1 138.0913 -0.8
141.0699 C11H9+ 1 141.0699 -0.05
143.0856 C11H11+ 1 143.0855 0.72
144.0572 C10H8O+ 1 144.057 1.34
144.0808 C10H10N+ 1 144.0808 0.31
144.0934 C11H12+ 1 144.0934 0.54
145.0649 C10H9O+ 1 145.0648 0.47
145.1012 C11H13+ 1 145.1012 0.5
146.0726 C10H10O+ 1 146.0726 -0.04
146.0964 C10H12N+ 1 146.0964 0.1
147.0805 C10H11O+ 1 147.0804 0.19
147.1169 C11H15+ 1 147.1168 0.43
148.0758 C9H10NO+ 1 148.0757 0.88
148.0881 C10H12O+ 1 148.0883 -0.99
148.1121 C10H14N+ 1 148.1121 0.03
149.0961 C10H13O+ 1 149.0961 0.39
150.0917 C9H12NO+ 1 150.0913 2.46
155.0855 C12H11+ 1 155.0855 -0.37
157.0648 C11H9O+ 1 157.0648 0.25
157.1013 C12H13+ 1 157.1012 0.78
158.0965 C11H12N+ 1 158.0964 0.34
159.0805 C11H11O+ 1 159.0804 0.37
160.0883 C11H12O+ 1 160.0883 0.15
160.112 C11H14N+ 1 160.1121 -0.6
161.0961 C11H13O+ 1 161.0961 -0.01
162.0914 C10H12NO+ 1 162.0913 0.12
162.1039 C11H14O+ 1 162.1039 -0.16
162.1279 C11H16N+ 1 162.1277 1.2
163.1117 C11H15O+ 1 163.1117 -0.32
164.0832 C10H12O2+ 1 164.0832 0.12
167.0854 C13H11+ 1 167.0855 -0.64
169.1012 C13H13+ 1 169.1012 0.2
170.0962 C12H12N+ 1 170.0964 -1.27
171.0803 C12H11O+ 1 171.0804 -0.88
171.1168 C13H15+ 1 171.1168 0.08
172.112 C12H14N+ 1 172.1121 -0.44
173.0961 C12H13O+ 1 173.0961 0.05
174.0919 C11H12NO+ 1 174.0913 3.04
174.1036 C12H14O+ 1 174.1039 -1.7
174.1278 C12H16N+ 1 174.1277 0.66
175.1118 C12H15O+ 1 175.1117 0.45
176.1069 C11H14NO+ 1 176.107 -0.57
177.091 C11H13O2+ 1 177.091 -0.03
179.0856 C14H11+ 1 179.0855 0.52
181.1014 C14H13+ 1 181.1012 1.12
182.0965 C13H12N+ 1 182.0964 0.63
183.0808 C13H11O+ 1 183.0804 1.74
183.1168 C14H15+ 1 183.1168 0.13
184.1121 C13H14N+ 1 184.1121 0.29
185.0963 C13H13O+ 1 185.0961 1.02
185.1328 C14H17+ 1 185.1325 1.64
186.0911 C12H12NO+ 1 186.0913 -1.02
186.1278 C13H16N+ 1 186.1277 0.4
187.112 C13H15O+ 1 187.1117 1.17
188.1069 C12H14NO+ 1 188.107 -0.27
189.127 C13H17O+ 1 189.1274 -1.91
190.1227 C12H16NO+ 1 190.1226 0.21
192.0933 C15H12+ 1 192.0934 -0.37
193.1013 C15H13+ 1 193.1012 0.59
194.0965 C14H12N+ 1 194.0964 0.33
195.0805 C14H11O+ 1 195.0804 0.2
195.117 C15H15+ 1 195.1168 0.94
196.1122 C14H14N+ 1 196.1121 0.43
196.1246 C15H16+ 1 196.1247 -0.06
197.0962 C14H13O+ 1 197.0961 0.7
197.1324 C15H17+ 1 197.1325 -0.64
198.0915 C13H12NO+ 1 198.0913 0.86
198.1033 C14H14O+ 1 198.1039 -3.16
198.1276 C14H16N+ 1 198.1277 -0.43
199.1117 C14H15O+ 1 199.1117 -0.21
200.1071 C13H14NO+ 1 200.107 0.5
200.1196 C14H16O+ 1 200.1196 0.17
201.1275 C14H17O+ 1 201.1274 0.39
202.1228 C13H16NO+ 1 202.1226 0.79
205.1016 C16H13+ 1 205.1012 2.26
207.1167 C16H15+ 1 207.1168 -0.56
209.0964 C15H13O+ 1 209.0961 1.38
209.1325 C16H17+ 1 209.1325 0.06
210.1281 C15H16N+ 1 210.1277 1.83
211.1118 C15H15O+ 1 211.1117 0.42
211.1483 C16H19+ 1 211.1481 0.72
212.1195 C15H16O+ 1 212.1196 -0.31
212.1436 C15H18N+ 1 212.1434 1.1
213.1274 C15H17O+ 1 213.1274 0.18
219.1167 C17H15+ 1 219.1168 -0.49
220.1244 C17H16+ 1 220.1247 -1.19
221.1327 C17H17+ 1 221.1325 0.83
222.1276 C16H16N+ 1 222.1277 -0.39
223.1121 C16H15O+ 1 223.1117 1.43
223.1482 C17H19+ 1 223.1481 0.37
224.1434 C16H18N+ 1 224.1434 0.11
225.1274 C16H17O+ 1 225.1274 -0.05
225.164 C17H21+ 1 225.1638 1.03
227.143 C16H19O+ 1 227.143 -0.27
228.1385 C15H18NO+ 1 228.1383 0.96
229.1587 C16H21O+ 1 229.1587 0.04
230.1541 C15H20NO+ 1 230.1539 0.78
233.1321 C18H17+ 1 233.1325 -1.49
235.1116 C17H15O+ 1 235.1117 -0.52
235.1482 C18H19+ 1 235.1481 0.35
236.1434 C17H18N+ 1 236.1434 0.19
236.156 C18H20+ 1 236.156 0.33
237.1277 C17H17O+ 1 237.1274 1.26
238.1231 C16H16NO+ 1 238.1226 1.97
238.1587 C17H20N+ 1 238.159 -1.2
239.1432 C17H19O+ 1 239.143 0.83
242.154 C16H20NO+ 1 242.1539 0.29
243.1384 C16H19O2+ 1 243.138 1.66
249.1275 C18H17O+ 1 249.1274 0.56
249.1636 C19H21+ 1 249.1638 -0.55
250.1593 C18H20N+ 1 250.159 1.14
251.1432 C18H19O+ 1 251.143 0.75
252.1388 C17H18NO+ 1 252.1383 2.1
252.1748 C18H22N+ 1 252.1747 0.49
253.1588 C18H21O+ 1 253.1587 0.27
254.1539 C17H20NO+ 1 254.1539 0
254.1664 C18H22O+ 1 254.1665 -0.42
259.1484 C20H19+ 1 259.1481 1.17
266.1541 C18H20NO+ 1 266.1539 0.52
266.1911 C19H24N+ 1 266.1903 3.02
267.1743 C19H23O+ 1 267.1743 -0.01
268.1696 C18H22NO+ 1 268.1696 -0.04
269.1539 C18H21O2+ 1 269.1536 0.94
270.1856 C18H24NO+ 1 270.1852 1.33
271.1693 C18H23O2+ 1 271.1693 0.05
276.1753 C20H22N+ 1 276.1747 2.11
277.1589 C20H21O+ 1 277.1587 0.75
279.1619 C19H21NO+ 1 279.1618 0.66
284.1648 C18H22NO2+ 1 284.1645 1
292.1696 C20H22NO+ 1 292.1696 -0.04
294.1854 C20H24NO+ 1 294.1852 0.37
295.1691 C20H23O2+ 1 295.1693 -0.67
312.1958 C20H26NO2+ 1 312.1958 0.05
PK$NUM_PEAK: 175
PK$PEAK: m/z int. rel.int.
67.0542 787090.2 5
69.0699 403057.8 2
70.0651 1627011.1 10
77.0383 367977.7 2
79.0542 3593055.8 23
81.0699 1723541.9 11
82.0651 212380.8 1
83.0491 3280334.5 21
91.0542 6479419.5 42
93.0699 8016231.5 52
94.0651 170196.6 1
95.0491 480669.9 3
95.0855 2450056.8 16
96.0808 419518 2
97.0648 2441904.8 16
105.0699 7092911.5 46
106.0651 560354.9 3
107.0492 7470788 49
107.0855 7891658.5 51
108.0808 652008.8 4
109.0648 3669318 24
109.1011 557659.8 3
111.0804 620986.4 4
115.0541 478577.8 3
117.0699 3838560.5 25
118.0651 355180.5 2
119.0855 9912932 65
120.0808 4023199.5 26
121.0648 1689280.9 11
121.1012 1246695.4 8
122.0963 199655.6 1
123.0805 2369073.5 15
128.0619 607357.9 4
129.0699 1647247.8 10
130.0652 223882 1
131.0856 5923184.5 39
132.0808 8872557 58
133.0648 12239502 80
133.1012 8220148.5 54
134.0964 6029617.5 39
135.0804 45316504 298
137.096 204522.7 1
138.0912 183199.1 1
141.0699 2146430.2 14
143.0856 6208979 40
144.0572 158107.8 1
144.0808 564067.6 3
144.0934 160526.7 1
145.0649 2347672.2 15
145.1012 2984098.2 19
146.0726 811249.2 5
146.0964 5239395 34
147.0805 6772531 44
147.1169 941974 6
148.0758 474526.6 3
148.0881 1068838.8 7
148.1121 2625202.5 17
149.0961 3240030 21
150.0917 183788 1
155.0855 1578041.1 10
157.0648 4433177.5 29
157.1013 2307023.5 15
158.0965 3737416.2 24
159.0805 40510768 266
160.0883 627565.7 4
160.112 1011509.9 6
161.0961 53240576 350
162.0914 425616.1 2
162.1039 5181866 34
162.1279 409657.9 2
163.1117 1280335.4 8
164.0832 217180.4 1
167.0854 982272.1 6
169.1012 1755528.2 11
170.0962 413038 2
171.0803 928050.1 6
171.1168 1794141 11
172.112 2081523.8 13
173.0961 5638142.5 37
174.0919 220482 1
174.1036 797236.1 5
174.1278 391060.8 2
175.1118 3129473.5 20
176.1069 1991731.2 13
177.091 232057.8 1
179.0856 212938.3 1
181.1014 1187400.1 7
182.0965 666549.2 4
183.0808 747329.1 4
183.1168 1654510.4 10
184.1121 2071858.2 13
185.0963 1334066.2 8
185.1328 721759.3 4
186.0911 170701.9 1
186.1278 587863.9 3
187.112 873448.8 5
188.1069 238836 1
189.127 165747.4 1
190.1227 707502 4
192.0933 175561.8 1
193.1013 1432063.2 9
194.0965 170783.9 1
195.0805 191742.3 1
195.117 2508908.5 16
196.1122 214521.7 1
196.1246 472988 3
197.0962 1842608 12
197.1324 657562.5 4
198.0915 240087.5 1
198.1033 152570.4 1
198.1276 1056718.6 6
199.1117 1435008.8 9
200.1071 509299.7 3
200.1196 422705.7 2
201.1275 576378.8 3
202.1228 592812.5 3
205.1016 230928.5 1
207.1167 1189186.9 7
209.0964 930278.6 6
209.1325 1359710.6 8
210.1281 195546.1 1
211.1118 2319037.5 15
211.1483 2844379.2 18
212.1195 383381.2 2
212.1436 620105.3 4
213.1274 2530507.2 16
219.1167 776834.3 5
220.1244 170123.1 1
221.1327 795320.4 5
222.1276 166858.7 1
223.1121 477016.4 3
223.1482 441038.2 2
224.1434 990836.5 6
225.1274 2261484.2 14
225.164 711664.8 4
227.143 543156.2 3
228.1385 192082.2 1
229.1587 1846189.9 12
230.1541 217640.7 1
233.1321 716277.2 4
235.1116 786502.5 5
235.1482 3613549.2 23
236.1434 994370.8 6
236.156 438573.5 2
237.1277 833717.8 5
238.1231 188814.8 1
238.1587 178399.6 1
239.1432 612631.1 4
242.154 1117807 7
243.1384 352644.8 2
249.1275 486484 3
249.1636 441929.2 2
250.1593 438333.1 2
251.1432 2401675 15
252.1388 343195.8 2
252.1748 1116912.4 7
253.1588 12086798 79
254.1539 1348826 8
254.1664 6716270.5 44
259.1484 468391.9 3
266.1541 1753005 11
266.1911 206778.9 1
267.1743 1298642.8 8
268.1696 202436.3 1
269.1539 2263580.2 14
270.1856 441580.2 2
271.1693 6779785 44
276.1753 1817902.4 11
277.1589 1605206.8 10
279.1619 195603.9 1
284.1648 1177916.8 7
292.1696 165035.4 1
294.1854 19568676 128
295.1691 517871.6 3
312.1958 151684704 999
//
