ACCESSION: MSBNK-Eawag-EQ328405
RECORD_TITLE: Dienogest; LC-ESI-QFT; MS2; CE: 75; 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 75 (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$SPLASH: splash10-0a4u-2900000000-d615a57fc7b003b3df8d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
57.0337 C3H5O+ 1 57.0335 2.78
65.0386 C5H5+ 1 65.0386 0.21
67.0542 C5H7+ 1 67.0542 -0.1
68.0494 C4H6N+ 1 68.0495 -0.96
69.0335 C4H5O+ 1 69.0335 -0.31
69.0698 C5H9+ 1 69.0699 -0.68
70.0652 C4H8N+ 1 70.0651 0.49
77.0385 C6H5+ 1 77.0386 -1.38
78.0464 C6H6+ 1 78.0464 -0.02
79.0542 C6H7+ 1 79.0542 0.04
80.0494 C5H6N+ 1 80.0495 -0.82
80.0621 C6H8+ 1 80.0621 0.6
81.0335 C5H5O+ 1 81.0335 0.11
81.0699 C6H9+ 1 81.0699 0.16
82.0652 C5H8N+ 1 82.0651 0.42
83.0491 C5H7O+ 1 83.0491 -0.14
89.0385 C7H5+ 1 89.0386 -0.75
91.0542 C7H7+ 1 91.0542 -0.18
92.0621 C7H8+ 1 92.0621 0.2
93.0573 C6H7N+ 1 93.0573 0.1
93.0699 C7H9+ 1 93.0699 -0.18
94.0413 C6H6O+ 1 94.0413 -0.28
94.0651 C6H8N+ 1 94.0651 -0.27
94.0777 C7H10+ 1 94.0777 -0.23
95.0491 C6H7O+ 1 95.0491 -0.01
95.0855 C7H11+ 1 95.0855 -0.18
96.0443 C5H6NO+ 1 96.0444 -1.15
96.0569 C6H8O+ 1 96.057 -0.69
97.0648 C6H9O+ 1 97.0648 -0.01
103.0542 C8H7+ 1 103.0542 0.13
104.0494 C7H6N+ 1 104.0495 -0.53
104.0621 C8H8+ 1 104.0621 0.08
105.0699 C8H9+ 1 105.0699 0.22
106.0651 C7H8N+ 1 106.0651 -0.43
106.0779 C8H10+ 1 106.0777 1.49
107.0492 C7H7O+ 1 107.0491 0.27
107.0855 C8H11+ 1 107.0855 -0.06
108.0569 C7H8O+ 1 108.057 -0.24
108.0808 C7H10N+ 1 108.0808 0.13
109.0648 C7H9O+ 1 109.0648 0.26
109.1012 C8H13+ 1 109.1012 0.03
110.0727 C7H10O+ 1 110.0726 0.49
111.0803 C7H11O+ 1 111.0804 -1.27
115.0542 C9H7+ 1 115.0542 0.03
116.0494 C8H6N+ 1 116.0495 -0.65
116.062 C9H8+ 1 116.0621 -0.1
117.0699 C9H9+ 1 117.0699 -0.23
118.0651 C8H8N+ 1 118.0651 -0.13
118.0777 C9H10+ 1 118.0777 -0.44
119.0492 C8H7O+ 1 119.0491 0.24
119.0855 C9H11+ 1 119.0855 -0.14
120.057 C8H8O+ 1 120.057 -0.14
120.0808 C8H10N+ 1 120.0808 -0.05
121.0648 C8H9O+ 1 121.0648 -0.34
121.1011 C9H13+ 1 121.1012 -0.47
122.0722 C8H10O+ 1 122.0726 -3.49
122.0964 C8H12N+ 1 122.0964 -0.46
123.0804 C8H11O+ 1 123.0804 -0.42
127.0541 C10H7+ 1 127.0542 -1.39
128.062 C10H8+ 1 128.0621 -0.25
129.0699 C10H9+ 1 129.0699 -0.13
130.0652 C9H8N+ 1 130.0651 0.73
130.0777 C10H10+ 1 130.0777 0.22
131.0493 C9H7O+ 1 131.0491 1.21
131.073 C9H9N+ 1 131.073 0.68
131.0856 C10H11+ 1 131.0855 0.33
132.057 C9H8O+ 1 132.057 0.18
132.0808 C9H10N+ 1 132.0808 0.26
132.0934 C10H12+ 1 132.0934 0.44
133.0648 C9H9O+ 1 133.0648 0.07
133.1012 C10H13+ 1 133.1012 0.1
134.0727 C9H10O+ 1 134.0726 0.33
134.0964 C9H12N+ 1 134.0964 -0.12
135.0804 C9H11O+ 1 135.0804 -0.31
137.0957 C9H13O+ 1 137.0961 -2.64
141.0698 C11H9+ 1 141.0699 -0.26
142.0778 C11H10+ 1 142.0777 0.83
143.0733 C10H9N+ 1 143.073 2.37
143.0856 C11H11+ 1 143.0855 0.65
144.0571 C10H8O+ 1 144.057 0.58
144.081 C10H10N+ 1 144.0808 1.21
144.0934 C11H12+ 1 144.0934 0.33
145.0648 C10H9O+ 1 145.0648 0.13
145.1013 C11H13+ 1 145.1012 0.64
146.0727 C10H10O+ 1 146.0726 0.37
146.0965 C10H12N+ 1 146.0964 0.44
147.0805 C10H11O+ 1 147.0804 0.19
148.0883 C10H12O+ 1 148.0883 0.16
148.1119 C10H14N+ 1 148.1121 -1.32
149.0961 C10H13O+ 1 149.0961 0.26
152.062 C12H8+ 1 152.0621 -0.34
153.0699 C12H9+ 1 153.0699 0.15
154.0777 C12H10+ 1 154.0777 -0.08
155.0605 C10H7N2+ 1 155.0604 0.68
155.0856 C12H11+ 1 155.0855 0.21
156.0808 C11H10N+ 1 156.0808 0.48
156.0936 C12H12+ 1 156.0934 1.85
157.0649 C11H9O+ 1 157.0648 0.5
157.0886 C11H11N+ 1 157.0886 -0.2
157.1013 C12H13+ 1 157.1012 0.85
158.0724 C11H10O+ 1 158.0726 -1.69
158.0965 C11H12N+ 1 158.0964 0.53
158.1091 C12H14+ 1 158.109 0.87
159.0805 C11H11O+ 1 159.0804 0.18
159.1169 C12H15+ 1 159.1168 0.46
160.0883 C11H12O+ 1 160.0883 0.15
161.0961 C11H13O+ 1 161.0961 -0.01
162.1039 C11H14O+ 1 162.1039 -0.16
163.1118 C11H15O+ 1 163.1117 0.05
164.0829 C10H12O2+ 1 164.0832 -1.53
165.07 C13H9+ 1 165.0699 0.75
166.0777 C13H10+ 1 166.0777 -0.13
167.0856 C13H11+ 1 167.0855 0.26
168.0812 C12H10N+ 1 168.0808 2.46
168.0934 C13H12+ 1 168.0934 0.29
169.0761 C11H9N2+ 1 169.076 0.68
169.1012 C13H13+ 1 169.1012 -0.1
170.0733 C12H10O+ 1 170.0726 4.02
170.0964 C12H12N+ 1 170.0964 -0.21
170.1092 C13H14+ 1 170.109 0.93
171.0803 C12H11O+ 1 171.0804 -0.77
171.1167 C13H15+ 1 171.1168 -0.51
172.0885 C12H12O+ 1 172.0883 1.53
172.112 C12H14N+ 1 172.1121 -0.44
173.096 C12H13O+ 1 173.0961 -0.41
174.104 C12H14O+ 1 174.1039 0.31
175.1119 C12H15O+ 1 175.1117 1.13
178.078 C14H10+ 1 178.0777 1.45
179.0856 C14H11+ 1 179.0855 0.41
180.0934 C14H12+ 1 180.0934 0.1
181.1011 C14H13+ 1 181.1012 -0.31
182.0724 C13H10O+ 1 182.0726 -1.35
182.0967 C13H12N+ 1 182.0964 1.23
182.1092 C14H14+ 1 182.109 0.98
183.0806 C13H11O+ 1 183.0804 0.87
183.1169 C14H15+ 1 183.1168 0.29
184.0883 C13H12O+ 1 184.0883 0.18
184.112 C13H14N+ 1 184.1121 -0.58
184.1248 C14H16+ 1 184.1247 0.7
185.0963 C13H13O+ 1 185.0961 0.91
185.1325 C14H17+ 1 185.1325 0.29
186.1046 C13H14O+ 1 186.1039 3.73
187.1118 C13H15O+ 1 187.1117 0.1
188.1195 C13H16O+ 1 188.1196 -0.35
191.0857 C15H11+ 1 191.0855 1.12
192.0935 C15H12+ 1 192.0934 0.98
193.1012 C15H13+ 1 193.1012 0.02
194.0957 C14H12N+ 1 194.0964 -3.89
194.109 C15H14+ 1 194.109 0.09
195.1169 C15H15+ 1 195.1168 0.43
196.0878 C14H12O+ 1 196.0883 -2.28
196.1122 C14H14N+ 1 196.1121 0.58
196.1248 C15H16+ 1 196.1247 0.65
197.0962 C14H13O+ 1 197.0961 0.55
197.1326 C15H17+ 1 197.1325 0.47
198.1039 C14H14O+ 1 198.1039 -0.08
198.1276 C14H16N+ 1 198.1277 -0.74
199.1122 C14H15O+ 1 199.1117 2.15
200.1195 C14H16O+ 1 200.1196 -0.58
201.1269 C14H17O+ 1 201.1274 -2.54
203.0856 C16H11+ 1 203.0855 0.46
204.0935 C16H12+ 1 204.0934 0.82
205.101 C16H13+ 1 205.1012 -0.96
206.1089 C16H14+ 1 206.109 -0.3
207.0804 C15H11O+ 1 207.0804 -0.44
207.1166 C16H15+ 1 207.1168 -1.24
208.1121 C15H14N+ 1 208.1121 0.07
208.125 C16H16+ 1 208.1247 1.43
209.096 C15H13O+ 1 209.0961 -0.34
209.1325 C16H17+ 1 209.1325 -0.03
210.1042 C15H14O+ 1 210.1039 1.21
210.1277 C15H16N+ 1 210.1277 -0.31
210.1399 C16H18+ 1 210.1403 -1.68
211.1119 C15H15O+ 1 211.1117 0.89
211.1483 C16H19+ 1 211.1481 0.91
212.1195 C15H16O+ 1 212.1196 -0.46
213.1274 C15H17O+ 1 213.1274 0.04
214.1351 C15H18O+ 1 214.1352 -0.73
215.1428 C15H19O+ 1 215.143 -0.94
218.1085 C17H14+ 1 218.109 -2.53
219.1172 C17H15+ 1 219.1168 1.7
220.1126 C16H14N+ 1 220.1121 2.56
220.1241 C17H16+ 1 220.1247 -2.42
221.132 C17H17+ 1 221.1325 -2.16
223.1115 C16H15O+ 1 223.1117 -0.9
223.1482 C17H19+ 1 223.1481 0.37
225.1275 C16H17O+ 1 225.1274 0.61
225.1645 C17H21+ 1 225.1638 3.21
226.1347 C16H18O+ 1 226.1352 -2.15
227.1432 C16H19O+ 1 227.143 0.74
233.1326 C18H17+ 1 233.1325 0.57
235.1115 C17H15O+ 1 235.1117 -1.15
235.1479 C18H19+ 1 235.1481 -0.88
236.1433 C17H18N+ 1 236.1434 -0.24
237.1271 C17H17O+ 1 237.1274 -1.36
237.1639 C18H21+ 1 237.1638 0.64
238.135 C17H18O+ 1 238.1352 -0.78
239.1433 C17H19O+ 1 239.143 1.04
243.1384 C16H19O2+ 1 243.138 1.7
251.1427 C18H19O+ 1 251.143 -1.4
253.1587 C18H21O+ 1 253.1587 0.15
254.1668 C18H22O+ 1 254.1665 0.96
256.146 C17H20O2+ 1 256.1458 0.81
266.1541 C18H20NO+ 1 266.1539 0.64
271.1694 C18H23O2+ 1 271.1693 0.64
312.1959 C20H26NO2+ 1 312.1958 0.14
PK$NUM_PEAK: 206
PK$PEAK: m/z int. rel.int.
57.0337 126314.7 2
65.0386 1123458.9 21
67.0542 5980085 112
68.0494 90562.1 1
69.0335 684546.8 12
69.0698 563582.7 10
70.0652 600910.8 11
77.0385 972524.4 18
78.0464 233286.4 4
79.0542 21633736 408
80.0494 441929.4 8
80.0621 175807 3
81.0335 770532.2 14
81.0699 8444244 159
82.0652 181240.9 3
83.0491 6305072.5 119
89.0385 121701.1 2
91.0542 52898600 999
92.0621 1104412.2 20
93.0573 861979.7 16
93.0699 15580755 294
94.0413 211637.1 3
94.0651 234938.2 4
94.0777 399697 7
95.0491 4562348.5 86
95.0855 4220277.5 79
96.0443 148364.8 2
96.0569 112203.8 2
97.0648 4392902.5 82
103.0542 2709624.5 51
104.0494 411820.9 7
104.0621 670709.6 12
105.0699 31257668 590
106.0651 562085.4 10
106.0779 962075.6 18
107.0492 21144754 399
107.0855 8182938 154
108.0569 399020 7
108.0808 2060651.8 38
109.0648 6113371.5 115
109.1012 507398.4 9
110.0727 856695.2 16
111.0803 221296.5 4
115.0542 7866135 148
116.0494 205234.1 3
116.062 2432030.8 45
117.0699 24001202 453
118.0651 891541.2 16
118.0777 437796.2 8
119.0492 1556352.4 29
119.0855 15280558 288
120.057 958275.6 18
120.0808 1364869 25
121.0648 2891152.8 54
121.1011 602395.1 11
122.0722 99360.1 1
122.0964 154713.2 2
123.0804 3220690.8 60
127.0541 154878.9 2
128.062 9293632 175
129.0699 11745959 221
130.0652 1223450.1 23
130.0777 2340922.8 44
131.0493 1848245 34
131.073 1449572.2 27
131.0856 15220435 287
132.057 3937674.8 74
132.0808 3614270.5 68
132.0934 235236.6 4
133.0648 20525318 387
133.1012 5968931 112
134.0727 2273679.5 42
134.0964 831448.6 15
135.0804 42719384 806
137.0957 150747.8 2
141.0698 7320155 138
142.0778 2210340.5 41
143.0733 462173 8
143.0856 8997415 169
144.0571 2691821.5 50
144.081 1135095 21
144.0934 1297814.1 24
145.0648 4145381.8 78
145.1013 4101243 77
146.0727 6766684 127
146.0965 2347884.8 44
147.0805 9632237 181
148.0883 4540484 85
148.1119 232278 4
149.0961 1892570 35
152.062 507284 9
153.0699 1484735.9 28
154.0777 1368904.2 25
155.0605 1086161.8 20
155.0856 5097055.5 96
156.0808 227443.9 4
156.0936 697023.4 13
157.0649 3980625.2 75
157.0886 213756.7 4
157.1013 2850474 53
158.0724 182061.8 3
158.0965 949200.8 17
158.1091 221749.4 4
159.0805 19948228 376
159.1169 1343464.1 25
160.0883 724144.8 13
161.0961 24867420 469
162.1039 6478849 122
163.1118 168132.4 3
164.0829 151321 2
165.07 2101045.5 39
166.0777 1099698 20
167.0856 2564588 48
168.0812 170554.1 3
168.0934 1028511.4 19
169.0761 730788.8 13
169.1012 4182997 78
170.0733 96214.1 1
170.0964 442459.9 8
170.1092 222075.5 4
171.0803 1020045.3 19
171.1167 1640909.2 30
172.0885 188432.1 3
172.112 449884.6 8
173.096 1667656.9 31
174.104 1423663.2 26
175.1119 1152191.2 21
178.078 1211513.6 22
179.0856 1624092.6 30
180.0934 876008.7 16
181.1011 2735116.2 51
182.0724 135360.9 2
182.0967 233551.2 4
182.1092 531395.9 10
183.0806 564199.6 10
183.1169 2227613.2 42
184.0883 138722.5 2
184.112 500107.1 9
184.1248 200776.6 3
185.0963 879373.9 16
185.1325 516233.2 9
186.1046 129723.9 2
187.1118 616856.3 11
188.1195 154164.2 2
191.0857 624487.5 11
192.0935 808369.5 15
193.1012 1568779.9 29
194.0957 158673.9 2
194.109 419401.1 7
195.1169 2127068 40
196.0878 499486.5 9
196.1122 234255.4 4
196.1248 503880.8 9
197.0962 1249253.8 23
197.1326 1258548.1 23
198.1039 477653.8 9
198.1276 122103 2
199.1122 715678.1 13
200.1195 221037.2 4
201.1269 602087.5 11
203.0856 404037.4 7
204.0935 385076.7 7
205.101 591734.3 11
206.1089 448544 8
207.0804 124919 2
207.1166 615544.6 11
208.1121 132104.3 2
208.125 162872.8 3
209.096 552281.2 10
209.1325 527330.8 9
210.1042 438182.8 8
210.1277 138998.4 2
210.1399 95884.7 1
211.1119 1531579.1 28
211.1483 1421473 26
212.1195 173187.7 3
213.1274 1060625.6 20
214.1351 434016 8
215.1428 134906.1 2
218.1085 215422.6 4
219.1172 408322 7
220.1126 160832.1 3
220.1241 404938.2 7
221.132 721131 13
223.1115 210494.7 3
223.1482 204821.4 3
225.1275 1184716 22
225.1645 165211.9 3
226.1347 164986.4 3
227.1432 237425.3 4
233.1326 116076.8 2
235.1115 124637.4 2
235.1479 230060.6 4
236.1433 396283.2 7
237.1271 203214.7 3
237.1639 233195.6 4
238.135 105831 1
239.1433 1896338.8 35
243.1384 469728.7 8
251.1427 122294.1 2
253.1587 1540119.6 29
254.1668 1340746.9 25
256.146 195107.4 3
266.1541 146384.4 2
271.1694 399324.6 7
312.1959 516307.9 9
//
