ACCESSION: MSBNK-Eawag-EQ328406
RECORD_TITLE: Dienogest; LC-ESI-QFT; MS2; CE: 90; 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 90 (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$SPLASH: splash10-05ox-3900000000-17cbf8436dfbbec977c2
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 0.17
53.0386 C4H5+ 1 53.0386 1.38
65.0386 C5H5+ 1 65.0386 0.51
67.0542 C5H7+ 1 67.0542 0.2
69.0335 C4H5O+ 1 69.0335 0.13
69.0699 C5H9+ 1 69.0699 0.77
70.0651 C4H8N+ 1 70.0651 0.06
71.0493 C4H7O+ 1 71.0491 2.8
77.0385 C6H5+ 1 77.0386 -0.47
78.0464 C6H6+ 1 78.0464 -0.02
79.0542 C6H7+ 1 79.0542 0.17
80.0496 C5H6N+ 1 80.0495 1.18
80.0621 C6H8+ 1 80.0621 0.35
81.0335 C5H5O+ 1 81.0335 0.6
81.0699 C6H9+ 1 81.0699 0.04
82.0653 C5H8N+ 1 82.0651 2.25
83.0491 C5H7O+ 1 83.0491 -0.02
89.0384 C7H5+ 1 89.0386 -2.21
91.0542 C7H7+ 1 91.0542 0.04
92.062 C7H8+ 1 92.0621 -0.34
93.0573 C6H7N+ 1 93.0573 -0.44
93.0699 C7H9+ 1 93.0699 -0.07
94.0413 C6H6O+ 1 94.0413 0.36
94.0652 C6H8N+ 1 94.0651 0.68
94.0777 C7H10+ 1 94.0777 0.19
95.0491 C6H7O+ 1 95.0491 0.09
95.0855 C7H11+ 1 95.0855 0.03
96.081 C6H10N+ 1 96.0808 1.92
97.0648 C6H9O+ 1 97.0648 -0.12
103.0543 C8H7+ 1 103.0542 0.32
104.0495 C7H6N+ 1 104.0495 0.14
104.0621 C8H8+ 1 104.0621 0.37
105.0448 C6H5N2+ 1 105.0447 0.62
105.0699 C8H9+ 1 105.0699 0.32
106.0651 C7H8N+ 1 106.0651 -0.05
106.0777 C8H10+ 1 106.0777 -0.02
107.0492 C7H7O+ 1 107.0491 0.27
107.0855 C8H11+ 1 107.0855 0.22
108.057 C7H8O+ 1 108.057 0.5
108.0808 C7H10N+ 1 108.0808 0.04
109.0648 C7H9O+ 1 109.0648 0.17
110.0727 C7H10O+ 1 110.0726 1.21
115.0542 C9H7+ 1 115.0542 0.03
116.0495 C8H6N+ 1 116.0495 0.04
116.062 C9H8+ 1 116.0621 -0.01
117.0699 C9H9+ 1 117.0699 -0.06
118.0651 C8H8N+ 1 118.0651 -0.05
118.0777 C9H10+ 1 118.0777 -0.1
119.0492 C8H7O+ 1 119.0491 0.75
119.0605 C7H7N2+ 1 119.0604 0.8
119.0855 C9H11+ 1 119.0855 0.2
120.057 C8H8O+ 1 120.057 0.28
120.0808 C8H10N+ 1 120.0808 0.37
120.0935 C9H12+ 1 120.0934 0.82
121.0648 C8H9O+ 1 121.0648 -0.26
122.0725 C8H10O+ 1 122.0726 -0.87
123.0805 C8H11O+ 1 123.0804 0.39
127.0544 C10H7+ 1 127.0542 1.44
128.062 C10H8+ 1 128.0621 -0.01
129.0699 C10H9+ 1 129.0699 -0.05
130.0653 C9H8N+ 1 130.0651 1.49
130.0777 C10H10+ 1 130.0777 0.06
131.0492 C9H7O+ 1 131.0491 0.37
131.0731 C9H9N+ 1 131.073 0.83
131.0856 C10H11+ 1 131.0855 0.33
132.057 C9H8O+ 1 132.057 0.41
132.0807 C9H10N+ 1 132.0808 -0.35
133.0648 C9H9O+ 1 133.0648 0.07
133.1012 C10H13+ 1 133.1012 0.02
134.0726 C9H10O+ 1 134.0726 -0.05
134.0966 C9H12N+ 1 134.0964 1.08
135.0804 C9H11O+ 1 135.0804 -0.31
141.0698 C11H9+ 1 141.0699 -0.26
142.0778 C11H10+ 1 142.0777 0.76
143.0734 C10H9N+ 1 143.073 3.21
143.0856 C11H11+ 1 143.0855 0.72
144.0571 C10H8O+ 1 144.057 1.14
144.0809 C10H10N+ 1 144.0808 0.65
144.0936 C11H12+ 1 144.0934 1.44
145.0649 C10H9O+ 1 145.0648 0.47
145.1012 C11H13+ 1 145.1012 0.44
146.0727 C10H10O+ 1 146.0726 0.3
146.0964 C10H12N+ 1 146.0964 0.03
147.0805 C10H11O+ 1 147.0804 0.4
148.0883 C10H12O+ 1 148.0883 0.16
149.096 C10H13O+ 1 149.0961 -0.41
152.0623 C12H8+ 1 152.0621 1.83
153.07 C12H9+ 1 153.0699 0.48
154.0777 C12H10+ 1 154.0777 -0.01
155.0605 C10H7N2+ 1 155.0604 0.55
155.0856 C12H11+ 1 155.0855 0.21
156.0808 C11H10N+ 1 156.0808 0.35
156.0936 C12H12+ 1 156.0934 1.85
157.0649 C11H9O+ 1 157.0648 0.5
157.1011 C12H13+ 1 157.1012 -0.43
158.0726 C11H10O+ 1 158.0726 -0.29
158.0965 C11H12N+ 1 158.0964 0.41
159.0805 C11H11O+ 1 159.0804 0.49
159.1168 C12H15+ 1 159.1168 -0.04
160.0883 C11H12O+ 1 160.0883 0.02
161.0961 C11H13O+ 1 161.0961 0.18
162.1039 C11H14O+ 1 162.1039 0.21
165.07 C13H9+ 1 165.0699 0.87
166.0777 C13H10+ 1 166.0777 -0.13
167.0856 C13H11+ 1 167.0855 0.44
168.0813 C12H10N+ 1 168.0808 2.94
168.0936 C13H12+ 1 168.0934 1.54
169.0648 C12H9O+ 1 169.0648 -0.13
169.0763 C11H9N2+ 1 169.076 1.39
169.1013 C13H13+ 1 169.1012 0.67
170.0726 C12H10O+ 1 170.0726 -0.27
170.0962 C12H12N+ 1 170.0964 -1.45
171.0804 C12H11O+ 1 171.0804 -0.53
171.1171 C13H15+ 1 171.1168 1.83
173.0962 C12H13O+ 1 173.0961 0.92
174.1043 C12H14O+ 1 174.1039 2.26
175.1114 C12H15O+ 1 175.1117 -1.66
178.0776 C14H10+ 1 178.0777 -0.46
179.0856 C14H11+ 1 179.0855 0.24
180.0935 C14H12+ 1 180.0934 0.77
181.0649 C13H9O+ 1 181.0648 0.54
181.1011 C14H13+ 1 181.1012 -0.48
182.0967 C13H12N+ 1 182.0964 1.73
182.1094 C14H14+ 1 182.109 2.02
183.0805 C13H11O+ 1 183.0804 0.59
183.117 C14H15+ 1 183.1168 0.95
184.088 C13H12O+ 1 184.0883 -1.72
185.0964 C13H13O+ 1 185.0961 1.45
187.1121 C13H15O+ 1 187.1117 1.81
191.0859 C15H11+ 1 191.0855 2.01
192.0934 C15H12+ 1 192.0934 0.41
193.1015 C15H13+ 1 193.1012 1.78
194.1089 C15H14+ 1 194.109 -0.68
195.0804 C14H11O+ 1 195.0804 -0.11
195.1167 C15H15+ 1 195.1168 -0.45
196.0883 C14H12O+ 1 196.0883 0.32
196.112 C14H14N+ 1 196.1121 -0.59
196.125 C15H16+ 1 196.1247 1.83
197.0965 C14H13O+ 1 197.0961 2.07
197.1327 C15H17+ 1 197.1325 0.98
199.1112 C14H15O+ 1 199.1117 -2.67
201.1277 C14H17O+ 1 201.1274 1.48
203.0858 C16H11+ 1 203.0855 1.2
204.0937 C16H12+ 1 204.0934 1.56
205.1013 C16H13+ 1 205.1012 0.84
206.109 C16H14+ 1 206.109 0.19
207.0806 C15H11O+ 1 207.0804 0.72
207.1167 C16H15+ 1 207.1168 -0.56
208.112 C15H14N+ 1 208.1121 -0.56
209.0964 C15H13O+ 1 209.0961 1.57
209.133 C16H17+ 1 209.1325 2.74
210.1049 C15H14O+ 1 210.1039 4.87
211.1119 C15H15O+ 1 211.1117 0.89
211.1483 C16H19+ 1 211.1481 0.72
213.1279 C15H17O+ 1 213.1274 2.29
221.0965 C16H13O+ 1 221.0961 1.62
226.1359 C16H18O+ 1 226.1352 2.98
227.1427 C16H19O+ 1 227.143 -1.68
239.1435 C17H19O+ 1 239.143 1.92
253.1592 C18H21O+ 1 253.1587 2.13
254.1662 C18H22O+ 1 254.1665 -1.21
PK$NUM_PEAK: 161
PK$PEAK: m/z int. rel.int.
50.0151 74587.1 1
53.0386 176024.8 2
65.0386 3335868.5 55
67.0542 7466010.5 123
69.0335 638252.4 10
69.0699 186456 3
70.0651 144372.7 2
71.0493 106577 1
77.0385 1896503.8 31
78.0464 608928.2 10
79.0542 27201612 448
80.0496 431808.6 7
80.0621 537117.6 8
81.0335 1027179.6 16
81.0699 7233622.5 119
82.0653 146903.6 2
83.0491 5788737 95
89.0384 129553 2
91.0542 60531036 999
92.062 1426706 23
93.0573 729246.9 12
93.0699 10459693 172
94.0413 656126.3 10
94.0652 176677.4 2
94.0777 177191.6 2
95.0491 7543292.5 124
95.0855 2225380 36
96.081 91757.5 1
97.0648 2368004.8 39
103.0543 5699215.5 94
104.0495 402141.6 6
104.0621 1423290.5 23
105.0448 2987028.5 49
105.0699 31993970 528
106.0651 896158.5 14
106.0777 752929.5 12
107.0492 22079426 364
107.0855 4072268.5 67
108.057 201708.8 3
108.0808 754330.4 12
109.0648 4414655.5 72
110.0727 912871.6 15
115.0542 14078656 232
116.0495 188757.1 3
116.062 3666057.5 60
117.0699 22757484 375
118.0651 483224.6 7
118.0777 779873.6 12
119.0492 1715754.2 28
119.0605 512665.4 8
119.0855 8948053 147
120.057 859440.2 14
120.0808 462709.7 7
120.0935 105999 1
121.0648 2578863.2 42
122.0725 106865.2 1
123.0805 1643823.9 27
127.0544 428716 7
128.062 13469916 222
129.0699 11913768 196
130.0653 1554494.2 25
130.0777 2649642.5 43
131.0492 3619249.8 59
131.0731 1157271.2 19
131.0856 9626107 158
132.057 4890030.5 80
132.0807 1374306.2 22
133.0648 15459783 255
133.1012 2638806.5 43
134.0726 1764632.5 29
134.0966 195632.6 3
135.0804 20499078 338
141.0698 8426856 139
142.0778 2784531.2 45
143.0734 717649.4 11
143.0856 6107040.5 100
144.0571 3374936 55
144.0809 776649.5 12
144.0936 713732.4 11
145.0649 5092698 84
145.1012 2066743.1 34
146.0727 5395062 89
146.0964 843999.9 13
147.0805 7953961.5 131
148.0883 2914836.5 48
149.096 617139.8 10
152.0623 837976.1 13
153.07 2549686.2 42
154.0777 2123763.8 35
155.0605 1599631.8 26
155.0856 4230956 69
156.0808 197787.8 3
156.0936 835208.9 13
157.0649 2336922.5 38
157.1011 1326244.6 21
158.0726 506542.5 8
158.0965 175532.3 2
159.0805 7716641.5 127
159.1168 544399.1 8
160.0883 150519 2
161.0961 8457289 139
162.1039 1861609.5 30
165.07 2759885 45
166.0777 1638973 27
167.0856 2718258.8 44
168.0813 183204.7 3
168.0936 1209429.4 19
169.0648 147851.3 2
169.0763 745200.1 12
169.1013 2081431.6 34
170.0726 119642.3 1
170.0962 167700.9 2
171.0804 516207 8
171.1171 232789.1 3
173.0962 508494 8
174.1043 470130.2 7
175.1114 180990.9 2
178.0776 1761000 29
179.0856 2105530 34
180.0935 1107539.4 18
181.0649 348607.3 5
181.1011 1744103.2 28
182.0967 137294.2 2
182.1094 236899.3 3
183.0805 467131.9 7
183.117 1178250.6 19
184.088 122890 2
185.0964 550701 9
187.1121 398909.7 6
191.0859 989388.5 16
192.0934 882448 14
193.1015 855517 14
194.1089 117614.8 1
195.0804 356178.6 5
195.1167 716057.4 11
196.0883 171804.5 2
196.112 390363.3 6
196.125 119887.2 1
197.0965 391844.2 6
197.1327 161344.1 2
199.1112 160642.3 2
201.1277 177048.2 2
203.0858 439974.6 7
204.0937 188017.7 3
205.1013 451574.1 7
206.109 136652.4 2
207.0806 116021.6 1
207.1167 221188.6 3
208.112 102833.5 1
209.0964 141863.5 2
209.133 114898.5 1
210.1049 141619.1 2
211.1119 566565 9
211.1483 156104.1 2
213.1279 172933.7 2
221.0965 104741.1 1
226.1359 110512 1
227.1427 103828.2 1
239.1435 432939.8 7
253.1592 114719.7 1
254.1662 128788.4 2
//
