ACCESSION: MSBNK-Eawag-EQ328454
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$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$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 356.1873
MS$FOCUSED_ION: PRECURSOR_M/Z 310.1813
MS$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$SPLASH: splash10-00dl-0950000000-d53345d5771b7bff2bae
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
57.0346 C3H5O- 1 57.0346 0.91
64.0193 C4H2N- 1 64.0193 1.05
66.035 C4H4N- 1 66.0349 0.72
69.0347 C4H5O- 1 69.0346 1.91
80.0506 C5H6N- 1 80.0506 0.71
92.0506 C6H6N- 1 92.0506 0.62
93.0347 C6H5O- 1 93.0346 0.99
95.0506 C6H7O- 1 95.0502 3.49
106.0664 C7H8N- 1 106.0662 1.39
109.0659 C7H9O- 1 109.0659 0.01
117.0712 C9H9- 1 117.071 2.1
118.0666 C8H8N- 1 118.0662 2.77
119.0504 C8H7O- 1 119.0502 1.02
130.0172 C7H2N2O- 1 130.0173 -0.78
130.0663 C9H8N- 1 130.0662 0.29
131.0505 C9H7O- 1 131.0502 2
131.0866 C10H11- 1 131.0866 -0.03
132.082 C9H10N- 1 132.0819 0.81
141.0713 C11H9- 1 141.071 2.38
143.0502 C10H7O- 1 143.0502 -0.2
144.0816 C10H10N- 1 144.0819 -1.96
145.0659 C10H9O- 1 145.0659 0.08
147.0819 C10H11O- 1 147.0815 2.39
155.0868 C12H11- 1 155.0866 0.88
157.0659 C11H9O- 1 157.0659 0.2
158.0737 C11H10O- 1 158.0737 0.04
159.0816 C11H11O- 1 159.0815 0.57
161.0973 C11H13O- 1 161.0972 0.94
171.0817 C12H11O- 1 171.0815 1.18
172.0895 C12H12O- 1 172.0894 0.56
173.0972 C12H13O- 1 173.0972 -0.17
184.0894 C13H12O- 1 184.0894 0.31
197.0976 C14H13O- 1 197.0972 2.09
199.1129 C14H15O- 1 199.1128 0.11
209.0977 C15H13O- 1 209.0972 2.45
211.113 C15H15O- 1 211.1128 0.53
212.1208 C15H16O- 1 212.1207 0.69
213.1286 C15H17O- 1 213.1285 0.48
223.113 C16H15O- 1 223.1128 0.68
225.1287 C16H17O- 1 225.1285 1.16
227.1446 C16H19O- 1 227.1441 2.07
235.1125 C17H15O- 1 235.1128 -1.61
237.1289 C17H17O- 1 237.1285 1.78
239.1442 C17H19O- 1 239.1441 0.46
249.1283 C18H17O- 1 249.1285 -0.76
251.1445 C18H19O- 1 251.1441 1.24
260.1084 C18H14NO- 1 260.1081 1.35
262.1241 C18H16NO- 1 262.1237 1.23
263.1315 C18H17NO- 1 263.1316 -0.12
264.1396 C18H18NO- 1 264.1394 0.65
265.1605 C19H21O- 1 265.1598 2.76
267.1396 C18H19O2- 1 267.1391 2.08
269.1549 C18H21O2- 1 269.1547 0.73
274.1241 C19H16NO- 1 274.1237 1.18
275.132 C19H17NO- 1 275.1316 1.7
276.1394 C19H18NO- 1 276.1394 0.19
290.1553 C20H20NO- 1 290.155 0.9
292.1709 C20H22NO- 1 292.1707 0.73
PK$NUM_PEAK: 58
PK$PEAK: m/z int. rel.int.
57.0346 494.3 1
64.0193 682.3 2
66.035 13187.3 53
69.0347 781.1 3
80.0506 7703.6 31
92.0506 1251.5 5
93.0347 814.7 3
95.0506 634.2 2
106.0664 5333.8 21
109.0659 5766.3 23
117.0712 3403.8 13
118.0666 2392.2 9
119.0504 1174.7 4
130.0172 702.8 2
130.0663 7449.3 30
131.0505 753.2 3
131.0866 9166.4 37
132.082 42440 171
141.0713 634.9 2
143.0502 2563.3 10
144.0816 753.4 3
145.0659 9495.2 38
147.0819 5856.4 23
155.0868 4821 19
157.0659 3948.6 15
158.0737 2487.2 10
159.0816 21844.2 88
161.0973 11254.2 45
171.0817 22578 91
172.0895 717.4 2
173.0972 247027.2 999
184.0894 6155.1 24
197.0976 3033.8 12
199.1129 3963.6 16
209.0977 1003.1 4
211.113 6173.3 24
212.1208 2105.4 8
213.1286 8841.7 35
223.113 3911.7 15
225.1287 10368.8 41
227.1446 4290.2 17
235.1125 1222.5 4
237.1289 1252.9 5
239.1442 917.8 3
249.1283 4093.6 16
251.1445 3423.6 13
260.1084 882.5 3
262.1241 7743.8 31
263.1315 3287.6 13
264.1396 3764.1 15
265.1605 1059.2 4
267.1396 1135.9 4
269.1549 11474.2 46
274.1241 9324.1 37
275.132 2554.3 10
276.1394 16241.2 65
290.1553 16717.1 67
292.1709 136600.1 552
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