ACCESSION: MSBNK-Eawag-EQ328455
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$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$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 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$SPLASH: splash10-00di-0910000000-6c64873dce18fb49e840
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
57.0347 C3H5O- 1 57.0346 1.26
64.0193 C4H2N- 1 64.0193 0.9
66.035 C4H4N- 1 66.0349 0.72
69.0348 C4H5O- 1 69.0346 2.92
80.0507 C5H6N- 1 80.0506 1.21
91.0554 C7H7- 1 91.0553 1.28
92.0506 C6H6N- 1 92.0506 0.3
93.0348 C6H5O- 1 93.0346 2.06
95.0502 C6H7O- 1 95.0502 0.02
103.0555 C8H7- 1 103.0553 1.61
106.0664 C7H8N- 1 106.0662 1.67
107.0504 C7H7O- 1 107.0502 1.6
109.066 C7H9O- 1 109.0659 0.66
115.0556 C9H7- 1 115.0553 2.49
117.0711 C9H9- 1 117.071 1.33
118.0663 C8H8N- 1 118.0662 0.82
119.0504 C8H7O- 1 119.0502 1.02
129.071 C10H9- 1 129.071 0.36
130.0425 C9H6O- 1 130.0424 0.74
130.0663 C9H8N- 1 130.0662 0.59
131.0501 C9H7O- 1 131.0502 -1.13
131.0867 C10H11- 1 131.0866 0.58
132.082 C9H10N- 1 132.0819 0.81
141.0711 C11H9- 1 141.071 0.68
143.0502 C10H7O- 1 143.0502 0.01
143.0867 C11H11- 1 143.0866 0.39
145.0659 C10H9O- 1 145.0659 0.42
147.0815 C10H11O- 1 147.0815 -0.53
155.0866 C12H11- 1 155.0866 0.04
156.0581 C11H8O- 1 156.0581 0.43
157.066 C11H9O- 1 157.0659 0.71
158.0738 C11H10O- 1 158.0737 0.55
159.0816 C11H11O- 1 159.0815 0.39
161.0974 C11H13O- 1 161.0972 1
169.066 C12H9O- 1 169.0659 0.54
171.0817 C12H11O- 1 171.0815 1
172.0896 C12H12O- 1 172.0894 1.2
173.0972 C12H13O- 1 173.0972 -0.17
183.0822 C13H11O- 1 183.0815 3.34
184.0896 C13H12O- 1 184.0894 1.39
195.0819 C14H11O- 1 195.0815 1.8
197.0973 C14H13O- 1 197.0972 0.31
199.1128 C14H15O- 1 199.1128 -0.09
209.0975 C15H13O- 1 209.0972 1.58
211.1129 C15H15O- 1 211.1128 0.1
213.1288 C15H17O- 1 213.1285 1.41
221.0977 C16H13O- 1 221.0972 2.54
223.113 C16H15O- 1 223.1128 0.77
225.1288 C16H17O- 1 225.1285 1.25
227.1444 C16H19O- 1 227.1441 1.33
235.1134 C17H15O- 1 235.1128 2.34
249.1286 C18H17O- 1 249.1285 0.61
253.123 C17H17O2- 1 253.1234 -1.55
260.1088 C18H14NO- 1 260.1081 2.78
262.1237 C18H16NO- 1 262.1237 -0.07
263.1322 C18H17NO- 1 263.1316 2.57
267.1381 C18H19O2- 1 267.1391 -3.64
269.155 C18H21O2- 1 269.1547 1.18
272.1091 C19H14NO- 1 272.1081 3.54
274.124 C19H16NO- 1 274.1237 0.96
275.131 C19H17NO- 1 275.1316 -2.08
276.1395 C19H18NO- 1 276.1394 0.41
290.155 C20H20NO- 1 290.155 -0.27
292.1711 C20H22NO- 1 292.1707 1.55
PK$NUM_PEAK: 64
PK$PEAK: m/z int. rel.int.
57.0347 654 5
64.0193 1140.1 9
66.035 10804.4 90
69.0348 742.6 6
80.0507 5698.8 47
91.0554 1264.5 10
92.0506 776.3 6
93.0348 2296.2 19
95.0502 593.7 4
103.0555 576.9 4
106.0664 2895.4 24
107.0504 762.2 6
109.066 3970.8 33
115.0556 588.6 4
117.0711 3720.1 31
118.0663 881.8 7
119.0504 4134.8 34
129.071 2101.3 17
130.0425 2616.2 21
130.0663 6892 57
131.0501 792.1 6
131.0867 14322.7 119
132.082 25667.4 214
141.0711 776 6
143.0502 7007.9 58
143.0867 1156.4 9
145.0659 11603.7 96
147.0815 4898.5 40
155.0866 5409.8 45
156.0581 2230.1 18
157.066 9610.4 80
158.0738 5494.9 45
159.0816 18274.1 152
161.0974 6920.3 57
169.066 2643.5 22
171.0817 32002.7 266
172.0896 1278.1 10
173.0972 119814.5 999
183.0822 720.6 6
184.0896 3064.1 25
195.0819 2204 18
197.0973 5577.5 46
199.1128 899.6 7
209.0975 2619.5 21
211.1129 6277.5 52
213.1288 2816.2 23
221.0977 734.6 6
223.113 4016.7 33
225.1288 3408.3 28
227.1444 907.1 7
235.1134 2151 17
249.1286 2162.5 18
253.123 600.2 5
260.1088 811.4 6
262.1237 4358.9 36
263.1322 562.1 4
267.1381 617.1 5
269.155 1111.2 9
272.1091 739 6
274.124 10769.9 89
275.131 853.7 7
276.1395 6110.2 50
290.155 4256.1 35
292.1711 8928.5 74
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