ACCESSION: MSBNK-Athens_Univ-AU280602
RECORD_TITLE: Norgestrel; LC-ESI-QTOF; MS2; CE: 20 eV; R=35000; [M+H]+
DATE: 2019.05.31
AUTHORS: Nikiforos Alygizakis, Katerina Galani, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2019 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 2806
CH$NAME: Norgestrel
CH$NAME: (8R,9S,10R,13S,14S)-13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C21H28O2
CH$EXACT_MASS: 312.2089301
CH$SMILES: [H][C@@]12CCC(O)(C#C)[C@@]1(CC)CC[C@]1([H])[C@@]3([H])CCC(=O)C=C3CC[C@@]21[H]
CH$IUPAC: InChI=1S/C21H28O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,13,16-19,23H,3,5-12H2,1H3/t16-,17+,18+,19-,20-,21?/m0/s1
CH$LINK: PUBCHEM
CID:16051930
CH$LINK: INCHIKEY
WWYNJERNGUHSAO-CULCCENASA-N
CH$LINK: CHEMSPIDER
10481953
AC$INSTRUMENT: Bruker maXis Impact
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 20 eV
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Acclaim RSLC C18 2.2um, 2.1x100mm, Thermo
AC$CHROMATOGRAPHY: FLOW_GRADIENT 99/1 at 0-1 min, 61/39 at 3 min, 0.1/99.9 at 14-16 min, 99/1 at 16.1-20 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min at 0-3 min, 400 uL/min at 14 min, 480 uL/min at 16-19 min, 200 uL/min at 19.1-20 min
AC$CHROMATOGRAPHY: RETENTION_TIME 10.154 min
AC$CHROMATOGRAPHY: SOLVENT A 90:10 water:methanol with 0.01% formic acid and 5mM ammonium formate
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.01% formic acid and 5mM ammonium formate
MS$FOCUSED_ION: BASE_PEAK 313.2164
MS$FOCUSED_ION: PRECURSOR_M/Z 313.2162
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE identity on assigned fragments and MS1
MS$DATA_PROCESSING: WHOLE RMassBank 2.10.1
PK$SPLASH: splash10-03di-0669000000-d20a3dfae7afa4e3946d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
117.0692 C9H9+ 1 117.0699 -5.92
119.0846 C9H11+ 1 119.0855 -7.87
121.1008 C9H13+ 1 121.1012 -2.82
123.0795 C8H11O+ 1 123.0804 -7.71
123.1163 C9H15+ 1 123.1168 -3.97
125.0953 C8H13O+ 1 125.0961 -6.72
129.0687 C10H9+ 1 129.0699 -8.92
131.0847 C10H11+ 1 131.0855 -6.07
133.0635 C9H9O+ 1 133.0648 -10.04
133.1003 C10H13+ 1 133.1012 -6.79
134.1037 C9[13]CH13+ 1 134.1051 -9.95
135.0794 C9H11O+ 1 135.0804 -8.07
135.1158 C10H15+ 1 135.1168 -7.55
137.0953 C9H13O+ 1 137.0961 -5.56
143.0843 C11H11+ 1 143.0855 -8.67
145.1004 C11H13+ 1 145.1012 -5.69
147.0794 C10H11O+ 1 147.0804 -6.78
147.1156 C11H15+ 1 147.1168 -8.01
149.095 C10H13O+ 1 149.0961 -7.59
149.1314 C11H17+ 1 149.1325 -7.37
151.1108 C10H15O+ 1 151.1117 -6.2
155.0842 C12H11+ 1 155.0855 -8.58
157.1002 C12H13+ 1 157.1012 -6.3
159.0791 C11H11O+ 1 159.0804 -8.37
159.1157 C12H15+ 1 159.1168 -7.36
160.1193 C11[13]CH15+ 1 160.1207 -8.91
161.0948 C11H13O+ 1 161.0961 -8.29
161.1314 C12H17+ 1 161.1325 -6.78
163.1105 C11H15O+ 1 163.1117 -7.79
167.0838 C13H11+ 1 167.0855 -10.12
169.0996 C13H13+ 1 169.1012 -9.45
171.1157 C13H15+ 1 171.1168 -6.47
173.095 C12H13O+ 1 173.0961 -6.51
173.1313 C13H17+ 1 173.1325 -6.87
175.1109 C12H15O+ 1 175.1117 -4.91
175.1471 C13H19+ 1 175.1481 -5.6
177.1265 C12H17O+ 1 177.1274 -4.95
181.1 C14H13+ 1 181.1012 -6.57
183.1159 C14H15+ 1 183.1168 -4.93
185.0948 C13H13O+ 1 185.0961 -7.17
185.1316 C14H17+ 1 185.1325 -4.73
186.1353 C13[13]CH17+ 1 186.1364 -5.78
187.1105 C13H15O+ 1 187.1117 -6.6
187.1473 C14H19+ 1 187.1481 -4.53
189.1265 C13H17O+ 1 189.1274 -4.94
193.1005 C15H13+ 1 193.1012 -3.41
195.1156 C15H15+ 1 195.1168 -6.13
197.1315 C15H17+ 1 197.1325 -4.88
199.1109 C14H15O+ 1 199.1117 -4.06
199.1476 C15H19+ 1 199.1481 -2.81
200.152 C14[13]CH19+ 1 200.152 -0.4
201.1264 C14H17O+ 1 201.1274 -4.72
203.1426 C14H19O+ 1 203.143 -2.28
207.1156 C16H15+ 1 207.1168 -5.74
209.1315 C16H17+ 1 209.1325 -4.84
211.1113 C15H15O+ 1 211.1117 -1.96
211.1474 C16H19+ 1 211.1481 -3.52
213.1267 C15H17O+ 1 213.1274 -3.11
213.1626 C16H21+ 1 213.1638 -5.7
215.142 C15H19O+ 1 215.143 -4.91
221.1311 C17H17+ 1 221.1325 -6.04
223.1469 C17H19+ 1 223.1481 -5.57
225.1272 C16H17O+ 1 225.1274 -1.04
225.1631 C17H21+ 1 225.1638 -2.99
227.1421 C16H19O+ 1 227.143 -4.28
227.1787 C17H23+ 1 227.1794 -3.16
228.1822 C16[13]CH23+ 1 228.1833 -5.17
235.147 C18H19+ 1 235.1481 -4.9
236.1524 C17[13]CH19+ 1 236.152 1.58
237.163 C18H21+ 1 237.1638 -3.35
238.1668 C17[13]CH21+ 1 238.1677 -3.81
239.1429 C17H19O+ 1 239.143 -0.49
239.178 C18H23+ 1 239.1794 -6.14
241.1574 C17H21O+ 1 241.1587 -5.15
243.1739 C17H23O+ 1 243.1743 -1.91
245.1899 C17H25O+ 1 245.19 -0.46
246.1929 C16[13]CH25O+ 1 246.1939 -4.17
248.1559 C19H20+ 1 248.156 -0.27
249.1627 C19H21+ 1 249.1638 -4.46
251.1789 C19H23+ 1 251.1794 -2.05
253.1584 C18H21O+ 1 253.1587 -1.07
253.1949 C19H25+ 1 253.1951 -0.84
255.1739 C18H23O+ 1 255.1743 -1.86
266.1658 C19H22O+ 1 266.1665 -2.66
267.1735 C19H23O+ 1 267.1743 -3.02
267.2104 C20H27+ 1 267.2107 -1.13
269.1881 C19H25O+ 1 269.19 -6.89
277.1943 C21H25+ 1 277.1951 -2.78
278.1991 C20[13]CH25+ 1 278.199 0.38
295.2055 C21H27O+ 1 295.2056 -0.54
296.2087 C20[13]CH27O+ 1 296.2095 -2.92
313.2165 C21H29O2+ 1 313.2162 0.85
314.2197 C20[13]CH29O2+ 1 314.2201 -1.22
315.2225 C19[13]C2H29O2+ 1 315.2235 -2.91
PK$NUM_PEAK: 94
PK$PEAK: m/z int. rel.int.
117.0692 6776 8
119.0846 9228 11
121.1008 5316 6
123.0795 11932 15
123.1163 4828 6
125.0953 6748 8
129.0687 9652 12
131.0847 25668 32
133.0635 4468 5
133.1003 31576 40
134.1037 3960 5
135.0794 20392 26
135.1158 9060 11
137.0953 4088 5
143.0843 15412 19
145.1004 26164 33
147.0794 8228 10
147.1156 14516 18
149.095 24804 31
149.1314 6008 7
151.1108 4428 5
155.0842 7080 9
157.1002 21856 27
159.0791 9204 11
159.1157 34036 43
160.1193 4464 5
161.0948 15784 20
161.1314 7952 10
163.1105 15696 20
167.0838 4004 5
169.0996 10636 13
171.1157 22964 29
173.095 5792 7
173.1313 15636 19
175.1109 16232 20
175.1471 9028 11
177.1265 5528 7
181.1 8312 10
183.1159 22420 28
185.0948 8196 10
185.1316 38512 49
186.1353 6392 8
187.1105 9584 12
187.1473 23432 29
189.1265 12460 15
193.1005 4236 5
195.1156 10724 13
197.1315 16184 20
199.1109 5500 7
199.1476 19964 25
200.152 4276 5
201.1264 11044 14
203.1426 8652 11
207.1156 7816 9
209.1315 7840 10
211.1113 4708 6
211.1474 7704 9
213.1267 6048 7
213.1626 8448 10
215.142 4564 5
221.1311 10232 13
223.1469 6800 8
225.1272 7876 10
225.1631 16156 20
227.1421 4568 5
227.1787 31800 40
228.1822 6136 7
235.147 12688 16
236.1524 3920 5
237.163 22544 28
238.1668 5524 7
239.1429 7208 9
239.178 4592 5
241.1574 7608 9
243.1739 8228 10
245.1899 200876 256
246.1929 35504 45
248.1559 4944 6
249.1627 10788 13
251.1789 7188 9
253.1584 5396 6
253.1949 5848 7
255.1739 5456 6
266.1658 4992 6
267.1735 10884 13
267.2104 4784 6
269.1881 4040 5
277.1943 28284 36
278.1991 7540 9
295.2055 84872 108
296.2087 21516 27
313.2165 781496 999
314.2197 147736 188
315.2225 15300 19
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