ACCESSION: MSBNK-Athens_Univ-AU280703
RECORD_TITLE: Gestoden; LC-ESI-QTOF; MS2; CE: 30 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 2807
CH$NAME: Gestoden
CH$NAME: Gestodene
CH$NAME: (8R,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,14-decahydrocyclopenta[a]phenanthren-3-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C21H26O2
CH$EXACT_MASS: 310.1932801
CH$SMILES: [H][C@@]12C=C[C@@](O)(C#C)[C@@]1(CC)CC[C@]1([H])[C@@]3([H])CCC(=O)C=C3CC[C@@]21[H]
CH$IUPAC: InChI=1S/C21H26O2/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/h2,10,12-13,16-19,23H,3,5-9,11H2,1H3/t16-,17+,18+,19-,20-,21-/m0/s1
CH$LINK: CAS
60282-87-3
CH$LINK: CHEBI
135323
CH$LINK: KEGG
D04316
CH$LINK: PUBCHEM
CID:3033968
CH$LINK: INCHIKEY
SIGSPDASOTUPFS-XUDSTZEESA-N
CH$LINK: CHEMSPIDER
2298532
CH$LINK: COMPTOX
DTXSID6046478
AC$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 30 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$CHROMATOGRAPHY: RETENTION_TIME 9.443 min
AC$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 311.201
MS$FOCUSED_ION: PRECURSOR_M/Z 311.2006
MS$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$SPLASH: splash10-0kaj-0930000000-2a934b5111a439dd48dd
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
109.0654 C7H9O+ 1 109.0648 5.18
115.0538 C9H7+ 1 115.0542 -4
116.0609 C9H8+ 1 116.0621 -9.71
117.0691 C9H9+ 1 117.0699 -6.83
118.0719 C8[13]CH9+ 1 118.0738 -15.88
119.0486 C8H7O+ 1 119.0491 -4.74
119.0846 C9H11+ 1 119.0855 -7.97
120.0878 C8[13]CH11+ 1 120.0894 -13.49
121.0642 C8H9O+ 1 121.0648 -4.53
121.1009 C9H13+ 1 121.1012 -2.51
122.1032 C8[13]CH13+ 1 122.1051 -15.79
123.08 C8H11O+ 1 123.0804 -3.97
123.1164 C9H15+ 1 123.1168 -3.09
124.0843 C7[13]CH11O+ 1 124.0843 -0.43
127.0537 C10H7+ 1 127.0542 -3.88
128.061 C10H8+ 1 128.0621 -8.17
129.0688 C10H9+ 1 129.0699 -8.55
130.075 C10H10+ 1 130.0777 -20.93
131.0485 C9H7O+ 1 131.0491 -4.9
131.0846 C10H11+ 1 131.0855 -6.83
132.0556 C9H8O+ 1 132.057 -10.54
132.0886 C9[13]CH11+ 1 132.0894 -5.96
133.0638 C9H9O+ 1 133.0648 -7.15
133.1002 C10H13+ 1 133.1012 -7.48
134.0683 C8[13]CH9O+ 1 134.0687 -2.92
134.1031 C9[13]CH13+ 1 134.1051 -14.79
135.0794 C9H11O+ 1 135.0804 -7.59
135.116 C10H15+ 1 135.1168 -6.08
136.0828 C8[13]CH11O+ 1 136.0843 -11.18
136.119 C9[13]CH15+ 1 136.1207 -12.96
137.0587 C8H9O2+ 1 137.0597 -7.01
137.0954 C9H13O+ 1 137.0961 -5
141.0688 C11H9+ 1 141.0699 -7.29
142.0759 C11H10+ 1 142.0777 -12.62
143.0842 C11H11+ 1 143.0855 -8.93
144.0558 C10H8O+ 1 144.057 -8.3
144.0896 C10[13]CH11+ 1 144.0894 1.09
145.0637 C10H9O+ 1 145.0648 -7.64
145.1001 C11H13+ 1 145.1012 -7.48
146.0696 C10H10O+ 1 146.0726 -20.85
146.104 C10[13]CH13+ 1 146.1051 -7.47
147.0793 C10H11O+ 1 147.0804 -7.85
147.1159 C11H15+ 1 147.1168 -6.39
148.0852 C9[13]CH11O+ 1 148.0843 5.75
148.1189 C10[13]CH15+ 1 148.1207 -12.02
149.095 C10H13O+ 1 149.0961 -7.34
149.1317 C11H17+ 1 149.1325 -5.22
150.0985 C9[13]CH13O+ 1 150.1 -10.08
151.0514 C12H7+ 1 151.0542 -18.41
151.0737 C9H11O2+ 1 151.0754 -11.02
151.1106 C10H15O+ 1 151.1117 -7.51
152.0615 C12H8+ 1 152.0621 -3.54
153.0689 C12H9+ 1 153.0699 -6.24
154.0758 C12H10+ 1 154.0777 -12.41
155.0842 C12H11+ 1 155.0855 -8.81
156.0901 C12H12+ 1 156.0934 -20.88
157.0637 C11H9O+ 1 157.0648 -6.7
157.0998 C12H13+ 1 157.1012 -8.82
158.071 C11H10O+ 1 158.0726 -10.09
158.1051 C11[13]CH13+ 1 158.1051 -0.11
159.0792 C11H11O+ 1 159.0804 -7.92
159.1155 C12H15+ 1 159.1168 -8.06
160.0845 C11H12O+ 1 160.0883 -23.47
160.1203 C11[13]CH15+ 1 160.1207 -2.71
161.0948 C11H13O+ 1 161.0961 -7.91
161.131 C12H17+ 1 161.1325 -9.34
162.0996 C10[13]CH13O+ 1 162.1 -2.74
162.1335 C11[13]CH17+ 1 162.1364 -17.73
163.1107 C11H15O+ 1 163.1117 -6.15
164.1145 C10[13]CH15O+ 1 164.1156 -6.93
165.069 C13H9+ 1 165.0699 -5.48
166.0757 C13H10+ 1 166.0777 -12.25
167.0841 C13H11+ 1 167.0855 -8.49
168.0919 C13H12+ 1 168.0934 -8.72
169.0637 C12H9O+ 1 169.0648 -6.42
169.0998 C13H13+ 1 169.1012 -8
170.0731 C12H10O+ 1 170.0726 3.07
170.1053 C12[13]CH13+ 1 170.1051 1.33
171.0792 C12H11O+ 1 171.0804 -7.25
171.1156 C13H15+ 1 171.1168 -7.26
172.0869 C12H12O+ 1 172.0883 -8.19
172.1193 C12[13]CH15+ 1 172.1207 -8.42
173.0948 C12H13O+ 1 173.0961 -7.52
173.1316 C13H17+ 1 173.1325 -4.96
174.1012 C12H14O+ 1 174.1039 -15.5
174.1348 C12[13]CH17+ 1 174.1364 -8.87
175.0741 C11H11O2+ 1 175.0754 -7
175.1104 C12H15O+ 1 175.1117 -7.47
175.1473 C13H19+ 1 175.1481 -4.66
176.1146 C11[13]CH15O+ 1 176.1156 -5.97
176.1524 C13H20+ 1 176.156 -20.42
177.0896 C11H13O2+ 1 177.091 -8.03
177.1262 C12H17O+ 1 177.1274 -6.57
177.1628 C13H21+ 1 177.1638 -5.59
178.0772 C14H10+ 1 178.0777 -2.9
179.0842 C14H11+ 1 179.0855 -7.4
180.0919 C14H12+ 1 180.0934 -7.93
181.0636 C13H9O+ 1 181.0648 -6.37
181.0998 C14H13+ 1 181.1012 -7.47
182.0713 C13H10O+ 1 182.0726 -7.32
182.1064 C14H14+ 1 182.109 -14.31
183.0789 C13H11O+ 1 183.0804 -8.27
183.1157 C14H15+ 1 183.1168 -6.36
184.0849 C13H12O+ 1 184.0883 -18.27
184.1203 C13[13]CH15+ 1 184.1207 -2.49
185.0946 C13H13O+ 1 185.0961 -8.17
185.1314 C14H17+ 1 185.1325 -5.8
186.1023 C13H14O+ 1 186.1039 -8.83
186.1354 C13[13]CH17+ 1 186.1364 -5.04
187.0745 C12H11O2+ 1 187.0754 -4.46
187.1105 C13H15O+ 1 187.1117 -6.86
187.1473 C14H19+ 1 187.1481 -4.64
188.1165 C13H16O+ 1 188.1196 -16.15
188.1519 C13[13]CH19+ 1 188.152 -0.57
189.0922 C12H13O2+ 1 189.091 6.52
189.1261 C13H17O+ 1 189.1274 -7.07
189.1628 C14H21+ 1 189.1638 -5.01
190.0791 C15H10+ 1 190.0777 7.38
190.1664 C13[13]CH21+ 1 190.1677 -6.61
191.0838 C15H11+ 1 191.0855 -9.16
191.1028 C12H15O2+ 1 191.1067 -20.43
191.1427 C13H19O+ 1 191.143 -1.86
192.0913 C15H12+ 1 192.0934 -10.78
193.0999 C15H13+ 1 193.1012 -6.36
194.0725 C14H10O+ 1 194.0726 -0.36
194.1068 C15H14+ 1 194.109 -11.49
195.0786 C14H11O+ 1 195.0804 -9.36
195.116 C15H15+ 1 195.1168 -4.47
196.0884 C14H12O+ 1 196.0883 0.71
196.1204 C15H16+ 1 196.1247 -21.85
197.0951 C14H13O+ 1 197.0961 -5.03
197.1313 C15H17+ 1 197.1325 -5.83
198.1005 C14H14O+ 1 198.1039 -17.16
198.1351 C14[13]CH17+ 1 198.1364 -6.51
199.0731 C13H11O2+ 1 199.0754 -11.23
199.1107 C14H15O+ 1 199.1117 -5.39
199.1473 C15H19+ 1 199.1481 -3.95
200.1172 C13[13]CH15O+ 1 200.1156 7.77
200.1519 C14[13]CH19+ 1 200.152 -0.77
201.1262 C14H17O+ 1 201.1274 -6.06
201.1634 C15H21+ 1 201.1638 -2.03
202.0758 C16H10+ 1 202.0777 -9.63
202.1303 C13[13]CH17O+ 1 202.1313 -4.75
202.1676 C14[13]CH21+ 1 202.1677 -0.54
203.0829 C16H11+ 1 203.0855 -12.82
203.1426 C14H19O+ 1 203.143 -1.98
203.1808 C15H23+ 1 203.1794 6.56
204.0911 C16H12+ 1 204.0934 -11.03
204.1421 C13[13]CH19O+ 1 204.1469 -23.74
205.1001 C16H13+ 1 205.1012 -5.03
206.1074 C16H14+ 1 206.109 -7.92
207.082 C15H11O+ 1 207.0804 7.58
207.115 C16H15+ 1 207.1168 -8.73
208.0883 C15H12O+ 1 208.0883 0.19
208.1225 C16H16+ 1 208.1247 -10.32
209.0951 C15H13O+ 1 209.0961 -4.71
209.1316 C16H17+ 1 209.1325 -4.12
210.1013 C15H14O+ 1 210.1039 -12.39
210.1369 C15[13]CH17+ 1 210.1364 2.58
211.1105 C15H15O+ 1 211.1117 -5.76
211.1465 C16H19+ 1 211.1481 -7.56
212.118 C15H16O+ 1 212.1196 -7.24
212.1509 C16H20+ 1 212.156 -23.82
213.1271 C15H17O+ 1 213.1274 -1.15
213.1626 C16H21+ 1 213.1638 -5.56
214.1329 C15H18O+ 1 214.1352 -10.93
214.1674 C15[13]CH21+ 1 214.1677 -1.48
215.1048 C14H15O2+ 1 215.1067 -8.77
215.141 C15H19O+ 1 215.143 -9.65
215.1774 C16H23+ 1 215.1794 -9.64
216.0914 C17H12+ 1 216.0934 -8.97
216.1443 C14[13]CH19O+ 1 216.1469 -12.24
217.1006 C17H13+ 1 217.1012 -2.84
217.1591 C15H21O+ 1 217.1587 1.8
218.1067 C17H14+ 1 218.109 -10.46
219.116 C17H15+ 1 219.1168 -3.59
219.1741 C15H23O+ 1 219.1743 -0.98
220.1227 C17H16+ 1 220.1247 -8.97
220.1769 C14[13]CH23O+ 1 220.1782 -5.92
221.0978 C16H13O+ 1 221.0961 7.76
221.1314 C17H17+ 1 221.1325 -4.94
222.1029 C16H14O+ 1 222.1039 -4.72
222.137 C17H18+ 1 222.1403 -14.89
223.1103 C16H15O+ 1 223.1117 -6.66
223.1467 C17H19+ 1 223.1481 -6.27
224.1164 C16H16O+ 1 224.1196 -14.32
224.152 C16[13]CH19+ 1 224.152 -0.22
225.1262 C16H17O+ 1 225.1274 -5.14
225.1625 C17H21+ 1 225.1638 -5.58
226.0982 C15H14O2+ 1 226.0988 -2.94
226.1318 C16H18O+ 1 226.1352 -15.06
226.1661 C16[13]CH21+ 1 226.1677 -6.93
227.1066 C15H15O2+ 1 227.1067 -0.45
227.1426 C16H19O+ 1 227.143 -1.87
227.1806 C17H23+ 1 227.1794 5.32
228.1128 C15H16O2+ 1 228.1145 -7.54
228.1502 C16H20O+ 1 228.1509 -2.8
229.1243 C15H17O2+ 1 229.1223 8.64
229.1584 C16H21O+ 1 229.1587 -1.18
230.1651 C16H22O+ 1 230.1665 -6.3
231.1148 C18H15+ 1 231.1168 -8.61
231.1732 C16H23O+ 1 231.1743 -4.95
232.1227 C18H16+ 1 232.1247 -8.6
232.1778 C15[13]CH23O+ 1 232.1782 -1.96
233.1309 C18H17+ 1 233.1325 -6.76
234.1356 C18H18+ 1 234.1403 -20.04
235.1141 C17H15O+ 1 235.1117 9.83
235.1468 C18H19+ 1 235.1481 -5.47
236.119 C17H16O+ 1 236.1196 -2.49
236.1526 C18H20+ 1 236.156 -14.36
237.1265 C17H17O+ 1 237.1274 -3.66
237.1623 C18H21+ 1 237.1638 -6.19
238.1336 C16[13]CH17O+ 1 238.1313 9.85
238.1691 C18H22+ 1 238.1716 -10.5
239.1424 C17H19O+ 1 239.143 -2.85
239.1795 C18H23+ 1 239.1794 0.43
240.1477 C16[13]CH19O+ 1 240.1469 3.1
240.1851 C17[13]CH23+ 1 240.1833 7.27
241.1222 C16H17O2+ 1 241.1223 -0.42
241.1571 C17H21O+ 1 241.1587 -6.46
241.1928 C18H25+ 1 241.1951 -9.28
242.1303 C16H18O2+ 1 242.1301 0.69
242.1628 C16[13]CH21O+ 1 242.1626 1.01
243.1743 C17H23O+ 1 243.1743 -0.2
244.1772 C16[13]CH23O+ 1 244.1782 -4.24
245.1319 C19H17+ 1 245.1325 -2.46
246.1383 C19H18+ 1 246.1403 -8.05
247.1472 C19H19+ 1 247.1481 -3.86
248.1525 C18[13]CH19+ 1 248.152 1.77
249.1251 C18H17O+ 1 249.1274 -9.36
249.1629 C19H21+ 1 249.1638 -3.4
250.1354 C18H18O+ 1 250.1352 0.71
250.1677 C19H22+ 1 250.1716 -15.79
251.1415 C18H19O+ 1 251.143 -6.1
251.1779 C19H23+ 1 251.1794 -6.13
252.1494 C18H20O+ 1 252.1509 -5.94
252.1805 C18[13]CH23+ 1 252.1833 -11.3
253.1575 C18H21O+ 1 253.1587 -4.73
254.1633 C17[13]CH21O+ 1 254.1626 2.65
255.1377 C17H19O2+ 1 255.138 -0.91
255.1427 C17H19O2+ 1 255.138 18.59
255.1738 C18H23O+ 1 255.1743 -2.07
256.1823 C18H24O+ 1 256.1822 0.71
257.1899 C18H25O+ 1 257.19 -0.3
260.156 C20H20+ 1 260.156 0.05
263.1396 C19H19O+ 1 263.143 -13.13
264.1514 C19H20O+ 1 264.1509 2
265.1573 C19H21O+ 1 265.1587 -5.12
265.1954 C20H25+ 1 265.1951 1.07
266.1637 C18[13]CH21O+ 1 266.1626 4.01
267.1737 C19H23O+ 1 267.1743 -2.41
268.1797 C19H24O+ 1 268.1822 -9.18
269.1533 C18H21O2+ 1 269.1536 -1.24
269.188 C19H25O+ 1 269.19 -7.53
275.1788 C21H23+ 1 275.1794 -2.25
276.1844 C20[13]CH23+ 1 276.1833 4.03
278.1658 C20H22O+ 1 278.1665 -2.69
282.1611 C19H22O2+ 1 282.1614 -1.07
283.1657 C19H23O2+ 1 283.1693 -12.72
283.2078 C20H27O+ 1 283.2056 7.49
293.1891 C21H25O+ 1 293.19 -2.9
294.1922 C20[13]CH25O+ 1 294.1939 -5.92
311.1999 C21H27O2+ 1 311.2006 -2.24
312.2051 C20[13]CH27O2+ 1 312.2045 1.9
313.2009 C19[13]C2H27O2+ 1 313.2078 -22.18
313.2121 C19[13]C2H27O2+ 1 313.2078 13.74
PK$NUM_PEAK: 266
PK$PEAK: m/z int. rel.int.
109.0654 408 14
115.0538 6940 244
116.0609 1668 58
117.0691 11224 395
118.0719 1056 37
119.0486 1104 38
119.0846 12468 439
120.0878 1672 58
121.0642 4388 154
121.1009 4884 172
122.1032 724 25
123.08 4808 169
123.1164 1388 48
124.0843 556 19
127.0537 832 29
128.061 11952 421
129.0688 23256 819
130.075 5000 176
131.0485 2968 104
131.0846 28360 999
132.0556 1304 45
132.0886 3204 112
133.0638 19976 703
133.1002 16176 569
134.0683 2848 100
134.1031 2100 73
135.0794 21652 762
135.116 4308 151
136.0828 2156 75
136.119 324 11
137.0587 344 12
137.0954 2332 82
141.0688 15244 536
142.0759 7960 280
143.0842 24384 858
144.0558 1364 48
144.0896 4532 159
145.0637 7812 275
145.1001 26204 923
146.0696 2860 100
146.104 3776 133
147.0793 21220 747
147.1159 9484 334
148.0852 3580 126
148.1189 1648 58
149.095 19112 673
149.1317 2820 99
150.0985 2276 80
151.0514 320 11
151.0737 508 17
151.1106 724 25
152.0615 1636 57
153.0689 7280 256
154.0758 6336 223
155.0842 21500 757
156.0901 5744 202
157.0637 5564 195
157.0998 20284 714
158.071 2388 84
158.1051 4068 143
159.0792 20348 716
159.1155 13764 484
160.0845 4436 156
160.1203 2424 85
161.0948 15508 546
161.131 10664 375
162.0996 3056 107
162.1335 1844 64
163.1107 9572 337
164.1145 1620 57
165.069 5028 177
166.0757 4120 145
167.0841 10220 360
168.0919 8236 290
169.0637 1072 37
169.0998 16192 570
170.0731 844 29
170.1053 3880 136
171.0792 5488 193
171.1156 19948 702
172.0869 3244 114
172.1193 3620 127
173.0948 11024 388
173.1316 14148 498
174.1012 3168 111
174.1348 1580 55
175.0741 800 28
175.1104 13680 481
175.1473 3124 110
176.1146 1844 64
176.1524 876 30
177.0896 332 11
177.1262 1800 63
177.1628 356 12
178.0772 2624 92
179.0842 6388 225
180.0919 3816 134
181.0636 1268 44
181.0998 14144 498
182.0713 880 30
182.1064 5352 188
183.0789 3036 106
183.1157 20840 734
184.0849 1840 64
184.1203 4388 154
185.0946 6332 223
185.1314 12284 432
186.1023 2428 85
186.1354 2444 86
187.0745 692 24
187.1105 7376 259
187.1473 3492 123
188.1165 2512 88
188.1519 520 18
189.0922 372 13
189.1261 4328 152
189.1628 2900 102
190.0791 872 30
190.1664 452 15
191.0838 3508 123
191.1028 532 18
191.1427 408 14
192.0913 2680 94
193.0999 5868 206
194.0725 748 26
194.1068 3544 124
195.0786 1528 53
195.116 10216 359
196.0884 1800 63
196.1204 3144 110
197.0951 3824 134
197.1313 8484 298
198.1005 1584 55
198.1351 1840 64
199.0731 384 13
199.1107 6660 234
199.1473 5012 176
200.1172 1428 50
200.1519 1236 43
201.1262 27740 977
201.1634 7276 256
202.0758 400 14
202.1303 4856 171
202.1676 1452 51
203.0829 1512 53
203.1426 3156 111
203.1808 748 26
204.0911 2516 88
204.1421 628 22
205.1001 5992 211
206.1074 3212 113
207.082 524 18
207.115 5304 186
208.0883 924 32
208.1225 2360 83
209.0951 3436 121
209.1316 7244 255
210.1013 1676 59
210.1369 2108 74
211.1105 2148 75
211.1465 3252 114
212.118 1320 46
212.1509 1448 51
213.1271 3712 130
213.1626 10296 362
214.1329 1580 55
214.1674 2496 87
215.1048 352 12
215.141 4588 161
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311.1999 11752 413
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313.2121 332 11
//
