ACCESSION: MSBNK-Athens_Univ-AU280706
RECORD_TITLE: Gestoden; LC-ESI-QTOF; MS2; CE: Ramp 21.8-32.7 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 Ramp 21.8-32.7 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$CHROMATOGRAPHY: RETENTION_TIME 9.448 min
AC$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 311.2005
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$SPLASH: splash10-03e9-2931000000-ffe75c31665ccaed2551
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
51.0221 C4H3+ 1 51.0229 -16.69
53.0018 C3HO+ 1 53.0022 -7.74
53.038 C4H5+ 1 53.0386 -11.47
55.0171 C3H3O+ 1 55.0178 -13.6
55.0536 C4H7+ 1 55.0542 -11.67
57.0331 C3H5O+ 1 57.0335 -7.23
57.0689 C4H9+ 1 57.0699 -16.35
65.038 C5H5+ 1 65.0386 -9.14
67.0536 C5H7+ 1 67.0542 -8.79
68.0568 C4[13]CH7+ 1 68.0581 -19.7
69.0333 C4H5O+ 1 69.0335 -2.54
69.0693 C5H9+ 1 69.0699 -7.97
71.0484 C4H7O+ 1 71.0491 -9.92
77.0385 C6H5+ 1 77.0386 -0.68
79.0539 C6H7+ 1 79.0542 -4.01
80.0573 C5[13]CH7+ 1 80.0581 -10.87
81.0332 C5H5O+ 1 81.0335 -3.95
81.0696 C6H9+ 1 81.0699 -3.93
82.0363 C4[13]CH5O+ 1 82.0374 -12.9
82.0731 C5[13]CH9+ 1 82.0738 -8.44
83.0489 C5H7O+ 1 83.0491 -2.53
84.0522 C4[13]CH7O+ 1 84.053 -9.49
91.0546 C7H7+ 1 91.0542 4.29
92.0577 C6[13]CH7+ 1 92.0581 -4.24
93.0702 C7H9+ 1 93.0699 3.22
94.0727 C6[13]CH9+ 1 94.0738 -11.92
95.0491 C6H7O+ 1 95.0491 -0.72
95.0856 C7H11+ 1 95.0855 0.97
96.0889 C6[13]CH11+ 1 96.0894 -5.24
97.065 C6H9O+ 1 97.0648 2.27
97.1011 C7H13+ 1 97.1012 -0.77
103.0552 C8H7+ 1 103.0542 9.61
105.0343 C7H5O+ 1 105.0335 7.25
105.0707 C8H9+ 1 105.0699 7.75
106.0366 C6[13]CH5O+ 1 106.0374 -7.67
106.0748 C7[13]CH9+ 1 106.0738 9.86
107.0504 C7H7O+ 1 107.0491 12.11
107.0864 C8H11+ 1 107.0855 7.75
108.0539 C6[13]CH7O+ 1 108.053 8.16
108.0903 C7[13]CH11+ 1 108.0894 8.29
109.0661 C7H9O+ 1 109.0648 12.39
109.102 C8H13+ 1 109.1012 7.54
110.0688 C6[13]CH9O+ 1 110.0687 0.63
111.0812 C7H11O+ 1 111.0804 6.38
115.0544 C9H7+ 1 115.0542 1.27
116.0618 C9H8+ 1 116.0621 -2.07
117.07 C9H9+ 1 117.0699 0.68
118.0734 C8[13]CH9+ 1 118.0738 -2.84
119.0496 C8H7O+ 1 119.0491 4.26
119.0854 C9H11+ 1 119.0855 -1.38
120.0895 C8[13]CH11+ 1 120.0894 0.78
121.0643 C8H9O+ 1 121.0648 -3.99
121.101 C9H13+ 1 121.1012 -1.55
122.0693 C7[13]CH9O+ 1 122.0687 4.61
122.1044 C8[13]CH13+ 1 122.1051 -5.44
123.0804 C8H11O+ 1 123.0804 -0.28
123.1161 C9H15+ 1 123.1168 -5.79
124.0832 C7[13]CH11O+ 1 124.0843 -9.5
128.0612 C10H8+ 1 128.0621 -6.38
129.0693 C10H9+ 1 129.0699 -4.33
130.0753 C10H10+ 1 130.0777 -18.77
131.0487 C9H7O+ 1 131.0491 -3.53
131.0848 C10H11+ 1 131.0855 -5.62
132.0878 C9[13]CH11+ 1 132.0894 -12.33
133.0643 C9H9O+ 1 133.0648 -3.74
133.1004 C10H13+ 1 133.1012 -5.88
134.0694 C8[13]CH9O+ 1 134.0687 5.2
134.1024 C9[13]CH13+ 1 134.1051 -20.26
135.0795 C9H11O+ 1 135.0804 -7.23
135.116 C10H15+ 1 135.1168 -5.99
136.0833 C8[13]CH11O+ 1 136.0843 -7.66
137.0953 C9H13O+ 1 137.0961 -5.83
141.0688 C11H9+ 1 141.0699 -7.4
142.0765 C11H10+ 1 142.0777 -8.8
143.0844 C11H11+ 1 143.0855 -7.69
144.0557 C10H8O+ 1 144.057 -8.53
144.0896 C10[13]CH11+ 1 144.0894 1.36
145.0635 C10H9O+ 1 145.0648 -9.03
145.1003 C11H13+ 1 145.1012 -6.05
146.0699 C10H10O+ 1 146.0726 -18.74
146.1037 C10[13]CH13+ 1 146.1051 -9.47
147.0793 C10H11O+ 1 147.0804 -7.7
147.116 C11H15+ 1 147.1168 -5.42
148.0842 C9[13]CH11O+ 1 148.0843 -0.74
148.119 C10[13]CH15+ 1 148.1207 -11.64
149.095 C10H13O+ 1 149.0961 -7.18
149.1306 C11H17+ 1 149.1325 -12.76
150.0986 C9[13]CH13O+ 1 150.1 -9.6
151.1112 C10H15O+ 1 151.1117 -3.6
152.0607 C12H8+ 1 152.0621 -8.85
153.0687 C12H9+ 1 153.0699 -7.81
154.076 C12H10+ 1 154.0777 -10.75
155.0844 C12H11+ 1 155.0855 -7.2
156.0912 C12H12+ 1 156.0934 -14.01
157.063 C11H9O+ 1 157.0648 -11.52
157.1003 C12H13+ 1 157.1012 -5.72
158.0699 C11H10O+ 1 158.0726 -17.27
158.1049 C11[13]CH13+ 1 158.1051 -0.86
159.0796 C11H11O+ 1 159.0804 -5.05
159.1157 C12H15+ 1 159.1168 -7.2
160.084 C10[13]CH11O+ 1 160.0843 -1.95
160.1212 C11[13]CH15+ 1 160.1207 3.15
161.0948 C11H13O+ 1 161.0961 -7.81
161.1313 C12H17+ 1 161.1325 -7.51
162.0987 C10[13]CH13O+ 1 162.1 -7.81
162.1351 C11[13]CH17+ 1 162.1364 -7.94
163.1107 C11H15O+ 1 163.1117 -6.32
164.114 C10[13]CH15O+ 1 164.1156 -10.01
165.0692 C13H9+ 1 165.0699 -4.11
166.0763 C13H10+ 1 166.0777 -8.18
167.0846 C13H11+ 1 167.0855 -5.71
168.0915 C13H12+ 1 168.0934 -10.77
169.065 C12H9O+ 1 169.0648 1.43
169.1001 C13H13+ 1 169.1012 -6.56
170.1047 C12[13]CH13+ 1 170.1051 -2.49
171.0786 C12H11O+ 1 171.0804 -10.98
171.116 C13H15+ 1 171.1168 -5.05
172.0866 C12H12O+ 1 172.0883 -9.67
172.1204 C12[13]CH15+ 1 172.1207 -1.79
173.0949 C12H13O+ 1 173.0961 -6.86
173.1319 C13H17+ 1 173.1325 -3.43
174.1002 C12H14O+ 1 174.1039 -21.56
174.1347 C12[13]CH17+ 1 174.1364 -9.68
175.1111 C12H15O+ 1 175.1117 -3.84
175.1468 C13H19+ 1 175.1481 -7.48
176.115 C11[13]CH15O+ 1 176.1156 -3.57
176.1507 C12[13]CH19+ 1 176.152 -7.43
177.127 C12H17O+ 1 177.1274 -2.03
178.0766 C14H10+ 1 178.0777 -6.23
179.0844 C14H11+ 1 179.0855 -6.22
180.0911 C14H12+ 1 180.0934 -12.62
181.1004 C14H13+ 1 181.1012 -4.18
182.0735 C13H10O+ 1 182.0726 4.9
182.1055 C14H14+ 1 182.109 -19.03
183.079 C13H11O+ 1 183.0804 -8.12
183.1161 C14H15+ 1 183.1168 -3.72
184.0869 C13H12O+ 1 184.0883 -7.57
184.1198 C13[13]CH15+ 1 184.1207 -5.29
185.0952 C13H13O+ 1 185.0961 -4.84
185.1314 C14H17+ 1 185.1325 -5.95
186.1021 C13H14O+ 1 186.1039 -9.69
186.1354 C13[13]CH17+ 1 186.1364 -5.1
187.111 C13H15O+ 1 187.1117 -4.07
187.1468 C14H19+ 1 187.1481 -6.87
188.1178 C13H16O+ 1 188.1196 -9.53
188.1519 C13[13]CH19+ 1 188.152 -0.54
189.0902 C12H13O2+ 1 189.091 -4.47
189.1265 C13H17O+ 1 189.1274 -4.85
189.1631 C14H21+ 1 189.1638 -3.62
190.0777 C15H10+ 1 190.0777 0.13
190.1299 C12[13]CH17O+ 1 190.1313 -7.22
191.085 C15H11+ 1 191.0855 -2.54
191.1089 C12H15O2+ 1 191.1067 11.73
191.1422 C13H19O+ 1 191.143 -4.18
192.0918 C15H12+ 1 192.0934 -8.07
193.1004 C15H13+ 1 193.1012 -4.05
194.107 C15H14+ 1 194.109 -10.48
195.0794 C14H11O+ 1 195.0804 -5.22
195.1166 C15H15+ 1 195.1168 -1.16
196.0868 C14H12O+ 1 196.0883 -7.51
196.1209 C14[13]CH15+ 1 196.1207 0.93
197.0952 C14H13O+ 1 197.0961 -4.62
197.132 C15H17+ 1 197.1325 -2.22
198.0997 C14H14O+ 1 198.1039 -21.18
198.1369 C14[13]CH17+ 1 198.1364 2.58
199.1107 C14H15O+ 1 199.1117 -5.34
199.147 C15H19+ 1 199.1481 -5.53
200.1171 C14H16O+ 1 200.1196 -12.25
200.1502 C14[13]CH19+ 1 200.152 -9.01
201.1267 C14H17O+ 1 201.1274 -3.29
201.1628 C15H21+ 1 201.1638 -4.68
202.1314 C13[13]CH17O+ 1 202.1313 0.77
202.1673 C14[13]CH21+ 1 202.1677 -2.06
203.0862 C16H11+ 1 203.0855 3.47
203.1425 C14H19O+ 1 203.143 -2.84
204.0933 C16H12+ 1 204.0934 -0.33
204.1459 C13[13]CH19O+ 1 204.1469 -4.93
205.1003 C16H13+ 1 205.1012 -4.35
206.1064 C16H14+ 1 206.109 -12.74
207.1152 C16H15+ 1 207.1168 -7.81
208.0879 C15H12O+ 1 208.0883 -1.74
208.1224 C16H16+ 1 208.1247 -11
209.0951 C15H13O+ 1 209.0961 -4.86
209.1311 C16H17+ 1 209.1325 -6.57
210.1013 C14[13]CH13O+ 1 210.1 6.02
210.1359 C15[13]CH17+ 1 210.1364 -2.28
211.1109 C15H15O+ 1 211.1117 -3.83
211.1477 C16H19+ 1 211.1481 -2.04
212.1172 C15H16O+ 1 212.1196 -11.31
212.1524 C16H20+ 1 212.156 -16.9
213.1268 C15H17O+ 1 213.1274 -2.59
213.1632 C16H21+ 1 213.1638 -2.67
214.1328 C15H18O+ 1 214.1352 -11.38
214.1666 C15[13]CH21+ 1 214.1677 -5.21
215.105 C14H15O2+ 1 215.1067 -7.84
215.1425 C15H19O+ 1 215.143 -2.62
215.1771 C16H23+ 1 215.1794 -10.59
216.1475 C14[13]CH19O+ 1 216.1469 2.66
217.0986 C17H13+ 1 217.1012 -12.06
217.1578 C15H21O+ 1 217.1587 -4.03
218.1086 C17H14+ 1 218.109 -1.95
218.1635 C14[13]CH21O+ 1 218.1626 3.96
219.1155 C17H15+ 1 219.1168 -6.14
219.1735 C15H23O+ 1 219.1743 -3.9
220.1228 C17H16+ 1 220.1247 -8.53
220.1771 C14[13]CH23O+ 1 220.1782 -5.25
221.1314 C17H17+ 1 221.1325 -5.08
222.139 C17H18+ 1 222.1403 -5.76
223.1104 C16H15O+ 1 223.1117 -6.06
223.1477 C17H19+ 1 223.1481 -2.13
224.1167 C16H16O+ 1 224.1196 -12.76
224.1529 C16[13]CH19+ 1 224.152 3.83
225.127 C16H17O+ 1 225.1274 -1.57
225.163 C17H21+ 1 225.1638 -3.5
226.1329 C16H18O+ 1 226.1352 -10.04
226.1676 C16[13]CH21+ 1 226.1677 -0.44
227.1099 C15H15O2+ 1 227.1067 14.48
227.1431 C16H19O+ 1 227.143 0.06
228.1478 C16H20O+ 1 228.1509 -13.45
229.1575 C16H21O+ 1 229.1587 -5.01
230.1658 C16H22O+ 1 230.1665 -2.93
231.1163 C18H15+ 1 231.1168 -2.33
231.1735 C16H23O+ 1 231.1743 -3.83
232.1201 C18H16+ 1 232.1247 -19.7
232.1775 C15[13]CH23O+ 1 232.1782 -3.18
233.1317 C18H17+ 1 233.1325 -3.31
234.1397 C18H18+ 1 234.1403 -2.72
235.1105 C17H15O+ 1 235.1117 -5.13
235.1472 C18H19+ 1 235.1481 -3.76
236.1183 C17H16O+ 1 236.1196 -5.21
236.1534 C17[13]CH19+ 1 236.152 5.99
237.1266 C17H17O+ 1 237.1274 -3.36
237.1636 C18H21+ 1 237.1638 -0.74
238.1323 C17H18O+ 1 238.1352 -12.2
238.1714 C18H22+ 1 238.1716 -1.02
239.1426 C17H19O+ 1 239.143 -1.78
239.1788 C18H23+ 1 239.1794 -2.8
240.1491 C17H20O+ 1 240.1509 -7.24
240.1851 C18H24+ 1 240.1873 -9.09
241.122 C16H17O2+ 1 241.1223 -1.28
241.1581 C17H21O+ 1 241.1587 -2.5
242.1282 C16H18O2+ 1 242.1301 -7.79
242.1617 C16[13]CH21O+ 1 242.1626 -3.55
243.1741 C17H23O+ 1 243.1743 -0.92
244.1774 C16[13]CH23O+ 1 244.1782 -3.5
245.1333 C19H17+ 1 245.1325 3.49
246.1403 C19H18+ 1 246.1403 0.16
247.1467 C19H19+ 1 247.1481 -5.69
249.127 C18H17O+ 1 249.1274 -1.48
249.1639 C19H21+ 1 249.1638 0.39
250.1338 C18H18O+ 1 250.1352 -5.73
250.1691 C18[13]CH21+ 1 250.1677 5.58
251.1429 C18H19O+ 1 251.143 -0.56
251.1797 C19H23+ 1 251.1794 1.02
252.1485 C17[13]CH19O+ 1 252.1469 6.1
252.1827 C18[13]CH23+ 1 252.1833 -2.36
253.1576 C18H21O+ 1 253.1587 -4.42
254.1624 C17[13]CH21O+ 1 254.1626 -0.71
255.1372 C17H19O2+ 1 255.138 -2.95
255.1716 C18H23O+ 1 255.1743 -10.88
256.1795 C18H24O+ 1 256.1822 -10.31
257.1909 C18H25O+ 1 257.19 3.46
264.15 C19H20O+ 1 264.1509 -3.15
265.1591 C19H21O+ 1 265.1587 1.35
265.1948 C20H25+ 1 265.1951 -0.99
266.1598 C18[13]CH21O+ 1 266.1626 -10.32
266.197 C19[13]CH25+ 1 266.199 -7.42
267.174 C19H23O+ 1 267.1743 -1.39
268.1778 C19H24O+ 1 268.1822 -16.24
269.1539 C18H21O2+ 1 269.1536 1.24
269.1894 C19H25O+ 1 269.19 -2.17
275.1792 C21H23+ 1 275.1794 -0.68
276.183 C20[13]CH23+ 1 276.1833 -1.03
278.1687 C20H22O+ 1 278.1665 7.85
282.1615 C19H22O2+ 1 282.1614 0.18
283.1676 C19H23O2+ 1 283.1693 -5.74
283.204 C20H27O+ 1 283.2056 -5.83
293.1898 C21H25O+ 1 293.19 -0.78
294.1932 C20[13]CH25O+ 1 294.1939 -2.32
311.201 C21H27O2+ 1 311.2006 1.52
312.2045 C20[13]CH27O2+ 1 312.2045 0.07
313.2056 C19[13]C2H27O2+ 1 313.2078 -7.06
PK$NUM_PEAK: 282
PK$PEAK: m/z int. rel.int.
51.0221 740 6
53.0018 3444 29
53.038 1960 16
55.0171 6372 55
55.0536 5712 49
57.0331 3440 29
57.0689 588 5
65.038 1004 8
67.0536 15728 136
68.0568 1176 10
69.0333 1960 16
69.0693 4212 36
71.0484 1740 15
77.0385 820 7
79.0539 22840 197
80.0573 1760 15
81.0332 45488 394
81.0696 23684 205
82.0363 3180 27
82.0731 1680 14
83.0489 44536 386
84.0522 2612 22
91.0546 20992 181
92.0577 956 8
93.0702 18996 164
94.0727 1824 15
95.0491 6192 53
95.0856 13320 115
96.0889 1068 9
97.065 3228 27
97.1011 1056 9
103.0552 1232 10
105.0343 4988 43
105.0707 13144 113
106.0366 588 5
106.0748 1224 10
107.0504 15216 131
107.0864 8596 74
108.0539 1892 16
108.0903 908 7
109.0661 56388 488
109.102 3916 33
110.0688 3948 34
111.0812 1052 9
115.0544 4620 40
116.0618 1276 11
117.07 11924 103
118.0734 980 8
119.0496 1640 14
119.0854 18992 164
120.0895 2220 19
121.0643 7600 65
121.101 7012 60
122.0693 644 5
122.1044 972 8
123.0804 6692 58
123.1161 1804 15
124.0832 640 5
128.0612 5652 48
129.0693 17936 155
130.0753 3300 28
131.0487 1952 16
131.0848 21224 183
132.0878 1920 16
133.0643 16420 142
133.1004 12476 108
134.0694 2092 18
134.1024 1520 13
135.0795 19368 167
135.116 2848 24
136.0833 1680 14
137.0953 3080 26
141.0688 9104 78
142.0765 4656 40
143.0844 18660 161
144.0557 936 8
144.0896 3152 27
145.0635 6416 55
145.1003 22524 195
146.0699 2472 21
146.1037 3136 27
147.0793 19440 168
147.116 8564 74
148.0842 2644 22
148.119 736 6
149.095 18496 160
149.1306 2452 21
150.0986 1996 17
151.1112 972 8
152.0607 1156 10
153.0687 3644 31
154.076 3268 28
155.0844 13984 121
156.0912 3128 27
157.063 3816 33
157.1003 18060 156
158.0699 1324 11
158.1049 2600 22
159.0796 18200 157
159.1157 10540 91
160.084 2876 24
160.1212 1464 12
161.0948 15040 130
161.1313 9672 83
162.0987 2288 19
162.1351 1652 14
163.1107 12324 106
164.114 1624 14
165.0692 3824 33
166.0763 2792 24
167.0846 8392 72
168.0915 5372 46
169.065 684 5
169.1001 12816 111
170.1047 2480 21
171.0786 3036 26
171.116 17992 155
172.0866 3252 28
172.1204 2260 19
173.0949 10184 88
173.1319 12032 104
174.1002 2440 21
174.1347 2612 22
175.1111 15864 137
175.1468 5176 44
176.115 2180 18
176.1507 628 5
177.127 1604 13
178.0766 1240 10
179.0844 4420 38
180.0911 2136 18
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311.201 115244 999
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313.2056 2908 25
//
