ACCESSION: MSBNK-Athens_Univ-AU280702
RECORD_TITLE: Gestoden; 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 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 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$CHROMATOGRAPHY: RETENTION_TIME 9.451 min
AC$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$SPLASH: splash10-03di-0967000000-d2f8a111b8e614c0db35
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
115.0539 C9H7+ 1 115.0542 -2.71
117.0689 C9H9+ 1 117.0699 -7.94
119.0849 C9H11+ 1 119.0855 -5.3
121.064 C8H9O+ 1 121.0648 -6.56
121.1003 C9H13+ 1 121.1012 -7.02
123.0797 C8H11O+ 1 123.0804 -6.03
129.0691 C10H9+ 1 129.0699 -6.25
131.0848 C10H11+ 1 131.0855 -5.64
132.0885 C9[13]CH11+ 1 132.0894 -7.23
133.0639 C9H9O+ 1 133.0648 -6.72
133.1003 C10H13+ 1 133.1012 -6.62
135.0796 C9H11O+ 1 135.0804 -6.34
135.116 C10H15+ 1 135.1168 -5.77
137.0951 C9H13O+ 1 137.0961 -7.41
141.0686 C11H9+ 1 141.0699 -9.02
142.0757 C11H10+ 1 142.0777 -14.41
143.0848 C11H11+ 1 143.0855 -4.76
144.0893 C10[13]CH11+ 1 144.0894 -1.23
145.0634 C10H9O+ 1 145.0648 -9.7
145.1001 C11H13+ 1 145.1012 -7.34
146.1034 C10[13]CH13+ 1 146.1051 -11.34
147.0793 C10H11O+ 1 147.0804 -7.59
147.1158 C11H15+ 1 147.1168 -6.7
148.0837 C9[13]CH11O+ 1 148.0843 -4.15
149.0948 C10H13O+ 1 149.0961 -8.56
149.1308 C11H17+ 1 149.1325 -11.38
150.0981 C9[13]CH13O+ 1 150.1 -12.68
155.0846 C12H11+ 1 155.0855 -5.92
157.0635 C11H9O+ 1 157.0648 -8.11
157.1002 C12H13+ 1 157.1012 -6.29
158.104 C11[13]CH13+ 1 158.1051 -6.83
159.0792 C11H11O+ 1 159.0804 -7.57
159.116 C12H15+ 1 159.1168 -5.13
160.0837 C10[13]CH11O+ 1 160.0843 -3.91
160.1199 C11[13]CH15+ 1 160.1207 -5.22
161.0952 C11H13O+ 1 161.0961 -5.8
161.1312 C12H17+ 1 161.1325 -8.02
162.0987 C10[13]CH13O+ 1 162.1 -8.09
163.1108 C11H15O+ 1 163.1117 -5.78
164.1143 C10[13]CH15O+ 1 164.1156 -8.36
167.0842 C13H11+ 1 167.0855 -8.14
168.0907 C13H12+ 1 168.0934 -15.53
169.1003 C13H13+ 1 169.1012 -5.44
170.1048 C12[13]CH13+ 1 170.1051 -1.84
171.0788 C12H11O+ 1 171.0804 -9.63
171.1159 C13H15+ 1 171.1168 -5.69
172.1199 C12[13]CH15+ 1 172.1207 -4.72
173.0949 C12H13O+ 1 173.0961 -7.04
173.1313 C13H17+ 1 173.1325 -6.59
174.1011 C11[13]CH13O+ 1 174.1 6.61
174.1347 C12[13]CH17+ 1 174.1364 -9.9
175.1106 C12H15O+ 1 175.1117 -6.27
175.147 C13H19+ 1 175.1481 -6.47
176.1143 C11[13]CH15O+ 1 176.1156 -7.4
177.1257 C12H17O+ 1 177.1274 -9.33
179.0842 C14H11+ 1 179.0855 -7.37
181.1003 C14H13+ 1 181.1012 -5.05
182.1054 C13[13]CH13+ 1 182.1051 1.65
183.0791 C13H11O+ 1 183.0804 -7.43
183.1161 C14H15+ 1 183.1168 -4.1
184.1193 C13[13]CH15+ 1 184.1207 -7.87
185.0953 C13H13O+ 1 185.0961 -4.36
185.1316 C14H17+ 1 185.1325 -4.53
186.1351 C13[13]CH17+ 1 186.1364 -7
187.1109 C13H15O+ 1 187.1117 -4.31
187.1463 C14H19+ 1 187.1481 -9.65
189.1264 C13H17O+ 1 189.1274 -5.34
193.0999 C15H13+ 1 193.1012 -6.7
195.1159 C15H15+ 1 195.1168 -4.66
196.1199 C14[13]CH15+ 1 196.1207 -4.45
197.0951 C14H13O+ 1 197.0961 -5.22
197.1315 C15H17+ 1 197.1325 -4.71
198.1365 C14[13]CH17+ 1 198.1364 0.57
199.1106 C14H15O+ 1 199.1117 -5.85
199.1471 C15H19+ 1 199.1481 -5.2
201.1268 C14H17O+ 1 201.1274 -2.78
201.1632 C15H21+ 1 201.1638 -2.66
202.1301 C13[13]CH17O+ 1 202.1313 -5.81
202.1671 C14[13]CH21+ 1 202.1677 -3.05
203.142 C14H19O+ 1 203.143 -5.16
204.1461 C14H20O+ 1 204.1509 -23.48
205.1005 C16H13+ 1 205.1012 -3.09
207.116 C16H15+ 1 207.1168 -4.14
208.1222 C16H16+ 1 208.1247 -11.6
209.0955 C15H13O+ 1 209.0961 -2.9
209.1316 C16H17+ 1 209.1325 -4.25
210.1371 C15[13]CH17+ 1 210.1364 3.4
211.111 C15H15O+ 1 211.1117 -3.55
211.1476 C16H19+ 1 211.1481 -2.35
213.1265 C15H17O+ 1 213.1274 -4.11
213.163 C16H21+ 1 213.1638 -3.79
214.1659 C15[13]CH21+ 1 214.1677 -8.21
215.1425 C15H19O+ 1 215.143 -2.42
217.158 C15H21O+ 1 217.1587 -3.35
219.1157 C17H15+ 1 219.1168 -5.34
219.1739 C15H23O+ 1 219.1743 -1.91
220.1217 C17H16+ 1 220.1247 -13.57
220.1767 C14[13]CH23O+ 1 220.1782 -7.09
221.1314 C17H17+ 1 221.1325 -5.06
223.1109 C16H15O+ 1 223.1117 -3.75
223.147 C17H19+ 1 223.1481 -4.94
224.1174 C16H16O+ 1 224.1196 -9.74
224.1527 C16[13]CH19+ 1 224.152 2.97
225.1263 C16H17O+ 1 225.1274 -4.67
225.1629 C17H21+ 1 225.1638 -3.91
226.1661 C16[13]CH21+ 1 226.1677 -6.9
227.142 C16H19O+ 1 227.143 -4.53
228.1485 C16H20O+ 1 228.1509 -10.59
229.1577 C16H21O+ 1 229.1587 -4.54
230.1648 C16H22O+ 1 230.1665 -7.63
231.1736 C16H23O+ 1 231.1743 -3.02
232.1774 C15[13]CH23O+ 1 232.1782 -3.61
233.1321 C18H17+ 1 233.1325 -1.59
234.1359 C18H18+ 1 234.1403 -18.87
235.1475 C18H19+ 1 235.1481 -2.82
236.1525 C18H20+ 1 236.156 -14.67
237.1256 C17H17O+ 1 237.1274 -7.55
237.1623 C18H21+ 1 237.1638 -6.28
239.1431 C17H19O+ 1 239.143 0.28
239.1787 C18H23+ 1 239.1794 -2.99
241.1584 C17H21O+ 1 241.1587 -1.24
242.1622 C16[13]CH21O+ 1 242.1626 -1.48
243.1741 C17H23O+ 1 243.1743 -1.16
244.1767 C16[13]CH23O+ 1 244.1782 -6.31
246.1406 C19H18+ 1 246.1403 1.06
247.1471 C19H19+ 1 247.1481 -4.3
249.1642 C19H21+ 1 249.1638 1.87
251.1426 C18H19O+ 1 251.143 -1.65
251.1787 C19H23+ 1 251.1794 -2.88
253.1584 C18H21O+ 1 253.1587 -1.05
255.1728 C18H23O+ 1 255.1743 -6.06
264.1504 C19H20O+ 1 264.1509 -1.62
265.1581 C19H21O+ 1 265.1587 -2.3
265.194 C20H25+ 1 265.1951 -3.98
266.1622 C18[13]CH21O+ 1 266.1626 -1.42
269.1892 C19H25O+ 1 269.19 -2.96
275.1781 C21H23+ 1 275.1794 -4.67
276.183 C20[13]CH23+ 1 276.1833 -1.31
283.1687 C19H23O2+ 1 283.1693 -1.9
283.2049 C20H27O+ 1 283.2056 -2.75
293.1901 C21H25O+ 1 293.19 0.33
294.1937 C20[13]CH25O+ 1 294.1939 -0.69
311.201 C21H27O2+ 1 311.2006 1.3
312.2042 C20[13]CH27O2+ 1 312.2045 -0.75
313.207 C19[13]C2H27O2+ 1 313.2078 -2.53
PK$NUM_PEAK: 145
PK$PEAK: m/z int. rel.int.
115.0539 2584 5
117.0689 5160 10
119.0849 9904 20
121.064 6452 13
121.1003 5328 10
123.0797 4292 8
129.0691 12444 25
131.0848 18448 38
132.0885 2560 5
133.0639 17024 35
133.1003 15420 31
135.0796 22972 47
135.116 3756 7
137.0951 4464 9
141.0686 7100 14
142.0757 3396 7
143.0848 16440 33
144.0893 2528 5
145.0634 6500 13
145.1001 28448 58
146.1034 2832 5
147.0793 20124 41
147.1158 11544 23
148.0837 3092 6
149.0948 26764 55
149.1308 3144 6
150.0981 3056 6
155.0846 13228 27
157.0635 4272 8
157.1002 20200 41
158.104 2668 5
159.0792 19416 40
159.116 14468 29
160.0837 2656 5
160.1199 2620 5
161.0952 21500 44
161.1312 11776 24
162.0987 3172 6
163.1108 19048 39
164.1143 2484 5
167.0842 6700 13
168.0907 3508 7
169.1003 13384 27
170.1048 2504 5
171.0788 4732 9
171.1159 22812 47
172.1199 3124 6
173.0949 14252 29
173.1313 13884 28
174.1011 2652 5
174.1347 2612 5
175.1106 25740 53
175.147 6864 14
176.1143 3388 6
177.1257 3552 7
179.0842 4052 8
181.1003 14764 30
182.1054 3324 6
183.0791 3900 8
183.1161 26692 55
184.1193 5308 10
185.0953 8148 16
185.1316 19216 39
186.1351 3368 6
187.1109 10656 21
187.1463 4472 9
189.1264 11724 24
193.0999 6496 13
195.1159 13652 28
196.1199 2936 6
197.0951 6288 12
197.1315 14652 30
198.1365 2692 5
199.1106 9488 19
199.1471 7800 16
201.1268 32172 66
201.1632 12360 25
202.1301 6132 12
202.1671 2860 5
203.142 10132 20
204.1461 2636 5
205.1005 5056 10
207.116 6200 12
208.1222 2532 5
209.0955 3968 8
209.1316 10652 21
210.1371 2460 5
211.111 5996 12
211.1476 7388 15
213.1265 7724 15
213.163 20576 42
214.1659 3980 8
215.1425 8144 16
217.158 5536 11
219.1157 6500 13
219.1739 11380 23
220.1217 2596 5
220.1767 2544 5
221.1314 4888 10
223.1109 7104 14
223.147 11876 24
224.1174 2628 5
224.1527 2736 5
225.1263 4984 10
225.1629 12536 25
226.1661 2736 5
227.142 6656 13
228.1485 2472 5
229.1577 8200 16
230.1648 9176 18
231.1736 29784 61
232.1774 5428 11
233.1321 6340 13
234.1359 2544 5
235.1475 12440 25
236.1525 4804 9
237.1256 7452 15
237.1623 5340 11
239.1431 5412 11
239.1787 3416 7
241.1584 10588 21
242.1622 2436 5
243.1741 22660 46
244.1767 3856 7
246.1406 3448 7
247.1471 4724 9
249.1642 5360 11
251.1426 6100 12
251.1787 9700 20
253.1584 8584 17
255.1728 3384 6
264.1504 3560 7
265.1581 9564 19
265.194 7648 15
266.1622 2476 5
269.1892 3172 6
275.1781 11036 22
276.183 3020 6
283.1687 2912 6
283.2049 3704 7
293.1901 48356 99
294.1937 9856 20
311.201 484052 999
312.2042 96944 200
313.207 11148 23
//
