ACCESSION: MSBNK-CASMI_2016-SM874002
RECORD_TITLE: Gestoden; LC-ESI-QFT; MS2; CE: 35 NCE; R=35000; [M+H]+
DATE: 2016.12.12
AUTHORS: Krauss M, Schymanski EL, Weidauer C, Schupke H, UFZ and Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2016 UFZ/Eawag
PUBLICATION: Schymanski, E. L.; Ruttkies, C.; Krauss, M.; Brouard, C.; Kind, T.; Dührkop, K.; Allen, F.; Vaniya, A.; Verdegem, D.; Böcker, S.; et al. Critical Assessment of Small Molecule Identification 2016: Automated Methods. Journal of Cheminformatics 2017, 9 (1). DOI:10.1186/s13321-017-0207-1
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 8740
CH$NAME: Gestoden
CH$NAME: 13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,13,14,17-dodecahydro-3h-cyclopenta[a]phenanthren-3-one(non-preferred name)
CH$NAME: 13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,14-decahydrocyclopenta[a]phenanthren-3-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C21H26O2
CH$EXACT_MASS: 310.19328
CH$SMILES: CCC12CCC3C(CCC4=CC(=O)CCC34)C1C=CC2(O)C#C
CH$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
CH$LINK: CAS
60282-87-3
CH$LINK: PUBCHEM
CID:2999
CH$LINK: INCHIKEY
SIGSPDASOTUPFS-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
2892
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 35 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Kinetex C18 EVO 2.6 um, 2.1x50 mm, precolumn 2.1x5 mm, Phenomenex
AC$CHROMATOGRAPHY: FLOW_GRADIENT 95/5 at 0 min, 95/5 at 1 min, 0/100 at 13 min, 0/100 at 24 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 11.331 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 311.2001
MS$FOCUSED_ION: PRECURSOR_M/Z 311.2006
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 2.3.1
PK$SPLASH: splash10-03di-2925000000-3df52002fdc70798671d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0024 C3HO+ 1 53.0022 3.86
53.0388 C4H5+ 1 53.0386 4.05
55.018 C3H3O+ 1 55.0178 3.07
55.0544 C4H7+ 1 55.0542 3.6
57.0336 C3H5O+ 1 57.0335 2.5
65.0388 C5H5+ 1 65.0386 2.74
67.0543 C5H7+ 1 67.0542 1.18
69.0336 C4H5O+ 1 69.0335 0.85
69.0699 C5H9+ 1 69.0699 0.18
71.0492 C4H7O+ 1 71.0491 1.2
77.0386 C6H5+ 1 77.0386 0.32
79.0542 C6H7+ 1 79.0542 0.05
81.0335 C5H5O+ 1 81.0335 0
81.0699 C6H9+ 1 81.0699 -0.1
83.0491 C5H7O+ 1 83.0491 -0.03
91.0542 C7H7+ 1 91.0542 -0.34
93.0698 C7H9+ 1 93.0699 -0.45
95.0492 C6H7O+ 1 95.0491 0.2
95.0855 C7H11+ 1 95.0855 -0.21
97.0649 C6H9O+ 1 97.0648 0.65
97.1012 C7H13+ 1 97.1012 0.1
103.0542 C8H7+ 1 103.0542 -0.47
105.0335 C7H5O+ 1 105.0335 -0.02
105.0699 C8H9+ 1 105.0699 -0.17
107.0491 C7H7O+ 1 107.0491 -0.22
107.0855 C8H11+ 1 107.0855 -0.02
109.0648 C7H9O+ 1 109.0648 -0.21
109.1012 C8H13+ 1 109.1012 0
111.0805 C7H11O+ 1 111.0804 0.36
115.0542 C9H7+ 1 115.0542 -0.13
116.0621 C9H8+ 1 116.0621 0.14
117.0699 C9H9+ 1 117.0699 -0.11
119.049 C8H7O+ 1 119.0491 -1.44
119.0855 C9H11+ 1 119.0855 -0.1
121.0648 C8H9O+ 1 121.0648 -0.21
121.1012 C9H13+ 1 121.1012 -0.02
123.0804 C8H11O+ 1 123.0804 -0.19
123.1169 C9H15+ 1 123.1168 0.24
125.096 C8H13O+ 1 125.0961 -0.35
128.0621 C10H8+ 1 128.0621 0.29
129.0699 C10H9+ 1 129.0699 -0.19
130.0777 C10H10+ 1 130.0777 0.26
131.049 C9H7O+ 1 131.0491 -0.85
131.0855 C10H11+ 1 131.0855 -0.33
133.0648 C9H9O+ 1 133.0648 -0.29
133.1011 C10H13+ 1 133.1012 -0.35
135.0804 C9H11O+ 1 135.0804 -0.2
135.1167 C10H15+ 1 135.1168 -0.94
137.096 C9H13O+ 1 137.0961 -0.92
141.0698 C11H9+ 1 141.0699 -0.7
142.0777 C11H10+ 1 142.0777 0.01
143.0855 C11H11+ 1 143.0855 -0.05
144.057 C10H8O+ 1 144.057 0.17
144.0932 C11H12+ 1 144.0934 -0.95
145.0647 C10H9O+ 1 145.0648 -0.31
145.1011 C11H13+ 1 145.1012 -0.47
146.0725 C10H10O+ 1 146.0726 -0.67
147.0804 C10H11O+ 1 147.0804 -0.52
147.1168 C11H15+ 1 147.1168 -0.48
149.0961 C10H13O+ 1 149.0961 0.18
149.1324 C11H17+ 1 149.1325 -0.49
151.1115 C10H15O+ 1 151.1117 -1.57
153.0697 C12H9+ 1 153.0699 -0.87
154.0777 C12H10+ 1 154.0777 -0.24
155.0855 C12H11+ 1 155.0855 -0.32
156.0932 C12H12+ 1 156.0934 -0.88
157.0648 C11H9O+ 1 157.0648 0.27
157.1012 C12H13+ 1 157.1012 0.03
158.0726 C11H10O+ 1 158.0726 0.1
159.0804 C11H11O+ 1 159.0804 -0.16
159.1169 C12H15+ 1 159.1168 0.36
160.0884 C11H12O+ 1 160.0883 0.91
161.0961 C11H13O+ 1 161.0961 -0.02
161.1323 C12H17+ 1 161.1325 -0.83
163.1116 C11H15O+ 1 163.1117 -0.72
165.0701 C13H9+ 1 165.0699 1.11
166.0778 C13H10+ 1 166.0777 0.76
167.0855 C13H11+ 1 167.0855 -0.04
168.0933 C13H12+ 1 168.0934 -0.48
169.1012 C13H13+ 1 169.1012 0
170.109 C13H14+ 1 170.109 -0.07
171.0804 C12H11O+ 1 171.0804 -0.44
171.1167 C13H15+ 1 171.1168 -0.58
172.0883 C12H12O+ 1 172.0883 -0.06
173.0961 C12H13O+ 1 173.0961 0.05
173.1326 C13H17+ 1 173.1325 0.53
174.104 C12H14O+ 1 174.1039 0.6
175.1117 C12H15O+ 1 175.1117 0
175.1484 C13H19+ 1 175.1481 1.52
177.1273 C12H17O+ 1 177.1274 -0.56
178.0779 C14H10+ 1 178.0777 0.94
179.0854 C14H11+ 1 179.0855 -0.49
180.0935 C14H12+ 1 180.0934 0.55
181.101 C14H13+ 1 181.1012 -0.78
182.1089 C14H14+ 1 182.109 -0.42
183.0808 C13H11O+ 1 183.0804 2.15
183.1169 C14H15+ 1 183.1168 0.18
184.088 C13H12O+ 1 184.0883 -1.24
185.096 C13H13O+ 1 185.0961 -0.72
185.1325 C14H17+ 1 185.1325 0.14
187.1118 C13H15O+ 1 187.1117 0.06
187.1479 C14H19+ 1 187.1481 -1.21
188.1195 C13H16O+ 1 188.1196 -0.33
189.1274 C13H17O+ 1 189.1274 0.02
189.1645 C14H21+ 1 189.1638 3.76
191.0855 C15H11+ 1 191.0855 0
192.0931 C15H12+ 1 192.0934 -1.49
193.1012 C15H13+ 1 193.1012 0.04
194.1089 C15H14+ 1 194.109 -0.49
195.0807 C14H11O+ 1 195.0804 1.22
195.1169 C15H15+ 1 195.1168 0.16
196.1247 C15H16+ 1 196.1247 0.02
197.0962 C14H13O+ 1 197.0961 0.32
197.1325 C15H17+ 1 197.1325 0.28
199.1117 C14H15O+ 1 199.1117 -0.41
199.1479 C15H19+ 1 199.1481 -1.14
201.1274 C14H17O+ 1 201.1274 -0.21
201.1637 C15H21+ 1 201.1638 -0.63
203.0851 C16H11+ 1 203.0855 -1.94
203.1067 C13H15O2+ 1 203.1067 0.18
203.1431 C14H19O+ 1 203.143 0.29
204.0934 C16H12+ 1 204.0934 0.19
205.1013 C16H13+ 1 205.1012 0.43
206.1092 C16H14+ 1 206.109 1.04
207.1169 C16H15+ 1 207.1168 0.4
209.0961 C15H13O+ 1 209.0961 -0.1
209.1324 C16H17+ 1 209.1325 -0.51
211.1115 C15H15O+ 1 211.1117 -1.14
211.148 C16H19+ 1 211.1481 -0.67
213.1273 C15H17O+ 1 213.1274 -0.43
213.1637 C16H21+ 1 213.1638 -0.54
214.1353 C15H18O+ 1 214.1352 0.31
215.1075 C14H15O2+ 1 215.1067 4.13
215.1432 C15H19O+ 1 215.143 0.61
217.1011 C17H13+ 1 217.1012 -0.45
217.1588 C15H21O+ 1 217.1587 0.38
218.1091 C17H14+ 1 218.109 0.49
219.117 C17H15+ 1 219.1168 0.72
219.1742 C15H23O+ 1 219.1743 -0.55
220.1248 C17H16+ 1 220.1247 0.67
221.1325 C17H17+ 1 221.1325 0
223.1117 C16H15O+ 1 223.1117 -0.18
223.1479 C17H19+ 1 223.1481 -1.11
224.1193 C16H16O+ 1 224.1196 -1.38
225.1275 C16H17O+ 1 225.1274 0.34
225.1638 C17H21+ 1 225.1638 -0.1
227.1429 C16H19O+ 1 227.143 -0.49
228.1507 C16H20O+ 1 228.1509 -0.93
229.1585 C16H21O+ 1 229.1587 -0.63
230.1662 C16H22O+ 1 230.1665 -1.2
231.1167 C18H15+ 1 231.1168 -0.36
231.1743 C16H23O+ 1 231.1743 0.01
232.1245 C18H16+ 1 232.1247 -0.47
233.1325 C18H17+ 1 233.1325 0.15
235.1481 C18H19+ 1 235.1481 -0.26
237.1271 C17H17O+ 1 237.1274 -1.33
237.1637 C18H21+ 1 237.1638 -0.47
239.1429 C17H19O+ 1 239.143 -0.76
239.1796 C18H23+ 1 239.1794 0.67
241.159 C17H21O+ 1 241.1587 1.13
243.1744 C17H23O+ 1 243.1743 0.1
246.1401 C19H18+ 1 246.1403 -0.99
247.1478 C19H19+ 1 247.1481 -1.21
249.1634 C19H21+ 1 249.1638 -1.52
251.1436 C18H19O+ 1 251.143 2.04
251.1794 C19H23+ 1 251.1794 -0.25
253.1587 C18H21O+ 1 253.1587 0.2
255.1381 C17H19O2+ 1 255.138 0.51
255.1742 C18H23O+ 1 255.1743 -0.36
264.151 C19H20O+ 1 264.1509 0.41
265.1587 C19H21O+ 1 265.1587 -0.09
265.1951 C20H25+ 1 265.1951 0.22
267.175 C19H23O+ 1 267.1743 2.47
269.1897 C19H25O+ 1 269.19 -1.03
275.1795 C21H23+ 1 275.1794 0.3
283.1696 C19H23O2+ 1 283.1693 1.37
283.2055 C20H27O+ 1 283.2056 -0.5
293.19 C21H25O+ 1 293.19 0
311.2005 C21H27O2+ 1 311.2006 -0.1
PK$NUM_PEAK: 179
PK$PEAK: m/z int. rel.int.
53.0024 877728.6 6
53.0388 541373.9 4
55.018 1147645.1 8
55.0544 969567.2 7
57.0336 704011.2 5
65.0388 441114.9 3
67.0543 3719352.5 28
69.0336 571705.6 4
69.0699 849701.2 6
71.0492 377776.8 2
77.0386 754595.3 5
79.0542 6618923.5 51
81.0335 9820796 75
81.0699 6277782 48
83.0491 9631687 74
91.0542 8078782.5 62
93.0698 5593648 43
95.0492 2034719.5 15
95.0855 4429717.5 34
97.0649 783347.4 6
97.1012 147450.9 1
103.0542 1005891.8 7
105.0335 2524576.8 19
105.0699 6930046.5 53
107.0491 6802931.5 52
107.0855 3495479.5 27
109.0648 28263590 218
109.1012 2384050.5 18
111.0805 290405.2 2
115.0542 1332571.6 10
116.0621 177143.7 1
117.0699 5071699.5 39
119.049 565690.2 4
119.0855 6761688.5 52
121.0648 2467572.2 19
121.1012 2553623.5 19
123.0804 2084899.1 16
123.1169 473625.1 3
125.096 133319 1
128.0621 1404171.5 10
129.0699 5402282.5 41
130.0777 608332.2 4
131.049 463564.9 3
131.0855 6808069.5 52
133.0648 4829605 37
133.1011 4216892 32
135.0804 5727075.5 44
135.1167 1008742.1 7
137.096 702572.3 5
141.0698 2877382.2 22
142.0777 1426413.9 11
143.0855 5093342 39
144.057 335671.1 2
144.0932 137387.4 1
145.0647 1821689.1 14
145.1011 5877421.5 45
146.0725 324362 2
147.0804 4340279 33
147.1168 2259719.2 17
149.0961 4749770.5 36
149.1324 606410.5 4
151.1115 145999.7 1
153.0697 1178736.5 9
154.0777 777054.4 6
155.0855 3333574.5 25
156.0932 374276.9 2
157.0648 953116.3 7
157.1012 3951326.5 30
158.0726 355338.5 2
159.0804 3144976.5 24
159.1169 2467992.8 19
160.0884 294038.2 2
161.0961 3289227.8 25
161.1323 1911608 14
163.1116 2225124.2 17
165.0701 884138.4 6
166.0778 677402.1 5
167.0855 2199150.8 17
168.0933 1377439 10
169.1012 2780457.5 21
170.109 189298.4 1
171.0804 928134.8 7
171.1167 4177506 32
172.0883 293052.3 2
173.0961 2033373.8 15
173.1326 2369336.2 18
174.104 169755.8 1
175.1117 2818823 21
175.1484 739327.6 5
177.1273 181195.2 1
178.0779 402283.6 3
179.0854 985321.9 7
180.0935 310296.9 2
181.101 3123922 24
182.1089 491199.2 3
183.0808 554732.2 4
183.1169 4022714.2 31
184.088 155444.9 1
185.096 1181006.1 9
185.1325 2464386.5 19
187.1118 1355222.6 10
187.1479 592795.9 4
188.1195 362710.4 2
189.1274 1114548.8 8
189.1645 276707.1 2
191.0855 833086.4 6
192.0931 293105.1 2
193.1012 1295483.1 10
194.1089 489998.4 3
195.0807 299954.2 2
195.1169 2273219.2 17
196.1247 321525.4 2
197.0962 827728.8 6
197.1325 1702438.8 13
199.1117 1469198.8 11
199.1479 957056.5 7
201.1274 4568157.5 35
201.1637 1480576 11
203.0851 277171.8 2
203.1067 191204.8 1
203.1431 1290668.8 9
204.0934 484936.8 3
205.1013 1077314.6 8
206.1092 318021 2
207.1169 1054342.2 8
209.0961 828335 6
209.1324 1464183.9 11
211.1115 624882.1 4
211.148 989538 7
213.1273 948964.4 7
213.1637 2125606.2 16
214.1353 163509.4 1
215.1075 133876.8 1
215.1432 975551.4 7
217.1011 189349 1
217.1588 326899.5 2
218.1091 490490 3
219.117 1003607.8 7
219.1742 1017752.7 7
220.1248 369097.9 2
221.1325 916571 7
223.1117 900961.9 6
223.1479 1659201.5 12
224.1193 150828 1
225.1275 403342.2 3
225.1638 1665205.5 12
227.1429 657548.3 5
228.1507 138347.2 1
229.1585 549392.2 4
230.1662 985200.3 7
231.1167 371361.9 2
231.1743 2535956 19
232.1245 159216.2 1
233.1325 887755.6 6
235.1481 1594224 12
237.1271 825801.8 6
237.1637 529246.8 4
239.1429 738680 5
239.1796 446939.2 3
241.159 919704.8 7
243.1744 2352463.5 18
246.1401 451931.8 3
247.1478 695415.9 5
249.1634 718397.3 5
251.1436 596002.2 4
251.1794 645186.6 4
253.1587 775056.1 5
255.1381 313816.2 2
255.1742 134705.7 1
264.151 400320.6 3
265.1587 885127.4 6
265.1951 512402.8 3
267.175 154466.1 1
269.1897 308191.8 2
275.1795 1001959.1 7
283.1696 301920.7 2
283.2055 344406.4 2
293.19 4311726.5 33
311.2005 129224096 999
//
