MassBank Record: SM874002



 Gestoden; LC-ESI-QFT; MS2; CE: 35 NCE; R=35000; [M+H]+ 
Mass Spectrum
Chemical Structure

ACCESSION: 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, EL et al. Critical Assessment of Small Molecule Identification 2016 - Automated Methods. Submitted.
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: IONIZATION ESI AC$MASS_SPECTROMETRY: ION_MODE POSITIVE AC$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 //