MassBank Record: SM873701



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


ACCESSION: SM873701
RECORD_TITLE: Norgestrel; 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 8737

CH$NAME: Norgestrel CH$NAME: 13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one CH$COMPOUND_CLASS: N/A; Environmental Standard CH$FORMULA: C21H28O2 CH$EXACT_MASS: 312.20893 CH$SMILES: CCC12CCC3C(CCC4=CC(=O)CCC34)C1CCC2(O)C#C CH$IUPAC: InChI=1S/C21H28O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,13,16-19,23H,3,5-12H2,1H3 CH$LINK: CAS 797-63-7 CH$LINK: CHEBI 7630 CH$LINK: PUBCHEM CID:4542 CH$LINK: INCHIKEY WWYNJERNGUHSAO-UHFFFAOYSA-N CH$LINK: CHEMSPIDER 4383
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 11.804 min AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 313.2158 MS$FOCUSED_ION: PRECURSOR_M/Z 313.2162 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$SPLASH: splash10-03di-2924000000-eb357f64cb0652555ccb PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm) 53.0388 C4H5+ 1 53.0386 4.2 55.0544 C4H7+ 1 55.0542 3.4 57.0337 C3H5O+ 1 57.0335 3.63 57.0701 C4H9+ 1 57.0699 3.68 65.0387 C5H5+ 1 65.0386 1.8 67.0543 C5H7+ 1 67.0542 1.29 69.0336 C4H5O+ 1 69.0335 1.85 69.07 C5H9+ 1 69.0699 1.17 71.0493 C4H7O+ 1 71.0491 2.16 77.0387 C6H5+ 1 77.0386 1.31 79.0542 C6H7+ 1 79.0542 0.24 81.0336 C5H5O+ 1 81.0335 1.13 81.0699 C6H9+ 1 81.0699 0.18 83.0491 C5H7O+ 1 83.0491 0.06 91.0542 C7H7+ 1 91.0542 -0.09 93.0699 C7H9+ 1 93.0699 -0.12 95.0491 C6H7O+ 1 95.0491 -0.45 95.0855 C7H11+ 1 95.0855 -0.13 97.0648 C6H9O+ 1 97.0648 0.03 97.1012 C7H13+ 1 97.1012 0.73 103.0542 C8H7+ 1 103.0542 0.2 105.0699 C8H9+ 1 105.0699 -0.03 107.0491 C7H7O+ 1 107.0491 0.06 107.0855 C8H11+ 1 107.0855 -0.02 109.0648 C7H9O+ 1 109.0648 0.07 109.1011 C8H13+ 1 109.1012 -0.35 111.0805 C7H11O+ 1 111.0804 0.08 115.0542 C9H7+ 1 115.0542 -0.13 116.0622 C9H8+ 1 116.0621 1 117.0699 C9H9+ 1 117.0699 0.15 119.0855 C9H11+ 1 119.0855 0.09 121.0648 C8H9O+ 1 121.0648 -0.14 121.1012 C9H13+ 1 121.1012 -0.08 123.0804 C8H11O+ 1 123.0804 -0.13 123.1168 C9H15+ 1 123.1168 -0.25 125.096 C8H13O+ 1 125.0961 -0.41 128.0619 C10H8+ 1 128.0621 -0.9 129.0699 C10H9+ 1 129.0699 0.05 130.0777 C10H10+ 1 130.0777 0.03 131.0855 C10H11+ 1 131.0855 -0.1 133.0648 C9H9O+ 1 133.0648 -0.29 133.1012 C10H13+ 1 133.1012 -0.01 135.0804 C9H11O+ 1 135.0804 -0.09 135.1168 C10H15+ 1 135.1168 -0.15 137.096 C9H13O+ 1 137.0961 -0.69 137.1325 C10H17+ 1 137.1325 -0.09 141.0698 C11H9+ 1 141.0699 -0.37 142.0777 C11H10+ 1 142.0777 0.23 143.0855 C11H11+ 1 143.0855 0.06 144.0571 C10H8O+ 1 144.057 1.23 144.0933 C11H12+ 1 144.0934 -0.1 145.0649 C10H9O+ 1 145.0648 1.06 145.1012 C11H13+ 1 145.1012 -0.05 147.0804 C10H11O+ 1 147.0804 -0.21 147.1168 C11H15+ 1 147.1168 -0.27 148.0882 C10H12O+ 1 148.0883 -0.47 149.0961 C10H13O+ 1 149.0961 0.18 149.1324 C11H17+ 1 149.1325 -0.18 151.1116 C10H15O+ 1 151.1117 -0.86 153.07 C12H9+ 1 153.0699 1.03 154.0777 C12H10+ 1 154.0777 -0.14 155.0855 C12H11+ 1 155.0855 -0.22 156.0935 C12H12+ 1 156.0934 0.69 157.065 C11H9O+ 1 157.0648 1.05 157.1012 C12H13+ 1 157.1012 0.22 158.1089 C12H14+ 1 158.109 -0.92 159.0804 C11H11O+ 1 159.0804 -0.36 159.1168 C12H15+ 1 159.1168 -0.03 161.0961 C11H13O+ 1 161.0961 -0.21 161.1324 C12H17+ 1 161.1325 -0.27 163.1117 C11H15O+ 1 163.1117 -0.35 163.1482 C12H19+ 1 163.1481 0.72 165.07 C13H9+ 1 165.0699 0.65 165.1276 C11H17O+ 1 165.1274 1.45 166.0777 C13H10+ 1 166.0777 0.12 167.0855 C13H11+ 1 167.0855 0.05 168.0931 C13H12+ 1 168.0934 -1.47 169.1012 C13H13+ 1 169.1012 0 170.1089 C13H14+ 1 170.109 -0.43 171.0804 C12H11O+ 1 171.0804 -0.35 171.1168 C13H15+ 1 171.1168 -0.04 173.096 C12H13O+ 1 173.0961 -0.57 173.1325 C13H17+ 1 173.1325 0.09 175.1118 C12H15O+ 1 175.1117 0.35 175.1481 C13H19+ 1 175.1481 -0.31 177.1274 C12H17O+ 1 177.1274 0.21 178.0785 C14H10+ 1 178.0777 4.46 179.0854 C14H11+ 1 179.0855 -0.74 180.0931 C14H12+ 1 180.0934 -1.4 181.101 C14H13+ 1 181.1012 -0.95 182.1092 C14H14+ 1 182.109 0.92 183.1169 C14H15+ 1 183.1168 0.35 184.1249 C14H16+ 1 184.1247 1.2 185.0961 C13H13O+ 1 185.0961 0.18 185.1325 C14H17+ 1 185.1325 0.3 187.1118 C13H15O+ 1 187.1117 0.55 187.1481 C14H19+ 1 187.1481 0.01 188.1195 C13H16O+ 1 188.1196 -0.49 189.1274 C13H17O+ 1 189.1274 -0.07 191.1427 C13H19O+ 1 191.143 -1.78 193.1012 C15H13+ 1 193.1012 0.2 194.109 C15H14+ 1 194.109 -0.1 195.1169 C15H15+ 1 195.1168 0.32 196.1247 C15H16+ 1 196.1247 0.41 197.0961 C14H13O+ 1 197.0961 0.17 197.1326 C15H17+ 1 197.1325 0.51 198.1402 C15H18+ 1 198.1403 -0.7 199.1116 C14H15O+ 1 199.1117 -0.94 199.1482 C15H19+ 1 199.1481 0.32 201.1272 C14H17O+ 1 201.1274 -0.81 201.164 C15H21+ 1 201.1638 1.12 203.1431 C14H19O+ 1 203.143 0.29 205.1015 C16H13+ 1 205.1012 1.47 206.1093 C16H14+ 1 206.109 1.34 207.1167 C16H15+ 1 207.1168 -0.78 208.1247 C16H16+ 1 208.1247 0.42 209.1323 C16H17+ 1 209.1325 -0.73 210.1403 C16H18+ 1 210.1403 -0.12 211.1118 C15H15O+ 1 211.1117 0.24 211.1483 C16H19+ 1 211.1481 0.85 213.1272 C15H17O+ 1 213.1274 -0.79 213.1636 C16H21+ 1 213.1638 -0.83 215.143 C15H19O+ 1 215.143 -0.17 215.1793 C16H23+ 1 215.1794 -0.56 217.1587 C15H21O+ 1 217.1587 0.03 219.1164 C17H15+ 1 219.1168 -2.06 220.1248 C17H16+ 1 220.1247 0.46 221.1324 C17H17+ 1 221.1325 -0.55 222.14 C17H18+ 1 222.1403 -1.48 223.1488 C17H19+ 1 223.1481 2.86 225.1269 C16H17O+ 1 225.1274 -1.96 225.1638 C17H21+ 1 225.1638 -0.1 227.1429 C16H19O+ 1 227.143 -0.76 227.1794 C17H23+ 1 227.1794 -0.26 229.1584 C16H21O+ 1 229.1587 -1.17 233.1325 C18H17+ 1 233.1325 0.08 234.1402 C18H18+ 1 234.1403 -0.61 235.1481 C18H19+ 1 235.1481 -0.32 236.1554 C18H20+ 1 236.156 -2.24 237.1638 C18H21+ 1 237.1638 0.18 238.1355 C17H18O+ 1 238.1352 1.39 239.1434 C17H19O+ 1 239.143 1.41 239.1796 C18H23+ 1 239.1794 0.61 241.1587 C17H21O+ 1 241.1587 -0.14 243.1744 C17H23O+ 1 243.1743 0.35 245.19 C17H25O+ 1 245.19 0.21 247.1481 C19H19+ 1 247.1481 -0.03 248.1559 C19H20+ 1 248.156 -0.07 249.1639 C19H21+ 1 249.1638 0.62 251.1798 C19H23+ 1 251.1794 1.58 253.1586 C18H21O+ 1 253.1587 -0.53 253.1954 C19H25+ 1 253.1951 1.37 255.1745 C18H23O+ 1 255.1743 0.54 266.1664 C19H22O+ 1 266.1665 -0.58 267.1745 C19H23O+ 1 267.1743 0.41 267.2104 C20H27+ 1 267.2107 -1.22 277.1952 C21H25+ 1 277.1951 0.56 284.177 C19H24O2+ 1 284.1771 -0.39 295.2058 C21H27O+ 1 295.2056 0.45 313.2162 C21H29O2+ 1 313.2162 0.03 PK$NUM_PEAK: 160 PK$PEAK: m/z int. rel.int. 53.0388 281790.6 3 55.0544 952812.9 10 57.0337 473979.6 5 57.0701 256928.9 2 65.0387 160301.3 1 67.0543 4360423.5 46 69.0336 102192.2 1 69.07 1329263.2 14 71.0493 121233.8 1 77.0387 173958.8 1 79.0542 5562418 59 81.0336 550718.1 5 81.0699 6543151 70 83.0491 8931096 95 91.0542 9231650 99 93.0699 6482979.5 69 95.0491 1285031.8 13 95.0855 5243865 56 97.0648 1181638.1 12 97.1012 148681.2 1 103.0542 486586 5 105.0699 8639257 92 107.0491 5119221.5 55 107.0855 4960676 53 109.0648 22461170 241 109.1011 2323873.8 24 111.0805 337523.2 3 115.0542 620174.1 6 116.0622 403484.5 4 117.0699 5152224.5 55 119.0855 6357087.5 68 121.0648 1675478.1 18 121.1012 2512833.8 27 123.0804 3995633.8 42 123.1168 2618534.2 28 125.096 1368002.1 14 128.0619 1049939 11 129.0699 4519408.5 48 130.0777 715052.1 7 131.0855 7988082 85 133.0648 1325127 14 133.1012 7676766.5 82 135.0804 6687394 71 135.1168 2118458 22 137.096 718741.1 7 137.1325 633875.8 6 141.0698 1487219.2 15 142.0777 789875.4 8 143.0855 5126788 55 144.0571 123641.1 1 144.0933 420723.5 4 145.0649 503488.2 5 145.1012 6145683.5 66 147.0804 1898996.1 20 147.1168 2767002.8 29 148.0882 137565.4 1 149.0961 4225430 45 149.1324 752425 8 151.1116 568509.9 6 153.07 401856.1 4 154.0777 153805.7 1 155.0855 1977036.9 21 156.0935 455721.2 4 157.065 423889.1 4 157.1012 5781426.5 62 158.1089 331820.4 3 159.0804 1533453.6 16 159.1168 5149613.5 55 161.0961 2977179 31 161.1324 1065951.4 11 163.1117 2002248.8 21 163.1482 284005.3 3 165.07 457443.7 4 165.1276 133079.4 1 166.0777 141969.5 1 167.0855 1163387.6 12 168.0931 553221.4 5 169.1012 2269154.2 24 170.1089 389378 4 171.0804 292465.2 3 171.1168 3809584.5 40 173.096 812409.7 8 173.1325 2001458.4 21 175.1118 2108933 22 175.1481 1392205.5 14 177.1274 333217.5 3 178.0785 138706.6 1 179.0854 614149.1 6 180.0931 148374.9 1 181.101 1705492.9 18 182.1092 306617.8 3 183.1169 3025186 32 184.1249 142286.4 1 185.0961 844409.2 9 185.1325 4661914 50 187.1118 1279006.1 13 187.1481 2411793.8 25 188.1195 378130.4 4 189.1274 1486725.9 15 191.1427 277021.7 2 193.1012 956470.2 10 194.109 96002.6 1 195.1169 1825134.5 19 196.1247 125353.7 1 197.0961 272374.6 2 197.1326 1936605.2 20 198.1402 113592.6 1 199.1116 768272.1 8 199.1482 2176691.2 23 201.1272 904246.3 9 201.164 536699.4 5 203.1431 648808.6 6 205.1015 149025.1 1 206.1093 380249.1 4 207.1167 1236644.1 13 208.1247 318223.9 3 209.1323 1080411.1 11 210.1403 97312.3 1 211.1118 480661.4 5 211.1483 946255.9 10 213.1272 675958.1 7 213.1636 374904 4 215.143 578447.2 6 215.1793 321936.4 3 217.1587 123240.3 1 219.1164 289693.8 3 220.1248 340074.3 3 221.1324 1335052.5 14 222.14 135298.2 1 223.1488 614319 6 225.1269 620782.4 6 225.1638 1705509.5 18 227.1429 437044.6 4 227.1794 3487520.5 37 229.1584 105750.4 1 233.1325 308886.3 3 234.1402 113188.8 1 235.1481 1276723.8 13 236.1554 113119.7 1 237.1638 2189248 23 238.1355 158291.8 1 239.1434 645442.1 6 239.1796 379839.9 4 241.1587 544160.4 5 243.1744 493882.7 5 245.19 11891885 127 247.1481 118866.7 1 248.1559 557369.4 5 249.1639 907187.4 9 251.1798 521157 5 253.1586 441754.2 4 253.1954 482238.1 5 255.1745 390505.2 4 266.1664 608565.9 6 267.1745 766405.6 8 267.2104 158719.5 1 277.1952 1750235.1 18 284.177 105259.9 1 295.2058 4525055 48 313.2162 92956256 999 //