MassBank Record: EQ361004



 Oxytetracycline; LC-ESI-QFT; MS2; CE: 60; R=35000; [M+H]+ 
Mass Spectrum
Chemical Structure
Generated by the Chemistry Development Kit (http://github.com/cdk) \n

ACCESSION: EQ361004
RECORD_TITLE: Oxytetracycline; LC-ESI-QFT; MS2; CE: 60; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Stravs MDepartment of Environmental Chemistry, Eawag and Thomaidis N, University of Athens, Schymanski EDepartment of Environmental Chemistry, Eawag and Thomaidis N, University of Athens, Singer HDepartment of Environmental Chemistry, Eawag and Thomaidis N, University of Athens, Department of Environmental Chemistry, Eawag and Thomaidis N, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3610

CH$NAME: Oxytetracycline CH$NAME: (4S,4aR,5S,5aR,6S,12aS)-4-(Dimethylamino)-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-2-tetracenecarboxamide CH$NAME: 2-carbamoyl-4-(dimethylazaniumyl)-5,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracen-1-olate CH$COMPOUND_CLASS: N/A; Environmental Standard CH$FORMULA: C22H24N2O9 CH$EXACT_MASS: 460.14818 CH$SMILES: CC1(C2C(C3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O)O CH$IUPAC: InChI=1S/C22H24N2O9/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29/h4-6,12-14,17,25-26,28,30,32-33H,1-3H3,(H2,23,31) CH$LINK: CAS 79-57-2 CH$LINK: PUBCHEM 54686003 CH$LINK: INCHIKEY OWFJMIVZYSDULZ-UHFFFAOYSA-N CH$LINK: CHEMSPIDER 10482174
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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 (nominal) AC$MASS_SPECTROMETRY: RESOLUTION 35000 AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min AC$CHROMATOGRAPHY: FLOW_RATE 200 ul/min AC$CHROMATOGRAPHY: RETENTION_TIME 4.3 min AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 461.1547 MS$FOCUSED_ION: PRECURSOR_M/Z 461.1555 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 1.9.6
PK$SPLASH: splash10-0udi-2291000000-8876330f1085ff3773e9 PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm) 53.0022 C3HO+ 1 53.0022 -0.21 53.0386 C4H5+ 1 53.0386 0.25 55.0179 C3H3O+ 1 55.0178 0.34 55.0542 C4H7+ 1 55.0542 0.06 56.0495 C3H6N+ 1 56.0495 -0.46 58.0652 C3H8N+ 1 58.0651 0.42 67.0179 C4H3O+ 1 67.0178 0.73 68.0495 C4H6N+ 1 68.0495 -0.08 68.997 C3HO2+ 1 68.9971 -0.95 69.0335 C4H5O+ 1 69.0335 0.13 70.0651 C4H8N+ 1 70.0651 -0.08 71.0127 C3H3O2+ 1 71.0128 -0.22 71.0366 C3H5NO+ 1 71.0366 0.63 72.0444 C3H6NO+ 1 72.0444 0.14 72.0807 C4H10N+ 1 72.0808 -0.91 73.0284 C3H5O2+ 1 73.0284 0.47 74.06 C3H8NO+ 1 74.06 -0.27 79.0178 C5H3O+ 1 79.0178 -0.65 80.0495 C5H6N+ 1 80.0495 -0.2 81.0335 C5H5O+ 1 81.0335 0.23 82.0651 C5H8N+ 1 82.0651 0.17 83.0127 C4H3O2+ 1 83.0128 -0.07 84.0444 C4H6NO+ 1 84.0444 0.12 86.06 C4H8NO+ 1 86.06 -0.12 94.0652 C6H8N+ 1 94.0651 0.9 95.0127 C5H3O2+ 1 95.0128 -0.69 97.0285 C5H5O2+ 1 97.0284 1.49 97.0523 C5H7NO+ 1 97.0522 0.36 98.0601 C5H8NO+ 1 98.06 0.4 99.0077 C4H3O3+ 1 99.0077 0.2 100.0757 C5H10NO+ 1 100.0757 0.2 101.0234 C4H5O3+ 1 101.0233 0.89 102.0552 C4H8NO2+ 1 102.055 2.3 107.0128 C6H3O2+ 1 107.0128 0.04 107.0489 C7H7O+ 1 107.0491 -2.35 108.0446 C6H6NO+ 1 108.0444 1.66 109.0285 C6H5O2+ 1 109.0284 0.5 110.06 C6H8NO+ 1 110.06 -0.82 111.0077 C5H3O3+ 1 111.0077 0.27 112.0756 C6H10NO+ 1 112.0757 -0.36 114.055 C5H8NO2+ 1 114.055 0.22 115.0542 C9H7+ 1 115.0542 0.2 117.0698 C9H9+ 1 117.0699 -0.48 121.0286 C7H5O2+ 1 121.0284 1.36 121.0652 C8H9O+ 1 121.0648 3.13 122.0602 C7H8NO+ 1 122.06 1.14 123.0077 C6H3O3+ 1 123.0077 0.16 124.0394 C6H6NO2+ 1 124.0393 0.77 124.0757 C7H10NO+ 1 124.0757 0.4 125.0234 C6H5O3+ 1 125.0233 0.8 126.055 C6H8NO2+ 1 126.055 0.36 127.039 C6H7O3+ 1 127.039 0.47 127.0541 C10H7+ 1 127.0542 -1.15 128.0618 C10H8+ 1 128.0621 -1.81 128.0707 C6H10NO2+ 1 128.0706 0.66 129.0699 C10H9+ 1 129.0699 -0.21 134.0601 C8H8NO+ 1 134.06 0.45 135.0077 C7H3O3+ 1 135.0077 0.44 137.0234 C7H5O3+ 1 137.0233 0.65 138.0552 C7H8NO2+ 1 138.055 1.63 139.0264 C6H5NO3+ 1 139.0264 0.04 140.0708 C7H10NO2+ 1 140.0706 1.25 141.0183 C6H5O4+ 1 141.0182 0.46 141.0699 C11H9+ 1 141.0699 -0.19 145.0649 C10H9O+ 1 145.0648 0.54 147.044 C9H7O2+ 1 147.0441 -0.38 147.0804 C10H11O+ 1 147.0804 -0.55 150.0551 C8H8NO2+ 1 150.055 1.3 151.0027 C7H3O4+ 1 151.0026 0.5 151.0631 C8H9NO2+ 1 151.0628 1.85 152.0341 C7H6NO3+ 1 152.0342 -0.72 152.0707 C8H10NO2+ 1 152.0706 0.76 153.0183 C7H5O4+ 1 153.0182 0.75 154.0499 C7H8NO3+ 1 154.0499 0.2 155.0339 C7H7O4+ 1 155.0339 0.03 155.0492 C11H7O+ 1 155.0491 0.64 155.0602 C10H7N2+ 1 155.0604 -1.06 155.0855 C12H11+ 1 155.0855 0.09 156.0656 C7H10NO3+ 1 156.0655 0.45 157.037 C6H7NO4+ 1 157.037 0.32 157.065 C11H9O+ 1 157.0648 1.01 159.0445 C10H7O2+ 1 159.0441 2.67 159.0805 C11H11O+ 1 159.0804 0.43 162.0551 C9H8NO2+ 1 162.055 0.96 163.0027 C8H3O4+ 1 163.0026 0.46 163.039 C9H7O3+ 1 163.039 0 165.0185 C8H5O4+ 1 165.0182 1.42 165.07 C13H9+ 1 165.0699 0.57 166.9976 C7H3O5+ 1 166.9975 0.42 167.0857 C13H11+ 1 167.0855 0.92 168.0573 C12H8O+ 1 168.057 1.81 169.0132 C7H5O5+ 1 169.0131 0.06 169.0649 C12H9O+ 1 169.0648 0.47 170.0812 C8H12NO3+ 1 170.0812 0 171.0806 C12H11O+ 1 171.0804 0.81 172.0605 C7H10NO4+ 1 172.0604 0.15 173.0599 C11H9O2+ 1 173.0597 0.83 174.0676 C11H10O2+ 1 174.0675 0.45 175.0754 C11H11O2+ 1 175.0754 0.14 177.0699 C14H9+ 1 177.0699 -0.09 178.0502 C9H8NO3+ 1 178.0499 2.02 178.078 C14H10+ 1 178.0777 1.67 178.9977 C8H3O5+ 1 178.9975 0.9 179.0855 C14H11+ 1 179.0855 -0.37 180.0655 C9H10NO3+ 1 180.0655 -0.22 181.0133 C8H5O5+ 1 181.0131 0.83 181.0367 C8H7NO4+ 1 181.037 -1.6 181.0644 C13H9O+ 1 181.0648 -2.33 183.0553 C11H7N2O+ 1 183.0553 -0.05 183.0808 C13H11O+ 1 183.0804 1.74 184.0519 C12H8O2+ 1 184.0519 0 185.0599 C12H9O2+ 1 185.0597 0.83 186.0312 C11H6O3+ 1 186.0311 0.19 186.0678 C12H10O2+ 1 186.0675 1.45 187.0391 C11H7O3+ 1 187.039 0.64 187.0754 C12H11O2+ 1 187.0754 0.5 189.0703 C15H9+ 1 189.0699 2.08 190.0778 C15H10+ 1 190.0777 0.46 191.0855 C15H11+ 1 191.0855 -0.19 193.0647 C14H9O+ 1 193.0648 -0.42 194.045 C9H8NO4+ 1 194.0448 1.11 195.0805 C14H11O+ 1 195.0804 0.35 196.052 C13H8O2+ 1 196.0519 0.4 196.0609 C9H10NO4+ 1 196.0604 2.22 197.0598 C13H9O2+ 1 197.0597 0.58 198.0677 C13H10O2+ 1 198.0675 0.85 198.076 C9H12NO4+ 1 198.0761 -0.43 199.0394 C12H7O3+ 1 199.039 2.36 199.0753 C13H11O2+ 1 199.0754 -0.48 200.0471 C12H8O3+ 1 200.0468 1.62 201.0547 C12H9O3+ 1 201.0546 0.35 203.0705 C12H11O3+ 1 203.0703 0.93 205.0648 C15H9O+ 1 205.0648 0.24 206.0447 C10H8NO4+ 1 206.0448 -0.46 207.0808 C15H11O+ 1 207.0804 1.54 208.0606 C10H10NO4+ 1 208.0604 0.84 209.0595 C14H9O2+ 1 209.0597 -0.99 210.0678 C14H10O2+ 1 210.0675 1.23 211.0392 C13H7O3+ 1 211.039 0.85 211.0755 C14H11O2+ 1 211.0754 0.49 212.0469 C13H8O3+ 1 212.0468 0.63 213.0548 C13H9O3+ 1 213.0546 0.7 214.0625 C13H10O3+ 1 214.0624 0.21 215.0703 C13H11O3+ 1 215.0703 0.18 217.0134 C11H5O5+ 1 217.0131 1.15 217.0496 C12H9O4+ 1 217.0495 0.48 217.0649 C16H9O+ 1 217.0648 0.27 218.0577 C12H10O4+ 1 218.0574 1.6 219.0656 C12H11O4+ 1 219.0652 1.71 219.0803 C16H11O+ 1 219.0804 -0.55 220.052 C15H8O2+ 1 220.0519 0.54 221.0597 C15H9O2+ 1 221.0597 -0.21 222.0673 C15H10O2+ 1 222.0675 -1.04 223.0755 C15H11O2+ 1 223.0754 0.47 224.0464 C14H8O3+ 1 224.0468 -1.59 225.0547 C14H9O3+ 1 225.0546 0.49 225.0914 C15H13O2+ 1 225.091 1.75 226.0621 C14H10O3+ 1 226.0624 -1.57 226.0718 C10H12NO5+ 1 226.071 3.41 227.0337 C13H7O4+ 1 227.0339 -0.77 227.0704 C14H11O3+ 1 227.0703 0.7 229.0498 C13H9O4+ 1 229.0495 1.11 229.0861 C14H13O3+ 1 229.0859 0.96 231.0651 C13H11O4+ 1 231.0652 -0.41 233.0599 C16H9O2+ 1 233.0597 0.92 234.0675 C16H10O2+ 1 234.0675 0.04 235.0754 C16H11O2+ 1 235.0754 0.4 236.0468 C15H8O3+ 1 236.0468 -0.07 237.0548 C15H9O3+ 1 237.0546 0.67 237.0911 C16H13O2+ 1 237.091 0.61 238.0629 C15H10O3+ 1 238.0624 1.91 239.0704 C15H11O3+ 1 239.0703 0.46 240.0418 C14H8O4+ 1 240.0417 0.33 241.0496 C14H9O4+ 1 241.0495 0.23 241.086 C15H13O3+ 1 241.0859 0.45 242.0574 C14H10O4+ 1 242.0574 0.25 243.0656 C14H11O4+ 1 243.0652 1.58 245.0603 C17H9O2+ 1 245.0597 2.46 247.0756 C17H11O2+ 1 247.0754 0.95 249.0547 C16H9O3+ 1 249.0546 0.48 250.0626 C16H10O3+ 1 250.0624 0.62 251.0704 C16H11O3+ 1 251.0703 0.71 252.0419 C15H8O4+ 1 252.0417 0.63 253.0497 C15H9O4+ 1 253.0495 0.49 253.0854 C16H13O3+ 1 253.0859 -1.98 254.0575 C15H10O4+ 1 254.0574 0.43 255.0289 C14H7O5+ 1 255.0288 0.39 255.0654 C15H11O4+ 1 255.0652 0.69 256.0362 C14H8O5+ 1 256.0366 -1.58 256.0729 C15H12O4+ 1 256.073 -0.43 257.0444 C14H9O5+ 1 257.0444 -0.08 257.0809 C15H13O4+ 1 257.0808 0.13 258.0525 C14H10O5+ 1 258.0523 0.83 259.0605 C14H11O5+ 1 259.0601 1.39 261.0545 C17H9O3+ 1 261.0546 -0.39 262.0619 C17H10O3+ 1 262.0624 -1.93 263.0704 C17H11O3+ 1 263.0703 0.68 264.0418 C16H8O4+ 1 264.0417 0.45 264.0787 C17H12O3+ 1 264.0781 2.14 265.0497 C16H9O4+ 1 265.0495 0.66 265.086 C17H13O3+ 1 265.0859 0.26 266.0576 C16H10O4+ 1 266.0574 0.83 266.1176 C17H16NO2+ 1 266.1176 0.09 267.0653 C16H11O4+ 1 267.0652 0.35 268.0368 C15H8O5+ 1 268.0366 0.54 269.0449 C15H9O5+ 1 269.0444 1.64 269.0811 C16H13O4+ 1 269.0808 1.17 270.0524 C15H10O5+ 1 270.0523 0.35 271.0602 C15H11O5+ 1 271.0601 0.22 273.0756 C15H13O5+ 1 273.0757 -0.4 275.0701 C18H11O3+ 1 275.0703 -0.77 276.0414 C17H8O4+ 1 276.0417 -1.01 277.0502 C17H9O4+ 1 277.0495 2.51 278.0576 C17H10O4+ 1 278.0574 0.9 279.0653 C17H11O4+ 1 279.0652 0.45 280.0364 C16H8O5+ 1 280.0366 -0.87 281.0449 C16H9O5+ 1 281.0444 1.46 281.081 C17H13O4+ 1 281.0808 0.59 282.0522 C16H10O5+ 1 282.0523 -0.41 282.0761 C16H12NO4+ 1 282.0761 -0.12 283.0602 C16H11O5+ 1 283.0601 0.42 285.0759 C16H13O5+ 1 285.0757 0.56 286.0476 C15H10O6+ 1 286.0472 1.4 289.0497 C18H9O4+ 1 289.0495 0.67 290.0576 C18H10O4+ 1 290.0574 0.76 291.0653 C18H11O4+ 1 291.0652 0.29 292.0368 C17H8O5+ 1 292.0366 0.5 293.045 C17H9O5+ 1 293.0444 2.01 293.0812 C18H13O4+ 1 293.0808 1.38 294.0523 C17H10O5+ 1 294.0523 0.02 295.0603 C17H11O5+ 1 295.0601 0.61 296.0921 C17H14NO4+ 1 296.0917 1.37 297.0757 C17H13O5+ 1 297.0757 -0.1 297.0997 C17H15NO4+ 1 297.0996 0.41 301.0707 C16H13O6+ 1 301.0707 0.22 303.0291 C18H7O5+ 1 303.0288 0.99 304.036 C18H8O5+ 1 304.0366 -2.05 305.0443 C18H9O5+ 1 305.0444 -0.36 306.0523 C18H10O5+ 1 306.0523 0.18 306.1133 C19H16NO3+ 1 306.1125 2.65 307.0603 C18H11O5+ 1 307.0601 0.55 308.067 C18H12O5+ 1 308.0679 -3.03 309.0757 C18H13O5+ 1 309.0757 -0.1 310.0458 C17H10O6+ 1 310.0472 -4.45 311.0547 C17H11O6+ 1 311.055 -1.01 312.1228 C18H18NO4+ 1 312.123 -0.62 315.0867 C17H15O6+ 1 315.0863 1.19 317.0446 C19H9O5+ 1 317.0444 0.51 319.0602 C19H11O5+ 1 319.0601 0.35 320.0319 C18H8O6+ 1 320.0315 1 321.0394 C18H9O6+ 1 321.0394 0.11 322.0473 C18H10O6+ 1 322.0472 0.44 323.0546 C18H11O6+ 1 323.055 -1.19 325.0711 C18H13O6+ 1 325.0707 1.37 334.0468 C19H10O6+ 1 334.0472 -1.14 334.1074 C20H16NO4+ 1 334.1074 -0.07 335.0551 C19H11O6+ 1 335.055 0.37 337.0709 C19H13O6+ 1 337.0707 0.76 338.0416 C18H10O7+ 1 338.0421 -1.49 345.0392 C20H9O6+ 1 345.0394 -0.48 347.0551 C20H11O6+ 1 347.055 0.33 347.0783 C20H13NO5+ 1 347.0788 -1.6 348.0268 C19H8O7+ 1 348.0265 1.05 348.0862 C20H14NO5+ 1 348.0866 -1.38 350.0422 C19H10O7+ 1 350.0421 0.36 352.0822 C19H14NO6+ 1 352.0816 1.67 353.0648 C19H13O7+ 1 353.0656 -2.15 361.0571 C20H11NO6+ 2 361.0581 -2.71 362.1026 C21H16NO5+ 1 362.1023 0.8 363.0498 C20H11O7+ 1 363.0499 -0.38 365.0657 C20H13O7+ 1 365.0656 0.41 375.0724 C21H13NO6+ 2 375.0737 -3.49 376.0819 C21H14NO6+ 1 376.0816 0.87 PK$NUM_PEAK: 273 PK$PEAK: m/z int. rel.int. 53.0022 33571.1 2 53.0386 16225.8 1 55.0179 359575.3 29 55.0542 36209.7 2 56.0495 106159.3 8 58.0652 2318432.2 190 67.0179 18821.1 1 68.0495 150260.3 12 68.997 125949.3 10 69.0335 85589.2 7 70.0651 578910.7 47 71.0127 137177.9 11 71.0366 98072.6 8 72.0444 140554.9 11 72.0807 35967 2 73.0284 12826.4 1 74.06 45156.2 3 79.0178 79506.5 6 80.0495 42025.2 3 81.0335 87015.6 7 82.0651 130702.9 10 83.0127 782809.1 64 84.0444 269130.5 22 86.06 1019904.8 83 94.0652 12328.6 1 95.0127 107558.2 8 97.0285 155970.7 12 97.0523 15054 1 98.0601 5994417 492 99.0077 105123.2 8 100.0757 97238.8 7 101.0234 18137.6 1 102.0552 14446.7 1 107.0128 203462.9 16 107.0489 12245.9 1 108.0446 20316.3 1 109.0285 386569.7 31 110.06 70069.8 5 111.0077 21141.9 1 112.0756 13779.7 1 114.055 33701.6 2 115.0542 173332.4 14 117.0698 112052.2 9 121.0286 33899.9 2 121.0652 20125 1 122.0602 58887.4 4 123.0077 326585.2 26 124.0394 52560.6 4 124.0757 126958 10 125.0234 203077.4 16 126.055 660153.9 54 127.039 69024.8 5 127.0541 185972.3 15 128.0618 38032.3 3 128.0707 194434.2 15 129.0699 281457.2 23 134.0601 38228.2 3 135.0077 147509.4 12 137.0234 423541.5 34 138.0552 18835.2 1 139.0264 80672 6 140.0708 36336.7 2 141.0183 120030 9 141.0699 35188.1 2 145.0649 1533526.9 126 147.044 20082.9 1 147.0804 19397.5 1 150.0551 65791.7 5 151.0027 188398.5 15 151.0631 12659.7 1 152.0341 60988.1 5 152.0707 374374.5 30 153.0183 522807.6 42 154.0499 925897.5 76 155.0339 51587.8 4 155.0492 185189.2 15 155.0602 124570.5 10 155.0855 33702.7 2 156.0656 71986.8 5 157.037 50033.9 4 157.065 211895.5 17 159.0445 15336.2 1 159.0805 162485.5 13 162.0551 15586.1 1 163.0027 40217 3 163.039 69921 5 165.0185 55725.1 4 165.07 116512 9 166.9976 20391.8 1 167.0857 52505.3 4 168.0573 16533 1 169.0132 163798.7 13 169.0649 77551.5 6 170.0812 15608 1 171.0806 88380.9 7 172.0605 302977 24 173.0599 418871 34 174.0676 255365.8 20 175.0754 241639.3 19 177.0699 45192.5 3 178.0502 67071.5 5 178.078 20348.6 1 178.9977 86785.8 7 179.0855 72747.1 5 180.0655 432604.7 35 181.0133 107352.9 8 181.0367 15908.6 1 181.0644 89859.9 7 183.0553 71810.9 5 183.0808 142127.3 11 184.0519 83520.6 6 185.0599 551575.8 45 186.0312 15123.6 1 186.0678 85878.1 7 187.0391 46723.2 3 187.0754 639517.8 52 189.0703 31018.2 2 190.0778 15085 1 191.0855 16832.6 1 193.0647 63903.3 5 194.045 12750.4 1 195.0805 338640 27 196.052 18094.1 1 196.0609 39650.2 3 197.0598 177716.1 14 198.0677 27753.7 2 198.076 147432.3 12 199.0394 15903.7 1 199.0753 188850.2 15 200.0471 97428.9 8 201.0547 12155393 999 203.0705 46454.8 3 205.0648 42949.1 3 206.0447 33885.8 2 207.0808 185844.4 15 208.0606 267132.9 21 209.0595 69399.7 5 210.0678 68718.9 5 211.0392 106686 8 211.0755 1488387.9 122 212.0469 496388.2 40 213.0548 3159752.2 259 214.0625 106505.2 8 215.0703 38543.3 3 217.0134 79112.5 6 217.0496 18701.8 1 217.0649 35801.1 2 218.0577 16572.8 1 219.0656 43455.3 3 219.0803 54932.7 4 220.052 31665.2 2 221.0597 153817.4 12 222.0673 25673.4 2 223.0755 522531.5 42 224.0464 116062.1 9 225.0547 176310.7 14 225.0914 59261.5 4 226.0621 85759.9 7 226.0718 65740.4 5 227.0337 88797.9 7 227.0704 395617.6 32 229.0498 194679.8 15 229.0861 53299.3 4 231.0651 71109.9 5 233.0599 64585.3 5 234.0675 37683.8 3 235.0754 560364.4 46 236.0468 51787.8 4 237.0548 341580.3 28 237.0911 48109.6 3 238.0629 94590.5 7 239.0704 1699080.4 139 240.0418 674508.9 55 241.0496 252612.4 20 241.086 50740.4 4 242.0574 636030.5 52 243.0656 53859.4 4 245.0603 42777.8 3 247.0756 55982.8 4 249.0547 166590.8 13 250.0626 119795.2 9 251.0704 718822.8 59 252.0419 435519.9 35 253.0497 257456.8 21 253.0854 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