ACCESSION: MSBNK-Eawag-EQ340307
RECORD_TITLE: 5-Hydroxy Diclofenac; LC-ESI-QFT; MS2; CE: 120; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Beck B, Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3403

CH$NAME: 5-Hydroxy Diclofenac
CH$NAME: 5-hydroxydiclofenac
CH$NAME: 2-[2-(2,6-dichloroanilino)-5-hydroxyphenyl]acetic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₄H₁₁Cl₂NO₃
CH$EXACT_MASS: 311.01160
CH$SMILES: C1=CC(=C(C(=C1)Cl)NC2=C(C=C(C=C2)O)CC(=O)O)Cl
CH$IUPAC: InChI=1S/C14H11Cl2NO3/c15-10-2-1-3-11(16)14(10)17-12-5-4-9(18)6-8(12)7-13(19)20/h1-6,17-18H,7H2,(H,19,20)
CH$LINK: CAS 69002-84-2
CH$LINK: CHEBI 59612
CH$LINK: PUBCHEM CID:3052566
CH$LINK: INCHIKEY VNQURRWYKFZKJZ-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 2314362
CH$LINK: COMPTOX DTXSID00219059

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$MASS_SPECTROMETRY: COLLISION_ENERGY 120 (nominal)
AC$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 10.3 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 312.0187
MS$FOCUSED_ION: PRECURSOR_M/Z 312.0189
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$SPLASH: splash10-014i-0910000000-ebb2e1075d7b01efff27
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  62.015 C5H2+ 1 62.0151 -1.48
  63.0227 C5H3+ 1 63.0229 -2.96
  65.0385 C5H5+ 1 65.0386 -0.87
  72.9839 C3H2Cl+ 1 72.984 -0.06
  75.0229 C6H3+ 1 75.0229 -0.89
  79.0542 C6H7+ 1 79.0542 -0.59
  81.0335 C5H5O+ 1 81.0335 0.23
  82.945 CHCl2+ 1 82.945 0.7
  87.0228 C7H3+ 1 87.0229 -1.22
  89.0386 C7H5+ 1 89.0386 -0.07
  90.0339 C6H4N+ 1 90.0338 0.49
  91.0542 C7H7+ 1 91.0542 -0.07
  95.0491 C6H7O+ 1 95.0491 -0.01
  96.984 C5H2Cl+ 1 96.984 0.37
  98.9995 C5H4Cl+ 1 98.9996 -0.95
  105.0448 C6H5N2+ 1 105.0447 0.43
  106.9451 C3HCl2+ 1 106.945 1.11
  107.0491 C7H7O+ 1 107.0491 -0.48
  108.984 C6H2Cl+ 1 108.984 0.24
  113.0386 C9H5+ 1 113.0386 -0.24
  114.0463 C9H6+ 1 114.0464 -1.07
  115.0542 C9H7+ 1 115.0542 0.2
  116.0495 C8H6N+ 1 116.0495 0.21
  116.062 C9H8+ 1 116.0621 -0.45
  120.0443 C7H6NO+ 1 120.0444 -0.59
  123.9951 C6H3ClN+ 1 123.9949 2.39
  125.0028 C6H4ClN+ 2 125.0027 0.73
  126.0464 C10H6+ 1 126.0464 -0.33
  127.0416 C9H5N+ 1 127.0417 -0.63
  127.0541 C10H7+ 1 127.0542 -0.76
  128.0495 C9H6N+ 1 128.0495 0.19
  128.0621 C10H8+ 1 128.0621 0.06
  129.0574 C9H7N+ 1 129.0573 0.54
  132.0571 C9H8O+ 2 132.057 0.79
  132.9607 C5H3Cl2+ 1 132.9606 0.29
  138.0464 C11H6+ 1 138.0464 0.28
  139.0543 C11H7+ 1 139.0542 0.38
  140.0495 C10H6N+ 1 140.0495 0.1
  141.0574 C10H7N+ 1 141.0573 0.35
  141.0697 C11H9+ 1 141.0699 -1.32
  142.0652 C10H8N+ 1 142.0651 0.45
  143.0493 C10H7O+ 2 143.0491 1.04
  144.0444 C9H6NO+ 1 144.0444 0.35
  146.06 C9H8NO+ 1 146.06 -0.14
  149.0151 C9H6Cl+ 1 149.0153 -0.97
  149.0386 C12H5+ 1 149.0386 0.36
  150.0467 C12H6+ 1 150.0464 1.92
  151.0542 C12H7+ 1 151.0542 -0.04
  152.0621 C12H8+ 1 152.0621 0.05
  154.0652 C11H8N+ 1 154.0651 0.35
  155.0602 C10H7N2+ 1 155.0604 -1.19
  155.073 C11H9N+ 1 155.073 0.32
  162.0105 C9H5ClN+ 2 162.0105 -0.21
  162.0549 C9H8NO2+ 1 162.055 -0.09
  164.0495 C12H6N+ 1 164.0495 0.39
  165.0574 C12H7N+ 1 165.0573 0.78
  166.0652 C12H8N+ 1 166.0651 0.51
  167.073 C12H9N+ 1 167.073 0.12
  168.0444 C11H6NO+ 1 168.0444 0.06
  168.0565 C12H8O+ 1 168.057 -2.66
  168.0808 C12H10N+ 1 168.0808 0.2
  169.0523 C11H7NO+ 1 169.0522 0.38
  169.0648 C12H9O+ 2 169.0648 0.29
  170.0597 C11H8NO+ 1 170.06 -1.77
  171.0551 C10H7N2O+ 2 171.0553 -0.87
  175.0415 C13H5N+ 1 175.0417 -1.03
  176.0494 C13H6N+ 1 176.0495 -0.6
  177.0573 C13H7N+ 1 177.0573 0.11
  178.0651 C13H8N+ 1 178.0651 -0.03
  179.0608 C12H7N2+ 1 179.0604 2.43
  179.0729 C13H9N+ 1 179.073 -0.39
  180.0213 C9H7ClNO+ 2 180.0211 1.29
  180.0444 C12H6NO+ 1 180.0444 -0.06
  182.0601 C12H8NO+ 1 182.06 0.6
  183.0681 C12H9NO+ 1 183.0679 1.45
  184.0758 C12H10NO+ 1 184.0757 0.7
  185.0597 C12H9O2+ 2 185.0597 0.02
  186.055 C11H8NO2+ 1 186.055 0.24
  193.0524 C13H7NO+ 1 193.0522 0.8
  194.0602 C13H8NO+ 1 194.06 0.67
  195.0679 C13H9NO+ 1 195.0679 0.33
  196.0757 C13H10NO+ 1 196.0757 -0.1
  200.0265 C12H7ClN+ 1 200.0262 1.78
  201.034 C12H8ClN+ 1 201.034 0.16
  202.0418 C12H9ClN+ 1 202.0418 0.08
  204.0557 C13H6N3+ 1 204.0556 0.47
  212.0263 C13H7ClN+ 1 212.0262 0.69
  212.07 C13H10NO2+ 1 212.0706 -2.76
  213.0337 C13H8ClN+ 1 213.034 -1.35
  214.0418 C13H9ClN+ 1 214.0418 -0.06
  226.0863 C14H12NO2+ 1 226.0863 0.33
  229.0291 C13H8ClNO+ 1 229.0289 0.73
  230.0369 C13H9ClNO+ 1 230.0367 0.62
PK$NUM_PEAK: 93
PK$PEAK: m/z int. rel.int.
  62.015 57864.4 1
  63.0227 310327.4 5
  65.0385 233308 4
  72.9839 655160.2 11
  75.0229 119734.3 2
  79.0542 62482.1 1
  81.0335 62709.8 1
  82.945 289907.7 5
  87.0228 58818.3 1
  89.0386 331790.9 5
  90.0339 273015.9 4
  91.0542 198737 3
  95.0491 225924.5 3
  96.984 113282.5 1
  98.9995 227939.9 4
  105.0448 133914.9 2
  106.9451 161311.7 2
  107.0491 137068.5 2
  108.984 108671.1 1
  113.0386 626214.8 11
  114.0463 185757.5 3
  115.0542 3034321.2 53
  116.0495 501361.3 8
  116.062 61215.5 1
  120.0443 299617.3 5
  123.9951 105636.5 1
  125.0028 486735.2 8
  126.0464 120664.8 2
  127.0416 114805.7 2
  127.0541 115675.7 2
  128.0495 486540.9 8
  128.0621 111417.3 1
  129.0574 58578.1 1
  132.0571 59422.4 1
  132.9607 788200.6 13
  138.0464 271433.6 4
  139.0543 23863294 419
  140.0495 18652678 327
  141.0574 490404.8 8
  141.0697 187928.4 3
  142.0652 121197.9 2
  143.0493 105132 1
  144.0444 160743.7 2
  146.06 138378.7 2
  149.0151 123738.3 2
  149.0386 399539.7 7
  150.0467 291871.1 5
  151.0542 213424.4 3
  152.0621 122870.2 2
  154.0652 1048186 18
  155.0602 63265.7 1
  155.073 114782 2
  162.0105 232611 4
  162.0549 112373.1 1
  164.0495 2173183.8 38
  165.0574 2253398 39
  166.0652 27663624 486
  167.073 56827192 999
  168.0444 862010.5 15
  168.0565 454709.5 7
  168.0808 1190552.5 20
  169.0523 109714.9 1
  169.0648 807766.8 14
  170.0597 270191.5 4
  171.0551 66625.8 1
  175.0415 305912.7 5
  176.0494 606176.8 10
  177.0573 3256405.5 57
  178.0651 1001328 17
  179.0608 353121 6
  179.0729 1123226.2 19
  180.0213 58512.5 1
  180.0444 268483.2 4
  182.0601 254004.8 4
  183.0681 464104.8 8
  184.0758 405094 7
  185.0597 577858.9 10
  186.055 142177.5 2
  193.0524 8016220.5 140
  194.0602 15558469 273
  195.0679 38649708 679
  196.0757 1298628.4 22
  200.0265 218280.8 3
  201.034 5836095.5 102
  202.0418 8540131 150
  204.0557 1655485.2 29
  212.0263 1262585.1 22
  212.07 209703.4 3
  213.0337 191604.6 3
  214.0418 906900.8 15
  226.0863 180642.2 3
  229.0291 710066.8 12
  230.0369 22818894 401
//