ACCESSION: MSBNK-Eawag-EQ340309
RECORD_TITLE: 5-Hydroxy Diclofenac; LC-ESI-QFT; MS2; CE: 180; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 180 (nominal)
AC$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$SPLASH: splash10-029l-2900000000-e58777fd4513b28b8a0b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 -0.03
51.0229 C4H3+ 1 51.0229 0.07
52.0181 C3H2N+ 1 52.0182 -0.49
53.0022 C3HO+ 1 53.0022 -0.21
53.0386 C4H5+ 1 53.0386 0.82
55.0178 C3H3O+ 1 55.0178 -0.2
61.0073 C5H+ 1 61.0073 -0.11
62.0151 C5H2+ 1 62.0151 -0.35
63.0229 C5H3+ 1 63.0229 0.21
64.0181 C4H2N+ 1 64.0182 -0.55
65.0386 C5H5+ 1 65.0386 0.21
66.0464 C5H6+ 1 66.0464 -0.63
72.9839 C3H2Cl+ 1 72.984 -0.19
74.0151 C6H2+ 1 74.0151 -0.43
75.0229 C6H3+ 1 75.0229 -0.49
76.0307 C6H4+ 1 76.0308 -0.41
77.0022 C5HO+ 1 77.0022 -0.27
77.0386 C6H5+ 1 77.0386 -0.35
78.0464 C6H6+ 1 78.0464 -0.41
79.0543 C6H7+ 1 79.0542 0.93
81.0335 C5H5O+ 1 81.0335 -0.39
82.945 CHCl2+ 1 82.945 -0.26
86.0151 C7H2+ 1 86.0151 -0.37
87.023 C7H3+ 1 87.0229 0.38
88.0182 C6H2N+ 1 88.0182 0.39
88.0307 C7H4+ 1 88.0308 -0.02
89.0386 C7H5+ 1 89.0386 0.04
90.0339 C6H4N+ 1 90.0338 0.49
90.0465 C7H6+ 1 90.0464 0.76
91.0543 C7H7+ 1 91.0542 0.48
94.0413 C6H6O+ 2 94.0413 0.25
95.0492 C6H7O+ 2 95.0491 0.41
96.9841 C5H2Cl+ 1 96.984 1.3
98.0151 C8H2+ 1 98.0151 0.39
99.0229 C8H3+ 1 99.0229 0.14
100.0182 C7H2N+ 1 100.0182 -0.15
100.0307 C8H4+ 1 100.0308 -0.22
101.0386 C8H5+ 1 101.0386 0.53
102.0464 C8H6+ 1 102.0464 0.18
104.0493 C7H6N+ 1 104.0495 -1.5
105.0448 C6H5N2+ 1 105.0447 0.53
106.945 C3HCl2+ 1 106.945 0.17
108.9842 C6H2Cl+ 1 108.984 2.44
112.0182 C8H2N+ 1 112.0182 0.31
112.0308 C9H4+ 1 112.0308 0.34
113.0386 C9H5+ 1 113.0386 0.12
114.0339 C8H4N+ 1 114.0338 0.65
114.0464 C9H6+ 1 114.0464 0.16
115.0543 C9H7+ 1 115.0542 0.38
116.0495 C8H6N+ 1 116.0495 0.12
117.0572 C8H7N+ 1 117.0573 -0.77
118.0412 C8H6O+ 2 118.0413 -0.82
119.0492 C8H7O+ 2 119.0491 0.66
120.0443 C7H6NO+ 1 120.0444 -1.17
122.0151 C10H2+ 1 122.0151 -0.09
123.0229 C10H3+ 1 123.0229 -0.3
124.0183 C9H2N+ 1 124.0182 1.17
125.0027 C6H4ClN+ 2 125.0027 0.33
125.0386 C10H5+ 1 125.0386 -0.13
126.0337 C9H4N+ 1 126.0338 -0.76
126.0465 C10H6+ 1 126.0464 0.54
127.0417 C9H5N+ 1 127.0417 0.31
127.0541 C10H7+ 1 127.0542 -0.84
128.0494 C9H6N+ 1 128.0495 -0.28
128.0621 C10H8+ 1 128.0621 0.06
129.0447 C8H5N2+ 1 129.0447 0.12
129.0573 C9H7N+ 1 129.0573 -0.39
130.04 C7H4N3+ 1 130.04 0.05
131.0494 C9H7O+ 2 131.0491 1.82
132.0445 C8H6NO+ 1 132.0444 1.06
132.057 C9H8O+ 2 132.057 0.33
132.9606 C5H3Cl2+ 1 132.9606 -0.09
134.0601 C8H8NO+ 1 134.06 0.3
137.0387 C11H5+ 1 137.0386 0.68
138.0464 C11H6+ 1 138.0464 0.35
139.0543 C11H7+ 1 139.0542 0.31
140.0495 C10H6N+ 1 140.0495 0.03
141.0334 C10H5O+ 2 141.0335 -1
141.0574 C10H7N+ 1 141.0573 0.35
141.0698 C11H9+ 1 141.0699 -0.61
143.0364 C9H5NO+ 1 143.0366 -1.15
143.0491 C10H7O+ 2 143.0491 -0.01
144.0444 C9H6NO+ 1 144.0444 0.14
145.0649 C10H9O+ 2 145.0648 0.68
146.0598 C9H8NO+ 1 146.06 -1.65
149.0386 C12H5+ 1 149.0386 -0.11
150.0465 C12H6+ 1 150.0464 0.39
151.0417 C11H5N+ 1 151.0417 0.46
151.0541 C12H7+ 1 151.0542 -0.57
152.0495 C11H6N+ 1 152.0495 0.09
152.0618 C12H8+ 1 152.0621 -1.66
153.0574 C11H7N+ 1 153.0573 0.78
154.0403 C9H4N3+ 1 154.04 2.31
154.0653 C11H8N+ 1 154.0651 1
155.0605 C10H7N2+ 1 155.0604 0.74
156.057 C11H8O+ 2 156.057 0.41
157.0522 C10H7NO+ 1 157.0522 -0.35
158.0602 C10H8NO+ 1 158.06 0.95
162.0108 C9H5ClN+ 1 162.0105 2.08
164.0495 C12H6N+ 1 164.0495 0.21
165.0574 C12H7N+ 1 165.0573 0.6
166.0652 C12H8N+ 1 166.0651 0.33
167.073 C12H9N+ 1 167.073 0.18
168.0443 C11H6NO+ 1 168.0444 -0.54
168.057 C12H8O+ 2 168.057 -0.04
169.0529 C11H7NO+ 1 169.0522 3.99
169.0648 C12H9O+ 2 169.0648 0.17
170.0362 C11H6O2+ 2 170.0362 -0.36
170.0602 C11H8NO+ 1 170.06 0.76
173.015 C11H6Cl+ 1 173.0153 -1.24
175.0417 C13H5N+ 1 175.0417 0.45
176.0495 C13H6N+ 1 176.0495 -0.09
177.0445 C12H5N2+ 1 177.0447 -1.27
177.0573 C13H7N+ 1 177.0573 0
178.0652 C13H8N+ 1 178.0651 0.53
179.0606 C12H7N2+ 1 179.0604 1.43
183.0679 C12H9NO+ 1 183.0679 0.13
184.0754 C12H10NO+ 1 184.0757 -1.79
185.0597 C12H9O2+ 2 185.0597 -0.14
193.0523 C13H7NO+ 1 193.0522 0.23
194.0602 C13H8NO+ 1 194.06 1.03
195.0681 C13H9NO+ 1 195.0679 1.15
198.0913 C13H12NO+ 1 198.0913 -0.05
200.0261 C12H7ClN+ 1 200.0262 -0.27
201.034 C12H8ClN+ 1 201.034 0.16
204.0556 C13H6N3+ 1 204.0556 -0.31
PK$NUM_PEAK: 127
PK$PEAK: m/z int. rel.int.
50.0151 535046.1 14
51.0229 362329.5 9
52.0181 52506.7 1
53.0022 281638.7 7
53.0386 328142.4 8
55.0178 151651.2 4
61.0073 524621.2 13
62.0151 1456747 38
63.0229 7519384.5 199
64.0181 408060.3 10
65.0386 3081817.8 81
66.0464 207964.8 5
72.9839 1669626.4 44
74.0151 1150417.8 30
75.0229 2304062 61
76.0307 500862.3 13
77.0022 112446.8 2
77.0386 659349.9 17
78.0464 214819.1 5
79.0543 58470.7 1
81.0335 235681 6
82.945 643161 17
86.0151 668966.3 17
87.023 3227997.8 85
88.0182 1005356.5 26
88.0307 1265035.9 33
89.0386 9656419 256
90.0339 721619.4 19
90.0465 811219.4 21
91.0543 740624.1 19
94.0413 52778.8 1
95.0492 1197849.5 31
96.9841 235483.4 6
98.0151 750019.4 19
99.0229 1573980.4 41
100.0182 563584.5 14
100.0307 319294 8
101.0386 335638.9 8
102.0464 844232.5 22
104.0493 50416.5 1
105.0448 626163.9 16
106.945 252946.2 6
108.9842 60553.5 1
112.0182 124885.6 3
112.0308 212428.9 5
113.0386 15036476 398
114.0339 2382211.2 63
114.0464 1457801.8 38
115.0543 7694169.5 204
116.0495 1543389 40
117.0572 398957.7 10
118.0412 242698.9 6
119.0492 259478.7 6
120.0443 189906.2 5
122.0151 289533 7
123.0229 1090019.4 28
124.0183 226033.9 5
125.0027 59343.7 1
125.0386 484710.9 12
126.0337 111399.4 2
126.0465 1172995.5 31
127.0417 698075 18
127.0541 333557.8 8
128.0494 1218251 32
128.0621 169248.8 4
129.0447 735244.8 19
129.0573 93715.4 2
130.04 121195.2 3
131.0494 46523.3 1
132.0445 215760.4 5
132.057 641673.4 17
132.9606 62367.5 1
134.0601 47160.7 1
137.0387 3327486 88
138.0341 529116 14
138.0464 2824239.2 74
139.0543 37651296 999
140.0495 27878262 739
141.0334 45172.1 1
141.0574 419511.1 11
141.0698 120705 3
143.0364 38343.5 1
143.0491 121379.8 3
144.0444 120693.6 3
145.0649 179690.4 4
146.0598 244414.9 6
149.0386 794249.8 21
150.0465 3268212.8 86
151.0417 485847.7 12
151.0541 135185.1 3
152.0495 171054.5 4
152.0618 186759.4 4
153.0574 132163 3
154.0403 47514.8 1
154.0653 239349.8 6
155.0605 357205.3 9
156.057 446146.7 11
157.0522 376868 9
158.0602 100925.7 2
162.0108 51009.6 1
164.0495 15501628 411
165.0574 2646445.8 70
166.0652 17067306 452
167.073 5187254.5 137
168.0443 257719.3 6
168.057 104701 2
169.0529 78702 2
169.0648 679129.8 18
170.0362 364441.2 9
170.0602 125305.7 3
173.015 58401.9 1
175.0417 1610548.1 42
176.0495 286128.5 7
177.0445 110267.3 2
177.0573 1720972.4 45
178.0652 388342.8 10
179.0606 217410.4 5
183.0679 232146.9 6
184.0754 174497.2 4
185.0597 175652.8 4
193.0523 925246.7 24
194.0602 705894 18
195.0681 279168.7 7
198.0913 42091.9 1
200.0261 63958.2 1
201.034 331783.8 8
204.0556 288032.3 7
//
