ACCESSION: MSBNK-Eawag-EQ340308
RECORD_TITLE: 5-Hydroxy Diclofenac; LC-ESI-QFT; MS2; CE: 150; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 150 (nominal)
AC$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$SPLASH: splash10-014u-0900000000-83a67ea378caddceca05
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.015 C4H2+ 1 50.0151 -1.83
51.0229 C4H3+ 1 51.0229 -0.72
53.0022 C3HO+ 1 53.0022 1.11
53.0387 C4H5+ 1 53.0386 1.95
55.0178 C3H3O+ 1 55.0178 -0.02
61.0072 C5H+ 1 61.0073 -1.58
62.0151 C5H2+ 1 62.0151 -0.83
63.0229 C5H3+ 1 63.0229 -0.26
64.0181 C4H2N+ 1 64.0182 -0.55
65.0386 C5H5+ 1 65.0386 0.05
66.0464 C5H6+ 1 66.0464 -0.18
72.9839 C3H2Cl+ 1 72.984 -0.19
74.015 C6H2+ 1 74.0151 -1.64
75.0229 C6H3+ 1 75.0229 -0.75
76.0307 C6H4+ 1 76.0308 -0.94
77.0385 C6H5+ 1 77.0386 -1.38
78.0464 C6H6+ 1 78.0464 -0.02
79.0543 C6H7+ 1 79.0542 0.42
81.0335 C5H5O+ 1 81.0335 0.6
82.945 CHCl2+ 1 82.945 -0.26
86.0149 C7H2+ 1 86.0151 -2.69
87.0229 C7H3+ 1 87.0229 -0.42
88.0181 C6H2N+ 1 88.0182 -0.63
88.0309 C7H4+ 1 88.0308 1.35
89.0386 C7H5+ 1 89.0386 -0.07
90.0339 C6H4N+ 1 90.0338 1.05
90.0465 C7H6+ 1 90.0464 0.76
91.0543 C7H7+ 1 91.0542 0.48
95.0492 C6H7O+ 2 95.0491 0.2
96.984 C5H2Cl+ 1 96.984 0.78
98.015 C8H2+ 1 98.0151 -1.14
98.9997 C5H4Cl+ 1 98.9996 0.87
99.0229 C8H3+ 1 99.0229 0.14
100.0181 C7H2N+ 1 100.0182 -1.15
100.0307 C8H4+ 1 100.0308 -0.82
101.0386 C8H5+ 1 101.0386 0.13
102.0464 C8H6+ 1 102.0464 -0.21
103.0544 C8H7+ 1 103.0542 1.29
105.0447 C6H5N2+ 1 105.0447 -0.42
106.945 C3HCl2+ 1 106.945 -0.3
107.0491 C7H7O+ 2 107.0491 -0.29
108.9842 C6H2Cl+ 1 108.984 2.44
113.0386 C9H5+ 1 113.0386 0.03
114.0338 C8H4N+ 1 114.0338 0.04
114.0464 C9H6+ 1 114.0464 0.16
115.0543 C9H7+ 1 115.0542 0.38
116.0495 C8H6N+ 1 116.0495 0.04
116.0621 C9H8+ 1 116.0621 0.24
117.0573 C8H7N+ 1 117.0573 -0.09
118.041 C8H6O+ 1 118.0413 -2.42
119.0491 C8H7O+ 2 119.0491 -0.6
120.0445 C7H6NO+ 1 120.0444 0.66
122.0148 C10H2+ 1 122.0151 -2.88
123.0229 C10H3+ 1 123.0229 -0.46
125.0028 C6H4ClN+ 1 125.0027 1.13
125.0386 C10H5+ 1 125.0386 0.27
126.0338 C9H4N+ 1 126.0338 -0.44
126.0465 C10H6+ 1 126.0464 0.62
127.0417 C9H5N+ 1 127.0417 0.23
127.0542 C10H7+ 1 127.0542 -0.37
128.0495 C9H6N+ 1 128.0495 0.11
128.0621 C10H8+ 1 128.0621 0.06
129.0447 C8H5N2+ 1 129.0447 -0.27
129.0574 C9H7N+ 1 129.0573 0.46
130.04 C7H4N3+ 1 130.04 -0.03
132.0445 C8H6NO+ 1 132.0444 0.91
132.057 C9H8O+ 2 132.057 0.1
132.9606 C5H3Cl2+ 1 132.9606 -0.16
134.0606 C8H8NO+ 1 134.06 3.8
137.0387 C11H5+ 1 137.0386 1.05
138.0465 C11H6+ 1 138.0464 0.5
139.0543 C11H7+ 1 139.0542 0.38
140.0495 C10H6N+ 1 140.0495 0.1
140.0616 C11H8+ 1 140.0621 -2.87
141.0332 C10H5O+ 1 141.0335 -2.21
141.0573 C10H7N+ 1 141.0573 0.14
141.0698 C11H9+ 1 141.0699 -0.33
142.065 C10H8N+ 1 142.0651 -1.17
143.0367 C9H5NO+ 1 143.0366 0.66
143.0492 C10H7O+ 2 143.0491 0.13
144.0442 C9H6NO+ 1 144.0444 -1.25
145.0647 C10H9O+ 2 145.0648 -0.7
146.0599 C9H8NO+ 1 146.06 -0.96
149.0154 C9H6Cl+ 1 149.0153 1.18
149.0387 C12H5+ 1 149.0386 0.83
150.0465 C12H6+ 1 150.0464 0.52
151.0418 C11H5N+ 1 151.0417 0.99
151.0543 C12H7+ 1 151.0542 0.22
152.0497 C11H6N+ 1 152.0495 1.8
152.062 C12H8+ 1 152.0621 -0.34
153.0573 C11H7N+ 1 153.0573 0
154.0403 C9H4N3+ 1 154.04 2.12
154.0652 C11H8N+ 1 154.0651 0.22
155.0493 C11H7O+ 2 155.0491 0.77
155.0604 C10H7N2+ 1 155.0604 -0.03
156.0571 C11H8O+ 2 156.057 0.54
157.052 C10H7NO+ 1 157.0522 -1.31
158.0602 C10H8NO+ 1 158.06 0.88
162.0105 C9H5ClN+ 2 162.0105 -0.08
164.0495 C12H6N+ 1 164.0495 0.27
165.0574 C12H7N+ 1 165.0573 0.78
166.0652 C12H8N+ 1 166.0651 0.33
167.073 C12H9N+ 1 167.073 0.18
168.0444 C11H6NO+ 1 168.0444 -0.12
168.0567 C12H8O+ 2 168.057 -1.82
168.0808 C12H10N+ 1 168.0808 -0.03
169.0528 C11H7NO+ 1 169.0522 3.16
169.0647 C12H9O+ 2 169.0648 -0.42
170.0361 C11H6O2+ 2 170.0362 -0.53
170.0601 C11H8NO+ 1 170.06 0.12
173.0153 C11H6Cl+ 1 173.0153 0.38
175.0417 C13H5N+ 1 175.0417 0.23
176.0496 C13H6N+ 1 176.0495 0.59
177.0448 C12H5N2+ 1 177.0447 0.26
177.0573 C13H7N+ 1 177.0573 0.11
178.0652 C13H8N+ 1 178.0651 0.31
179.0607 C12H7N2+ 1 179.0604 1.59
179.0728 C13H9N+ 1 179.073 -0.79
180.0213 C9H7ClNO+ 2 180.0211 1.51
180.0444 C12H6NO+ 1 180.0444 -0.06
182.0598 C12H8NO+ 1 182.06 -1.32
183.068 C12H9NO+ 1 183.0679 0.63
184.0757 C12H10NO+ 1 184.0757 0.22
185.0596 C12H9O2+ 2 185.0597 -0.57
186.0552 C11H8NO2+ 1 186.055 1.48
192.0442 C13H6NO+ 1 192.0444 -0.89
193.0523 C13H7NO+ 1 193.0522 0.54
194.0601 C13H8NO+ 1 194.06 0.41
195.0679 C13H9NO+ 1 195.0679 0.33
196.0757 C13H10NO+ 1 196.0757 -0.1
198.0916 C13H12NO+ 1 198.0913 1.56
200.0262 C12H7ClN+ 1 200.0262 0.18
201.0341 C12H8ClN+ 1 201.034 0.36
202.0417 C12H9ClN+ 1 202.0418 -0.66
204.0557 C13H6N3+ 1 204.0556 0.42
212.0264 C13H7ClN+ 1 212.0262 1.07
213.0339 C13H8ClN+ 1 213.034 -0.27
229.0289 C13H8ClNO+ 1 229.0289 0.03
230.0369 C13H9ClNO+ 1 230.0367 0.88
PK$NUM_PEAK: 139
PK$PEAK: m/z int. rel.int.
50.015 282789 7
51.0229 154214.3 3
53.0022 104896.8 2
53.0387 228007.2 5
55.0178 102814.8 2
61.0072 144500.6 3
62.0151 510407.8 12
63.0229 2080670.4 51
64.0181 137418.7 3
65.0386 1109118.2 27
66.0464 166258.3 4
72.9839 1473423.9 36
74.015 234630.5 5
75.0229 612705.5 15
76.0307 51742.9 1
77.0385 334584.8 8
78.0464 104899.7 2
79.0543 40536.6 1
81.0335 252822.5 6
82.945 514710.8 12
86.0149 121667.8 3
87.0229 638328.7 15
88.0181 256323.8 6
88.0309 255587.9 6
89.0386 3408721.8 84
90.0339 518427.5 12
90.0465 474639.1 11
91.0543 499170.8 12
95.0492 748670.5 18
96.984 245312.8 6
98.015 117420.6 2
98.9997 127912.3 3
99.0229 435137.1 10
100.0181 208909 5
100.0307 49733.8 1
101.0386 116025.1 2
102.0464 420018.8 10
103.0544 61576.6 1
105.0447 414069.9 10
106.945 172128.2 4
107.0491 49594.9 1
108.9842 43366.4 1
113.0386 6966413 172
114.0338 769955.1 19
114.0464 1165499 28
115.0543 6944657.5 172
116.0495 1411528.8 34
116.0621 200540.9 4
117.0573 307626.8 7
118.041 211931.3 5
119.0491 107856.4 2
120.0445 354749.6 8
122.0148 41400.3 1
123.0229 464169.4 11
125.0028 283339.7 7
125.0386 530535.3 13
126.0338 103192 2
126.0465 706855.3 17
127.0417 409886.5 10
127.0542 225302.1 5
128.0495 1348084.2 33
128.0621 273258.2 6
129.0447 376996.1 9
129.0574 52295.6 1
130.04 46455.6 1
132.0445 115896.7 2
132.057 484487 12
132.9606 319919.8 7
134.0606 46897.3 1
137.0387 670874.7 16
138.0465 2039910.4 50
139.0543 40314528 999
140.0495 31665330 784
140.0616 3726334.2 92
141.0332 47938.3 1
141.0573 903248.2 22
141.0698 307642 7
142.065 140618.8 3
143.0367 43167.5 1
143.0492 114561.2 2
144.0442 237373.2 5
145.0647 193152.7 4
146.0599 420356.4 10
149.0154 142431.2 3
149.0387 1413343.5 35
150.0465 1935354.5 47
151.0418 328139.2 8
151.0543 275456.5 6
152.0497 215311.5 5
152.062 316110.8 7
153.0573 172848.4 4
154.0403 138389.2 3
154.0652 917253.9 22
155.0493 131480.3 3
155.0604 420726.2 10
156.0571 438164.6 10
157.052 212274.5 5
158.0602 50955.6 1
162.0105 131155.2 3
164.0495 11510245 285
165.0574 4092189.2 101
166.0652 35182752 871
167.073 31286820 775
168.0444 819993.1 20
168.0567 401263.2 9
168.0808 347848.8 8
169.0528 277112.9 6
169.0647 1068366.4 26
170.0361 156971.6 3
170.0601 301640.8 7
173.0153 41535.6 1
175.0417 1618999.6 40
176.0496 391288.4 9
177.0448 228426.3 5
177.0573 4203502 104
178.0652 1075543 26
179.0607 286921.5 7
179.0728 411050.6 10
180.0213 47602.2 1
180.0444 211842.3 5
182.0598 126867.1 3
183.068 635649.8 15
184.0757 286446.4 7
185.0596 425639.9 10
186.0552 52393.8 1
192.0442 110295.3 2
193.0523 5713275 141
194.0601 3219404.8 79
195.0679 5745679.5 142
196.0757 225973.8 5
198.0916 53109.5 1
200.0262 177741 4
201.0341 2329870.5 57
202.0417 469285.1 11
204.0557 1032833.1 25
212.0264 267479.5 6
213.0339 60788.7 1
229.0289 175555.3 4
230.0369 547184.9 13
//
