ACCESSION: MSBNK-Eawag-EQ334906
RECORD_TITLE: Repaglinide; LC-ESI-QFT; MS2; CE: 90; 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 3349
CH$NAME: Repaglinide
CH$NAME: 2-ethoxy-4-[2-[[3-methyl-1-(2-piperidin-1-ylphenyl)butyl]amino]-2-oxoethyl]benzoic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C27H36N2O4
CH$EXACT_MASS: 452.26751
CH$SMILES: CCOC1=C(C=CC(=C1)CC(=O)NC(CC(C)C)C2=CC=CC=C2N3CCCCC3)C(=O)O
CH$IUPAC: InChI=1S/C27H36N2O4/c1-4-33-25-17-20(12-13-22(25)27(31)32)18-26(30)28-23(16-19(2)3)21-10-6-7-11-24(21)29-14-8-5-9-15-29/h6-7,10-13,17,19,23H,4-5,8-9,14-16,18H2,1-3H3,(H,28,30)(H,31,32)
CH$LINK: PUBCHEM
CID:4547
CH$LINK: INCHIKEY
FAEKWTJYAYMJKF-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
4388
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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 (nominal)
AC$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 9.7 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 453.2744
MS$FOCUSED_ION: PRECURSOR_M/Z 453.2748
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$SPLASH: splash10-06ec-1900000000-e1e296c5f649148a8a6b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.015 C4H2+ 1 50.0151 -1.23
51.0228 C4H3+ 1 51.0229 -2.87
52.0183 C3H2N+ 1 52.0182 2.01
53.0022 C3HO+ 1 53.0022 0.36
53.0386 C4H5+ 1 53.0386 0.25
53.9975 C2NO+ 1 53.9974 1.11
54.0338 C3H4N+ 1 54.0338 -0.1
55.0543 C4H7+ 1 55.0542 0.42
56.0495 C3H6N+ 1 56.0495 0.61
57.0699 C4H9+ 1 57.0699 0.06
63.0227 C5H3+ 1 63.0229 -3.75
65.0386 C5H5+ 1 65.0386 -0.1
67.0416 C4H5N+ 1 67.0417 -1.2
67.0542 C5H7+ 1 67.0542 -0.4
67.9892 C3O2+ 1 67.9893 -1.04
68.0494 C4H6N+ 1 68.0495 -1.55
69.0699 C5H9+ 1 69.0699 0.05
70.0651 C4H8N+ 1 70.0651 -0.51
77.0384 C6H5+ 1 77.0386 -1.64
78.0464 C6H6+ 1 78.0464 -0.15
79.0542 C6H7+ 1 79.0542 0.04
80.0495 C5H6N+ 1 80.0495 -0.2
81.0699 C6H9+ 1 81.0699 0.04
82.0651 C5H8N+ 1 82.0651 -0.31
84.0808 C5H10N+ 1 84.0808 0.29
86.0964 C5H12N+ 1 86.0964 -0.07
89.0385 C7H5+ 1 89.0386 -1.08
90.0464 C7H6+ 1 90.0464 0.43
91.0543 C7H7+ 1 91.0542 0.48
92.0496 C6H6N+ 1 92.0495 1.57
92.0622 C7H8+ 1 92.0621 1.29
93.0573 C6H7N+ 1 93.0573 0.42
93.07 C7H9+ 1 93.0699 1.54
94.0652 C6H8N+ 1 94.0651 0.47
95.0492 C6H7O+ 1 95.0491 0.51
95.0856 C7H11+ 1 95.0855 0.88
101.0383 C8H5+ 1 101.0386 -2.24
103.0543 C8H7+ 1 103.0542 0.52
104.0495 C7H6N+ 1 104.0495 0.33
104.0622 C8H8+ 1 104.0621 1.04
105.0336 C7H5O+ 1 105.0335 0.66
105.0447 C6H5N2+ 1 105.0447 0.24
105.0699 C8H9+ 1 105.0699 0.51
106.0652 C7H8N+ 1 106.0651 0.42
107.0493 C7H7O+ 1 107.0491 1.02
107.073 C7H9N+ 1 107.073 -0.01
108.0808 C7H10N+ 1 108.0808 0.13
109.065 C7H9O+ 1 109.0648 1.55
115.0543 C9H7+ 1 115.0542 0.38
116.0496 C8H6N+ 1 116.0495 1.42
116.062 C9H8+ 1 116.0621 -0.45
117.0573 C8H7N+ 1 117.0573 0.42
117.0697 C9H9+ 1 117.0699 -1.42
118.0651 C8H8N+ 1 118.0651 0.12
119.0605 C7H7N2+ 1 119.0604 0.63
119.073 C8H9N+ 1 119.073 0.16
119.0854 C9H11+ 1 119.0855 -0.98
120.0808 C8H10N+ 1 120.0808 0.37
123.0441 C7H7O2+ 1 123.0441 0.11
128.0494 C9H6N+ 1 128.0495 -0.51
128.0622 C10H8+ 1 128.0621 0.77
129.057 C9H7N+ 1 129.0573 -2.25
129.0698 C10H9+ 1 129.0699 -0.28
130.0652 C9H8N+ 1 130.0651 0.73
131.073 C9H9N+ 1 131.073 0.53
132.0808 C9H10N+ 1 132.0808 0.26
133.0648 C9H9O+ 1 133.0648 -0.09
133.0887 C9H11N+ 1 133.0886 0.9
134.0964 C9H12N+ 1 134.0964 -0.04
141.0702 C11H9+ 1 141.0699 2.5
142.065 C10H8N+ 1 142.0651 -0.88
142.0777 C11H10+ 1 142.0777 0.27
143.073 C10H9N+ 1 143.073 0.27
144.0809 C10H10N+ 1 144.0808 0.65
145.0887 C10H11N+ 1 145.0886 0.34
146.0965 C10H12N+ 1 146.0964 0.37
151.0389 C8H7O3+ 1 151.039 -0.27
155.0605 C10H7N2+ 1 155.0604 0.49
156.0808 C11H10N+ 1 156.0808 0.28
157.0886 C11H11N+ 1 157.0886 0
158.0965 C11H12N+ 1 158.0964 0.6
159.1043 C11H13N+ 1 159.1043 0.37
160.1121 C11H14N+ 1 160.1121 0.09
161.0233 C9H5O3+ 1 161.0233 -0.13
161.12 C11H15N+ 1 161.1199 0.43
162.1278 C11H16N+ 1 162.1277 0.33
168.0808 C12H10N+ 1 168.0808 0.03
170.0962 C12H12N+ 1 170.0964 -1.27
171.1043 C12H13N+ 1 171.1043 0.4
172.1121 C12H14N+ 1 172.1121 0.26
173.1201 C12H15N+ 1 173.1199 1.03
174.1278 C12H16N+ 1 174.1277 0.48
179.0702 C10H11O3+ 1 179.0703 -0.56
184.1121 C13H14N+ 1 184.1121 0.08
185.12 C13H15N+ 1 185.1199 0.37
186.1278 C13H16N+ 1 186.1277 0.4
187.1357 C13H17N+ 1 187.1356 0.96
188.1434 C13H18N+ 1 188.1434 0.23
200.1431 C14H18N+ 1 200.1434 -1.18
202.1588 C14H20N+ 1 202.159 -1.17
214.1592 C15H20N+ 1 214.159 1
230.1904 C16H24N+ 1 230.1903 0.49
PK$NUM_PEAK: 102
PK$PEAK: m/z int. rel.int.
50.015 228770.1 2
51.0228 308144.3 2
52.0183 125557.7 1
53.0022 1438280 13
53.0386 585826.7 5
53.9975 130906.3 1
54.0338 237782.3 2
55.0543 4661697 42
56.0495 246734.1 2
57.0699 1480549.8 13
63.0227 383605.7 3
65.0386 4273001 38
67.0416 195061.5 1
67.0542 3039659.2 27
67.9892 242304.2 2
68.0494 130995.7 1
69.0699 5256088.5 47
70.0651 118843.6 1
77.0384 2514568 22
78.0464 182355.4 1
79.0542 4990800.5 45
80.0495 522251.8 4
81.0699 138779.7 1
82.0651 956356.7 8
84.0808 667322.1 6
86.0964 10682682 96
89.0385 824752.2 7
90.0464 547679 4
91.0543 56759664 513
92.0496 152578 1
92.0622 454352.5 4
93.0573 1747072.1 15
93.07 933291.2 8
94.0652 1861506.9 16
95.0492 2942074.8 26
95.0856 192455.2 1
101.0383 139093.4 1
103.0543 2501753.5 22
104.0495 2423277 21
104.0622 942573.8 8
105.0336 12032988 108
105.0447 1537501.4 13
105.0699 6825842.5 61
106.0652 44774240 405
107.0493 1679274.5 15
107.073 699238.2 6
108.0808 809483.9 7
109.065 2180606.2 19
115.0543 3524477 31
116.0496 521318.1 4
116.062 592878.7 5
117.0573 52804804 478
117.0697 2875255.5 26
118.0651 108156656 979
119.0605 1759176.2 15
119.073 1987178.1 17
119.0854 536126.9 4
120.0808 17539872 158
123.0441 2439250.8 22
128.0494 524385.1 4
128.0622 1633147 14
129.057 222589.5 2
129.0698 3587206.8 32
130.0652 97383720 881
131.073 61341184 555
132.0808 40250308 364
133.0648 225948.9 2
133.0887 1750337.2 15
134.0964 791857.2 7
141.0702 222233.2 2
142.065 156303.6 1
142.0777 918229.1 8
143.073 5264352 47
144.0809 83468384 755
145.0887 13990110 126
146.0965 66700892 603
151.0389 259632.4 2
155.0605 596155.9 5
156.0808 1105340.6 10
157.0886 2765686.2 25
158.0965 49810648 450
159.1043 14128433 127
160.1121 5678948 51
161.0233 1290442.9 11
161.12 200699.5 1
162.1278 6320298 57
168.0808 166321.7 1
170.0962 1917498.8 17
171.1043 1433774.1 12
172.1121 110356368 999
173.1201 2335480 21
174.1278 36908748 334
179.0702 491535 4
184.1121 2157323.5 19
185.12 178783 1
186.1278 17850662 161
187.1357 474596.1 4
188.1434 822147.8 7
200.1431 851394.2 7
202.1588 887869 8
214.1592 676579.3 6
230.1904 5759325 52
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