ACCESSION: MSBNK-Eawag-EQ334905
RECORD_TITLE: Repaglinide; LC-ESI-QFT; MS2; CE: 75; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 (nominal)
AC$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$SPLASH: splash10-00ea-0900000000-aebc238ce38965aedd92
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
51.0228 C4H3+ 1 51.0229 -1.5
53.0023 C3HO+ 1 53.0022 1.49
53.0386 C4H5+ 1 53.0386 -0.5
55.0542 C4H7+ 1 55.0542 0.24
56.0496 C3H6N+ 1 56.0495 1.86
57.0699 C4H9+ 1 57.0699 0.06
65.0385 C5H5+ 1 65.0386 -0.56
67.0542 C5H7+ 1 67.0542 0.2
67.9893 C3O2+ 1 67.9893 -0.01
68.0496 C4H6N+ 1 68.0495 1.53
69.0699 C5H9+ 1 69.0699 -0.24
71.0856 C5H11+ 1 71.0855 0.89
77.0384 C6H5+ 1 77.0386 -2.42
79.0543 C6H7+ 1 79.0542 0.55
80.0495 C5H6N+ 1 80.0495 0.18
81.0698 C6H9+ 1 81.0699 -0.58
82.0651 C5H8N+ 1 82.0651 0.05
84.0808 C5H10N+ 1 84.0808 0.41
86.0964 C5H12N+ 1 86.0964 -0.07
89.0384 C7H5+ 1 89.0386 -1.42
90.0464 C7H6+ 1 90.0464 -0.13
91.0542 C7H7+ 1 91.0542 0.26
92.0621 C7H8+ 1 92.0621 0.63
93.0573 C6H7N+ 1 93.0573 0.1
93.0699 C7H9+ 1 93.0699 0.57
94.0652 C6H8N+ 1 94.0651 0.58
95.0491 C6H7O+ 1 95.0491 0.09
95.0856 C7H11+ 1 95.0855 0.56
103.0543 C8H7+ 1 103.0542 0.32
104.0494 C7H6N+ 1 104.0495 -0.25
104.0621 C8H8+ 1 104.0621 0.46
105.0335 C7H5O+ 1 105.0335 0.46
105.07 C8H9+ 1 105.0699 0.79
106.0652 C7H8N+ 1 106.0651 0.23
107.0491 C7H7O+ 1 107.0491 -0.01
107.0729 C7H9N+ 1 107.073 -0.47
108.0807 C7H10N+ 1 108.0808 -0.33
109.065 C7H9O+ 1 109.0648 1.55
115.0544 C9H7+ 1 115.0542 1.85
117.0573 C8H7N+ 1 117.0573 0.34
117.0698 C9H9+ 1 117.0699 -0.83
118.0651 C8H8N+ 1 118.0651 0.04
119.0605 C7H7N2+ 1 119.0604 0.8
119.0729 C8H9N+ 1 119.073 -0.17
119.0855 C9H11+ 1 119.0855 0.03
120.0808 C8H10N+ 1 120.0808 0.37
123.044 C7H7O2+ 1 123.0441 -0.13
128.0622 C10H8+ 1 128.0621 1.24
129.0699 C10H9+ 1 129.0699 -0.05
130.0652 C9H8N+ 1 130.0651 0.57
131.073 C9H9N+ 1 131.073 0.38
132.0808 C9H10N+ 1 132.0808 0.26
133.0649 C9H9O+ 1 133.0648 0.82
133.0886 C9H11N+ 1 133.0886 0.29
134.0965 C9H12N+ 1 134.0964 0.55
135.0441 C8H7O2+ 1 135.0441 0.03
142.0777 C11H10+ 1 142.0777 0.13
143.0729 C10H9N+ 1 143.073 -0.35
144.0809 C10H10N+ 1 144.0808 0.65
145.0887 C10H11N+ 1 145.0886 0.41
146.0965 C10H12N+ 1 146.0964 0.23
151.039 C8H7O3+ 1 151.039 0.33
156.0809 C11H10N+ 1 156.0808 0.86
157.0885 C11H11N+ 1 157.0886 -0.45
158.0965 C11H12N+ 1 158.0964 0.41
159.1043 C11H13N+ 1 159.1043 0.37
160.1121 C11H14N+ 1 160.1121 0.28
161.0234 C9H5O3+ 1 161.0233 0.37
161.0598 C10H9O2+ 1 161.0597 0.77
161.1201 C11H15N+ 1 161.1199 1.05
162.1277 C11H16N+ 1 162.1277 0.09
170.0963 C12H12N+ 1 170.0964 -0.74
171.1042 C12H13N+ 1 171.1043 -0.53
172.1121 C12H14N+ 1 172.1121 0.26
173.12 C12H15N+ 1 173.1199 0.46
174.1278 C12H16N+ 1 174.1277 0.37
179.0704 C10H11O3+ 1 179.0703 0.72
184.112 C13H14N+ 1 184.1121 -0.3
186.1278 C13H16N+ 1 186.1277 0.29
187.1357 C13H17N+ 1 187.1356 0.9
188.1434 C13H18N+ 1 188.1434 0.23
189.0552 C11H9O3+ 1 189.0546 2.96
200.1434 C14H18N+ 1 200.1434 0.12
202.159 C14H20N+ 1 202.159 -0.03
214.1588 C15H20N+ 1 214.159 -1.06
215.1677 C15H21N+ 1 215.1669 3.99
228.1748 C16H22N+ 1 228.1747 0.46
230.1904 C16H24N+ 1 230.1903 0.49
PK$NUM_PEAK: 88
PK$PEAK: m/z int. rel.int.
51.0228 436403.3 2
53.0023 1090607.2 7
53.0386 498920.8 3
55.0542 4269830.5 28
56.0496 199068 1
57.0699 2226046.8 15
65.0385 1832384.6 12
67.0542 3232084.8 21
67.9893 267471.5 1
68.0496 175449 1
69.0699 8340191 56
71.0856 209790.1 1
77.0384 976343.4 6
79.0543 2535243.2 17
80.0495 180435.8 1
81.0698 440709.6 2
82.0651 764312.3 5
84.0808 574206.6 3
86.0964 41060216 278
89.0384 273685.1 1
90.0464 163451.2 1
91.0542 24593606 166
92.0621 168274.5 1
93.0573 1097078 7
93.0699 677472.9 4
94.0652 2918751.8 19
95.0491 984581.2 6
95.0856 920212.1 6
103.0543 911976.2 6
104.0494 1521922.1 10
104.0621 248309.3 1
105.0335 7296711.5 49
105.07 4708059 31
106.0652 46515080 315
107.0491 1533142.4 10
107.0729 573434.7 3
108.0807 926235.8 6
109.065 1280557.2 8
115.0544 1208755.8 8
117.0573 21760418 147
117.0698 1727390.8 11
118.0651 99719680 676
119.0605 979190.1 6
119.0729 1664224.5 11
119.0855 466115.5 3
120.0808 19805124 134
123.044 1544642.1 10
128.0622 533730.4 3
129.0699 2658659.8 18
130.0652 48039436 326
131.073 44425172 301
132.0808 46891480 318
133.0649 771189.5 5
133.0886 2904302.5 19
134.0965 1228553.1 8
135.0441 465454.2 3
142.0777 763873.6 5
143.0729 1562285.6 10
144.0809 50104652 340
145.0887 17471704 118
146.0965 131437872 892
151.039 1831991.4 12
156.0809 280331.3 1
157.0885 1616624.6 10
158.0965 39392184 267
159.1043 21608024 146
160.1121 13100011 88
161.0234 2095529.1 14
161.0598 1119916 7
161.1201 1011251.8 6
162.1277 25337430 171
170.0963 990886.9 6
171.1042 747496.5 5
172.1121 110149952 747
173.12 8750121 59
174.1278 147194512 999
179.0704 2149498.5 14
184.112 2120481.5 14
186.1278 19536848 132
187.1357 1494718.9 10
188.1434 3723499.5 25
189.0552 453984.3 3
200.1434 1109999.9 7
202.159 4254043 28
214.1588 896455.8 6
215.1677 147787.5 1
228.1748 1674305.5 11
230.1904 66109084 448
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