ACCESSION: MSBNK-Eawag-EQ334908
RECORD_TITLE: Repaglinide; 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 150 (nominal)
AC$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 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$SPLASH: splash10-00l6-5900000000-f2a6ac2517889a88ed69
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 0.17
51.0229 C4H3+ 1 51.0229 -0.52
53.0022 C3HO+ 1 53.0022 0.73
53.0386 C4H5+ 1 53.0386 0.82
53.9975 C2NO+ 1 53.9974 0.55
54.0339 C3H4N+ 1 54.0338 0.45
55.0179 C3H3O+ 1 55.0178 0.52
55.0542 C4H7+ 1 55.0542 0.24
56.0495 C3H6N+ 1 56.0495 0.79
62.0151 C5H2+ 1 62.0151 -0.51
63.0229 C5H3+ 1 63.0229 -0.1
64.0307 C5H4+ 1 64.0308 -0.65
65.0386 C5H5+ 1 65.0386 0.36
66.0464 C5H6+ 1 66.0464 -0.02
67.0417 C4H5N+ 1 67.0417 0.29
67.0542 C5H7+ 1 67.0542 0.2
67.9893 C3O2+ 1 67.9893 -0.01
68.0257 C4H4O+ 1 68.0257 -0.09
75.0229 C6H3+ 1 75.0229 -0.62
76.0307 C6H4+ 1 76.0308 -1.2
77.0385 C6H5+ 1 77.0386 -0.47
78.0338 C5H4N+ 1 78.0338 -0.07
78.0464 C6H6+ 1 78.0464 0.11
79.0542 C6H7+ 1 79.0542 -0.21
80.0494 C5H6N+ 1 80.0495 -0.32
81.0335 C5H5O+ 1 81.0335 0.11
84.0807 C5H10N+ 1 84.0808 -1.14
89.0386 C7H5+ 1 89.0386 0.38
90.0465 C7H6+ 1 90.0464 0.87
91.0543 C7H7+ 1 91.0542 0.37
92.0495 C6H6N+ 1 92.0495 0.81
93.0573 C6H7N+ 1 93.0573 0.42
93.07 C7H9+ 1 93.0699 1.43
94.0414 C6H6O+ 1 94.0413 1.21
94.0653 C6H8N+ 1 94.0651 1.32
95.0492 C6H7O+ 1 95.0491 0.41
96.0444 C5H6NO+ 1 96.0444 0.52
102.0465 C8H6+ 1 102.0464 0.67
103.0543 C8H7+ 1 103.0542 0.32
104.0495 C7H6N+ 1 104.0495 0.23
104.0621 C8H8+ 1 104.0621 0.27
105.0336 C7H5O+ 1 105.0335 0.66
105.0448 C6H5N2+ 1 105.0447 0.43
105.0699 C8H9+ 1 105.0699 0.6
106.0652 C7H8N+ 1 106.0651 0.42
109.0649 C7H9O+ 1 109.0648 1.09
115.0543 C9H7+ 1 115.0542 0.55
116.0496 C8H6N+ 1 116.0495 0.73
116.0621 C9H8+ 1 116.0621 0.16
117.0573 C8H7N+ 1 117.0573 0.34
117.0698 C9H9+ 1 117.0699 -0.66
118.0651 C8H8N+ 1 118.0651 0.12
119.0604 C7H7N2+ 1 119.0604 0.13
119.0732 C8H9N+ 1 119.073 1.76
120.0808 C8H10N+ 1 120.0808 0.12
121.0285 C7H5O2+ 1 121.0284 0.45
122.0364 C7H6O2+ 1 122.0362 1.55
126.0466 C10H6+ 1 126.0464 1.65
127.0542 C10H7+ 1 127.0542 -0.13
128.0495 C9H6N+ 1 128.0495 0.35
128.0621 C10H8+ 1 128.0621 0.3
129.0449 C8H5N2+ 1 129.0447 1.51
129.0573 C9H7N+ 1 129.0573 0.23
129.0699 C10H9+ 1 129.0699 -0.05
130.0652 C9H8N+ 1 130.0651 0.57
131.073 C9H9N+ 1 131.073 0.3
132.0808 C9H10N+ 1 132.0808 0.41
134.0601 C8H8NO+ 1 134.06 0.37
140.0496 C10H6N+ 1 140.0495 0.96
141.07 C11H9+ 1 141.0699 0.66
142.0652 C10H8N+ 1 142.0651 0.66
143.073 C10H9N+ 1 143.073 0.69
144.0809 C10H10N+ 1 144.0808 0.65
145.0649 C10H9O+ 1 145.0648 0.89
145.0887 C10H11N+ 1 145.0886 0.75
146.06 C9H8NO+ 1 146.06 -0.14
146.0964 C10H12N+ 1 146.0964 -0.18
152.0623 C12H8+ 1 152.0621 1.57
154.0652 C11H8N+ 1 154.0651 0.74
155.0605 C10H7N2+ 1 155.0604 0.68
155.0732 C11H9N+ 1 155.073 1.41
156.0808 C11H10N+ 1 156.0808 0.48
157.0887 C11H11N+ 1 157.0886 0.76
158.0965 C11H12N+ 1 158.0964 0.41
160.0759 C10H10NO+ 1 160.0757 1
161.0471 C9H7NO2+ 1 161.0471 -0.12
167.0729 C12H9N+ 1 167.073 -0.24
168.0809 C12H10N+ 1 168.0808 0.86
170.0964 C12H12N+ 1 170.0964 0.08
171.1043 C12H13N+ 1 171.1043 0.29
172.1121 C12H14N+ 1 172.1121 -0.09
184.1123 C13H14N+ 1 184.1121 1.27
186.1279 C13H16N+ 1 186.1277 1.1
PK$NUM_PEAK: 93
PK$PEAK: m/z int. rel.int.
50.0151 4202807 26
51.0229 3065354 19
53.0022 2611609.2 16
53.0386 9281541 59
53.9975 504397.6 3
54.0339 516686.9 3
55.0179 587082.1 3
55.0542 2558164 16
56.0495 714689.6 4
62.0151 854973.8 5
63.0229 3664715.5 23
64.0307 1346885.6 8
65.0386 49686244 318
66.0464 4165463 26
67.0417 917746.4 5
67.0542 1311418.6 8
67.9893 195776.6 1
68.0257 195199.1 1
75.0229 485809.6 3
76.0307 160985.3 1
77.0385 13947387 89
78.0338 558470 3
78.0464 3475100.2 22
79.0542 9026843 57
80.0494 768269 4
81.0335 1057868 6
84.0807 284493.9 1
89.0386 33116058 212
90.0465 38290592 245
91.0543 127221128 816
92.0495 560820.8 3
93.0573 2841815 18
93.07 184797.3 1
94.0414 871161.1 5
94.0653 159716 1
95.0492 35289228 226
96.0444 982628.8 6
102.0465 3820983.2 24
103.0543 39515196 253
104.0495 3713167.5 23
104.0621 1655139.2 10
105.0336 2920469.8 18
105.0448 20705360 132
105.0699 3699326.5 23
106.0652 9804308 62
109.0649 754568.1 4
115.0543 33284292 213
116.0496 4397531.5 28
116.0621 5154777.5 33
117.0573 76766240 492
117.0698 8699543 55
118.0651 23449692 150
119.0604 512805.3 3
119.0732 476058.8 3
120.0808 1149579.6 7
121.0285 269868.4 1
122.0364 199091 1
126.0466 218096.8 1
127.0542 2021880.2 12
128.0495 9662655 61
128.0621 4752521.5 30
129.0449 1272551 8
129.0573 2759587.8 17
129.0699 2318514.5 14
130.0652 155731952 999
131.073 9675291 62
132.0808 3701891.8 23
134.0601 251471.9 1
140.0496 458233.5 2
141.07 664149.4 4
142.0652 6061090.5 38
143.073 32435750 208
144.0809 47829008 306
145.0649 2161794.2 13
145.0887 619725 3
146.06 4146610.5 26
146.0964 636617.6 4
152.0623 233395.1 1
154.0652 964926.2 6
155.0605 4187952.5 26
155.0732 697618 4
156.0808 6186600 39
157.0887 3791405 24
158.0965 9330803 59
160.0759 555459.5 3
161.0471 183202 1
167.0729 270732.6 1
168.0809 786062.2 5
170.0964 3458270.8 22
171.1043 421327.6 2
172.1121 4239684.5 27
184.1123 251046.8 1
186.1279 583867.2 3
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