ACCESSION: MSBNK-Eawag-EQ307506
RECORD_TITLE: Pipemidic acid; 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 3075
CH$NAME: Pipemidic acid
CH$NAME: 5,8-Dihydro-8-ethyl-5-oxo-2-(1-piperazinyl)pyrido(2,3-d)pyrimidine-6-carboxylic acid
CH$NAME: 8-ethyl-5-keto-2-piperazin-4-ium-1-yl-pyrido[2,3-d]pyrimidine-6-carboxylate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C14H17N5O3
CH$EXACT_MASS: 303.13314
CH$SMILES: O=C(O)\C2=C\N(c1nc(ncc1C2=O)N3CCNCC3)CC
CH$IUPAC: InChI=1S/C14H17N5O3/c1-2-18-8-10(13(21)22)11(20)9-7-16-14(17-12(9)18)19-5-3-15-4-6-19/h7-8,15H,2-6H2,1H3,(H,21,22)
CH$LINK: CAS
51940-44-4
CH$LINK: PUBCHEM
CID:6921791
CH$LINK: INCHIKEY
JOHZPMXAZQZXHR-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
4665
CH$LINK: COMPTOX
DTXSID3023479
AC$INSTRUMENT: Q Exactive 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$CHROMATOGRAPHY: RETENTION_TIME 3.6 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 304.1405
MS$FOCUSED_ION: PRECURSOR_M/Z 304.1404
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE Spline
MS$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$SPLASH: splash10-01pa-1920000000-a1ae9ea00fc1f7248971
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
68.0131 C3H2NO+ 1 68.0131 -0.15
68.0495 C4H6N+ 1 68.0495 -0.23
69.0447 C3H5N2+ 1 69.0447 -0.07
70.0287 C3H4NO+ 1 70.0287 -0.29
70.0651 C4H8N+ 1 70.0651 -0.37
71.0606 C3H7N2+ 1 71.0604 3.31
79.0291 C4H3N2+ 1 79.0291 0.07
80.0495 C5H6N+ 1 80.0495 -0.2
93.0447 C5H5N2+ 1 93.0447 -0.26
94.04 C4H4N3+ 1 94.04 -0.25
95.024 C4H3N2O+ 1 95.024 0.01
96.0444 C5H6NO+ 1 96.0444 -0.31
103.0291 C6H3N2+ 1 103.0291 0.15
105.0448 C6H5N2+ 1 105.0447 0.43
106.0288 C6H4NO+ 1 106.0287 0.38
106.0398 C5H4N3+ 1 106.04 -1.64
107.0604 C6H7N2+ 1 107.0604 0.42
108.0319 C5H4N2O+ 1 108.0318 0.79
111.0553 C5H7N2O+ 1 111.0553 -0.35
118.0399 C6H4N3+ 1 118.04 -0.54
119.0241 C6H3N2O+ 1 119.024 0.6
119.0604 C7H7N2+ 1 119.0604 0.21
120.0556 C6H6N3+ 1 120.0556 -0.03
121.0396 C6H5N2O+ 1 121.0396 -0.16
123.0552 C6H7N2O+ 1 123.0553 -0.64
132.0557 C7H6N3+ 1 132.0556 0.96
133.0396 C7H5N2O+ 1 133.0396 -0.44
133.0508 C6H5N4+ 1 133.0509 -0.7
134.0585 C6H6N4+ 1 134.0587 -1.1
134.0712 C7H8N3+ 1 134.0713 -0.18
135.0553 C7H7N2O+ 1 135.0553 -0.07
135.0665 C6H7N4+ 1 135.0665 -0.02
136.0505 C6H6N3O+ 1 136.0505 0.09
137.0346 C6H5N2O2+ 1 137.0346 0.41
139.0503 C6H7N2O2+ 1 139.0502 0.4
144.0559 C8H6N3+ 1 144.0556 2.13
145.0397 C8H5N2O+ 1 145.0396 0.56
145.0508 C7H5N4+ 1 145.0509 -0.22
146.0349 C7H4N3O+ 1 146.0349 0.35
146.0714 C8H8N3+ 1 146.0713 0.59
147.0553 C8H7N2O+ 1 147.0553 0.21
147.0661 C7H7N4+ 1 147.0665 -2.87
148.0505 C7H6N3O+ 1 148.0505 -0.12
149.0585 C7H7N3O+ 1 149.0584 1.12
149.0711 C8H9N2O+ 1 149.0709 1.14
149.0819 C7H9N4+ 1 149.0822 -1.56
158.0588 C8H6N4+ 1 158.0587 0.52
159.0666 C8H7N4+ 1 159.0665 0.23
160.0506 C8H6N3O+ 1 160.0505 0.2
160.0744 C8H8N4+ 1 160.0743 0.08
161.0458 C7H5N4O+ 1 161.0458 0.27
161.0582 C8H7N3O+ 1 161.0584 -0.83
161.0823 C8H9N4+ 1 161.0822 0.85
162.0662 C8H8N3O+ 1 162.0662 -0.05
163.0614 C7H7N4O+ 1 163.0614 -0.35
164.0454 C7H6N3O2+ 1 164.0455 -0.38
171.0665 C9H7N4+ 1 171.0665 0.1
172.0505 C9H6N3O+ 1 172.0505 -0.34
173.0822 C9H9N4+ 1 173.0822 0.33
174.0539 C8H6N4O+ 1 174.0536 1.37
174.0659 C9H8N3O+ 1 174.0662 -1.6
174.0901 C9H10N4+ 1 174.09 0.82
175.0616 C8H7N4O+ 1 175.0614 1.16
175.0979 C9H11N4+ 1 175.0978 0.56
176.0818 C9H10N3O+ 1 176.0818 -0.22
185.0822 C10H9N4+ 1 185.0822 -0.01
186.0537 C9H6N4O+ 1 186.0536 0.58
186.0661 C10H8N3O+ 1 186.0662 -0.58
187.0615 C9H7N4O+ 1 187.0614 0.34
188.0695 C9H8N4O+ 1 188.0693 1.1
188.0818 C10H10N3O+ 1 188.0818 -0.15
188.1055 C10H12N4+ 1 188.1056 -0.68
189.0771 C9H9N4O+ 1 189.0771 -0.14
190.0973 C10H12N3O+ 1 190.0975 -0.83
191.0453 C9H7N2O3+ 1 191.0451 0.69
191.0925 C9H11N4O+ 1 191.0927 -1.03
192.0403 C8H6N3O3+ 1 192.0404 -0.4
192.0768 C9H10N3O2+ 1 192.0768 0.04
198.0664 C11H8N3O+ 1 198.0662 0.87
199.0616 C10H7N4O+ 1 199.0614 0.67
199.0975 C11H11N4+ 1 199.0978 -1.62
200.069 C10H8N4O+ 1 200.0693 -1.16
200.093 C10H10N5+ 1 200.0931 -0.41
200.1059 C11H12N4+ 1 200.1056 1.41
201.0769 C10H9N4O+ 1 201.0771 -0.88
201.1133 C11H13N4+ 1 201.1135 -0.81
202.0848 C10H10N4O+ 1 202.0849 -0.8
203.0925 C10H11N4O+ 1 203.0927 -1.17
206.056 C9H8N3O3+ 1 206.056 -0.09
207.0515 C8H7N4O3+ 1 207.0513 1.18
213.0772 C11H9N4O+ 1 213.0771 0.34
214.0848 C11H10N4O+ 1 214.0849 -0.66
215.0564 C10H7N4O2+ 1 215.0564 0.04
215.0927 C11H11N4O+ 1 215.0927 -0.13
217.1085 C11H13N4O+ 1 217.1084 0.47
233.067 C10H9N4O3+ 1 233.0669 0.19
241.0722 C12H9N4O2+ 2 241.072 1.03
243.1243 C13H15N4O+ 1 243.124 1
258.0991 C12H12N5O2+ 2 258.0986 1.97
259.0824 C12H11N4O3+ 1 259.0826 -0.6
276.1092 C12H14N5O3+ 1 276.1091 0.31
304.1406 C14H18N5O3+ 1 304.1404 0.7
PK$NUM_PEAK: 109
PK$PEAK: m/z int. rel.int.
68.0131 1043674.9 44
68.0495 436752.1 18
69.0447 163239 6
70.0287 1362102.6 58
70.0651 2310733.1 98
71.0606 41910.8 1
78.0337 361396.7965 15
79.0291 490979.9 20
80.0131 326539.7414 13
80.0495 319439.2 13
91.029 306193.5657 13
93.0447 945499.6 40
94.0287 243043.2748 10
94.04 172328.5 7
95.024 8792987.8 376
96.0444 968747.5 41
103.0291 329854.3 14
105.0448 963673.3 41
106.0288 425349.6 18
106.0398 292449.2 12
107.0604 163292.1 6
108.0319 310072.1 13
111.0553 201113.9 8
117.0446 258921.8066 11
118.0399 565130 24
119.0241 381668.5 16
119.0604 754494.1 32
120.0556 2716190.7 116
121.0396 3802953.7 162
123.0552 292154 12
132.0557 1110314.4 47
133.0396 169789.1 7
133.0508 168426.9 7
134.0585 387820.4 16
134.0712 294410.4 12
135.0553 1172903.3 50
135.0665 111433.3 4
136.0505 2472463.3 105
137.0346 568383.8 24
139.0503 1742500.9 74
144.0559 257341.5 11
145.0397 1017894.9 43
145.0508 524773.2 22
146.0349 4990776.9 213
146.0586 374182.6553 16
146.0714 260770.4 11
147.0553 1633458.4 69
147.0661 281925.6 12
148.0505 15139483.8 647
149.0585 83373.5 3
149.0711 265119.5 11
149.0819 117311.8 5
158.0588 1121103.1 47
159.0666 2629132.4 112
160.0506 1391454.8 59
160.0744 2137866.2 91
161.0458 1586221.7 67
161.0582 365966.6 15
161.0823 443551.6 18
162.0299 675816.9598 28
162.0662 12020334.1 514
163.0614 4998515.9 213
164.0454 2184740.4 93
171.0665 312563.5 13
172.0505 1424747 60
173.0822 1923234.1 82
174.0539 487643.9 20
174.0659 160720.7 6
174.0901 492291.4 21
175.0616 452309.4 19
175.0979 167682.3 7
176.0818 681730 29
185.0822 244954.1 10
186.0537 240342.1 10
186.0661 115062.4 4
187.0615 10135872.1 433
188.0695 1469951.6 62
188.0818 88373.3 3
188.1055 441779.4 18
189.0771 23356877.6 999
190.0973 586736 25
191.0453 221849.1 9
191.0925 393030.2 16
192.0403 461800.7 19
192.0768 179446.2 7
198.0664 361064.7 15
199.0616 342155.1 14
199.0975 114924 4
200.069 591662.1 25
200.093 191057.3 8
200.1059 39222.4 1
201.0769 478444.8 20
201.1133 50729.8 2
202.0848 574659.9 24
203.0925 92068 3
206.056 350624.3 14
207.0515 790417.8 33
213.0772 987872.6 42
214.0848 49874.7 2
215.0564 4649064.9 198
215.0927 1487771.8 63
217.1085 3539169 151
233.067 11197427.2 478
241.0722 389498.6 16
243.1243 78769.9 3
258.0991 57119.5 2
259.0824 779940.9 33
276.1092 474871.4 20
304.1406 594262 25
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