ACCESSION: MSBNK-Eawag-EQ307505
RECORD_TITLE: Pipemidic acid; 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 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 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$CHROMATOGRAPHY: RETENTION_TIME 3.6 min
AC$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$SPLASH: splash10-00kr-0950000000-28374d85a72be7c7b33e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
68.0131 C3H2NO+ 1 68.0131 -0.3
68.0495 C4H6N+ 1 68.0495 0.36
70.0287 C3H4NO+ 1 70.0287 -0.86
70.0651 C4H8N+ 1 70.0651 -0.22
71.0602 C3H7N2+ 1 71.0604 -1.75
79.0291 C4H3N2+ 1 79.0291 0.58
80.0496 C5H6N+ 1 80.0495 1.18
93.0447 C5H5N2+ 1 93.0447 0.17
94.0398 C4H4N3+ 1 94.04 -1.53
95.024 C4H3N2O+ 1 95.024 -0.1
96.0444 C5H6NO+ 1 96.0444 -0.31
103.029 C6H3N2+ 1 103.0291 -1.01
105.045 C6H5N2+ 1 105.0447 2.15
106.0287 C6H4NO+ 1 106.0287 -0.47
106.0397 C5H4N3+ 1 106.04 -2.11
108.0318 C5H4N2O+ 1 108.0318 -0.41
111.0553 C5H7N2O+ 1 111.0553 -0.26
118.04 C6H4N3+ 1 118.04 0.05
119.0238 C6H3N2O+ 1 119.024 -1.42
119.0604 C7H7N2+ 1 119.0604 -0.12
120.0556 C6H6N3+ 1 120.0556 0.14
121.0396 C6H5N2O+ 1 121.0396 -0.32
123.0551 C6H7N2O+ 1 123.0553 -1.7
132.0556 C7H6N3+ 1 132.0556 -0.1
133.0397 C7H5N2O+ 1 133.0396 0.68
134.059 C6H6N4+ 1 134.0587 2.55
134.0713 C7H8N3+ 1 134.0713 0.35
135.0554 C7H7N2O+ 1 135.0553 0.52
135.0665 C6H7N4+ 1 135.0665 0.13
136.0506 C6H6N3O+ 1 136.0505 0.31
137.0344 C6H5N2O2+ 1 137.0346 -0.76
139.0503 C6H7N2O2+ 1 139.0502 0.4
144.0555 C8H6N3+ 1 144.0556 -0.72
145.0397 C8H5N2O+ 1 145.0396 0.76
145.051 C7H5N4+ 1 145.0509 0.81
146.035 C7H4N3O+ 1 146.0349 0.63
146.0714 C8H8N3+ 1 146.0713 0.93
147.0553 C8H7N2O+ 1 147.0553 0.07
147.0666 C7H7N4+ 1 147.0665 0.39
148.0505 C7H6N3O+ 1 148.0505 -0.06
149.0584 C7H7N3O+ 1 149.0584 0.18
149.071 C8H9N2O+ 1 149.0709 0.54
149.0823 C7H9N4+ 1 149.0822 0.65
158.0587 C8H6N4+ 1 158.0587 0.02
159.0665 C8H7N4+ 1 159.0665 -0.21
160.0505 C8H6N3O+ 1 160.0505 -0.05
160.0744 C8H8N4+ 1 160.0743 0.26
161.0459 C7H5N4O+ 1 161.0458 0.45
161.0584 C8H7N3O+ 1 161.0584 0.23
161.0822 C8H9N4+ 1 161.0822 0.29
162.0662 C8H8N3O+ 1 162.0662 -0.05
163.0614 C7H7N4O+ 1 163.0614 -0.41
163.0978 C8H11N4+ 1 163.0978 -0.38
164.0454 C7H6N3O2+ 1 164.0455 -0.32
164.0815 C8H10N3O+ 1 164.0818 -2
171.0666 C9H7N4+ 1 171.0665 0.57
172.0505 C9H6N3O+ 1 172.0505 -0.11
173.0821 C9H9N4+ 1 173.0822 -0.3
174.0533 C8H6N4O+ 1 174.0536 -1.68
174.0661 C9H8N3O+ 1 174.0662 -0.22
174.09 C9H10N4+ 1 174.09 0.01
175.0613 C8H7N4O+ 1 175.0614 -0.61
175.0979 C9H11N4+ 1 175.0978 0.5
176.0819 C9H10N3O+ 1 176.0818 0.07
185.082 C10H9N4+ 1 185.0822 -0.72
186.0537 C9H6N4O+ 1 186.0536 0.47
186.0661 C10H8N3O+ 1 186.0662 -0.58
187.0616 C9H7N4O+ 1 187.0614 0.6
187.0978 C10H11N4+ 1 187.0978 -0.01
188.0694 C9H8N4O+ 1 188.0693 0.52
188.0818 C10H10N3O+ 1 188.0818 -0.15
188.1056 C10H12N4+ 1 188.1056 -0.25
189.0771 C9H9N4O+ 1 189.0771 -0.14
190.0974 C10H12N3O+ 1 190.0975 -0.57
191.0453 C9H7N2O3+ 1 191.0451 0.9
191.0927 C9H11N4O+ 1 191.0927 -0.14
192.0404 C8H6N3O3+ 1 192.0404 0.12
192.0765 C9H10N3O2+ 1 192.0768 -1.11
198.066 C11H8N3O+ 1 198.0662 -0.95
199.0614 C10H7N4O+ 1 199.0614 -0.19
199.098 C11H11N4+ 1 199.0978 0.84
200.0691 C10H8N4O+ 1 200.0693 -0.71
200.093 C10H10N5+ 1 200.0931 -0.41
200.1047 C11H12N4+ 1 200.1056 -4.94
201.0772 C10H9N4O+ 1 201.0771 0.66
201.1128 C11H13N4+ 1 201.1135 -3.4
202.0849 C10H10N4O+ 1 202.0849 0.14
203.0928 C10H11N4O+ 1 203.0927 0.46
206.0562 C9H8N3O3+ 1 206.056 0.74
207.0517 C8H7N4O3+ 1 207.0513 2.09
213.0774 C11H9N4O+ 2 213.0771 1.37
215.0564 C10H7N4O2+ 1 215.0564 0.27
215.0928 C11H11N4O+ 1 215.0927 0.15
217.1085 C11H13N4O+ 1 217.1084 0.38
228.1013 C12H12N4O+ 2 228.1006 3.1
230.1041 C11H12N5O+ 2 230.1036 1.8
230.1397 C12H16N5+ 1 230.14 -1.23
233.0669 C10H9N4O3+ 1 233.0669 0.14
241.0718 C12H9N4O2+ 1 241.072 -0.8
243.124 C13H15N4O+ 1 243.124 0.01
247.0828 C11H11N4O3+ 1 247.0826 1.07
258.0987 C12H12N5O2+ 2 258.0986 0.5
258.1348 C13H16N5O+ 1 258.1349 -0.65
259.0828 C12H11N4O3+ 1 259.0826 0.86
261.0982 C12H13N4O3+ 1 261.0982 0.05
276.1092 C12H14N5O3+ 1 276.1091 0.27
286.1293 C14H16N5O2+ 1 286.1299 -1.89
304.1404 C14H18N5O3+ 1 304.1404 0.05
PK$NUM_PEAK: 108
PK$PEAK: m/z int. rel.int.
68.0131 182331.8 4
68.0495 251707.3 5
70.0287 416146.2 9
70.0651 3284999.3 75
71.0602 52921.3 1
79.0291 172674.1 3
80.0496 81906.8 1
93.0447 254116.3 5
94.0398 77959.5 1
95.024 2737118.5 62
96.0444 310062.5 7
103.029 48583.4 1
105.045 285158.9 6
106.0287 156482.9 3
106.0397 53736.5 1
108.0318 43920.4 1
111.0553 60969.9 1
118.04 59262.7 1
119.0238 60951 1
119.0604 178797.1 4
120.0556 1560220 35
121.0396 1711140.2 39
123.0551 84553.4 1
132.0556 163237.3 3
133.0397 56769 1
134.059 56729.5 1
134.0713 244406.4 5
135.0554 542214.4 12
135.0665 90569 2
136.0506 834247.2 19
137.0344 174103.7 3
139.0503 860393.2 19
144.0555 147050.1 3
145.0397 295017.3 6
145.051 57022.6 1
146.035 2091837.6 47
146.0714 214843.3 4
147.0553 858875.9 19
147.0666 90907.7 2
148.0505 12893337.5 295
149.0584 49721.2 1
149.071 428345.2 9
149.0823 235270.8 5
158.0587 221155 5
159.0665 967925.9 22
160.0505 483950.9 11
160.0744 1089456.2 24
161.0459 902660.5 20
161.0584 239664.6 5
161.0822 406599 9
162.0662 9677773.5 221
163.0614 3461012.5 79
163.0978 257138.3 5
164.0454 1258807.7 28
164.0815 117468.4 2
171.0666 93040.2 2
172.0505 1311805.9 30
173.0821 542561.6 12
174.0533 352390.4 8
174.0661 186942.3 4
174.09 397028.9 9
175.0613 321307.9 7
175.0979 189319 4
176.0819 2100533.3 48
185.082 94759.4 2
186.0537 220916.1 5
186.0661 89942.7 2
187.0616 6314986.4 144
187.0978 317539.1 7
188.0694 1968307.4 45
188.0818 351343.1 8
188.1056 454078.3 10
189.0771 43641329.7 999
190.0974 1321739.2 30
191.0453 69939 1
191.0927 1228403.5 28
192.0404 182654.1 4
192.0765 327128.5 7
198.066 375862.7 8
199.0614 188984.4 4
199.098 66858 1
200.0691 547971.4 12
200.093 68608.4 1
200.1047 52875 1
201.0772 267869.8 6
201.1128 46144.5 1
202.0849 1057088.8 24
203.0928 218555.6 5
206.0562 176283.6 4
207.0517 1041311.6 23
213.0774 694641.8 15
215.0564 7963819 182
215.0928 3477884.3 79
217.1085 20110152.5 460
228.1013 188606.7 4
230.1041 45081.3 1
230.1397 86514.4 1
233.0669 18374311.2 420
241.0718 713864.5 16
243.124 1170141.7 26
247.0828 61346.7 1
258.0987 638332.1 14
258.1348 335584.5 7
259.0828 1409161.4 32
261.0982 62691 1
276.1092 2109594.6 48
286.1293 251017.4 5
304.1404 6325049.2 144
//
