ACCESSION: MSBNK-CASMI_2016-SM846552
RECORD_TITLE: Oryzalin; LC-ESI-QFT; MS2; CE: 35 NCE; R=35000; [M-H]-
DATE: 2016.12.12
AUTHORS: Krauss M, Schymanski EL, Weidauer C, Schupke H, UFZ and Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2016 UFZ/Eawag
PUBLICATION: Schymanski, E. L.; Ruttkies, C.; Krauss, M.; Brouard, C.; Kind, T.; Dührkop, K.; Allen, F.; Vaniya, A.; Verdegem, D.; Böcker, S.; et al. Critical Assessment of Small Molecule Identification 2016: Automated Methods. Journal of Cheminformatics 2017, 9 (1). DOI:10.1186/s13321-017-0207-1
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 8465
CH$NAME: Oryzalin
CH$NAME: 4-(dipropylamino)-3,5-dinitrobenzenesulfonamide
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C12H18N4O6S
CH$EXACT_MASS: 346.09471
CH$SMILES: CCCN(CCC)C1=C(C=C(C=C1[N+]([O-])=O)S(N)(=O)=O)[N+]([O-])=O
CH$IUPAC: InChI=1S/C12H18N4O6S/c1-3-5-14(6-4-2)12-10(15(17)18)7-9(23(13,21)22)8-11(12)16(19)20/h7-8H,3-6H2,1-2H3,(H2,13,21,22)
CH$LINK: CAS
19044-88-3
CH$LINK: CHEBI
73163
CH$LINK: KEGG
C18877
CH$LINK: PUBCHEM
CID:29393
CH$LINK: INCHIKEY
UNAHYJYOSSSJHH-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
27326
CH$LINK: COMPTOX
DTXSID8024238
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 NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 35 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Kinetex C18 EVO 2.6 um, 2.1x50 mm, precolumn 2.1x5 mm, Phenomenex
AC$CHROMATOGRAPHY: FLOW_GRADIENT 95/5 at 0 min, 95/5 at 1 min, 0/100 at 13 min, 0/100 at 24 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 11.911 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 345.0872
MS$FOCUSED_ION: PRECURSOR_M/Z 345.0874
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 2.3.1
PK$SPLASH: splash10-0002-0219000000-b6c0af7ded5beda280e3
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
92.0127 C3N4- 1 92.0128 -1.86
95.0237 C2HN5- 1 95.0237 -0.33
96.0078 C2N4O- 1 96.0078 0.19
106.0161 C3N5- 1 106.0159 2.06
107.024 C3HN5- 1 107.0237 2.36
108.0318 C3H2N5- 1 108.0316 2.38
109.0395 C3H3N5- 1 109.0394 1.35
120.0194 C3N6- 1 120.019 3.4
122.024 C4H2N4O- 1 122.0234 4.63
122.0478 C4H4N5- 1 122.0472 4.84
123.0191 C3HN5O- 1 123.0187 3.9
124.0274 C5H4N2O2- 1 124.0278 -3.41
129.033 C7H3N3- 1 129.0332 -2.27
130.0408 C7H4N3- 1 130.0411 -2.21
131.0487 C7H5N3- 1 131.0489 -1.6
132.0328 C7H4N2O- 1 132.0329 -0.97
132.0566 C7H6N3- 1 132.0567 -1.01
133.028 C6H3N3O- 1 133.0282 -0.97
133.0405 C7H5N2O- 1 133.0407 -1.68
134.0358 C6H4N3O- 1 134.036 -1.31
134.0609 C8H8NO- 2 134.0611 -1.57
135.02 C6H3N2O2- 1 135.02 -0.22
135.0437 C6H5N3O- 1 135.0438 -1.16
136.0516 C6H6N3O- 1 136.0516 -0.51
137.0355 C6H5N2O2- 1 137.0357 -0.82
144.0566 C8H6N3- 1 144.0567 -0.68
144.0693 C9H8N2- 3 144.0693 -0.06
145.0281 C7H3N3O- 1 145.0282 -0.31
146.036 C7H4N3O- 2 146.036 0
146.0486 C8H6N2O- 3 146.0486 0.29
146.0722 C8H8N3- 1 146.0724 -0.9
147.02 C7H3N2O2- 2 147.02 0.12
147.0438 C7H5N3O- 2 147.0438 -0.23
147.0563 C8H7N2O- 2 147.0564 -0.46
148.028 C7H4N2O2- 2 148.0278 1.03
148.0517 C7H6N3O- 2 148.0516 0.27
149.0356 C7H5N2O2- 1 149.0357 -0.44
150.0308 C6H4N3O2- 1 150.0309 -0.84
151.0386 C6H5N3O2- 1 151.0387 -0.56
152.0226 C6H4N2O3- 1 152.0227 -0.65
153.0179 C5H3N3O3- 1 153.018 -0.35
156.0566 C9H6N3- 1 156.0567 -0.62
157.0647 C9H7N3- 2 157.0645 0.81
158.0359 C8H4N3O- 2 158.036 -0.62
158.0722 C9H8N3- 1 158.0724 -0.87
159.0564 C9H7N2O- 3 159.0564 0.39
160.0515 C8H6N3O- 1 160.0516 -0.87
160.0642 C9H8N2O- 3 160.0642 -0.03
161.072 C9H9N2O- 3 161.072 -0.07
162.0309 C7H4N3O2- 2 162.0309 -0.12
163.0147 C7H3N2O3- 1 163.0149 -1.43
163.0261 C6H3N4O2- 2 163.0261 -0.04
164.01 C6H2N3O3- 1 164.0102 -0.88
171.0679 C9H7N4- 2 171.0676 1.83
172.0514 C9H6N3O- 1 172.0516 -1.46
173.0596 C9H7N3O- 2 173.0595 0.73
174.0673 C9H8N3O- 2 174.0673 -0.1
175.0514 C9H7N2O2- 3 175.0513 0.6
175.0751 C9H9N3O- 2 175.0751 -0.04
176.0339 C7H4N4O2- 2 176.034 -0.44
176.0465 C8H6N3O2- 2 176.0466 -0.2
176.0828 C9H10N3O- 2 176.0829 -0.77
177.0415 C7H5N4O2- 1 177.0418 -1.59
180.0288 C6H4N4O3- 2 180.0289 -0.24
182.0207 C6H4N3O4- 1 182.0207 -0.18
186.0104 C6H6N2O3S- 2 186.0105 -0.36
190.0621 C9H8N3O2- 2 190.0622 -0.77
191.021 C7H3N4O3- 2 191.0211 -0.43
191.07 C9H9N3O2- 2 191.07 -0.33
192.0288 C7H4N4O3- 2 192.0289 -0.38
192.9951 C7H3N3O2S- 1 192.9951 -0.09
194.0029 C7H4N3O2S- 1 194.003 -0.52
197.0031 C7H5N2O3S- 1 197.0026 2.2
199.0183 C7H7N2O3S- 1 199.0183 -0.04
203.0575 C9H7N4O2- 2 203.0574 0.1
204.0653 C9H8N4O2- 2 204.0653 0.37
211.0052 C7H5N3O3S- 1 211.0057 -2.63
212.0135 C7H6N3O3S- 1 212.0135 0.01
221.0679 C9H9N4O3- 2 221.068 -0.45
222.0344 C9H8N3O2S- 1 222.0343 0.57
223.0421 C9H9N3O2S- 1 223.0421 0.06
224.05 C9H10N3O2S- 1 224.0499 0.3
226.9879 C6H3N4O4S- 1 226.988 -0.63
227.0004 C7H5N3O4S- 1 227.0006 -0.85
228.0083 C7H6N3O4S- 1 228.0085 -0.6
234.1248 C12H16N3O2- 1 234.1248 -0.07
238.029 C9H8N3O3S- 1 238.0292 -0.75
238.0706 C9H10N4O4- 1 238.0708 -0.82
240.0449 C9H10N3O3S- 1 240.0448 0.46
241.0038 C7H5N4O4S- 1 241.0037 0.41
244.0029 C7H6N3O5S- 1 244.0034 -1.91
256.0398 C9H10N3O4S- 1 256.0398 0.08
258.0555 C9H12N3O4S- 2 258.0554 0.4
267.0193 C9H7N4O4S- 1 267.0193 -0.15
268.0271 C9H8N4O4S- 1 268.0272 -0.21
269.0348 C9H9N4O4S- 1 269.035 -0.73
272.0349 C9H10N3O5S- 2 272.0347 0.68
272.9936 C7H5N4O6S- 1 272.9935 0.22
281.1255 C12H17N4O4- 1 281.1255 -0.26
283.0507 C10H11N4O4S- 2 283.0506 0.12
299.0456 C10H11N4O5S- 2 299.0456 -0.04
309.0664 C12H13N4O4S- 1 309.0663 0.41
345.0873 C12H17N4O6S- 1 345.0874 -0.46
PK$NUM_PEAK: 103
PK$PEAK: m/z int. rel.int.
92.0127 77912.1 2
95.0237 44766 1
96.0078 89358.3 2
106.0161 194899.1 6
107.024 239151.4 7
108.0318 118117 3
109.0395 62846.3 2
120.0194 45176.4 1
122.024 68530 2
122.0478 50622 1
123.0191 42651.2 1
124.0274 37240.5 1
129.033 173466.7 5
130.0408 57285.8 1
131.0487 147048.6 4
132.0328 113931.8 3
132.0566 54984.7 1
133.028 108078.8 3
133.0405 94621.8 3
134.0358 279801.2 9
134.0609 49438.3 1
135.02 129160.2 4
135.0437 125109.6 4
136.0516 192028.4 6
137.0355 75070 2
144.0566 63838.9 2
144.0693 79488.4 2
145.0281 104519.6 3
146.036 196355.8 6
146.0486 52216.2 1
146.0722 58052.9 1
147.02 47191.3 1
147.0438 894375.1 29
147.0563 149958 4
148.028 128975.2 4
148.0517 44293.6 1
149.0356 151219 4
150.0308 233437.2 7
151.0386 45791.4 1
152.0226 130277.3 4
153.0179 46067.1 1
156.0566 75176.5 2
157.0647 125397 4
158.0359 63417.2 2
158.0722 71787.6 2
159.0564 60398.5 1
160.0515 201845.8 6
160.0642 72949.8 2
161.072 306548.2 9
162.0309 117505.1 3
163.0147 38965.4 1
163.0261 141565.2 4
164.01 44294 1
171.0679 79880.2 2
172.0514 70080.3 2
173.0596 104849.5 3
174.0673 679909.8 22
175.0514 125315 4
175.0751 89465.6 2
176.0339 66262.4 2
176.0465 47959.5 1
176.0828 114987.9 3
177.0415 55811.2 1
180.0288 275821 8
182.0207 382622.1 12
186.0104 73728.4 2
190.0621 71528.7 2
191.021 210200 6
191.07 148802.5 4
192.0288 209829.8 6
192.9951 46499.4 1
194.0029 46751.2 1
197.0031 46391.2 1
199.0183 42417.9 1
203.0575 330967.4 10
204.0653 83657.4 2
211.0052 94190.9 3
212.0135 131197.8 4
221.0679 161000.6 5
222.0344 157569.3 5
223.0421 98216.8 3
224.05 64089 2
226.9879 175314.9 5
227.0004 83296.6 2
228.0083 181148.2 5
234.1248 448118.9 14
238.029 67034.9 2
238.0706 47990 1
240.0449 166430 5
241.0038 463548.6 15
244.0029 142795.2 4
256.0398 129238 4
258.0555 95817.3 3
267.0193 65187.9 2
268.0271 100228.2 3
269.0348 49289.3 1
272.0349 44742.9 1
272.9936 96355 3
281.1255 2967867.2 96
283.0507 75841.1 2
299.0456 279312.7 9
309.0664 59686.4 1
345.0873 30644836 999
//
