ACCESSION: MSBNK-Eawag-EQ320753
RECORD_TITLE: Oxacillin; LC-ESI-QFT; MS2; CE: 45; R=35000; [M-H]-
DATE: 2015.08.26
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 3207
CH$NAME: Oxacillin
CH$NAME: (2S,5R,6R)-3,3-dimethyl-6-[(5-methyl-3-phenyl-1,2-oxazole-4-carbonyl)amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C19H19N3O5S
CH$EXACT_MASS: 401.10454
CH$SMILES: CC1=C(C(=O)N[C@H]2[C@H]3SC(C)(C)[C@@H](N3C2=O)C(O)=O)C(=NO1)C1=CC=CC=C1
CH$IUPAC: InChI=1S/C19H19N3O5S/c1-9-11(12(21-27-9)10-7-5-4-6-8-10)15(23)20-13-16(24)22-14(18(25)26)19(2,3)28-17(13)22/h4-8,13-14,17H,1-3H3,(H,20,23)(H,25,26)/t13-,14+,17-/m1/s1
CH$LINK: CAS
1173-88-2
CH$LINK: CHEBI
7809
CH$LINK: KEGG
C07334
CH$LINK: PUBCHEM
CID:6196
CH$LINK: INCHIKEY
UWYHMGVUTGAWSP-JKIFEVAISA-N
CH$LINK: CHEMSPIDER
5961
CH$LINK: COMPTOX
DTXSID8023397
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$MASS_SPECTROMETRY: COLLISION_ENERGY 45 (nominal)
AC$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 8.4 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 400.097
MS$FOCUSED_ION: PRECURSOR_M/Z 400.0973
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$SPLASH: splash10-00di-8890000000-4a47690fda1171ea9191
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
56.9805 C2HS- 1 56.9804 0.8
57.9757 CNS- 1 57.9757 0.63
58.0298 C2H4NO- 1 58.0298 -0.47
58.9961 C2H3S- 1 58.9961 0.6
59.9913 CH2NS- 1 59.9913 -0.89
65.9986 C3NO- 1 65.9985 0.35
70.9836 C2HNS- 1 70.9835 1.15
71.9915 C2H2NS- 1 71.9913 1.48
72.9992 C2H3NS- 1 72.9992 0.84
74.007 C2H4NS- 1 74.007 -0.59
74.9911 C2H3OS- 1 74.991 0.94
82.0298 C4H4NO- 1 82.0298 0.15
83.0139 C4H3O2- 1 83.0139 0.69
83.9913 C3H2NS- 1 83.9913 -0.16
85.0118 C4H5S- 1 85.0117 1
94.03 C5H4NO- 1 94.0298 1.41
96.0092 C4H2NO2- 1 96.0091 0.71
96.0455 C5H6NO- 1 96.0455 -0.08
97.9708 C3NOS- 1 97.9706 1.55
99.9862 C3H2NOS- 1 99.9863 -0.18
110.9911 C5H3OS- 1 110.991 0.82
111.9865 C4H2NOS- 1 111.9863 1.98
112.9941 C4H3NOS- 1 112.9941 0.41
113.0068 C5H5OS- 1 113.0067 1.33
114.0019 C4H4NOS- 1 114.0019 0.37
116.0506 C8H6N- 1 116.0506 0.49
117.0348 C8H5O- 1 117.0346 1.47
122.0249 C6H4NO2- 1 122.0248 0.8
142.0664 C10H8N- 2 142.0662 1.25
143.0616 C9H7N2- 2 143.0615 0.55
144.0456 C9H6NO- 2 144.0455 0.71
147.0277 C9H7S- 1 147.0274 2.08
148.028 C7H4N2O2- 2 148.0278 0.91
156.0126 C6H6NO2S- 1 156.0125 0.69
157.0771 C10H9N2- 2 157.0771 0.05
158.0612 C10H8NO- 3 158.0611 0.21
161.0181 C8H5N2S- 1 161.0179 1.29
169.0409 C10H5N2O- 2 169.0407 1.2
170.0614 C5H14O4S- 2 170.0618 -2.34
171.0566 C10H7N2O- 2 171.0564 1.01
172.0227 C10H6NS- 1 172.0226 0.44
173.0305 C10H7NS- 1 173.0305 -0.05
174.0383 C10H8NS- 1 174.0383 -0.08
177.038 C10H9OS- 1 177.038 0.4
182.0157 C7H6N2O2S- 2 182.0155 0.62
183.0562 C11H7N2O- 2 183.0564 -0.91
184.0643 C11H8N2O- 2 184.0642 0.54
185.072 C11H9N2O- 2 185.072 0.02
186.0564 C11H8NO2- 2 186.0561 1.6
188.054 C11H10NS- 1 188.0539 0.46
190.0332 C10H8NOS- 1 190.0332 -0.1
197.0724 C12H9N2O- 2 197.072 1.9
198.0561 C12H8NO2- 3 198.0561 0.24
199.0514 C11H7N2O2- 2 199.0513 0.5
199.0638 C12H9NO2- 3 199.0639 -0.39
200.0593 C11H8N2O2- 2 200.0591 0.72
201.0254 C11H7NOS- 1 201.0254 -0.02
201.067 C11H9N2O2- 2 201.067 0.39
208.0645 C13H8N2O- 2 208.0642 1.58
211.0518 C6H13NO5S- 2 211.052 -0.77
213.067 C12H9N2O2- 2 213.067 0.32
215.0286 C11H7N2OS- 1 215.0285 0.66
216.0365 C11H8N2OS- 1 216.0363 0.96
216.0488 C12H10NOS- 1 216.0489 -0.5
217.0441 C11H9N2OS- 1 217.0441 -0.03
225.0671 C13H9N2O2- 2 225.067 0.53
226.075 C13H10N2O2- 2 226.0748 0.86
227.0827 C13H11N2O2- 2 227.0826 0.22
240.055 C13H8N2O3- 1 240.054 4
241.0443 C13H9N2OS- 1 241.0441 0.63
257.0396 C13H9N2O2S- 1 257.039 2.21
258.0472 C13H10N2O2S- 1 258.0468 1.29
258.0647 C13H10N2O4- 1 258.0646 0.25
259.0547 C13H11N2O2S- 1 259.0547 0.07
PK$NUM_PEAK: 74
PK$PEAK: m/z int. rel.int.
56.9805 16708.2 3
57.9757 252731.6 60
58.0298 111245.2 26
58.9961 526521 125
59.9913 30342.7 7
65.9986 147949.5 35
70.9836 428290.8 101
71.9915 2194258.8 521
72.9992 131982.1 31
74.007 37031.5 8
74.9911 4200808.5 999
82.0298 1224793.9 291
83.0139 1592593.9 378
83.9913 18922.9 4
85.0118 76328.9 18
94.03 108209.9 25
96.0092 39377.3 9
96.0455 131307.7 31
97.9708 39745.8 9
99.9862 220096.2 52
110.9911 40151.1 9
111.9865 28259.7 6
112.9941 179227.2 42
113.0068 106825.3 25
114.0019 463489.9 110
116.0506 20789.6 4
117.0348 27201.2 6
122.0249 286929 68
142.0664 31122.7 7
143.0616 349086.1 83
144.0456 258552.2 61
147.0277 34432.3 8
148.028 161636.6 38
156.0126 577678.8 137
157.0771 39551.9 9
158.0612 313914.9 74
161.0181 84036 19
169.0409 31246.9 7
170.0614 66034.3 15
171.0566 486865.1 115
172.0227 17537.2 4
173.0305 1812521.4 431
174.0383 2561902 609
177.038 92692.3 22
182.0157 456049.8 108
183.0562 173338.8 41
184.0643 156474.7 37
185.072 2063191.2 490
186.0564 81016.6 19
188.054 20249.6 4
190.0332 123262.5 29
197.0724 36518 8
198.0561 18275.2 4
199.0514 253247.8 60
199.0638 75247.9 17
200.0593 1305323.1 310
201.0254 35882.9 8
201.067 440657.8 104
208.0645 87736.5 20
211.0518 89570.5 21
213.067 154832.8 36
215.0286 110708.8 26
216.0365 1399510.6 332
216.0488 227437.2 54
217.0441 2105459.8 500
225.0671 2368229.8 563
226.075 332368.1 79
227.0827 182712.8 43
240.055 16814.5 3
241.0443 463461.3 110
257.0396 87301.1 20
258.0472 215403.9 51
258.0647 35971.2 8
259.0547 1892002.9 449
//
