ACCESSION: MSBNK-Eawag-EQ320755
RECORD_TITLE: Oxacillin; LC-ESI-QFT; MS2; CE: 75; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 (nominal)
AC$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 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$SPLASH: splash10-00e9-9410000000-b5c01a94c4b433924722
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
56.9805 C2HS- 1 56.9804 0.27
57.9757 CNS- 1 57.9757 0.28
58.0298 C2H4NO- 1 58.0298 -0.3
58.9961 C2H3S- 1 58.9961 0.6
60.9754 CHOS- 1 60.9754 1.32
65.0144 C3HN2- 1 65.0145 -1.1
65.9986 C3NO- 1 65.9985 0.65
69.9756 C2NS- 1 69.9757 -0.77
70.9836 C2HNS- 1 70.9835 1.29
71.9915 C2H2NS- 1 71.9913 1.62
72.9993 C2H3NS- 1 72.9992 1.53
74.0071 C2H4NS- 1 74.007 1.44
74.9911 C2H3OS- 1 74.991 1.21
82.0299 C4H4NO- 1 82.0298 0.64
83.0139 C4H3O2- 1 83.0139 0.69
83.9914 C3H2NS- 1 83.9913 0.67
85.0118 C4H5S- 1 85.0117 0.3
94.0298 C5H4NO- 1 94.0298 -0.72
96.0094 C4H2NO2- 1 96.0091 2.79
99.9863 C3H2NOS- 1 99.9863 0.62
101.0397 C8H5- 1 101.0397 0.26
102.0349 C7H4N- 1 102.0349 -0.42
106.0173 C5H2N2O- 1 106.0173 0.65
107.0251 C5H3N2O- 1 107.0251 0.13
111.9864 C4H2NOS- 1 111.9863 1.18
112.9941 C4H3NOS- 1 112.9941 0.24
114.0019 C4H4NOS- 1 114.0019 0.01
115.0558 C9H7- 1 115.0553 3.7
116.0506 C8H6N- 1 116.0506 0.23
117.0348 C8H5O- 1 117.0346 1.47
120.0328 C6H4N2O- 1 120.0329 -0.51
122.0247 C6H4NO2- 1 122.0248 -0.34
133.0119 C8H5S- 1 133.0117 1.39
140.0507 C10H6N- 2 140.0506 0.84
141.0345 C10H5O- 2 141.0346 -0.84
141.0456 C9H5N2- 1 141.0458 -1.57
142.0661 C10H8N- 2 142.0662 -0.58
143.0614 C9H7N2- 1 143.0615 -0.22
144.0455 C9H6NO- 3 144.0455 -0.12
146.0197 C9H6S- 1 146.0196 0.69
147.0277 C9H7S- 1 147.0274 1.8
156.0694 C10H8N2- 2 156.0693 0.73
158.0612 C10H8NO- 3 158.0611 0.59
159.0563 C9H7N2O- 2 159.0564 -0.48
161.0183 C8H5N2S- 1 161.0179 2.84
169.0411 C10H5N2O- 2 169.0407 2.03
171.0565 C10H7N2O- 2 171.0564 0.78
172.0228 C10H6NS- 1 172.0226 1.14
173.0304 C10H7NS- 1 173.0305 -0.22
174.0383 C10H8NS- 1 174.0383 0.15
182.0485 C11H6N2O- 2 182.0486 -0.39
182.0611 C12H8NO- 3 182.0611 -0.26
183.0564 C11H7N2O- 2 183.0564 -0.04
184.0405 C11H6NO2- 3 184.0404 0.75
184.0642 C11H8N2O- 2 184.0642 -0.17
185.072 C11H9N2O- 2 185.072 -0.41
197.0719 C12H9N2O- 2 197.072 -0.54
198.056 C12H8NO2- 3 198.0561 -0.11
199.0514 C11H7N2O2- 2 199.0513 0.7
200.0594 C11H8N2O2- 2 200.0591 1.47
201.067 C11H9N2O2- 2 201.067 0.49
208.0637 C13H8N2O- 1 208.0642 -2.36
211.0514 C12H7N2O2- 2 211.0513 0.33
215.0285 C11H7N2OS- 1 215.0285 0.1
216.0365 C11H8N2OS- 1 216.0363 0.96
216.0543 C11H8N2O3- 1 216.054 1.25
225.0671 C13H9N2O2- 2 225.067 0.71
227.0824 C13H11N2O2- 2 227.0826 -0.89
PK$NUM_PEAK: 68
PK$PEAK: m/z int. rel.int.
56.9805 34351.3 17
57.9757 499948.9 255
58.0298 198691.1 101
58.9961 415249.7 212
60.9754 25635.1 13
65.0144 19940.2 10
65.9986 966349.2 493
69.9756 19036.9 9
70.9836 1024103.2 523
71.9915 740228.1 378
72.9993 971487.4 496
74.0071 30499.1 15
74.9911 1954536.8 999
82.0299 1575667.5 805
83.0139 1883494.5 962
83.9914 34522.2 17
85.0118 29974.8 15
94.0298 100622.7 51
96.0094 21794.9 11
99.9863 285272.2 145
101.0397 138482.4 70
102.0349 36169.8 18
106.0173 62468.5 31
107.0251 66053 33
111.9864 18518.4 9
112.9941 74257.9 37
114.0019 33407.4 17
115.0558 16408.9 8
116.0506 159665.3 81
117.0348 16686.7 8
120.0328 20389.2 10
122.0247 18816.7 9
133.0119 65465.8 33
140.0507 102145.7 52
141.0345 21679.5 11
141.0456 19959.8 10
142.0661 184074.6 94
143.0614 461698.1 235
144.0455 228438 116
146.0197 27979.2 14
147.0277 67310 34
156.0694 20195.1 10
158.0612 87178.9 44
159.0563 96285.2 49
161.0183 18069.7 9
169.0411 209372.9 107
171.0565 119579.7 61
172.0228 209931.3 107
173.0304 508158.3 259
174.0383 236969 121
182.0485 54133.9 27
182.0611 438615.5 224
183.0564 156076.8 79
184.0405 284550.9 145
184.0642 233136.5 119
185.072 168526.8 86
197.0719 18586.5 9
198.056 18225.9 9
199.0514 137986.1 70
200.0594 27704.4 14
201.067 189180.6 96
208.0637 35321.1 18
211.0514 27274 13
215.0285 89932.1 45
216.0365 29134 14
216.0543 103609.7 52
225.0671 1138651.5 581
227.0824 26384.5 13
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