ACCESSION: MSBNK-Eawag-EQ320706
RECORD_TITLE: Oxacillin; 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 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 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 8.5 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 402.1116
MS$FOCUSED_ION: PRECURSOR_M/Z 402.1118
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$SPLASH: splash10-0ikj-9800000000-fbc9b294222787b35a80
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 0.17
51.0229 C4H3+ 1 51.0229 0.07
52.0182 C3H2N+ 1 52.0182 0.47
53.0386 C4H5+ 1 53.0386 0.44
54.0339 C3H4N+ 1 54.0338 0.64
55.0179 C3H3O+ 1 55.0178 0.16
55.0542 C4H7+ 1 55.0542 0.06
56.0495 C3H6N+ 1 56.0495 1.15
57.9872 C2H2S+ 1 57.9872 0.65
58.995 C2H3S+ 1 58.995 0.04
59.0491 C3H7O+ 1 59.0491 -0.02
59.9664 COS+ 1 59.9664 -0.12
59.9902 CH2NS+ 1 59.9902 -0.27
62.0059 CH4NS+ 1 62.0059 -0.11
65.0387 C5H5+ 1 65.0386 2.67
67.0542 C5H7+ 1 67.0542 0.35
68.0131 C3H2NO+ 1 68.0131 -0.3
68.0495 C4H6N+ 1 68.0495 0.06
68.9971 C3HO2+ 1 68.9971 -0.37
69.0447 C3H5N2+ 1 69.0447 -0.5
70.0651 C4H8N+ 1 70.0651 -0.08
71.0491 C4H7O+ 1 71.0491 -0.02
72.0807 C4H10N+ 1 72.0808 -1.47
73.0106 C3H5S+ 1 73.0106 -0.51
74.0058 C2H4NS+ 1 74.0059 -0.9
75.0263 C3H7S+ 1 75.0263 0.43
77.0385 C6H5+ 1 77.0386 -0.73
78.0339 C5H4N+ 1 78.0338 0.31
78.0463 C6H6+ 1 78.0464 -0.92
79.0291 C4H3N2+ 1 79.0291 0.58
79.0544 C6H7+ 1 79.0542 1.69
80.0369 C4H4N2+ 1 80.0369 0.01
80.0494 C5H6N+ 1 80.0495 -0.94
81.0335 C5H5O+ 1 81.0335 -0.14
81.0447 C4H5N2+ 1 81.0447 0.19
81.0573 C5H7N+ 1 81.0573 -0.5
82.0651 C5H8N+ 1 82.0651 -0.56
85.0106 C4H5S+ 1 85.0106 0.03
86.0058 C3H4NS+ 1 86.0059 -1.24
87.0263 C4H7S+ 1 87.0263 0.26
89.0386 C7H5+ 1 89.0386 -0.07
90.0338 C6H4N+ 1 90.0338 -0.51
91.0542 C7H7+ 1 91.0542 0.26
93.0448 C5H5N2+ 1 93.0447 0.7
93.0696 C7H9+ 1 93.0699 -2.65
94.0413 C6H6O+ 1 94.0413 0.25
94.0651 C6H8N+ 1 94.0651 -0.06
95.0492 C6H7O+ 1 95.0491 0.2
96.0444 C5H6NO+ 1 96.0444 -0.31
98.06 C5H8NO+ 1 98.06 0
99.0263 C5H7S+ 1 99.0263 0.53
99.0441 C5H7O2+ 1 99.0441 0.24
102.0464 C8H6+ 1 102.0464 0.38
103.0542 C8H7+ 1 103.0542 0.03
104.0495 C7H6N+ 1 104.0495 0.04
105.0448 C6H5N2+ 1 105.0447 0.34
107.0477 C5H5N3+ 1 107.0478 -0.55
109.0396 C5H5N2O+ 1 109.0396 0.1
109.0649 C7H9O+ 1 109.0648 1.09
112.0215 C5H6NS+ 1 112.0215 -0.42
113.0293 C5H7NS+ 1 113.0294 -0.81
114.0373 C5H8NS+ 1 114.0372 0.47
115.0542 C9H7+ 2 115.0542 -0.67
116.0495 C8H6N+ 1 116.0495 0.04
117.0574 C8H7N+ 1 117.0573 0.59
118.0651 C8H8N+ 1 118.0651 -0.05
119.0492 C8H7O+ 1 119.0491 0.16
119.0605 C7H7N2+ 1 119.0604 0.63
128.0495 C9H6N+ 2 128.0495 -0.12
129.0448 C8H5N2+ 2 129.0447 0.74
129.0573 C9H7N+ 2 129.0573 -0.16
130.0652 C9H8N+ 1 130.0651 0.49
131.073 C9H9N+ 1 131.073 0.76
133.0762 C8H9N2+ 1 133.076 1.24
134.0599 C8H8NO+ 2 134.06 -1.2
140.0497 C10H6N+ 2 140.0495 1.75
142.0321 C6H8NOS+ 1 142.0321 -0.01
142.0527 C9H6N2+ 2 142.0525 1.27
142.0652 C10H8N+ 2 142.0651 0.45
143.0604 C9H7N2+ 2 143.0604 0.39
143.0731 C10H9N+ 2 143.073 1.11
144.0444 C9H6NO+ 3 144.0444 0.28
145.0759 C9H9N2+ 1 145.076 -0.72
146.06 C9H8NO+ 2 146.06 0.07
154.065 C11H8N+ 2 154.0651 -0.69
155.0603 C10H7N2+ 1 155.0604 -0.55
156.068 C10H8N2+ 1 156.0682 -0.96
157.0761 C10H9N2+ 2 157.076 0.54
160.0427 C6H10NO2S+ 1 160.0427 -0.1
169.0763 C11H9N2+ 2 169.076 1.63
170.0602 C11H8NO+ 3 170.06 0.76
188.0706 C11H10NO2+ 3 188.0706 0.19
196.0869 C12H10N3+ 2 196.0869 -0.27
PK$NUM_PEAK: 93
PK$PEAK: m/z int. rel.int.
50.0151 641782.5 33
51.0229 646534.9 33
52.0182 33860.6 1
53.0386 6605200 346
54.0339 207324.5 10
55.0179 243401.1 12
55.0542 359667.4 18
56.0495 44874.3 2
57.9872 39579.2 2
58.995 1787470.6 93
59.0491 92909.2 4
59.9664 47081.3 2
59.9902 19622.7 1
62.0059 218274.7 11
65.0387 181970.5 9
67.0542 31286.1 1
68.0131 84981.1 4
68.0495 40992.8 2
68.9971 25494.5 1
69.0447 241211.4 12
70.0651 5116486 268
71.0491 267333.3 14
72.0807 43231.5 2
73.0106 25417.4 1
74.0058 26510.1 1
75.0263 131831.2 6
77.0385 6066408 318
78.0339 36990.7 1
78.0463 188119 9
79.0291 26989.4 1
79.0544 35029.8 1
80.0369 37370 1
80.0494 211799.9 11
81.0335 457001.6 23
81.0447 925017.2 48
81.0573 145479.2 7
82.0651 42134.6 2
85.0106 921222.9 48
86.0058 34658.3 1
87.0263 15160756 795
89.0386 1603522.6 84
90.0338 29123.2 1
91.0542 688561.3 36
93.0448 39658.6 2
93.0696 25409.4 1
94.0413 258893.6 13
94.0651 110185.4 5
95.0492 14958273 785
96.0444 27315.7 1
98.06 294484.1 15
99.0263 43154.4 2
99.0441 133290.2 6
102.0464 92533.8 4
103.0542 4903310 257
104.0495 536432.9 28
105.0448 8606965 451
107.0477 21815.2 1
109.0396 34560.8 1
109.0649 42532.4 2
112.0215 105185.5 5
113.0293 128866.4 6
114.0373 19031198 999
115.0542 153719.9 8
116.0495 6130916 321
117.0574 257028.2 13
118.0651 825962 43
119.0492 37276.9 1
119.0605 39692.3 2
128.0495 1949788.6 102
129.0448 80804.5 4
129.0573 104449 5
130.0652 2827066.8 148
131.073 22763.4 1
133.0762 115078.2 6
134.0599 25764.1 1
140.0497 35945.4 1
142.0321 206314.7 10
142.0527 208444.8 10
142.0652 893152.2 46
143.0604 106958 5
143.0731 26352.9 1
144.0444 6796634 356
145.0759 41302.4 2
146.06 1190184.6 62
154.065 25429.6 1
155.0603 260197.8 13
156.068 121053.6 6
157.0761 37469.2 1
160.0427 103814.6 5
169.0763 154337.3 8
170.0602 95527.9 5
188.0706 44477.5 2
196.0869 30586.5 1
//
