ACCESSION: MSBNK-Eawag-EQ320708
RECORD_TITLE: Oxacillin; LC-ESI-QFT; MS2; CE: 150; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 150 (nominal)
AC$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$SPLASH: splash10-0udj-9100000000-451b59b916ee627de317
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 0.97
51.023 C4H3+ 1 51.0229 1.05
52.0182 C3H2N+ 1 52.0182 1.05
52.0308 C4H4+ 1 52.0308 0.93
53.0022 C3HO+ 1 53.0022 0.55
53.0386 C4H5+ 1 53.0386 0.63
53.9975 C2NO+ 1 53.9974 1.85
54.0339 C3H4N+ 1 54.0338 1.01
55.0179 C3H3O+ 1 55.0178 1.62
55.0542 C4H7+ 1 55.0542 -0.48
56.0495 C3H6N+ 1 56.0495 0.26
57.9872 C2H2S+ 1 57.9872 -0.22
58.995 C2H3S+ 1 58.995 0.21
59.9665 COS+ 1 59.9664 0.22
62.0059 CH4NS+ 1 62.0059 -0.43
62.0151 C5H2+ 1 62.0151 0.14
63.0229 C5H3+ 1 63.0229 0.21
65.0022 C4HO+ 1 65.0022 0.14
65.0386 C5H5+ 1 65.0386 0.05
66.0101 C4H2O+ 1 66.01 0.51
66.0339 C4H4N+ 1 66.0338 1.58
67.0417 C4H5N+ 1 67.0417 0.14
67.0542 C5H7+ 1 67.0542 -0.1
67.9893 C3O2+ 1 67.9893 -0.16
68.0131 C3H2NO+ 1 68.0131 0.88
68.0495 C4H6N+ 1 68.0495 0.21
69.0447 C3H5N2+ 1 69.0447 -0.07
70.0651 C4H8N+ 1 70.0651 0.06
70.995 C3H3S+ 1 70.995 -0.53
72.003 C3H4S+ 1 72.0028 1.91
73.0106 C3H5S+ 1 73.0106 -0.51
74.015 C6H2+ 1 74.0151 -1.64
75.0229 C6H3+ 1 75.0229 -0.09
75.0263 C3H7S+ 1 75.0263 -0.5
76.0308 C6H4+ 1 76.0308 0.51
77.0385 C6H5+ 1 77.0386 -0.47
78.0338 C5H4N+ 1 78.0338 -0.2
78.0464 C6H6+ 1 78.0464 -0.15
79.029 C4H3N2+ 1 79.0291 -0.69
80.0368 C4H4N2+ 1 80.0369 -1.49
80.0494 C5H6N+ 1 80.0495 -0.69
81.0335 C5H5O+ 1 81.0335 0.23
81.0448 C4H5N2+ 1 81.0447 0.68
82.0651 C5H8N+ 1 82.0651 -0.8
85.0106 C4H5S+ 1 85.0106 -0.32
86.0061 C3H4NS+ 1 86.0059 1.78
87.0263 C4H7S+ 1 87.0263 0.26
89.0386 C7H5+ 1 89.0386 0.04
90.0339 C6H4N+ 1 90.0338 0.27
90.0464 C7H6+ 1 90.0464 0.32
91.0542 C7H7+ 1 91.0542 0.26
92.0495 C6H6N+ 1 92.0495 0.26
93.0448 C5H5N2+ 1 93.0447 0.7
94.0414 C6H6O+ 1 94.0413 1.32
94.0651 C6H8N+ 1 94.0651 -0.49
95.0492 C6H7O+ 1 95.0491 0.41
96.0443 C5H6NO+ 1 96.0444 -0.52
100.0216 C4H6NS+ 1 100.0215 0.43
102.0464 C8H6+ 1 102.0464 -0.41
103.0543 C8H7+ 1 103.0542 0.42
104.0495 C7H6N+ 1 104.0495 0.71
105.0448 C6H5N2+ 1 105.0447 0.53
106.0401 C5H4N3+ 1 106.04 1.19
112.0215 C5H6NS+ 1 112.0215 -0.59
113.0294 C5H7NS+ 1 113.0294 0.16
114.0372 C5H8NS+ 1 114.0372 0.2
115.0416 C8H5N+ 2 115.0417 -0.7
115.0543 C9H7+ 1 115.0542 0.29
116.0495 C8H6N+ 1 116.0495 0.47
117.0573 C8H7N+ 1 117.0573 -0.18
119.0605 C7H7N2+ 1 119.0604 1.14
128.0494 C9H6N+ 2 128.0495 -0.51
129.0448 C8H5N2+ 2 129.0447 0.82
130.065 C9H8N+ 2 130.0651 -0.81
140.0495 C10H6N+ 3 140.0495 0.25
142.0523 C9H6N2+ 1 142.0525 -1.41
PK$NUM_PEAK: 76
PK$PEAK: m/z int. rel.int.
50.0151 4035946 400
51.023 10059036 999
52.0182 241521.9 23
52.0308 29256.9 2
53.0022 245054.6 24
53.0386 4456690.5 442
53.9975 34280.1 3
54.0339 270563.3 26
55.0179 136725.2 13
55.0542 172309.2 17
56.0495 73329.9 7
57.9872 188602.8 18
58.995 2783903.8 276
59.9665 242729.5 24
62.0059 139620.5 13
62.0151 69978.1 6
63.0229 516118.9 51
65.0022 231558.5 22
65.0386 644690.4 64
66.0101 77534.4 7
66.0339 42710.7 4
67.0417 85726.8 8
67.0542 102774 10
67.9893 18745.2 1
68.0131 121885.3 12
68.0495 69487 6
69.0447 108268 10
70.0651 1082489.1 107
70.995 107945.4 10
72.003 19192.9 1
73.0106 103709.9 10
74.015 26910.1 2
75.0229 207896.8 20
75.0263 24861.2 2
76.0308 27792.1 2
77.0385 5881655 584
78.0338 36603.2 3
78.0464 213142.8 21
79.029 90289.8 8
80.0368 32448.9 3
80.0494 290947.2 28
81.0335 296328 29
81.0448 227025.5 22
82.0651 21722.5 2
85.0106 230439.1 22
86.0061 22786.6 2
87.0263 727493.4 72
89.0386 1783832.6 177
90.0339 135439.2 13
90.0464 70373.3 6
91.0542 386260.2 38
92.0495 25729.3 2
93.0448 87809.5 8
94.0414 143269.1 14
94.0651 73535.4 7
95.0492 9369284 930
96.0443 35454.3 3
100.0216 137411.6 13
102.0464 113123.4 11
103.0543 301443.3 29
104.0495 122649.3 12
105.0448 5112773 507
106.0401 30099.5 2
112.0215 134971.6 13
113.0294 28896.2 2
114.0372 212418.5 21
115.0416 73426.8 7
115.0543 154782.1 15
116.0495 238268.2 23
117.0573 114251.2 11
119.0605 27456.1 2
128.0494 96768 9
129.0448 25306.3 2
130.065 33189.9 3
140.0495 26033.3 2
142.0523 31405.6 3
//
