ACCESSION: MSBNK-Eawag-EQ366302
RECORD_TITLE: Cefazolin; LC-ESI-QFT; MS2; CE: 30; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag and Thomaidis N, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3663
CH$NAME: Cefazolin
CH$NAME: 3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C14H14N8O4S3
CH$EXACT_MASS: 454.03001
CH$SMILES: CC1=NN=C(S1)SCC2=C(N3C(C(C3=O)NC(=O)CN4C=NN=N4)SC2)C(=O)O
CH$IUPAC: InChI=1S/C14H14N8O4S3/c1-6-17-18-14(29-6)28-4-7-3-27-12-9(11(24)22(12)10(7)13(25)26)16-8(23)2-21-5-15-19-20-21/h5,9,12H,2-4H2,1H3,(H,16,23)(H,25,26)
CH$LINK: CAS
25953-19-9
CH$LINK: PUBCHEM
CID:2618
CH$LINK: INCHIKEY
MLYYVTUWGNIJIB-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
2519
AC$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 30 (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$CHROMATOGRAPHY: RETENTION_TIME 4.5 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 455.0367
MS$FOCUSED_ION: PRECURSOR_M/Z 455.0373
MS$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: splash10-0pb9-1910000000-56fa303f3a5aa98d1cb3
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0385 C4H5+ 1 53.0386 -1.44
54.0338 C3H4N+ 1 54.0338 -1.21
55.0291 C2H3N2+ 1 55.0291 -0.08
56.0494 C3H6N+ 1 56.0495 -0.99
57.0448 C2H5N2+ 1 57.0447 0.8
58.995 C2H3S+ 1 58.995 -0.13
59.9903 CH2NS+ 1 59.9902 0.06
62.0059 CH4NS+ 1 62.0059 0.38
65.0387 C5H5+ 1 65.0386 1.13
66.0338 C4H4N+ 1 66.0338 -0.84
68.0495 C4H6N+ 1 68.0495 0.51
69.0448 C3H5N2+ 1 69.0447 0.51
70.065 C4H8N+ 1 70.0651 -2.36
71.0353 CH3N4+ 1 71.0352 0.53
72.0556 C2H6N3+ 1 72.0556 0.09
73.0396 C2H5N2O+ 1 73.0396 -0.95
74.0059 C2H4NS+ 1 74.0059 0.32
80.0495 C5H6N+ 1 80.0495 -0.2
81.0448 C4H5N2+ 1 81.0447 0.68
81.0573 C5H7N+ 1 81.0573 0.12
82.0288 C4H4NO+ 1 82.0287 0.73
82.0651 C5H8N+ 1 82.0651 -0.31
83.024 C3H3N2O+ 1 83.024 0.25
84.0557 C3H6N3+ 1 84.0556 0.79
84.9743 C3HOS+ 1 84.9743 0.21
85.0107 C4H5S+ 1 85.0106 0.5
85.0397 C3H5N2O+ 1 85.0396 0.6
86.0059 C3H4NS+ 1 86.0059 -0.19
87.0263 C4H7S+ 1 87.0263 0.6
89.0169 C2H5N2S+ 1 89.0168 1.17
92.0495 C6H6N+ 1 92.0495 0.81
93.0449 C5H5N2+ 1 93.0447 1.56
93.0576 C6H7N+ 1 93.0573 3.11
94.0401 C4H4N3+ 1 94.04 1.45
94.0652 C6H8N+ 1 94.0651 0.68
95.0605 C5H7N2+ 1 95.0604 0.79
96.0557 C4H6N3+ 1 96.0556 0.8
97.0107 C5H5S+ 1 97.0106 0.75
97.0397 C4H5N2O+ 1 97.0396 1.04
98.006 C4H4NS+ 1 98.0059 0.65
98.0237 C4H4NO2+ 1 98.0237 0.56
98.035 C3H4N3O+ 1 98.0349 1.34
98.0476 C4H6N2O+ 1 98.0475 1.49
99.0015 C3H3N2S+ 1 99.0011 3.08
99.0138 C4H5NS+ 1 99.0137 0.49
99.0263 C5H7S+ 1 99.0263 0.43
100.0216 C4H6NS+ 1 100.0215 0.73
100.0506 C3H6N3O+ 1 100.0505 0.72
101.0169 C3H5N2S+ 1 101.0168 1.33
102.0009 C3H4NOS+ 1 102.0008 0.87
102.0372 C4H8NS+ 1 102.0372 -0.07
105.0447 C6H5N2+ 1 105.0447 0.05
106.0527 C6H6N2+ 1 106.0525 1.04
107.0605 C6H7N2+ 1 107.0604 0.7
108.0444 C6H6NO+ 1 108.0444 -0.28
108.0557 C5H6N3+ 1 108.0556 0.71
108.0683 C6H8N2+ 1 108.0682 0.56
109.0509 C4H5N4+ 1 109.0509 0.53
109.0762 C6H9N2+ 1 109.076 1.42
110.0059 C5H4NS+ 1 110.0059 -0.15
110.035 C4H4N3O+ 1 110.0349 0.83
110.0602 C6H8NO+ 1 110.06 1.72
111.0013 C4H3N2S+ 1 111.0011 1.75
111.0427 C4H5N3O+ 1 111.0427 0.33
111.0554 C5H7N2O+ 1 111.0553 0.73
111.0667 C4H7N4+ 1 111.0665 1.69
112.0216 C5H6NS+ 1 112.0215 0.83
112.0394 C5H6NO2+ 1 112.0393 0.76
112.0506 C4H6N3O+ 1 112.0505 0.64
113.0056 C5H5OS+ 1 113.0056 0.33
113.0169 C4H5N2S+ 1 113.0168 0.66
113.0295 C5H7NS+ 1 113.0294 1.05
113.0585 C4H7N3O+ 1 113.0584 1.21
114.0008 C4H4NOS+ 1 114.0008 -0.1
114.0122 C3H4N3S+ 1 114.012 1.1
114.0247 C4H6N2S+ 1 114.0246 1.13
114.0373 C5H8NS+ 1 114.0372 0.91
116.0278 C3H6N3S+ 1 116.0277 0.82
117.0117 C3H5N2OS+ 1 117.0117 0.17
118.0526 C7H6N2+ 1 118.0525 0.26
119.0605 C7H7N2+ 1 119.0604 0.88
120.0683 C7H8N2+ 1 120.0682 1.25
121.0762 C7H9N2+ 1 121.076 1.28
122.0059 C6H4NS+ 1 122.0059 0.36
122.035 C5H4N3O+ 1 122.0349 1.16
122.0714 C6H8N3+ 1 122.0713 0.87
123.0137 C6H5NS+ 1 123.0137 0.07
124.0217 C6H6NS+ 1 124.0215 1.32
124.0507 C5H6N3O+ 1 124.0505 1.06
125.0057 C6H5OS+ 1 125.0056 1.26
125.017 C5H5N2S+ 1 125.0168 1.48
126.001 C5H4NOS+ 1 126.0008 1.66
126.0121 C4H4N3S+ 1 126.012 0.52
126.0373 C6H8NS+ 1 126.0372 0.98
126.9962 C4H3N2OS+ 1 126.9961 0.87
127.02 C4H5N3S+ 1 127.0199 0.87
127.0326 C5H7N2S+ 1 127.0324 0.82
128.0167 C5H6NOS+ 1 128.0165 1.55
128.0278 C4H6N3S+ 1 128.0277 0.9
129.0006 C5H5O2S+ 1 129.0005 1.03
129.0117 C4H5N2OS+ 1 129.0117 0.15
129.0354 C4H7N3S+ 1 129.0355 -0.69
130.0196 C4H6N2OS+ 1 130.0195 0.19
132.0558 C7H6N3+ 2 132.0556 1.03
132.989 C3H5N2S2+ 1 132.9889 1
134.0713 C7H8N3+ 2 134.0713 0.42
135.0553 C7H7N2O+ 1 135.0553 0.01
135.0793 C7H9N3+ 2 135.0791 1.56
136.0218 CH12O3S2+ 2 136.0222 -3.22
136.0393 C7H6NO2+ 1 136.0393 -0.04
136.0507 C6H6N3O+ 2 136.0505 1.19
136.087 C7H10N3+ 1 136.0869 0.27
137.0171 C6H5N2S+ 2 137.0168 2.15
137.0347 C6H5N2O2+ 1 137.0346 0.85
138.0374 C7H8NS+ 1 138.0372 1.47
138.0663 C6H8N3O+ 1 138.0662 0.95
139.0326 C6H7N2S+ 2 139.0324 1.11
140.0166 C6H6NOS+ 1 140.0165 0.85
140.028 C5H6N3S+ 1 140.0277 1.9
140.0403 C6H8N2S+ 2 140.0403 0.35
140.0454 C5H6N3O2+ 1 140.0455 -0.23
141.0118 C5H5N2OS+ 1 141.0117 0.42
141.0482 C6H9N2S+ 1 141.0481 0.74
142.0319 C6H8NOS+ 1 142.0321 -1.49
144.0115 C5H6NO2S+ 1 144.0114 1.14
145.0635 C8H7N3+ 2 145.0634 0.56
146.0716 C8H8N3+ 2 146.0713 1.96
147.0555 C8H7N2O+ 2 147.0553 1.57
147.0667 C7H7N4+ 2 147.0665 1.14
147.0793 C8H9N3+ 2 147.0791 1.1
148.0505 C7H6N3O+ 2 148.0505 -0.33
148.0632 C8H8N2O+ 3 148.0631 0.44
148.0744 C7H8N4+ 2 148.0743 0.56
149.0824 C7H9N4+ 2 149.0822 1.32
150.001 C7H4NOS+ 2 150.0008 1.53
150.0245 C7H6N2S+ 1 150.0246 -1.07
150.0662 C7H8N3O+ 2 150.0662 0.28
151.0326 C7H7N2S+ 2 151.0324 1.22
151.0502 C7H7N2O2+ 2 151.0502 -0.29
152.0166 C7H6NOS+ 2 152.0165 1.18
152.0456 C6H6N3O2+ 1 152.0455 1.3
153.0483 C7H9N2S+ 2 153.0481 1.07
154.0071 C5H4N3OS+ 1 154.007 0.78
154.032 C7H8NOS+ 1 154.0321 -0.53
154.0433 C6H8N3S+ 2 154.0433 -0.16
155.0149 C5H5N3OS+ 1 155.0148 1.01
155.0275 C6H7N2OS+ 2 155.0274 1.09
156.0115 C6H6NO2S+ 1 156.0114 0.8
157.0194 C6H7NO2S+ 1 157.0192 1.46
157.0304 C5H7N3OS+ 1 157.0304 0.04
158.0272 C6H8NO2S+ 1 158.027 1.04
159.0224 C5H7N2O2S+ 2 159.0223 0.72
160.0507 C8H6N3O+ 2 160.0505 1.26
161.0823 C8H9N4+ 2 161.0822 0.98
162.0664 C8H8N3O+ 2 162.0662 1.06
162.0902 C8H10N4+ 1 162.09 1
163.0326 C8H7N2S+ 4 163.0324 0.82
164.0167 C8H6NOS+ 3 164.0165 1.33
164.0282 CH12N2O3S2+ 3 164.0284 -1.31
164.0821 C8H10N3O+ 1 164.0818 1.47
165.0356 C7H7N3S+ 2 165.0355 0.37
166.0436 C7H8N3S+ 2 166.0433 1.24
167.0276 C7H7N2OS+ 2 167.0274 1.2
168.0116 C7H6NO2S+ 2 168.0114 1.16
168.0225 C6H6N3OS+ 2 168.0226 -0.65
168.0517 C5H6N5O2+ 2 168.0516 0.41
168.0591 C7H10N3S+ 1 168.059 0.63
169.0433 C7H9N2OS+ 2 169.043 1.89
170.0273 C7H8NO2S+ 2 170.027 1.79
173.0584 C9H7N3O+ 3 173.0584 0.33
175.0617 C8H7N4O+ 3 175.0614 1.73
176.0456 C8H6N3O2+ 2 176.0455 1.06
177.0774 C8H9N4O+ 2 177.0771 1.65
178.0435 C8H8N3S+ 3 178.0433 1.1
179.0276 C8H7N2OS+ 4 179.0274 1.12
180.0592 C8H10N3S+ 2 180.059 0.92
181.0431 C2H15NO4S2+ 4 181.0437 -3.32
182.0384 C7H8N3OS+ 2 182.0383 0.61
183.0225 C7H7N2O2S+ 2 183.0223 1.39
184.018 C14H2N+ 3 184.0182 -0.84
185.038 C7H9N2O2S+ 2 185.0379 0.62
189.0773 C9H9N4O+ 3 189.0771 1.12
190.0612 C9H8N3O2+ 2 190.0611 0.56
190.085 C9H10N4O+ 2 190.0849 0.51
192.0227 C8H6N3OS+ 3 192.0226 0.47
193.0066 C8H5N2O2S+ 3 193.0066 -0.13
193.0545 C8H9N4S+ 4 193.0542 1.43
193.0722 C8H9N4O2+ 2 193.072 1.28
194.0385 C8H8N3OS+ 3 194.0383 1.14
195.0224 C8H7N2O2S+ 3 195.0223 0.9
195.0701 C8H11N4S+ 2 195.0699 0.9
196.0541 C8H10N3OS+ 2 196.0539 1.13
197.0382 C8H9N2O2S+ 3 197.0379 1.24
205.0724 C9H9N4O2+ 3 205.072 1.75
206.0385 C9H8N3OS+ 3 206.0383 1.22
207.0225 C9H7N2O2S+ 3 207.0223 1.04
208.0541 C9H10N3OS+ 2 208.0539 1.01
209.0379 C9H9N2O2S+ 3 209.0379 -0.07
210.0334 C8H8N3O2S+ 2 210.0332 1.31
221.0494 C9H9N4OS+ 3 221.0492 0.91
222.0332 C9H8N3O2S+ 2 222.0332 0.21
223.065 C9H11N4OS+ 2 223.0648 0.9
224.049 C9H10N3O2S+ 2 224.0488 0.7
225.033 C2H9N8OS2+ 2 225.0335 -2.33
233.0671 C10H9N4O3+ 2 233.0669 0.96
234.0341 C12H10O3S+ 3 234.0345 -1.82
234.0745 C10H10N4O3+ 2 234.0747 -1.12
239.0597 C9H11N4O2S+ 2 239.0597 -0.31
249.0443 C10H9N4O2S+ 3 249.0441 0.91
250.0286 C10H8N3O3S+ 2 250.0281 2.21
251.0708 C9H11N6OS+ 2 251.071 -0.58
252.044 C10H10N3O3S+ 2 252.0437 1.08
267.0551 C10H11N4O3S+ 2 267.0546 1.77
270.0001 C9H8N3O3S2+ 3 270.0002 -0.11
295.0611 C10H11N6O3S+ 2 295.0608 1.07
323.0561 C11H11N6O4S+ 1 323.0557 1.11
PK$NUM_PEAK: 217
PK$PEAK: m/z int. rel.int.
53.0385 9611.3 1
54.0338 7875.4 1
55.0291 78808 10
56.0494 9407.9 1
57.0448 239105.5 32
58.995 9228 1
59.9903 11219.3 1
62.0059 7685.1 1
65.0387 12716.4 1
66.0338 9246.8 1
68.0495 180843.7 24
69.0448 254677.9 35
70.065 7877.6 1
71.0353 268185.2 36
72.0556 104310.7 14
73.0396 33244.3 4
74.0059 45597 6
80.0495 197287.8 27
81.0448 43678.8 6
81.0573 8322 1
82.0288 12487.7 1
82.0651 22135.9 3
83.024 22814.6 3
84.0557 344308.2 47
84.9743 30230.8 4
85.0107 483787 66
85.0397 396464.2 54
86.0059 65604.7 9
87.0263 7370.8 1
89.0169 8201.5 1
92.0495 25541.6 3
93.0449 9732.8 1
93.0576 11836.4 1
94.0401 31896.6 4
94.0652 12473.3 1
95.0605 115176.7 15
96.0557 811404.8 111
97.0107 214321.1 29
97.0397 120425 16
98.006 30456.7 4
98.0237 61291.8 8
98.035 52331.9 7
98.0476 47651.8 6
99.0015 9410 1
99.0138 27671.9 3
99.0263 32024.7 4
100.0216 503064 69
100.0506 1638107.5 225
101.0169 52366.5 7
102.0009 23270.9 3
102.0372 10351.4 1
105.0447 12678 1
106.0527 52484 7
107.0605 482154.2 66
108.0444 33558.7 4
108.0557 26518 3
108.0683 209655.8 28
109.0509 11485.7 1
109.0762 59508 8
110.0059 10304.4 1
110.035 86630.3 11
110.0602 7952.2 1
111.0013 24806.4 3
111.0427 30694.4 4
111.0554 108383.8 14
111.0667 13695 1
112.0216 1040599 143
112.0394 487212.7 67
112.0506 293055.4 40
113.0056 8976.5 1
113.0169 109831.6 15
113.0295 114939.3 15
113.0585 43337.8 5
114.0008 8897.9 1
114.0122 9010.3 1
114.0247 44249.5 6
114.0373 131998.4 18
116.0278 27296.6 3
117.0117 12363.3 1
118.0526 9756.9 1
119.0605 187668.3 25
120.0683 593697.9 81
121.0762 44300.4 6
122.0059 67350.2 9
122.035 28856.6 3
122.0714 38750.1 5
123.0137 12306.2 1
124.0217 1802536.8 248
124.0507 592381.4 81
125.0057 29035.9 4
125.017 22185.1 3
126.001 137013.8 18
126.0121 88368.8 12
126.0373 361956.8 49
126.9962 9036.9 1
127.02 134568.5 18
127.0326 32110.9 4
128.0167 32812.8 4
128.0278 627661.1 86
129.0006 82134.8 11
129.0117 148593.2 20
129.0354 42040.4 5
130.0196 62712.8 8
132.0558 50674.3 6
132.989 2358701.5 325
134.0713 163034.8 22
135.0553 34089.5 4
135.0793 10006.3 1
136.0218 76843.5 10
136.0393 11601.2 1
136.0507 33130.3 4
136.087 55109.3 7
137.0171 40041 5
137.0347 8075.9 1
138.0374 27862.5 3
138.0663 33996.3 4
139.0326 1273334.8 175
140.0166 171223.8 23
140.028 71538.6 9
140.0403 33428.5 4
140.0454 196822.8 27
141.0118 36045.2 4
141.0482 524479.3 72
142.0319 8496.9 1
144.0115 232579.8 32
145.0635 34804.6 4
146.0716 52017 7
147.0555 12538.2 1
147.0667 25768.7 3
147.0793 162087 22
148.0505 7552.5 1
148.0632 10361.1 1
148.0744 32449.2 4
149.0824 110180.1 15
150.001 12842.8 1
150.0245 22289.4 3
150.0662 43514.3 5
151.0326 816052.6 112
151.0502 55671.2 7
152.0166 643330.1 88
152.0456 38639 5
153.0483 2919362.8 402
154.0071 104717.4 14
154.032 13516.5 1
154.0433 36421.2 5
155.0149 29096.8 4
155.0275 10332.1 1
156.0115 7249316 999
156.0224 424479.6875 58
157.0194 343233.7 47
157.0304 269996.7 37
158.0272 392240.9 54
159.0224 9904 1
160.0507 8174.3 1
161.0823 377609.8 52
162.0664 267355.8 36
162.0902 226336.5 31
163.0326 259359 35
164.0167 13238.4 1
164.0282 28859.1 3
164.0821 53802.4 7
165.0356 10286.3 1
166.0436 1841737.5 253
167.0276 207602.5 28
168.0116 287525.8 39
168.0225 88937.3 12
168.0517 21057.8 2
168.0591 115715.7 15
169.0433 59893.2 8
170.0273 40097.6 5
173.0584 29456.6 4
175.0617 13605.9 1
176.0456 7930.4 1
177.0774 60111.3 8
178.0435 1474285.2 203
179.0276 461713.4 63
180.0592 420678.6 57
181.0431 174327.3 24
182.0384 46403.3 6
183.0225 57682.5 7
184.018 85106.1 11
185.038 115643.7 15
189.0773 111357.5 15
190.0612 13173.8 1
190.085 206216.3 28
192.0227 123878.7 17
193.0066 63132.1 8
193.0545 287362.6 39
193.0722 38264.3 5
194.0385 123337.2 16
195.0224 358095 49
195.0701 222841.5 30
196.0541 120529.3 16
197.0382 203304.3 28
205.0724 77467.7 10
206.0385 586909.3 80
207.0225 252738.1 34
208.0541 331299.8 45
209.0379 11087.6 1
210.0334 258984.7 35
221.0494 233681.2 32
222.0332 55733.3 7
223.065 334129.8 46
224.049 52959.1 7
225.033 106709.6 14
233.0671 60726 8
234.0341 11705.6 1
234.0745 11835.8 1
239.0597 42702.4 5
249.0443 82652.6 11
250.0286 20200.3 2
251.0708 19627.6 2
252.044 1779692.5 245
267.0551 125241.9 17
270.0001 22977.7 3
295.0611 1089306.9 150
323.0561 120475.6 16
//
