ACCESSION: MSBNK-Eawag-EQ320507
RECORD_TITLE: Minocycline; LC-ESI-QFT; MS2; CE: 120; 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 3205
CH$NAME: Minocycline
CH$NAME: Minocin
CH$NAME: (4S,4aS,5aR,12aS)-4,7-Bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-2-tetracenecarboxamide
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C23H27N3O7
CH$EXACT_MASS: 457.18490
CH$SMILES: [H][C@@]12CC3=C(C(O)=CC=C3N(C)C)C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]1([H])C2
CH$IUPAC: InChI=1S/C23H27N3O7/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28/h5-6,9,11,17,27,29-30,33H,7-8H2,1-4H3,(H2,24,32)/t9-,11-,17-,23-/m0/s1
CH$LINK: CAS
10118-90-8
CH$LINK: CHEBI
50694
CH$LINK: KEGG
C07225
CH$LINK: LIPIDMAPS
LMPK07000002
CH$LINK: PUBCHEM
CID:54675783
CH$LINK: INCHIKEY
DYKFCLLONBREIL-KVUCHLLUSA-N
CH$LINK: CHEMSPIDER
16735907
CH$LINK: COMPTOX
DTXSID1045033
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$MASS_SPECTROMETRY: COLLISION_ENERGY 120 (nominal)
AC$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 3.7 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 229.5995
MS$FOCUSED_ION: PRECURSOR_M/Z 458.1922
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$SPLASH: splash10-001i-1910000000-792e383cfc54a9b8ebd6
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 -0.43
51.0227 C4H3+ 1 51.0229 -4.05
52.0181 C3H2N+ 1 52.0182 -1.26
53.0022 C3HO+ 1 53.0022 -0.77
53.0385 C4H5+ 1 53.0386 -0.88
54.0339 C3H4N+ 1 54.0338 0.45
55.0178 C3H3O+ 1 55.0178 -0.75
55.0416 C3H5N+ 1 55.0417 -0.37
55.0542 C4H7+ 1 55.0542 0.24
56.0494 C3H6N+ 1 56.0495 -0.99
58.0651 C3H8N+ 1 58.0651 -0.79
63.0227 C5H3+ 1 63.0229 -2.96
65.0385 C5H5+ 1 65.0386 -0.87
66.0338 C4H4N+ 1 66.0338 -0.69
66.0463 C5H6+ 1 66.0464 -1.08
67.0178 C4H3O+ 1 67.0178 -0.91
67.0416 C4H5N+ 1 67.0417 -0.31
67.0542 C5H7+ 1 67.0542 -0.99
68.0128 C3H2NO+ 1 68.0131 -4.56
68.0494 C4H6N+ 1 68.0495 -1.11
68.997 C3HO2+ 1 68.9971 -1.1
69.0334 C4H5O+ 1 69.0335 -1.03
70.065 C4H8N+ 1 70.0651 -1.08
71.0127 C3H3O2+ 1 71.0128 -0.79
72.0443 C3H6NO+ 1 72.0444 -0.97
75.0226 C6H3+ 1 75.0229 -3.69
76.0306 C6H4+ 1 76.0308 -2.26
77.0021 C5HO+ 1 77.0022 -1.31
77.0383 C6H5+ 1 77.0386 -2.94
78.0463 C6H6+ 1 78.0464 -0.92
79.0178 C5H3O+ 1 79.0178 -1.03
79.0415 C5H5N+ 1 79.0417 -2.03
79.0542 C6H7+ 1 79.0542 -0.84
80.013 C4H2NO+ 1 80.0131 -1.25
80.0494 C5H6N+ 1 80.0495 -1.57
81.0334 C5H5O+ 1 81.0335 -1.37
81.0572 C5H7N+ 1 81.0573 -1.24
82.0286 C4H4NO+ 1 82.0287 -1.59
82.0651 C5H8N+ 1 82.0651 -0.68
83.0129 C4H3O2+ 1 83.0128 1.5
83.0365 C4H5NO+ 1 83.0366 -1.03
84.0444 C4H6NO+ 1 84.0444 -0.12
84.0808 C5H10N+ 1 84.0808 -0.07
89.0385 C7H5+ 1 89.0386 -1.08
90.0338 C6H4N+ 1 90.0338 -0.62
90.0464 C7H6+ 1 90.0464 -0.02
91.0178 C6H3O+ 1 91.0178 -0.56
91.0542 C7H7+ 1 91.0542 -0.73
92.0494 C6H6N+ 1 92.0495 -1.15
93.0335 C6H5O+ 1 93.0335 0.2
93.0572 C6H7N+ 1 93.0573 -0.54
94.0412 C6H6O+ 1 94.0413 -0.81
94.0651 C6H8N+ 1 94.0651 -0.17
95.0128 C5H3O2+ 1 95.0128 0.04
95.0491 C6H7O+ 1 95.0491 -0.75
96.0443 C5H6NO+ 1 96.0444 -0.94
96.0807 C6H10N+ 1 96.0808 -0.48
98.06 C5H8NO+ 1 98.06 -0.61
101.0386 C8H5+ 1 101.0386 0.03
102.0463 C8H6+ 1 102.0464 -0.6
103.0541 C8H7+ 1 103.0542 -0.84
104.0494 C7H6N+ 1 104.0495 -0.82
104.0619 C8H8+ 1 104.0621 -1.07
105.0336 C7H5O+ 1 105.0335 0.94
105.0445 C6H5N2+ 1 105.0447 -1.85
105.0572 C7H7N+ 1 105.0573 -0.48
105.0698 C8H9+ 1 105.0699 -0.63
106.0651 C7H8N+ 1 106.0651 -0.15
107.0126 C6H3O2+ 1 107.0128 -1.46
107.049 C7H7O+ 1 107.0491 -1.6
107.0728 C7H9N+ 1 107.073 -1.59
108.0441 C6H6NO+ 1 108.0444 -2.78
108.0806 C7H10N+ 1 108.0808 -1.26
110.06 C6H8NO+ 1 110.06 -0.09
111.044 C6H7O2+ 1 111.0441 -0.68
113.0384 C9H5+ 1 113.0386 -1.39
114.0463 C9H6+ 1 114.0464 -0.98
115.0542 C9H7+ 1 115.0542 -0.58
116.0494 C8H6N+ 1 116.0495 -0.74
116.0619 C9H8+ 1 116.0621 -1.13
117.0572 C8H7N+ 1 117.0573 -1.03
117.0697 C9H9+ 1 117.0699 -1.59
118.0285 C7H4NO+ 1 118.0287 -1.78
118.0412 C8H6O+ 1 118.0413 -1.07
118.065 C8H8N+ 1 118.0651 -0.73
119.0128 C7H3O2+ 1 119.0128 0.54
119.0491 C8H7O+ 1 119.0491 -0.26
120.0443 C7H6NO+ 1 120.0444 -0.59
120.0807 C8H10N+ 1 120.0808 -0.8
121.0283 C7H5O2+ 1 121.0284 -0.79
121.0522 C7H7NO+ 1 121.0522 -0.04
122.06 C7H8NO+ 1 122.06 -0.08
123.0435 C7H7O2+ 1 123.0441 -4.84
124.0389 C6H6NO2+ 1 124.0393 -3.26
126.0462 C10H6+ 1 126.0464 -1.36
127.0541 C10H7+ 1 127.0542 -0.92
128.0493 C9H6N+ 1 128.0495 -1.61
128.062 C10H8+ 1 128.0621 -0.64
129.0333 C9H5O+ 1 129.0335 -1.17
129.0572 C9H7N+ 1 129.0573 -0.62
129.0698 C10H9+ 1 129.0699 -0.83
130.0651 C9H8N+ 1 130.0651 -0.35
131.0491 C9H7O+ 1 131.0491 -0.54
131.0729 C9H9N+ 1 131.073 -0.69
132.0442 C8H6NO+ 1 132.0444 -1.52
132.0569 C9H8O+ 1 132.057 -0.35
132.0806 C9H10N+ 1 132.0808 -0.95
133.0521 C8H7NO+ 1 133.0522 -0.87
133.0648 C9H9O+ 1 133.0648 -0.31
134.0599 C8H8NO+ 1 134.06 -0.97
135.044 C8H7O2+ 1 135.0441 -0.56
135.0677 C8H9NO+ 1 135.0679 -0.85
136.0756 C8H10NO+ 1 136.0757 -0.88
139.0541 C11H7+ 1 139.0542 -0.7
140.0493 C10H6N+ 1 140.0495 -1.18
140.0619 C11H8+ 1 140.0621 -0.87
141.0578 C10H7N+ 1 141.0573 3.26
141.0697 C11H9+ 1 141.0699 -1.04
142.065 C10H8N+ 1 142.0651 -0.81
143.0489 C10H7O+ 1 143.0491 -1.62
143.0729 C10H9N+ 1 143.073 -0.35
143.0853 C11H11+ 1 143.0855 -1.51
144.0445 C9H6NO+ 1 144.0444 1.11
144.0569 C10H8O+ 1 144.057 -0.25
144.0806 C10H10N+ 1 144.0808 -1.08
145.0277 C9H5O2+ 2 145.0284 -4.59
145.0521 C9H7NO+ 1 145.0522 -0.86
145.0646 C10H9O+ 1 145.0648 -1.11
145.0887 C10H11N+ 1 145.0886 0.55
146.0599 C9H8NO+ 1 146.06 -0.62
147.044 C9H7O2+ 1 147.0441 -0.18
147.0678 C9H9NO+ 1 147.0679 -0.38
148.0389 C8H6NO2+ 1 148.0393 -3
148.0756 C9H10NO+ 1 148.0757 -0.48
150.0463 C12H6+ 1 150.0464 -0.61
150.0548 C8H8NO2+ 1 150.055 -0.77
150.0914 C9H12NO+ 1 150.0913 0.4
151.0541 C12H7+ 1 151.0542 -0.71
152.062 C12H8+ 1 152.0621 -0.47
153.0572 C11H7N+ 1 153.0573 -0.72
153.0697 C12H9+ 1 153.0699 -0.89
154.0651 C11H8N+ 1 154.0651 -0.49
154.0776 C12H10+ 1 154.0777 -0.66
155.0492 C11H7O+ 1 155.0491 0.51
155.0602 C10H7N2+ 1 155.0604 -1.19
155.0728 C11H9N+ 1 155.073 -1.29
155.0854 C12H11+ 1 155.0855 -1.08
156.0442 C10H6NO+ 1 156.0444 -1.54
156.057 C11H8O+ 1 156.057 0.34
156.0807 C11H10N+ 1 156.0808 -0.49
157.0523 C10H7NO+ 1 157.0522 0.48
157.0647 C11H9O+ 1 157.0648 -0.52
157.0883 C11H11N+ 1 157.0886 -2.11
158.0364 C10H6O2+ 1 158.0362 0.88
158.0599 C10H8NO+ 1 158.06 -0.7
159.0441 C10H7O2+ 1 159.0441 0.15
159.0678 C10H9NO+ 1 159.0679 -0.66
160.0392 C9H6NO2+ 1 160.0393 -0.53
160.0517 C10H8O2+ 1 160.0519 -1.13
160.0756 C10H10NO+ 1 160.0757 -0.63
161.0596 C10H9O2+ 1 161.0597 -0.53
163.0539 C13H7+ 1 163.0542 -1.7
164.0493 C12H6N+ 1 164.0495 -1.38
164.062 C13H8+ 1 164.0621 -0.07
164.0701 C9H10NO2+ 1 164.0706 -2.96
165.0698 C13H9+ 1 165.0699 -0.53
166.065 C12H8N+ 1 166.0651 -0.58
166.0773 C13H10+ 1 166.0777 -2.6
167.0491 C12H7O+ 1 167.0491 -0.25
167.0729 C12H9N+ 1 167.073 -0.54
167.0851 C13H11+ 1 167.0855 -2.67
168.0568 C12H8O+ 1 168.057 -0.75
168.0806 C12H10N+ 1 168.0808 -0.81
169.0523 C11H7NO+ 1 169.0522 0.5
169.0646 C12H9O+ 1 169.0648 -0.9
170.0599 C11H8NO+ 1 170.06 -0.94
170.0725 C12H10O+ 1 170.0726 -0.57
170.0962 C12H12N+ 1 170.0964 -1.33
171.0438 C11H7O2+ 1 171.0441 -1.2
171.0677 C11H9NO+ 1 171.0679 -1.14
171.0802 C12H11O+ 1 171.0804 -1.7
172.0392 C10H6NO2+ 1 172.0393 -0.73
172.0756 C11H10NO+ 1 172.0757 -0.7
173.047 C10H7NO2+ 1 173.0471 -0.98
173.0596 C11H9O2+ 1 173.0597 -0.61
173.0835 C11H11NO+ 1 173.0835 -0.32
174.0549 C10H8NO2+ 1 174.055 -0.43
175.0396 C10H7O3+ 1 175.039 3.48
175.0625 C10H9NO2+ 1 175.0628 -1.66
176.0619 C14H8+ 1 176.0621 -0.75
177.0576 C13H7N+ 1 177.0573 1.46
177.0698 C14H9+ 1 177.0699 -0.6
178.0651 C13H8N+ 1 178.0651 -0.31
178.0773 C14H10+ 1 178.0777 -1.98
179.049 C13H7O+ 1 179.0491 -0.57
179.0604 C12H7N2+ 1 179.0604 0.25
179.0728 C13H9N+ 1 179.073 -1.12
179.0855 C14H11+ 1 179.0855 0.02
180.0568 C13H8O+ 1 180.057 -0.81
180.0806 C13H10N+ 1 180.0808 -0.92
181.0517 C12H7NO+ 1 181.0522 -2.74
181.0646 C13H9O+ 1 181.0648 -0.95
181.0882 C13H11N+ 1 181.0886 -1.94
182.06 C12H8NO+ 1 182.06 -0.39
182.0726 C13H10O+ 1 182.0726 -0.36
182.0963 C13H12N+ 1 182.0964 -0.86
183.0439 C12H7O2+ 1 183.0441 -0.85
183.0678 C12H9NO+ 1 183.0679 -0.3
184.052 C12H8O2+ 1 184.0519 0.59
184.0756 C12H10NO+ 1 184.0757 -0.6
185.047 C11H7NO2+ 1 185.0471 -0.54
185.0595 C12H9O2+ 1 185.0597 -1.11
185.0832 C12H11NO+ 1 185.0835 -1.6
186.0548 C11H8NO2+ 1 186.055 -0.67
186.091 C12H12NO+ 1 186.0913 -1.56
187.0626 C11H9NO2+ 1 187.0628 -0.75
188.0704 C11H10NO2+ 1 188.0706 -0.88
189.0697 C15H9+ 1 189.0699 -0.88
189.0782 C11H11NO2+ 1 189.0784 -1.32
190.0649 C14H8N+ 1 190.0651 -1.4
191.0729 C14H9N+ 1 191.073 -0.27
192.0569 C14H8O+ 1 192.057 -0.29
192.0807 C14H10N+ 1 192.0808 -0.45
193.0521 C13H7NO+ 1 193.0522 -0.7
193.0648 C14H9O+ 1 193.0648 0.2
193.0881 C14H11N+ 1 193.0886 -2.44
194.06 C13H8NO+ 1 194.06 -0.21
194.0726 C14H10O+ 1 194.0726 0.07
194.0964 C14H12N+ 1 194.0964 -0.34
195.0437 C13H7O2+ 1 195.0441 -1.72
195.0549 C12H7N2O+ 1 195.0553 -1.74
195.0677 C13H9NO+ 1 195.0679 -0.85
195.0804 C14H11O+ 1 195.0804 -0.31
196.0517 C13H8O2+ 1 196.0519 -0.77
196.0756 C13H10NO+ 1 196.0757 -0.51
197.0595 C13H9O2+ 1 197.0597 -0.99
197.0833 C13H11NO+ 1 197.0835 -0.94
198.055 C12H8NO2+ 1 198.055 0.43
198.0673 C13H10O2+ 1 198.0675 -1.32
198.0912 C13H12NO+ 1 198.0913 -0.76
199.0626 C12H9NO2+ 1 199.0628 -1
200.0341 C11H6NO3+ 1 200.0342 -0.45
200.0702 C12H10NO2+ 1 200.0706 -1.82
201.0416 C11H7NO3+ 1 201.042 -2.31
201.0566 C15H7N+ 1 201.0573 -3.29
201.0782 C12H11NO2+ 1 201.0784 -1.24
202.0498 C11H8NO3+ 1 202.0499 -0.39
202.0649 C15H8N+ 1 202.0651 -1.22
202.0863 C12H12NO2+ 1 202.0863 0.12
203.0584 C11H9NO3+ 1 203.0577 3.42
203.0728 C15H9N+ 1 203.073 -0.99
204.0559 C13H6N3+ 1 204.0556 1.31
204.0809 C15H10N+ 1 204.0808 0.56
205.0647 C15H9O+ 1 205.0648 -0.3
205.0886 C15H11N+ 1 205.0886 0.04
206.06 C14H8NO+ 1 206.06 -0.1
206.0961 C15H12N+ 1 206.0964 -1.63
207.0439 C14H7O2+ 1 207.0441 -0.61
207.0677 C14H9NO+ 1 207.0679 -0.85
207.0808 C15H11O+ 1 207.0804 1.73
208.0515 C14H8O2+ 2 208.0519 -1.59
208.0757 C14H10NO+ 1 208.0757 -0.1
209.0595 C14H9O2+ 1 209.0597 -0.99
209.0831 C14H11NO+ 1 209.0835 -2.03
210.0548 C13H8NO2+ 1 210.055 -0.79
210.0672 C14H10O2+ 1 210.0675 -1.39
210.0913 C14H12NO+ 1 210.0913 -0.34
211.0627 C13H9NO2+ 1 211.0628 -0.19
211.0987 C14H13NO+ 1 211.0992 -2.25
212.0705 C13H10NO2+ 1 212.0706 -0.54
213.0546 C13H9O3+ 1 213.0546 0.09
213.0784 C13H11NO2+ 1 213.0784 -0.28
214.05 C12H8NO3+ 1 214.0499 0.42
214.065 C16H8N+ 1 214.0651 -0.45
214.0862 C13H12NO2+ 1 214.0863 -0.21
215.0575 C12H9NO3+ 1 215.0577 -0.86
216.0807 C16H10N+ 1 216.0808 -0.26
218.0451 C11H8NO4+ 1 218.0448 1.36
218.0595 C15H8NO+ 1 218.06 -2.48
218.0962 C16H12N+ 1 218.0964 -1.17
219.0675 C15H9NO+ 1 219.0679 -1.53
220.0755 C15H10NO+ 1 220.0757 -0.96
221.0596 C15H9O2+ 1 221.0597 -0.61
221.0833 C15H11NO+ 1 221.0835 -1.06
222.055 C14H8NO2+ 1 222.055 0.16
222.0914 C15H12NO+ 1 222.0913 0.13
223.0625 C14H9NO2+ 1 223.0628 -1.03
223.0989 C15H13NO+ 1 223.0992 -1.37
224.0705 C14H10NO2+ 1 224.0706 -0.56
225.0537 C14H9O3+ 2 225.0546 -4.18
225.0782 C14H11NO2+ 1 225.0784 -1.2
226.0498 C13H8NO3+ 1 226.0499 -0.4
226.086 C14H12NO2+ 1 226.0863 -1.04
227.0576 C13H9NO3+ 1 227.0577 -0.37
227.0701 C14H11O3+ 1 227.0703 -0.84
227.0941 C14H13NO2+ 1 227.0941 0.13
228.0652 C13H10NO3+ 1 228.0655 -1.53
232.0756 C16H10NO+ 1 232.0757 -0.48
233.0835 C16H11NO+ 1 233.0835 -0.07
234.0542 C15H8NO2+ 1 234.055 -3.27
234.0911 C16H12NO+ 1 234.0913 -0.81
235.0625 C15H9NO2+ 1 235.0628 -1.15
236.0703 C15H10NO2+ 1 236.0706 -1.33
237.0544 C15H9O3+ 2 237.0546 -0.97
237.0785 C15H11NO2+ 1 237.0784 0.13
238.0862 C15H12NO2+ 1 238.0863 -0.44
239.0576 C14H9NO3+ 1 239.0577 -0.4
239.0933 C15H13NO2+ 1 239.0941 -3.35
240.0652 C14H10NO3+ 1 240.0655 -1.25
241.0496 C14H9O4+ 1 241.0495 0.31
241.0735 C14H11NO3+ 1 241.0733 0.73
242.0815 C14H12NO3+ 1 242.0812 1.57
248.0705 C16H10NO2+ 1 248.0706 -0.26
249.0544 C16H9O3+ 2 249.0546 -0.81
249.0779 C16H11NO2+ 1 249.0784 -2.13
250.049 C15H8NO3+ 1 250.0499 -3.36
250.086 C16H12NO2+ 1 250.0863 -1.06
251.0575 C15H9NO3+ 1 251.0577 -0.7
252.0651 C15H10NO3+ 1 252.0655 -1.82
254.0811 C15H12NO3+ 1 254.0812 -0.47
260.0703 C17H10NO2+ 1 260.0706 -1.21
264.065 C16H10NO3+ 1 264.0655 -2.12
265.0741 C16H11NO3+ 1 265.0733 3.04
268.0603 C15H10NO4+ 1 268.0604 -0.61
276.0652 C17H10NO3+ 1 276.0655 -1.27
PK$NUM_PEAK: 325
PK$PEAK: m/z int. rel.int.
50.0151 46668 6
51.0227 58030.8 7
52.0181 110764.8 14
53.0022 201803 26
53.0385 142704.8 18
54.0339 80266.8 10
55.0178 209506.9 27
55.0416 96756 12
55.0542 15625.1 2
56.0494 106085.6 13
58.0651 650200.8 84
63.0227 72435.8 9
65.0385 401758.6 52
66.0338 58601.1 7
66.0463 46734.7 6
67.0178 38857.1 5
67.0416 49354.6 6
67.0542 64066.5 8
68.0128 9637.5 1
68.0494 163891.2 21
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//
