ACCESSION: MSBNK-Eawag-EQ344603
RECORD_TITLE: Clarithromycin N-Oxide; LC-ESI-QFT; MS2; CE: 45; 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 3446
CH$NAME: Clarithromycin N-Oxide
CH$NAME: (2S,3R,4S,6R)-2-[[(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-14-ethyl-12,13-dihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-7-methoxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-6-yl]oxy]-3-hydroxy-N,N,6-trimethyloxan-4-amine oxide
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C38H69NO14
CH$EXACT_MASS: 763.47181
CH$SMILES: [O-][N+](C)(C)[C@H]3C[C@@H](C)O[C@@H](O[C@@H]2[C@@H](C)[C@H](O[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1)[C@@H](C)C(=O)O[C@H](CC)[C@@](C)(O)[C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@]2(C)OC)[C@@H]3O
CH$IUPAC: InChI=1S/C38H69NO14/c1-15-26-38(10,45)31(42)21(4)28(40)19(2)17-37(9,48-14)33(53-35-29(41)25(39(11,12)46)16-20(3)49-35)22(5)30(23(6)34(44)51-26)52-27-18-36(8,47-13)32(43)24(7)50-27/h19-27,29-33,35,41-43,45H,15-18H2,1-14H3/t19-,20-,21+,22+,23-,24+,25+,26-,27+,29-,30+,31-,32+,33-,35+,36-,37-,38-/m1/s1
CH$LINK: CAS
118074-07-0
CH$LINK: PUBCHEM
CID:11320230
CH$LINK: INCHIKEY
KDRPFIWYMNONLJ-KCBOHYOISA-N
CH$LINK: CHEMSPIDER
9495187
CH$LINK: COMPTOX
DTXSID30891488
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$MASS_SPECTROMETRY: COLLISION_ENERGY 45 (nominal)
AC$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 9.7 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 764.4783
MS$FOCUSED_ION: PRECURSOR_M/Z 764.4791
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$SPLASH: splash10-00di-3900000000-46ce9386dc2360f1bda5
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0178 C3H3O+ 1 55.0178 -0.75
55.0542 C4H7+ 1 55.0542 -0.48
56.0495 C3H6N+ 1 56.0495 -0.28
57.0335 C3H5O+ 1 57.0335 -0.37
57.0699 C4H9+ 1 57.0699 -0.47
58.0651 C3H8N+ 1 58.0651 -0.44
59.0491 C3H7O+ 1 59.0491 -0.02
60.0444 C2H6NO+ 1 60.0444 -0.34
62.06 C2H8NO+ 1 62.06 -0.33
65.0385 C5H5+ 1 65.0386 -1.02
67.0542 C5H7+ 1 67.0542 -0.4
69.0334 C4H5O+ 1 69.0335 -0.74
69.0698 C5H9+ 1 69.0699 -0.68
70.0651 C4H8N+ 1 70.0651 -0.65
71.0491 C4H7O+ 1 71.0491 -0.72
71.0729 C4H9N+ 1 71.073 -0.15
71.0855 C5H11+ 1 71.0855 -0.94
72.0443 C3H6NO+ 1 72.0444 -0.97
72.0807 C4H10N+ 1 72.0808 -0.63
73.0647 C4H9O+ 1 73.0648 -1.25
74.06 C3H8NO+ 1 74.06 -0.54
75.044 C3H7O2+ 1 75.0441 -1.28
79.0541 C6H7+ 1 79.0542 -1.73
81.0699 C6H9+ 1 81.0699 -0.33
82.065 C5H8N+ 1 82.0651 -0.92
83.0491 C5H7O+ 1 83.0491 -0.74
84.0807 C5H10N+ 1 84.0808 -0.31
85.0284 C4H5O2+ 1 85.0284 -0.54
85.0647 C5H9O+ 1 85.0648 -0.6
86.06 C4H8NO+ 1 86.06 -0.7
87.0441 C4H7O2+ 1 87.0441 0.28
87.0678 C4H9NO+ 1 87.0679 -0.41
87.0805 C5H11O+ 1 87.0804 0.79
88.0756 C4H10NO+ 1 88.0757 -0.46
91.0542 C7H7+ 1 91.0542 -0.73
93.0699 C7H9+ 1 93.0699 0.36
95.0491 C6H7O+ 1 95.0491 -0.22
95.0855 C7H11+ 1 95.0855 -0.39
97.0648 C6H9O+ 1 97.0648 -0.01
98.06 C5H8NO+ 1 98.06 -0.72
98.0964 C6H12N+ 1 98.0964 -0.47
99.044 C5H7O2+ 1 99.0441 -0.06
99.0804 C6H11O+ 1 99.0804 -0.52
99.1042 C6H13N+ 1 99.1043 -0.82
100.0757 C5H10NO+ 1 100.0757 -0.3
100.112 C6H14N+ 1 100.1121 -0.56
101.0234 C4H5O3+ 1 101.0233 0.99
101.0597 C5H9O2+ 1 101.0597 0.14
102.0913 C5H12NO+ 1 102.0913 0
103.0389 C4H7O3+ 1 103.039 -0.78
105.0699 C8H9+ 1 105.0699 -0.25
107.0855 C8H11+ 1 107.0855 -0.44
109.0648 C7H9O+ 1 109.0648 0.08
109.1012 C8H13+ 1 109.1012 -0.06
110.0964 C7H12N+ 1 110.0964 0.13
111.044 C6H7O2+ 1 111.0441 -0.41
111.0804 C7H11O+ 1 111.0804 -0.19
111.1167 C8H15+ 1 111.1168 -1.14
113.0596 C6H9O2+ 1 113.0597 -0.58
113.096 C7H13O+ 1 113.0961 -1.16
114.0913 C6H12NO+ 1 114.0913 -0.27
115.0753 C6H11O2+ 1 115.0754 -0.31
116.0706 C5H10NO2+ 1 116.0706 -0.3
116.107 C6H14NO+ 1 116.107 -0.26
117.0545 C5H9O3+ 1 117.0546 -0.69
117.0697 C9H9+ 1 117.0699 -1.08
119.0855 C9H11+ 1 119.0855 0.11
121.1012 C9H13+ 1 121.1012 -0.06
123.0803 C8H11O+ 1 123.0804 -0.74
125.0597 C7H9O2+ 1 125.0597 -0.29
125.0961 C8H13O+ 1 125.0961 -0.33
126.0911 C7H12NO+ 1 126.0913 -1.59
127.0753 C7H11O2+ 1 127.0754 -0.44
127.1117 C8H15O+ 1 127.1117 -0.56
128.1069 C7H14NO+ 1 128.107 -0.71
129.0546 C6H9O3+ 1 129.0546 -0.16
129.091 C7H13O2+ 1 129.091 -0.12
129.1147 C7H15NO+ 1 129.1148 -0.74
131.0855 C10H11+ 1 131.0855 0.02
132.0655 C5H10NO3+ 1 132.0655 -0.07
133.1011 C10H13+ 1 133.1012 -0.5
135.0804 C9H11O+ 1 135.0804 -0.38
135.1167 C10H15+ 1 135.1168 -0.57
137.0961 C9H13O+ 1 137.0961 -0.16
139.0753 C8H11O2+ 1 139.0754 -0.47
139.1117 C9H15O+ 1 139.1117 -0.37
140.1069 C8H14NO+ 1 140.107 -0.43
141.0546 C7H9O3+ 1 141.0546 0
141.0909 C8H13O2+ 1 141.091 -0.61
143.0703 C7H11O3+ 1 143.0703 -0.07
145.1012 C11H13+ 1 145.1012 -0.12
146.1174 C7H16NO2+ 1 146.1176 -1.06
147.0804 C10H11O+ 1 147.0804 -0.49
147.1168 C11H15+ 1 147.1168 -0.45
149.0961 C10H13O+ 1 149.0961 -0.14
149.1325 C11H17+ 1 149.1325 -0.11
151.0753 C9H11O2+ 1 151.0754 -0.37
151.1117 C10H15O+ 1 151.1117 -0.27
151.148 C11H19+ 1 151.1481 -1.04
153.0909 C9H13O2+ 1 153.091 -0.37
153.1271 C10H17O+ 1 153.1274 -1.84
155.0703 C8H11O3+ 1 155.0703 0.19
155.1065 C9H15O2+ 1 155.1067 -0.81
156.1019 C8H14NO2+ 1 156.1019 0.03
157.0858 C8H13O3+ 1 157.0859 -0.7
157.1011 C12H13+ 1 157.1012 -0.68
158.1175 C8H16NO2+ 1 158.1176 -0.1
159.1168 C12H15+ 1 159.1168 -0.36
161.0959 C11H13O+ 1 161.0961 -1
161.1324 C12H17+ 1 161.1325 -0.73
163.0751 C10H11O2+ 1 163.0754 -1.32
163.1117 C11H15O+ 1 163.1117 -0.44
163.1481 C12H19+ 1 163.1481 -0.04
164.1193 C11H16O+ 1 164.1196 -1.69
165.091 C10H13O2+ 1 165.091 -0.16
165.1274 C11H17O+ 1 165.1274 -0.25
167.1066 C10H15O2+ 1 167.1067 -0.46
167.143 C11H19O+ 1 167.143 -0.13
169.0859 C9H13O3+ 1 169.0859 -0.3
169.1222 C10H17O2+ 1 169.1223 -0.75
171.1016 C9H15O3+ 1 171.1016 0
171.1166 C13H15+ 1 171.1168 -1.03
172.1247 C13H16+ 1 172.1247 0.05
173.096 C12H13O+ 1 173.0961 -0.59
173.1325 C13H17+ 1 173.1325 0.08
174.1125 C8H16NO3+ 1 174.1125 -0.06
175.1117 C12H15O+ 1 175.1117 -0.24
175.1481 C13H19+ 1 175.1481 0.02
177.1273 C12H17O+ 1 177.1274 -0.29
179.1065 C11H15O2+ 1 179.1067 -0.59
179.1431 C12H19O+ 1 179.143 0.21
181.0859 C10H13O3+ 1 181.0859 -0.28
181.1222 C11H17O2+ 1 181.1223 -0.64
183.1016 C10H15O3+ 1 183.1016 -0.11
183.1376 C11H19O2+ 1 183.138 -2.16
185.1323 C14H17+ 1 185.1325 -1.06
187.1113 C13H15O+ 1 187.1117 -2.25
187.1481 C14H19+ 1 187.1481 -0.41
189.1272 C13H17O+ 1 189.1274 -1.12
189.1637 C14H21+ 1 189.1638 -0.57
191.1065 C12H15O2+ 1 191.1067 -0.87
191.1428 C13H19O+ 1 191.143 -1.26
192.1229 C8H18NO4+ 1 192.123 -0.8
193.1223 C12H17O2+ 1 193.1223 -0.03
195.1379 C12H19O2+ 1 195.138 -0.29
197.1174 C11H17O3+ 1 197.1172 0.71
197.132 C15H17+ 1 197.1325 -2.37
199.0964 C10H15O4+ 1 199.0965 -0.43
199.148 C15H19+ 1 199.1481 -0.84
201.1271 C14H17O+ 1 201.1274 -1.45
201.1638 C15H21+ 1 201.1638 0.11
203.1065 C13H15O2+ 1 203.1067 -0.82
203.1429 C14H19O+ 1 203.143 -0.65
205.1224 C13H17O2+ 1 205.1223 0.21
205.1587 C14H21O+ 1 205.1587 -0.15
207.1379 C13H19O2+ 1 207.138 -0.27
209.1534 C13H21O2+ 1 209.1536 -1.13
211.1328 C12H19O3+ 1 211.1329 -0.24
211.1481 C16H19+ 1 211.1481 0.06
213.127 C15H17O+ 1 213.1274 -1.79
215.143 C15H19O+ 1 215.143 -0.1
217.1592 C15H21O+ 1 217.1587 2.11
217.1949 C16H25+ 1 217.1951 -0.63
219.1742 C15H23O+ 1 219.1743 -0.51
221.1172 C13H17O3+ 1 221.1172 0.04
221.1535 C14H21O2+ 1 221.1536 -0.62
223.1328 C13H19O3+ 1 223.1329 -0.41
223.1692 C14H23O2+ 1 223.1693 -0.34
225.1638 C17H21+ 1 225.1638 0.01
227.1793 C17H23+ 1 227.1794 -0.56
229.1586 C16H21O+ 1 229.1587 -0.49
231.1379 C15H19O2+ 1 231.138 -0.33
233.1535 C15H21O2+ 1 233.1536 -0.24
235.1325 C14H19O3+ 1 235.1329 -1.62
235.1692 C15H23O2+ 1 235.1693 -0.45
239.1278 C13H19O4+ 1 239.1278 0.14
243.1742 C17H23O+ 1 243.1743 -0.62
245.1899 C17H25O+ 1 245.19 -0.46
247.1688 C16H23O2+ 1 247.1693 -1.64
249.1483 C15H21O3+ 1 249.1485 -0.69
251.1642 C15H23O3+ 1 251.1642 0.04
253.1586 C18H21O+ 1 253.1587 -0.2
259.1324 C16H19O3+ 1 259.1329 -1.86
261.1486 C16H21O3+ 1 261.1485 0.42
261.1842 C17H25O2+ 1 261.1849 -2.86
263.2004 C17H27O2+ 1 263.2006 -0.63
265.1795 C16H25O3+ 1 265.1798 -1.25
267.1584 C15H23O4+ 1 267.1591 -2.42
271.169 C18H23O2+ 1 271.1693 -1.02
277.1433 C16H21O4+ 1 277.1434 -0.31
279.159 C16H23O4+ 1 279.1591 -0.49
289.1797 C18H25O3+ 1 289.1798 -0.35
291.1951 C18H27O3+ 1 291.1955 -1.14
303.2319 C20H31O2+ 1 303.2319 0.24
307.1902 C18H27O4+ 1 307.1904 -0.64
329.2112 C21H29O3+ 1 329.2111 0.24
347.2221 C21H31O4+ 1 347.2217 1.11
365.2311 C21H33O5+ 1 365.2323 -3.04
393.2258 C22H33O6+ 1 393.2272 -3.4
PK$NUM_PEAK: 199
PK$PEAK: m/z int. rel.int.
55.0178 291415.1 2
55.0542 3658047.8 27
56.0495 383815.4 2
57.0335 4884547.5 36
57.0699 2500528.2 18
58.0651 1903960.8 14
59.0491 777610.6 5
60.0444 734540.5 5
62.06 2247087.5 16
65.0385 859978.1 6
67.0542 10287218 75
69.0334 3502788 25
69.0698 14474916 106
70.0651 7466586.5 55
71.0491 1181763.5 8
71.0729 722543.4 5
71.0855 379192.1 2
72.0443 997362.5 7
72.0807 2133588 15
73.0647 908547.1 6
74.06 329124.3 2
75.044 204167.1 1
79.0541 1108971.1 8
81.0699 3125770 23
82.065 289903.3 2
83.0491 33324732 246
84.0807 6034041 44
85.0284 4015660.8 29
85.0647 5272719.5 38
86.06 3819517.8 28
87.0441 486908 3
87.0678 237687.2 1
87.0805 363894.3 2
88.0756 1204812.5 8
91.0542 771985.5 5
93.0699 2182517 16
95.0491 9185705 67
95.0855 4721938.5 34
97.0648 21911624 161
98.06 305286.1 2
98.0964 2553222 18
99.044 236669.7 1
99.0804 1672324.5 12
99.1042 589701.2 4
100.0757 210899.8 1
100.112 4060678.8 29
101.0234 470199.1 3
101.0597 265035.8 1
102.0913 1243718.1 9
103.0389 377690.9 2
105.0699 1681851.1 12
107.0855 4945210 36
109.0648 15062931 111
109.1012 14672812 108
110.0964 346835.1 2
111.044 2411889.5 17
111.0804 2570264.8 18
111.1167 989998.8 7
113.0596 33290730 245
113.096 1953630.8 14
114.0913 8027637.5 59
115.0753 2418714 17
116.0706 1276209.1 9
116.107 2111822 15
117.0545 183365.2 1
117.0697 190335.6 1
119.0855 4649517 34
121.1012 32059692 236
123.0803 135262144 999
125.0597 2904851.2 21
125.0961 12571362 92
126.0911 359551.1 2
127.0753 4228501 31
127.1117 2028956.8 14
128.1069 8769626 64
129.0546 1071419.9 7
129.091 468997.3 3
129.1147 541454.3 3
131.0855 330987.9 2
132.0655 3096623.2 22
133.1011 2004114.1 14
135.0804 1870703.9 13
135.1167 3000191.2 22
137.0961 24753912 182
139.0753 1404916.1 10
139.1117 3163498.8 23
140.1069 687939.9 5
141.0546 617903.2 4
141.0909 743454.6 5
143.0703 1865983.8 13
145.1012 1137410.9 8
146.1174 510625.2 3
147.0804 1079481.4 7
147.1168 5096165.5 37
149.0961 1736071.4 12
149.1325 8919445 65
151.0753 5644744 41
151.1117 3386318.5 25
151.148 287412.7 2
153.0909 6586100.5 48
153.1271 496222.2 3
155.0703 238716.5 1
155.1065 2046579.2 15
156.1019 2088623.1 15
157.0858 747856 5
157.1011 813131 6
158.1175 1677836.8 12
159.1168 5388337.5 39
161.0959 941376.6 6
161.1324 631773.7 4
163.0751 537677.2 3
163.1117 5097261 37
163.1481 310181.3 2
164.1193 232948.2 1
165.091 10078945 74
165.1274 4951495 36
167.1066 607080.9 4
167.143 2763222.8 20
169.0859 1445541.9 10
169.1222 259777.2 1
171.1016 1525173.9 11
171.1166 729823.2 5
172.1247 360563.5 2
173.096 283260.1 2
173.1325 1237076.1 9
174.1125 6122691 45
175.1117 5331248 39
175.1481 443555.1 3
177.1273 8894582 65
179.1065 1293283 9
179.1431 630109.8 4
181.0859 1556081.8 11
181.1222 1539289 11
183.1016 5167125 38
183.1376 410108.2 3
185.1323 834281.6 6
187.1113 527795.5 3
187.1481 4408583.5 32
189.1272 953851.3 7
189.1637 596420.9 4
191.1065 585792.9 4
191.1428 889622 6
192.1229 1714711.9 12
193.1223 11787802 87
195.1379 5207012 38
197.1174 1124856.2 8
197.132 536779.1 3
199.0964 309317.1 2
199.148 473969.7 3
201.1271 326075.4 2
201.1638 584757 4
203.1065 1340447.5 9
203.1429 1363461 10
205.1224 507903.6 3
205.1587 3548939 26
207.1379 505511.2 3
209.1534 196723.5 1
211.1328 1384744.8 10
211.1481 262917.2 1
213.127 260352.3 1
215.143 1620812.8 11
217.1592 331074.7 2
217.1949 276241.8 2
219.1742 280096.4 2
221.1172 2726218 20
221.1535 1449923 10
223.1328 257783.8 1
223.1692 342751.6 2
225.1638 660629.6 4
227.1793 364898 2
229.1586 1080294.6 7
231.1379 1195455.8 8
233.1535 4687054.5 34
235.1325 194569.9 1
235.1692 220299.6 1
239.1278 817513.7 6
243.1742 789009.9 5
245.1899 1807036.8 13
247.1688 496976.6 3
249.1483 869679.8 6
251.1642 2175139 16
253.1586 451469.6 3
259.1324 327342 2
261.1486 182063.5 1
261.1842 366278.4 2
263.2004 618979.4 4
265.1795 205146.5 1
267.1584 222814.7 1
271.169 1205631.4 8
277.1433 242820.6 1
279.159 674731.2 4
289.1797 1950109.5 14
291.1951 267291.1 1
303.2319 223681.9 1
307.1902 622262.8 4
329.2112 550335.1 4
347.2221 573593.7 4
365.2311 211610.4 1
393.2258 237427.8 1
//
