ACCESSION: MSBNK-Eawag-EQ344601
RECORD_TITLE: Clarithromycin N-Oxide; LC-ESI-QFT; MS2; CE: 15; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 15 (nominal)
AC$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$SPLASH: splash10-0a4i-0000009000-8e3c2ace0f0376f0580d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
113.0594 C6H9O2+ 1 113.0597 -2.44
114.0913 C6H12NO+ 1 114.0913 -0.62
116.1069 C6H14NO+ 1 116.107 -0.61
123.0801 C8H11O+ 1 123.0804 -3.1
128.1069 C7H14NO+ 1 128.107 -0.78
156.1019 C8H14NO2+ 1 156.1019 -0.29
174.1124 C8H16NO3+ 1 174.1125 -0.34
307.1904 C18H27O4+ 1 307.1904 0.05
365.2322 C21H33O5+ 1 365.2323 -0.11
379.248 C22H35O5+ 1 379.2479 0.29
383.2436 C21H35O6+ 2 383.2428 2.13
393.2284 C22H33O6+ 2 393.2272 3.04
397.2569 C22H37O6+ 1 397.2585 -3.86
556.347 C29H50NO9+ 2 556.348 -1.76
574.3603 C29H52NO10+ 1 574.3586 3.01
588.3746 C30H54NO10+ 1 588.3742 0.66
606.3845 C30H56NO11+ 1 606.3848 -0.43
PK$NUM_PEAK: 17
PK$PEAK: m/z int. rel.int.
113.0594 581117.6 1
114.0913 3527756.5 8
116.1069 2188255 5
123.0801 415846.8 1
128.1069 549699 1
156.1019 2750600.2 6
174.1124 2920630.5 7
307.1904 451331.8 1
365.2322 1967112.9 4
379.248 1660956.6 4
383.2436 467296.4 1
393.2284 491951.4 1
397.2569 439527.7 1
556.347 1554734.2 3
574.3603 952913.6 2
588.3746 9801125 24
606.3845 405385120 999
//
