ACCESSION: MSBNK-Athens_Univ-AU105205
RECORD_TITLE: Azithromycin; LC-ESI-QTOF; MS2; CE: 50 eV; R=35000; [M+H]+
DATE: 2015.12.06
AUTHORS: Nikiforos Alygizakis, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) 2015 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 1052

CH$NAME: Azithromycin
CH$NAME: Azithramycine
CH$NAME: (2R,3S,4R,5R,8R,10R,11R,13S,14R)-11-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-3,4,10-trihydroxy-13-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₃₈H₇₂N₂O₁₂
CH$EXACT_MASS: 748.5085257
CH$SMILES: CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)C(C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C)(O)C[C@@H](C)CN(C)[C@H](C)[C@@H](O)[C@]1(C)O
CH$IUPAC: InChI=1S/C38H72N2O12/c1-15-27-38(10,46)31(42)24(6)40(13)19-20(2)17-36(8,45)33(52-35-29(41)26(39(11)12)16-21(3)48-35)22(4)30(23(5)34(44)50-27)51-28-18-37(9,47-14)32(43)25(7)49-28/h20-33,35,41-43,45-46H,15-19H2,1-14H3/t20-,21-,22?,23-,24-,25+,26+,27-,28+,29-,30+,31-,32+,33-,35+,36-,37-,38-/m1/s1
CH$LINK: CAS 83905-01-5
CH$LINK: KEGG C06838
CH$LINK: LIPIDMAPS LMPK04000013
CH$LINK: PUBCHEM CID:55185
CH$LINK: INCHIKEY MQTOSJVFKKJCRP-OHJWJPDZSA-N
CH$LINK: CHEMSPIDER 49833

AC$INSTRUMENT: Bruker maXis Impact
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 50 eV
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Acclaim RSLC C18 2.2um, 2.1x100mm, Thermo
AC$CHROMATOGRAPHY: FLOW_GRADIENT 99/1 at 0-1 min, 61/39 at 3 min, 0.1/99.9 at 14-16 min, 99/1 at 16.1-20 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min at 0-3 min, 400 uL/min at 14 min, 480 uL/min at 16-19 min, 200 uL/min at 19.1-20 min
AC$CHROMATOGRAPHY: RETENTION_TIME 6.3 min
AC$CHROMATOGRAPHY: SOLVENT A 90:10 water:methanol with 0.01% formic acid and 5mM ammonium formate
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.01% formic acid and 5mM ammonium formate

MS$FOCUSED_ION: BASE_PEAK 375.2611
MS$FOCUSED_ION: PRECURSOR_M/Z 749.5158
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE identity on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 2.0.3

PK$SPLASH: splash10-0a4i-0900140000-87494aef512109642fb2
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  116.0703 C5H10NO2+ 2 116.0706 -2.22
  116.1065 C6H14NO+ 2 116.107 -4.12
  127.0734 C7H11O2+ 2 127.0754 -15.09
  156.1371 C9H18NO+ 2 156.1383 -7.37
  158.1164 C8H16NO2+ 2 158.1176 -7.15
  159.1197 C7[13]CH16NO2+ 1 159.1215 -11.24
  160.119 C4H18NO5+ 2 160.1179 6.42
  174.1487 C9H20NO2+ 2 174.1489 -0.61
  186.1478 C10H20NO2+ 2 186.1489 -5.92
  187.152 C7H23O5+ 3 187.154 -10.51
  204.1599 C10H22NO3+ 4 204.1594 2.4
  398.2897 C22H40NO5+ 9 398.2901 -0.89
  399.2911 C14H43N2O10+ 7 399.2912 -0.2
  416.3006 C22H42NO6+ 9 416.3007 -0.04
  417.3024 C29H39NO+ 8 417.3026 -0.42
  434.3126 C25H42N2O4+ 9 434.3139 -2.98
  435.308 C26H43O5+ 8 435.3105 -5.7
  435.32 C19H47O10+ 9 435.3164 8.4
  457.3268 C24H45N2O6+ 9 457.3272 -0.89
  573.4092 C27H59NO11+ 8 573.4083 1.56
  574.4123 C26[13]CH59NO11+ 1 574.4122 0.22
  575.4145 C31H59O9+ 9 575.4154 -1.43
  591.4203 C30H59N2O9+ 8 591.4215 -2.11
  592.4224 C37H56N2O4+ 8 592.4235 -1.86
  593.4265 C36[13]CH56N2O4+ 1 593.4274 -1.43
  749.5183 C38H73N2O12+ 1 749.5158 3.28
PK$NUM_PEAK: 26
PK$PEAK: m/z int. rel.int.
  116.0703 960 31
  116.1065 2840 94
  127.0734 912 30
  156.1371 396 13
  158.1164 30128 999
  159.1197 3268 108
  160.119 368 12
  174.1487 488 16
  186.1478 2504 83
  187.152 396 13
  204.1599 328 10
  398.2897 2592 85
  399.2911 384 12
  416.3006 1472 48
  417.3024 372 12
  434.3126 2088 69
  435.308 636 21
  435.32 548 18
  457.3268 692 22
  573.4092 4864 161
  574.4123 1948 64
  575.4145 536 17
  591.4203 8832 292
  592.4224 3896 129
  593.4265 840 27
  749.5183 416 13
//