ACCESSION: MSBNK-Athens_Univ-AU105202
RECORD_TITLE: Azithromycin; LC-ESI-QTOF; MS2; CE: Ramp 30.8-46.2 eV; R=35000; [M+H]+
DATE: 2015.07.05
AUTHORS: Nikiforos Alygizakis, Anna Bletsou, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 1052

CH$NAME: Azithromycin
CH$NAME: (2R,3S,4R,5R,8R,10R,11R,12S,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$EXACT_MASS: 748.5085
CH$SMILES: CC[C@@H]1[C@@]([C@@H]([C@H](N(C[C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]2C[C@@]([C@H]([C@@H](O2)C)O)(C)OC)C)O[C@H]3[C@@H]([C@H](C[C@H](O3)C)N(C)C)O)(C)O)C)C)C)O)(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$LINK: PUBCHEM CID:447043
CH$LINK: INCHIKEY MQTOSJVFKKJCRP-BICOPXKESA-N
CH$LINK: CHEMSPIDER 10482163
CH$LINK: COMPTOX DTXSID8030760

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$MASS_SPECTROMETRY: COLLISION_ENERGY Ramp 30.8-46.2 eV
AC$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 6.2 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.01% formic acid and 5mM ammonium formate
AC$CHROMATOGRAPHY: SOLVENT B 90:10 water:methanol with 0.01% formic acid and 5mM ammonium formate

MS$FOCUSED_ION: BASE_PEAK 375.2634
MS$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 1.8.1

PK$SPLASH: splash10-052g-1500090600-67de4538e07e4ca5046c
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0541 C4H7+ 1 55.0542 -1.76
  72.0803 C4H10N+ 1 72.0808 -6.6
  83.049 C5H7O+ 1 83.0491 -2.06
  84.0522 H8N2O3+ 1 84.0529 -9.08
  98.0956 C6H12N+ 1 98.0964 -8.32
  115.0753 C6H11O2+ 2 115.0754 -0.57
  116.0709 C5H10NO2+ 1 116.0706 2.2
  116.1071 C6H14NO+ 1 116.107 0.77
  117.1109 C6H15NO+ 1 117.1148 -33.09
  127.0748 C7H11O2+ 2 127.0754 -4.06
  158.118 C8H16NO2+ 1 158.1176 2.94
  159.1207 C12H15+ 2 159.1168 24.53
  176.128 C8H18NO3+ 2 176.1281 -0.45
  186.149 C10H20NO2+ 1 186.1489 0.67
  398.2924 C25H38N2O2+ 9 398.2928 -0.88
  399.2949 C29H37N+ 10 399.2921 7.11
  416.3002 C22H42NO6+ 10 416.3007 -1.14
  417.3052 C29H39NO+ 9 417.3026 6.24
  434.3143 C25H42N2O4+ 9 434.3139 0.88
  435.3177 C22H45NO7+ 9 435.3191 -3
  457.3281 C24H45N2O6+ 11 457.3272 1.98
  573.4153 C35H57O6+ 13 573.415 0.65
  574.4194 C30H58N2O8+ 13 574.4188 1.13
  575.4232 C37H55N2O3+ 12 575.4207 4.29
  591.4265 C35H59O7+ 13 591.4255 1.66
  592.4284 C30H60N2O9+ 12 592.4293 -1.64
  593.4292 C34H59NO7+ 13 593.4286 1.07
  594.4396 C37H58N2O4+ 11 594.4391 0.79
  731.5072 C38H71N2O11+ 2 731.5052 2.7
  731.5249 C38H71N2O11+ 1 731.5052 26.92
  749.523 C38H73N2O12+ 1 749.5158 9.54
  750.5253 C37H72N3O12+ 3 750.5111 18.99
  751.5286 C37H73N3O12+ 3 751.5189 12.9
  752.5326 C36H72N4O12+ 2 752.5141 24.51
PK$NUM_PEAK: 34
PK$PEAK: m/z int. rel.int.
  55.0541 920 12
  72.0803 2344 32
  83.049 11444 156
  84.0522 1488 20
  98.0956 656 8
  115.0753 1196 16
  116.0709 1360 18
  116.1071 12728 173
  117.1109 944 12
  127.0748 2676 36
  158.118 50780 693
  159.1207 4180 57
  176.128 492 6
  186.149 2168 29
  398.2924 4028 55
  399.2949 684 9
  416.3002 2024 27
  417.3052 492 6
  434.3143 6136 83
  435.3177 1904 26
  457.3281 640 8
  573.4153 14900 203
  574.4194 5800 79
  575.4232 948 12
  591.4265 73112 999
  592.4284 22564 308
  593.4292 5308 72
  594.4396 664 9
  731.5072 380 5
  731.5249 548 7
  749.523 54036 738
  750.5253 23716 324
  751.5286 4960 67
  752.5326 808 11
//