ACCESSION: MSBNK-Eawag-EA019010
RECORD_TITLE: Azithromycin; LC-ESI-ITFT; MS2; CE: 45%; R=15000; [M+H]+
DATE: 2014.01.14
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2012 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 190

CH$NAME: Azithromycin
CH$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$EXACT_MASS: 748.5085
CH$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]3O[C@H](C)C[C@@H]([C@H]3O)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$LINK: CHEBI 2955
CH$LINK: KEGG D07486
CH$LINK: LIPIDMAPS LMPK04000013
CH$LINK: PUBCHEM CID:55185
CH$LINK: INCHIKEY MQTOSJVFKKJCRP-OHJWJPDZSA-N
CH$LINK: CHEMSPIDER 49833

AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
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 15000
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 5.9 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 375.2626
MS$FOCUSED_ION: PRECURSOR_M/Z 749.5158
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE Spline
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 1.3.1

PK$SPLASH: splash10-067i-7900000000-2ce9387acfb6d7139fc2
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0542 C4H7+ 1 55.0542 -1.21
  72.0807 C4H10N+ 1 72.0808 -0.36
  81.0698 C6H9+ 1 81.0699 -1.44
  83.0491 C5H7O+ 1 83.0491 -0.62
  85.0282 C4H5O2+ 1 85.0284 -2.66
  88.0756 C4H10NO+ 1 88.0757 -0.46
  98.0963 C6H12N+ 1 98.0964 -0.98
  99.0802 C6H11O+ 1 99.0804 -2.34
  100.0756 C5H10NO+ 1 100.0757 -1.2
  113.0596 C6H9O2+ 1 113.0597 -1.03
  114.0914 C6H12NO+ 1 114.0913 0.43
  116.0705 C5H10NO2+ 1 116.0706 -0.9
  116.1069 C6H14NO+ 1 116.107 -1.04
  158.1174 C8H16NO2+ 1 158.1176 -0.98
  186.1486 C10H20NO2+ 1 186.1489 -1.64
  375.2719 C15H39N2O8+ 1 375.2701 4.74
  631.0176 C36H9NO11+ 1 631.017 0.95
PK$NUM_PEAK: 17
PK$PEAK: m/z int. rel.int.
  55.0542 3231.1 24
  72.0807 39179.8 291
  81.0698 4154.9 30
  83.0491 134222.5 999
  85.0282 2004.3 14
  88.0756 14121.3 105
  98.0963 37883.1 281
  99.0802 2574.1 19
  100.0756 3855.3 28
  113.0596 11707 87
  114.0914 3200.1 23
  116.0705 41471.5 308
  116.1069 97170.7 723
  158.1174 117530.3 874
  186.1486 4554.5 33
  375.2719 2462.8 18
  631.0176 3044.5 22
//