ACCESSION: MSBNK-Eawag-EA019012
RECORD_TITLE: Azithromycin; LC-ESI-ITFT; MS2; CE: 75%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$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$SPLASH: splash10-0089-9000000000-0851ec98903e3983c44d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0541 C4H7+ 1 55.0542 -1.76
  58.0649 C3H8N+ 1 58.0651 -4.23
  59.0492 C3H7O+ 1 59.0491 0.66
  70.0649 C4H8N+ 1 70.0651 -2.65
  72.0807 C4H10N+ 1 72.0808 -0.91
  79.054 C6H7+ 1 79.0542 -2.74
  81.0699 C6H9+ 1 81.0699 -0.08
  83.0491 C5H7O+ 1 83.0491 -0.98
  84.0807 C5H10N+ 1 84.0808 -1.38
  88.0756 C4H10NO+ 1 88.0757 -1.14
  98.0963 C6H12N+ 1 98.0964 -0.87
  116.0706 C5H10NO2+ 1 116.0706 -0.3
  116.1068 C6H14NO+ 1 116.107 -1.3
  375.2725 C20H39O6+ 1 375.2741 -4.22
  631.0161 C36H9NO11+ 1 631.017 -1.49
PK$NUM_PEAK: 15
PK$PEAK: m/z int. rel.int.
  55.0541 3862.4 43
  58.0649 3259 36
  59.0492 1981.5 22
  70.0649 3392.1 38
  72.0807 63227.7 715
  79.054 2530.1 28
  81.0699 4417 50
  83.0491 88246.3 999
  84.0807 6677.7 75
  88.0756 9562.2 108
  98.0963 27908.8 315
  116.0706 7573 85
  116.1068 16087.6 182
  375.2725 2487.1 28
  631.0161 2265.7 25
//