ACCESSION: MSBNK-Eawag-EA019011
RECORD_TITLE: Azithromycin; LC-ESI-ITFT; MS2; CE: 60%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$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$SPLASH: splash10-00si-9300000000-8687bde988932af4883e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0541 C4H7+ 1 55.0542 -2.48
  58.065 C3H8N+ 1 58.0651 -2.51
  70.0649 C4H8N+ 1 70.0651 -2.65
  72.0807 C4H10N+ 1 72.0808 -1.19
  81.0698 C6H9+ 1 81.0699 -1.07
  83.049 C5H7O+ 1 83.0491 -1.34
  84.0806 C5H10N+ 1 84.0808 -1.73
  88.0755 C4H10NO+ 1 88.0757 -1.71
  98.0963 C6H12N+ 1 98.0964 -1.69
  99.08 C6H11O+ 1 99.0804 -4.35
  113.0597 C6H9O2+ 1 113.0597 0.39
  116.0704 C5H10NO2+ 1 116.0706 -1.68
  116.1068 C6H14NO+ 1 116.107 -1.64
  158.1173 C8H16NO2+ 1 158.1176 -1.3
  375.2754 C20H39O6+ 2 375.2741 3.45
PK$NUM_PEAK: 15
PK$PEAK: m/z int. rel.int.
  55.0541 2497.2 22
  58.065 3068.1 27
  70.0649 2246.7 20
  72.0807 61653.7 555
  81.0698 4240.7 38
  83.049 110930.3 999
  84.0806 3700.2 33
  88.0755 16036.8 144
  98.0963 32809.3 295
  99.08 2094.4 18
  113.0597 2326.2 20
  116.0704 22114.3 199
  116.1068 49249.3 443
  158.1173 17781.4 160
  375.2754 1935.4 17
//