ACCESSION: EA019012
RECORD_TITLE: Azithromycin; LC-ESI-ITFT; MS2; 75%; R=15000; [M+H]+
DATE: 2012.11.21
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: http://massbank.ufz.de/MassBank/files/license.html
COPYRIGHT: Copyright (C) 2011 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: IONIZATION ESI
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$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: WHOLE RMassBank
PK$ANNOTATION: m/z num {formula mass error(ppm)}
  55.0541 1 C4H7+ 55.0542 -1.76
  58.0649 1 C3H8N+ 58.0651 -4.23
  59.0492 1 C3H7O+ 59.0491 0.66
  70.0649 1 C4H8N+ 70.0651 -2.65
  72.0807 1 C4H10N+ 72.0808 -0.91
  79.054 1 C6H7+ 79.0542 -2.74
  81.0699 1 C6H9+ 81.0699 -0.08
  83.0491 1 C5H7O+ 83.0491 -0.98
  84.0807 1 C5H10N+ 84.0808 -1.38
  88.0756 1 C4H10NO+ 88.0757 -1.14
  98.0963 1 C6H12N+ 98.0964 -0.87
  116.0706 1 C5H10NO2+ 116.0706 -0.3
  116.1068 1 C6H14NO+ 116.107 -1.3
  375.2725 1 C20H39O6+ 375.2741 -4.22
  631.0161 1 C36H9NO11+ 631.017 -1.49
PK$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
