ACCESSION: MSBNK-Eawag-EA019111
RECORD_TITLE: Clarithromycin; 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 191

CH$NAME: Clarithromycin
CH$NAME: 6-O-Methylerythromycin
CH$NAME: (3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-[4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-ethyl-12,13-dihydroxy-4-(5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydropyran-2-yl)oxy-7-methoxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-quinone
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₃₈H₆₉NO₁₃
CH$EXACT_MASS: 747.4769
CH$SMILES: CC[C@H]1OC(=O)[C@H](C)[C@@H](OC2CC(C)(OC)C(O)C(C)O2)[C@H](C)[C@@H](OC3OC(C)CC(C3O)N(C)C)[C@@](C)(C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@]1(C)O)OC
CH$IUPAC: InChI=1S/C38H69NO13/c1-15-26-38(10,45)31(42)21(4)28(40)19(2)17-37(9,47-14)33(52-35-29(41)25(39(11)12)16-20(3)48-35)22(5)30(23(6)34(44)50-26)51-27-18-36(8,46-13)32(43)24(7)49-27/h19-27,29-33,35,41-43,45H,15-18H2,1-14H3/t19-,20?,21+,22+,23-,24?,25?,26-,27?,29?,30+,31-,32?,33-,35?,36?,37-,38-/m1/s1
CH$LINK: CAS 81103-11-9
CH$LINK: KEGG C06912
CH$LINK: PUBCHEM CID:84029
CH$LINK: INCHIKEY AGOYDEPGAOXOCK-AVDMLEEESA-N
CH$LINK: CHEMSPIDER 10342604

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 9.7 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 748.4865
MS$FOCUSED_ION: PRECURSOR_M/Z 748.4842
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$SPLASH: splash10-001i-9300000000-cc8d8426dc559e9b3cf1
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0543 C4H7+ 1 55.0542 0.79
  59.0491 C3H7O+ 1 59.0491 -0.19
  72.0808 C4H10N+ 1 72.0808 0.34
  73.052 C3H7NO+ 1 73.0522 -2.67
  81.0698 C6H9+ 1 81.0699 -0.7
  83.0492 C5H7O+ 1 83.0491 0.59
  84.0807 C5H10N+ 1 84.0808 -0.66
  88.0757 C4H10NO+ 1 88.0757 0.11
  98.0964 C6H12N+ 1 98.0964 0.04
  100.0758 C5H10NO+ 1 100.0757 1.5
  113.0597 C6H9O2+ 1 113.0597 -0.14
  114.0914 C6H12NO+ 1 114.0913 0.52
  116.0707 C5H10NO2+ 1 116.0706 0.56
  116.107 C6H14NO+ 1 116.107 0.17
  127.0755 C7H11O2+ 1 127.0754 1.45
  158.1176 C8H16NO2+ 1 158.1176 0.09
  692.126 C36H24N2O13+ 1 692.1273 -1.84
PK$NUM_PEAK: 17
PK$PEAK: m/z int. rel.int.
  55.0543 2759.5 12
  59.0491 3664.3 16
  72.0808 55075.3 253
  73.052 2162.1 9
  81.0698 6881.9 31
  83.0492 216684 999
  84.0807 7702.3 35
  88.0757 22345.5 103
  98.0964 49167.2 226
  100.0758 2873.2 13
  113.0597 4056.4 18
  114.0914 4072.1 18
  116.0707 34538.8 159
  116.107 37622.4 173
  127.0755 2861.7 13
  158.1176 38720.4 178
  692.126 4004.9 18
//