ACCESSION: EA281707
RECORD_TITLE: Cocaine; LC-ESI-ITFT; MS2; 90%; R=7500; [M+H]+
DATE: 2012.11.21
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) 2011 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 2817
CH$NAME: Cocaine
CH$NAME:  (1S,3S,4R,5R)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-4-carboxylic acid methyl ester
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C17H21NO4
CH$EXACT_MASS: 303.1471
CH$SMILES: CN1C2CCC1C(C(C2)OC(=O)C3=CC=CC=C3)C(=O)OC
CH$IUPAC: InChI=1S/C17H21NO4/c1-18-12-8-9-13(18)15(17(20)21-2)14(10-12)22-16(19)11-6-4-3-5-7-11/h3-7,12-15H,8-10H2,1-2H3/t12-,13+,14-,15+/m0/s1
CH$LINK: CAS 50-36-2
CH$LINK: CHEBI 27958
CH$LINK: KEGG C01416
CH$LINK: PUBCHEM CID:446220
CH$LINK: INCHIKEY ZPUCINDJVBIVPJ-LJISPDSOSA-N
CH$LINK: CHEMSPIDER 10194104
AC$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 90 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 7500
AC$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$CHROMATOGRAPHY: RETENTION_TIME 5.0 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 304.1557
MS$FOCUSED_ION: PRECURSOR_M/Z 304.1543
MS$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)}
  57.0573 1 C3H7N+ 57.0573 -0.54
  65.0386 1 C5H5+ 65.0386 -0.1
  67.0418 1 C4H5N+ 67.0417 2.08
  67.0542 1 C5H7+ 67.0542 -0.55
  68.0495 1 C4H6N+ 68.0495 0.21
  70.0652 1 C4H8N+ 70.0651 0.49
  77.0386 1 C6H5+ 77.0386 -0.09
  79.0542 1 C6H7+ 79.0542 0.3
  81.0572 1 C5H7N+ 81.0573 -0.99
  81.0699 1 C6H9+ 81.0699 0.16
  82.0652 1 C5H8N+ 82.0651 0.3
  83.073 1 C5H9N+ 83.073 0.23
  91.0542 1 C7H7+ 91.0542 -0.29
  93.0334 1 C6H5O+ 93.0335 -0.98
  93.0697 1 C7H9+ 93.0699 -1.79
  94.0651 1 C6H8N+ 94.0651 -0.38
  95.0492 1 C6H7O+ 95.0491 0.2
  96.0807 1 C6H10N+ 96.0808 -0.58
  97.0647 1 C6H9O+ 97.0648 -0.84
  105.0335 1 C7H5O+ 105.0335 -0.2
  105.0447 1 C6H5N2+ 105.0447 0.05
  106.0654 1 C7H8N+ 106.0651 2.21
  107.0731 1 C7H9N+ 107.073 1.86
  108.0807 1 C7H10N+ 108.0808 -0.42
  109.065 1 C7H9O+ 109.0648 1.91
  117.0573 1 C8H7N+ 117.0573 -0.01
  118.0409 1 C8H6O+ 118.0413 -3.78
  119.0491 1 C8H7O+ 119.0491 -0.51
  122.0604 1 C7H8NO+ 122.06 3.27
  122.0963 1 C8H12N+ 122.0964 -1.03
  123.0805 1 C8H11O+ 123.0804 0.72
  125.0603 1 C7H9O2+ 125.0597 4.83
  132.0809 1 C9H10N+ 132.0808 1.24
  135.0681 1 C8H9NO+ 135.0679 1.66
  150.0914 1 C9H12NO+ 150.0913 0.4
  154.0863 1 C8H12NO2+ 154.0863 0.23
  182.1178 1 C10H16NO2+ 182.1176 1.07
PK$NUM_PEAK: 37
PK$PEAK: m/z int. rel.int.
  57.0573 13928.8 14
  65.0386 160487.1 168
  67.0418 22128.1 23
  67.0542 43686.2 45
  68.0495 175259.8 183
  70.0652 48359.4 50
  77.0386 506985.6 531
  79.0542 107366.8 112
  81.0572 13168.8 13
  81.0699 53572.5 56
  82.0652 843184.9 883
  83.073 185194.6 193
  91.0542 421185.6 441
  93.0334 124481.6 130
  93.0697 40943.6 42
  94.0651 165575.7 173
  95.0492 62890.6 65
  96.0807 76044.5 79
  97.0647 75841.3 79
  105.0335 953740.9 999
  105.0447 159420.4 166
  106.0654 12953.7 13
  107.0731 30010.2 31
  108.0807 119347.3 125
  109.065 15642.3 16
  117.0573 14871.1 15
  118.0409 27568 28
  119.0491 153020.8 160
  122.0604 15107.4 15
  122.0963 107448.8 112
  123.0805 13978.1 14
  125.0603 14804.5 15
  132.0809 11900 12
  135.0681 36218.3 37
  150.0914 45497.1 47
  154.0863 18720.7 19
  182.1178 46180.4 48
