ACCESSION: EA281706
RECORD_TITLE: Cocaine; LC-ESI-ITFT; MS2; 75%; 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 75 % (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)}
  65.0387 1 C5H5+ 65.0386 1.44
  67.0545 1 C5H7+ 67.0542 3.63
  68.0495 1 C4H6N+ 68.0495 0.51
  70.0654 1 C4H8N+ 70.0651 3.34
  77.0387 1 C6H5+ 77.0386 1.73
  79.0543 1 C6H7+ 79.0542 1.05
  81.07 1 C6H9+ 81.0699 1.4
  82.0653 1 C5H8N+ 82.0651 1.51
  83.073 1 C5H9N+ 83.073 1.07
  84.0441 1 C4H6NO+ 84.0444 -2.98
  91.0543 1 C7H7+ 91.0542 0.59
  93.0336 1 C6H5O+ 93.0335 0.74
  93.07 1 C7H9+ 93.0699 0.79
  94.0652 1 C6H8N+ 94.0651 0.58
  95.0492 1 C6H7O+ 95.0491 0.41
  96.0808 1 C6H10N+ 96.0808 0.56
  97.0648 1 C6H9O+ 97.0648 0.4
  105.0336 1 C7H5O+ 105.0335 0.85
  105.0449 1 C6H5N2+ 105.0447 1.86
  107.0731 1 C7H9N+ 107.073 1.67
  108.0809 1 C7H10N+ 108.0808 0.96
  114.0912 1 C6H12NO+ 114.0913 -1.41
  117.0571 1 C8H7N+ 117.0573 -1.97
  118.0414 1 C8H6O+ 118.0413 0.71
  119.0492 1 C8H7O+ 119.0491 0.24
  120.0806 1 C8H10N+ 120.0808 -1.71
  122.0599 1 C7H8NO+ 122.06 -0.82
  122.0965 1 C8H12N+ 122.0964 0.44
  125.06 1 C7H9O2+ 125.0597 1.95
  132.0809 1 C9H10N+ 132.0808 1.17
  135.068 1 C8H9NO+ 135.0679 0.77
  150.0915 1 C9H12NO+ 150.0913 0.86
  154.0864 1 C8H12NO2+ 154.0863 1.14
  182.1177 1 C10H16NO2+ 182.1176 0.8
PK$NUM_PEAK: 34
PK$PEAK: m/z int. rel.int.
  65.0387 120704.5 98
  67.0545 17663.2 14
  68.0495 132660 107
  70.0654 33686.7 27
  77.0387 261142.4 212
  79.0543 101915.7 82
  81.07 54520.5 44
  82.0653 1039102 845
  83.073 174855.8 142
  84.0441 14341 11
  91.0543 420560 342
  93.0336 166719.9 135
  93.07 68931.1 56
  94.0652 126907.6 103
  95.0492 33734.4 27
  96.0808 85048.2 69
  97.0648 84866.8 69
  105.0336 1227115.5 999
  105.0449 78171.9 63
  107.0731 27485.7 22
  108.0809 221061 179
  114.0912 8926.1 7
  117.0571 13006.6 10
  118.0414 37480.7 30
  119.0492 293463.6 238
  120.0806 11596.5 9
  122.0599 12900.5 10
  122.0965 242732.5 197
  125.06 32923 26
  132.0809 30964.7 25
  135.068 49036.8 39
  150.0915 194412.7 158
  154.0864 84127.6 68
  182.1177 422730.9 344
