ACCESSION: EA281712
RECORD_TITLE: Cocaine; 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: 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$MASS_SPECTROMETRY: RESOLUTION 15000
AC$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$CHROMATOGRAPHY: RETENTION_TIME 5.0 min
AC$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)}
  56.0495 1 C3H6N+ 56.0495 0.79
  65.0386 1 C5H5+ 65.0386 0.36
  67.0542 1 C5H7+ 67.0542 -0.1
  68.0495 1 C4H6N+ 68.0495 0.21
  70.0651 1 C4H8N+ 70.0651 0.2
  77.0386 1 C6H5+ 77.0386 0.56
  79.0543 1 C6H7+ 79.0542 0.42
  80.0496 1 C5H6N+ 80.0495 1.68
  81.0699 1 C6H9+ 81.0699 0.66
  82.0652 1 C5H8N+ 82.0651 0.78
  83.073 1 C5H9N+ 83.073 0.35
  84.0446 1 C4H6NO+ 84.0444 2.85
  91.0542 1 C7H7+ 91.0542 0.04
  93.0335 1 C6H5O+ 93.0335 -0.01
  93.0699 1 C7H9+ 93.0699 0.25
  94.0651 1 C6H8N+ 94.0651 0.15
  95.0492 1 C6H7O+ 95.0491 0.83
  95.0729 1 C6H9N+ 95.073 -0.95
  96.0808 1 C6H10N+ 96.0808 0.15
  97.0648 1 C6H9O+ 97.0648 -0.12
  105.0335 1 C7H5O+ 105.0335 0.37
  105.0444 1 C6H5N2+ 105.0447 -2.61
  106.0653 1 C7H8N+ 106.0651 2.02
  107.0489 1 C7H7O+ 107.0491 -1.88
  107.0729 1 C7H9N+ 107.073 -0.47
  108.0808 1 C7H10N+ 108.0808 0.32
  109.0648 1 C7H9O+ 109.0648 0.35
  117.0575 1 C8H7N+ 117.0573 1.45
  118.0414 1 C8H6O+ 118.0413 0.37
  119.0492 1 C8H7O+ 119.0491 0.16
  122.0599 1 C7H8NO+ 122.06 -1.23
  122.0964 1 C8H12N+ 122.0964 0.12
  125.0598 1 C7H9O2+ 125.0597 0.59
  132.0809 1 C9H10N+ 132.0808 0.87
  135.0679 1 C8H9NO+ 135.0679 0.03
  150.0914 1 C9H12NO+ 150.0913 0.2
  154.0863 1 C8H12NO2+ 154.0863 0.49
  182.1176 1 C10H16NO2+ 182.1176 0.19
PK$NUM_PEAK: 38
PK$PEAK: m/z int. rel.int.
  56.0495 5085.7 6
  65.0386 80362.6 108
  67.0542 19170.5 25
  68.0495 81122.9 109
  70.0651 23446.3 31
  77.0386 139780.9 188
  79.0543 62028.5 83
  80.0496 7567.1 10
  81.0699 31269.3 42
  82.0652 642380.5 866
  83.073 108587.7 146
  84.0446 6763.2 9
  91.0542 252268.1 340
  93.0335 92035.4 124
  93.0699 40132 54
  94.0651 73519.5 99
  95.0492 11832.2 15
  95.0729 6200.1 8
  96.0808 50662 68
  97.0648 54608.4 73
  105.0335 740205.1 999
  105.0444 46196.9 62
  106.0653 6236.5 8
  107.0489 5492.1 7
  107.0729 17848.9 24
  108.0808 126638.7 170
  109.0648 14234.1 19
  117.0575 13374.8 18
  118.0414 33792.7 45
  119.0492 177601.2 239
  122.0599 10937.8 14
  122.0964 143871.6 194
  125.0598 24458.3 33
  132.0809 18903.7 25
  135.0679 27603.2 37
  150.0914 115497.8 155
  154.0863 47542.6 64
  182.1176 228808.7 308
