ACCESSION: EA281713
RECORD_TITLE: Cocaine; LC-ESI-ITFT; MS2; 90%; R=30000; [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$MASS_SPECTROMETRY: RESOLUTION 30000
AC$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 -0.28
  57.0573 1 C3H7N+ 57.0573 -0.54
  65.0386 1 C5H5+ 65.0386 -0.1
  67.0417 1 C4H5N+ 67.0417 0.14
  67.0542 1 C5H7+ 67.0542 0.2
  68.0495 1 C4H6N+ 68.0495 0.21
  70.0652 1 C4H8N+ 70.0651 0.35
  77.0386 1 C6H5+ 77.0386 0.82
  79.0542 1 C6H7+ 79.0542 0.3
  80.0495 1 C5H6N+ 80.0495 -0.07
  81.0572 1 C5H7N+ 81.0573 -0.62
  81.0699 1 C6H9+ 81.0699 0.29
  82.0652 1 C5H8N+ 82.0651 0.66
  83.073 1 C5H9N+ 83.073 0.23
  84.0444 1 C4H6NO+ 84.0444 -0.12
  91.0543 1 C7H7+ 91.0542 0.37
  93.0335 1 C6H5O+ 93.0335 -0.12
  93.0699 1 C7H9+ 93.0699 0.25
  94.0651 1 C6H8N+ 94.0651 -0.06
  95.0491 1 C6H7O+ 95.0491 -0.12
  95.073 1 C6H9N+ 95.073 -0.01
  96.0807 1 C6H10N+ 96.0808 -0.27
  97.0648 1 C6H9O+ 97.0648 -0.12
  105.0335 1 C7H5O+ 105.0335 0.37
  105.0447 1 C6H5N2+ 105.0447 -0.42
  106.0652 1 C7H8N+ 106.0651 0.32
  107.0729 1 C7H9N+ 107.073 -0.19
  108.0808 1 C7H10N+ 108.0808 -0.05
  109.0645 1 C7H9O+ 109.0648 -2.21
  117.0575 1 C8H7N+ 117.0573 1.45
  118.0413 1 C8H6O+ 118.0413 0.03
  119.0492 1 C8H7O+ 119.0491 0.16
  120.0807 1 C8H10N+ 120.0808 -0.46
  122.06 1 C7H8NO+ 122.06 -0.08
  122.0964 1 C8H12N+ 122.0964 -0.21
  125.0597 1 C7H9O2+ 125.0597 0.19
  132.0808 1 C9H10N+ 132.0808 0.34
  135.0679 1 C8H9NO+ 135.0679 0.03
  150.0913 1 C9H12NO+ 150.0913 -0.2
  154.0863 1 C8H12NO2+ 154.0863 0.1
  182.1175 1 C10H16NO2+ 182.1176 -0.52
PK$NUM_PEAK: 41
PK$PEAK: m/z int. rel.int.
  56.0495 5068.4 9
  57.0573 5219.6 9
  65.0386 76998.3 139
  67.0417 7480.7 13
  67.0542 22930.1 41
  68.0495 102038.1 184
  70.0652 21285.8 38
  77.0386 312315.4 566
  79.0542 58594.8 106
  80.0495 3436 6
  81.0572 4493.5 8
  81.0699 24955.8 45
  82.0652 463720 840
  83.073 99518.7 180
  84.0444 6098.5 11
  91.0543 230788.7 418
  93.0335 58934 106
  93.0699 15186.5 27
  94.0651 86002.8 155
  95.0491 36378.3 65
  95.073 6381.9 11
  96.0807 31596.4 57
  97.0648 46898.8 85
  105.0335 551083.6 999
  105.0447 85127 154
  106.0652 3594 6
  107.0729 15965.7 28
  108.0808 59712.7 108
  109.0645 3356.8 6
  117.0575 5136.3 9
  118.0413 14992.5 27
  119.0492 78129.8 141
  120.0807 6051.2 10
  122.06 9762.8 17
  122.0964 60839.5 110
  125.0597 6722.6 12
  132.0808 9841 17
  135.0679 28005.8 50
  150.0913 19508.8 35
  154.0863 21228.2 38
  182.1175 27966.9 50
