ACCESSION: EA282305
RECORD_TITLE: Benzoylecgonine; LC-ESI-ITFT; MS2; 60%; 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 2823
CH$NAME: Benzoylecgonine
CH$NAME:  3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-4-carboxylic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C16H19NO4
CH$EXACT_MASS: 289.1314
CH$SMILES: CN1C2CCC1C(C(C2)OC(=O)C3=CC=CC=C3)C(=O)O
CH$IUPAC: InChI=1S/C16H19NO4/c1-17-11-7-8-12(17)14(15(18)19)13(9-11)21-16(20)10-5-3-2-4-6-10/h2-6,11-14H,7-9H2,1H3,(H,18,19)
CH$LINK: CAS 519-09-5
CH$LINK: PUBCHEM CID:2340
CH$LINK: INCHIKEY GVGYEFKIHJTNQZ-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 2250
AC$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 60 % (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$CHROMATOGRAPHY: RETENTION_TIME 4.6 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 290.1395
MS$FOCUSED_ION: PRECURSOR_M/Z 290.1387
MS$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)}
  67.0543 1 C5H7+ 67.0542 1.84
  68.0495 1 C4H6N+ 68.0495 1.09
  77.0386 1 C6H5+ 77.0386 0.56
  79.0541 1 C6H7+ 79.0542 -1.85
  81.0699 1 C6H9+ 81.0699 0.53
  82.0652 1 C5H8N+ 82.0651 0.54
  83.0491 1 C5H7O+ 83.0491 -0.38
  83.073 1 C5H9N+ 83.073 0.95
  84.0807 1 C5H10N+ 84.0808 -1.38
  91.0542 1 C7H7+ 91.0542 0.04
  93.0333 1 C6H5O+ 93.0335 -1.63
  93.0699 1 C7H9+ 93.0699 0.14
  94.065 1 C6H8N+ 94.0651 -1.23
  95.0489 1 C6H7O+ 95.0491 -2.33
  96.0808 1 C6H10N+ 96.0808 0.25
  100.0757 1 C5H10NO+ 100.0757 0.3
  105.0336 1 C7H5O+ 105.0335 0.56
  107.0733 1 C7H9N+ 107.073 3.08
  108.0807 1 C7H10N+ 108.0808 -0.33
  109.0647 1 C7H9O+ 109.0648 -1.02
  119.0492 1 C8H7O+ 119.0491 0.33
  122.0964 1 C8H12N+ 122.0964 -0.05
  124.112 1 C8H14N+ 124.1121 -0.21
  132.0807 1 C9H10N+ 132.0808 -0.5
  135.0676 1 C8H9NO+ 135.0679 -1.74
  140.071 1 C7H10NO2+ 140.0706 2.96
  140.1068 1 C8H14NO+ 140.107 -1.15
  150.0914 1 C9H12NO+ 150.0913 0.13
  168.102 1 C9H14NO2+ 168.1019 0.39
  272.1281 1 C16H18NO3+ 272.1281 0.07
PK$NUM_PEAK: 30
PK$PEAK: m/z int. rel.int.
  67.0543 13825.3 17
  68.0495 11039 13
  77.0386 41176.8 51
  79.0541 3924.5 4
  81.0699 7668 9
  82.0652 194099.6 241
  83.0491 7890.2 9
  83.073 35288.8 43
  84.0807 8898.1 11
  91.0542 87052.4 108
  93.0333 8227.5 10
  93.0699 41400.6 51
  94.065 17284.6 21
  95.0489 3953.7 4
  96.0808 27733.3 34
  100.0757 31843.4 39
  105.0336 657056.3 816
  107.0733 4501.3 5
  108.0807 24117.7 29
  109.0647 5496.7 6
  119.0492 96743.5 120
  122.0964 78795.8 97
  124.112 58419.5 72
  132.0807 15275.1 18
  135.0676 12325.2 15
  140.071 12706.1 15
  140.1068 4118.6 5
  150.0914 124128.7 154
  168.102 803667.8 999
  272.1281 8629.1 10
