ACCESSION: EA282312
RECORD_TITLE: Benzoylecgonine; 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 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 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$CHROMATOGRAPHY: RETENTION_TIME 4.6 min
AC$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)}
  57.0575 1 C3H7N+ 57.0573 3.84
  65.0385 1 C5H5+ 65.0386 -1.18
  67.0542 1 C5H7+ 67.0542 0.05
  68.0495 1 C4H6N+ 68.0495 -0.08
  77.0386 1 C6H5+ 77.0386 0.3
  79.0542 1 C6H7+ 79.0542 -0.34
  81.0698 1 C6H9+ 81.0699 -0.45
  82.0651 1 C5H8N+ 82.0651 0.17
  83.0492 1 C5H7O+ 83.0491 0.47
  83.073 1 C5H9N+ 83.073 -0.01
  84.0809 1 C5H10N+ 84.0808 1.36
  91.0542 1 C7H7+ 91.0542 -0.29
  93.0334 1 C6H5O+ 93.0335 -0.77
  93.0699 1 C7H9+ 93.0699 -0.07
  94.065 1 C6H8N+ 94.0651 -0.91
  95.0491 1 C6H7O+ 95.0491 -0.85
  96.0808 1 C6H10N+ 96.0808 -0.16
  100.0757 1 C5H10NO+ 100.0757 0.3
  105.0335 1 C7H5O+ 105.0335 0.18
  105.0444 1 C6H5N2+ 105.0447 -2.99
  107.0731 1 C7H9N+ 107.073 1.02
  108.0807 1 C7H10N+ 108.0808 -0.52
  117.0572 1 C8H7N+ 117.0573 -0.95
  119.0491 1 C8H7O+ 119.0491 -0.18
  122.0964 1 C8H12N+ 122.0964 -0.13
  124.112 1 C8H14N+ 124.1121 -0.45
  132.0808 1 C9H10N+ 132.0808 0.41
  135.0678 1 C8H9NO+ 135.0679 -0.34
  140.0706 1 C7H10NO2+ 140.0706 -0.25
  150.0913 1 C9H12NO+ 150.0913 -0.47
  168.1018 1 C9H14NO2+ 168.1019 -0.39
PK$NUM_PEAK: 31
PK$PEAK: m/z int. rel.int.
  57.0575 2211 7
  65.0385 4312.6 15
  67.0542 18800.4 66
  68.0495 15913.7 55
  77.0386 40220 141
  79.0542 3385.6 11
  81.0698 4806.6 16
  82.0651 79007.8 277
  83.0492 7567.1 26
  83.073 26414.3 92
  84.0809 3705.8 13
  91.0542 58132.3 204
  93.0334 3259.1 11
  93.0699 14095.6 49
  94.065 9220.3 32
  95.0491 5083.6 17
  96.0808 8840.9 31
  100.0757 7998.8 28
  105.0335 284197 999
  105.0444 14790.3 51
  107.0731 3344.2 11
  108.0807 8895.7 31
  117.0572 2809.6 9
  119.0491 36261.4 127
  122.0964 26584.7 93
  124.112 13699.1 48
  132.0808 4100.8 14
  135.0678 10837.3 38
  140.0706 4659.5 16
  150.0913 18912.9 66
  168.1018 77464.5 272
