ACCESSION: EA282313
RECORD_TITLE: Benzoylecgonine; 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 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 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$CHROMATOGRAPHY: RETENTION_TIME 4.6 min
AC$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)}
  56.0494 1 C3H6N+ 56.0495 -0.81
  57.0573 1 C3H7N+ 57.0573 0.16
  65.0386 1 C5H5+ 65.0386 -0.1
  67.0542 1 C5H7+ 67.0542 0.2
  68.0495 1 C4H6N+ 68.0495 0.06
  70.065 1 C4H8N+ 70.0651 -1.37
  77.0386 1 C6H5+ 77.0386 0.43
  79.0542 1 C6H7+ 79.0542 -0.59
  81.0699 1 C6H9+ 81.0699 0.41
  82.0652 1 C5H8N+ 82.0651 0.3
  83.0491 1 C5H7O+ 83.0491 0.11
  83.073 1 C5H9N+ 83.073 0.11
  91.0542 1 C7H7+ 91.0542 -0.07
  93.0699 1 C7H9+ 93.0699 0.04
  94.0652 1 C6H8N+ 94.0651 0.36
  95.0492 1 C6H7O+ 95.0491 0.41
  96.0807 1 C6H10N+ 96.0808 -0.68
  100.0757 1 C5H10NO+ 100.0757 0.1
  105.0335 1 C7H5O+ 105.0335 0.37
  105.0447 1 C6H5N2+ 105.0447 -0.33
  107.073 1 C7H9N+ 107.073 -0.01
  108.0808 1 C7H10N+ 108.0808 0.5
  117.0573 1 C8H7N+ 117.0573 0.08
  119.0492 1 C8H7O+ 119.0491 0.16
  122.0964 1 C8H12N+ 122.0964 0.03
  124.1121 1 C8H14N+ 124.1121 0.11
  135.0678 1 C8H9NO+ 135.0679 -0.19
  140.0706 1 C7H10NO2+ 140.0706 -0.25
  150.0914 1 C9H12NO+ 150.0913 0.26
  168.1017 1 C9H14NO2+ 168.1019 -1.28
PK$NUM_PEAK: 30
PK$PEAK: m/z int. rel.int.
  56.0494 1658.9 8
  57.0573 3110.2 16
  65.0386 6454.6 34
  67.0542 16777.1 90
  68.0495 18087.1 97
  70.065 1376.7 7
  77.0386 92231.3 495
  79.0542 3168.9 17
  81.0699 6123.7 32
  82.0652 64521.8 346
  83.0491 8892.9 47
  83.073 27788.6 149
  91.0542 48940.7 262
  93.0699 8553.1 45
  94.0652 8342.1 44
  95.0492 10950.3 58
  96.0807 5420.6 29
  100.0757 6480.4 34
  105.0335 185921.4 999
  105.0447 24519.4 131
  107.073 3409.3 18
  108.0808 4793.9 25
  117.0573 1850.5 9
  119.0492 12437.5 66
  122.0964 10274.4 55
  124.1121 4950.5 26
  135.0678 6108.9 32
  140.0706 3328.8 17
  150.0914 3695.1 19
  168.1017 10883.1 58
