ACCESSION: EA282307
RECORD_TITLE: Benzoylecgonine; LC-ESI-ITFT; MS2; 90%; 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 90 % (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)}
  57.0574 1 C3H7N+ 57.0573 1.74
  65.0384 1 C5H5+ 65.0386 -1.95
  67.0542 1 C5H7+ 67.0542 -0.55
  68.0494 1 C4H6N+ 68.0495 -0.38
  70.0652 1 C4H8N+ 70.0651 0.35
  77.0386 1 C6H5+ 77.0386 -0.35
  79.0542 1 C6H7+ 79.0542 0.3
  81.0699 1 C6H9+ 81.0699 0.41
  82.0651 1 C5H8N+ 82.0651 -0.07
  83.049 1 C5H7O+ 83.0491 -1.1
  83.073 1 C5H9N+ 83.073 0.35
  84.0807 1 C5H10N+ 84.0808 -1.38
  91.0542 1 C7H7+ 91.0542 -0.4
  93.0698 1 C7H9+ 93.0699 -0.39
  94.065 1 C6H8N+ 94.0651 -0.8
  95.049 1 C6H7O+ 95.0491 -0.96
  96.0806 1 C6H10N+ 96.0808 -1.73
  100.0756 1 C5H10NO+ 100.0757 -1.1
  105.0334 1 C7H5O+ 105.0335 -0.49
  105.0446 1 C6H5N2+ 105.0447 -1.09
  107.0729 1 C7H9N+ 107.073 -0.85
  108.0808 1 C7H10N+ 108.0808 0.22
  109.0649 1 C7H9O+ 109.0648 1.36
  117.0576 1 C8H7N+ 117.0573 2.3
  119.0493 1 C8H7O+ 119.0491 1.08
  122.0963 1 C8H12N+ 122.0964 -0.7
  124.1118 1 C8H14N+ 124.1121 -2.63
  132.0813 1 C9H10N+ 132.0808 4.2
  135.0677 1 C8H9NO+ 135.0679 -1.22
  140.07 1 C7H10NO2+ 140.0706 -4.39
  150.0911 1 C9H12NO+ 150.0913 -1.67
  168.1021 1 C9H14NO2+ 168.1019 0.98
PK$NUM_PEAK: 32
PK$PEAK: m/z int. rel.int.
  57.0574 5712.2 13
  65.0384 13310.3 30
  67.0542 41473.4 94
  68.0494 38229.4 87
  70.0652 4129.9 9
  77.0386 219106.8 501
  79.0542 8109 18
  81.0699 8175.8 18
  82.0651 142552.7 326
  83.049 13801.1 31
  83.073 59017.4 135
  84.0807 4323.9 9
  91.0542 124457.8 285
  93.0698 18974.1 43
  94.065 29395.3 67
  95.049 22272.6 51
  96.0806 21978.7 50
  100.0756 13950.8 31
  105.0334 436135.7 999
  105.0446 62598.2 143
  107.0729 6942.2 15
  108.0808 13959.3 31
  109.0649 3779 8
  117.0576 6392 14
  119.0493 29841.3 68
  122.0963 22477 51
  124.1118 12065.7 27
  132.0813 5081.9 11
  135.0677 12989.9 29
  140.07 6526.2 14
  150.0911 10177.9 23
  168.1021 22855.4 52
