ACCESSION: EA281705
RECORD_TITLE: Cocaine; 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 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 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$CHROMATOGRAPHY: RETENTION_TIME 5.0 min
AC$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)}
  65.0386 1 C5H5+ 65.0386 -0.1
  67.0542 1 C5H7+ 67.0542 0.2
  68.0495 1 C4H6N+ 68.0495 0.95
  70.0653 1 C4H8N+ 70.0651 2.35
  77.0386 1 C6H5+ 77.0386 0.17
  79.0543 1 C6H7+ 79.0542 0.67
  81.0699 1 C6H9+ 81.0699 0.04
  82.0652 1 C5H8N+ 82.0651 0.78
  83.073 1 C5H9N+ 83.073 0.95
  91.0542 1 C7H7+ 91.0542 -0.07
  93.0335 1 C6H5O+ 93.0335 0.42
  93.07 1 C7H9+ 93.0699 1.11
  94.065 1 C6H8N+ 94.0651 -1.55
  96.0808 1 C6H10N+ 96.0808 0.04
  97.0648 1 C6H9O+ 97.0648 0.09
  105.0335 1 C7H5O+ 105.0335 0.08
  107.0491 1 C7H7O+ 107.0491 -0.2
  107.0727 1 C7H9N+ 107.073 -2.15
  108.0809 1 C7H10N+ 108.0808 0.78
  118.0415 1 C8H6O+ 118.0413 1.47
  119.0491 1 C8H7O+ 119.0491 -0.09
  122.0965 1 C8H12N+ 122.0964 0.28
  125.0593 1 C7H9O2+ 125.0597 -3.09
  132.0804 1 C9H10N+ 132.0808 -2.62
  135.0683 1 C8H9NO+ 135.0679 3.14
  150.0913 1 C9H12NO+ 150.0913 -0.14
  151.0751 1 C9H11O2+ 151.0754 -1.63
  154.0862 1 C8H12NO2+ 154.0863 -0.16
  182.1176 1 C10H16NO2+ 182.1176 0.19
PK$NUM_PEAK: 29
PK$PEAK: m/z int. rel.int.
  65.0386 73240.4 31
  67.0542 14692.2 6
  68.0495 68232.7 29
  70.0653 23198.8 10
  77.0386 100792.6 43
  79.0543 49630.3 21
  81.0699 34820.9 15
  82.0652 1157966.4 501
  83.073 116921.4 50
  91.0542 309242.1 133
  93.0335 93898.5 40
  93.07 87776.4 37
  94.065 58368.7 25
  96.0808 86080.6 37
  97.0648 25448.8 11
  105.0335 1243645 538
  107.0491 15534.1 6
  107.0727 14664.5 6
  108.0809 331440.7 143
  118.0415 46148.8 19
  119.0491 340088.8 147
  122.0965 276094.2 119
  125.0593 43415.1 18
  132.0804 32105.7 13
  135.0683 26432.6 11
  150.0913 530899.7 229
  151.0751 32081.4 13
  154.0862 140269 60
  182.1176 2308165.7 999
