ACCESSION: MSBNK-Eawag-EA262606
RECORD_TITLE: Diazepam; LC-ESI-ITFT; MS2; CE: 75%; R=7500; [M+H]+
DATE: 2014.01.14
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2012 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 2626

CH$NAME: Diazepam
CH$NAME: 7-chloranyl-1-methyl-5-phenyl-3H-1,4-benzodiazepin-2-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₆H₁₃ClN₂O
CH$EXACT_MASS: 284.0716
CH$SMILES: CN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C3=CC=CC=C3
CH$IUPAC: InChI=1S/C16H13ClN2O/c1-19-14-8-7-12(17)9-13(14)16(18-10-15(19)20)11-5-3-2-4-6-11/h2-9H,10H2,1H3
CH$LINK: CAS 439-14-5
CH$LINK: CHEBI 49575
CH$LINK: KEGG C06948
CH$LINK: PUBCHEM CID:3016
CH$LINK: INCHIKEY AAOVKJBEBIDNHE-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 2908
CH$LINK: COMPTOX DTXSID4020406

AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$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 10.1 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 285.0798
MS$FOCUSED_ION: PRECURSOR_M/Z 285.0789
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: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.3.1

PK$SPLASH: splash10-0006-0940000000-fb79dac6c46f730fb465
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  58.0288 C2H4NO+ 1 58.0287 0.17
  77.0385 C6H5+ 1 77.0386 -0.47
  89.0386 C7H5+ 1 89.0386 0.6
  91.0543 C7H7+ 1 91.0542 1.03
  104.0495 C7H6N+ 1 104.0495 0.71
  105.0338 C7H5O+ 2 105.0335 2.65
  105.0448 C6H5N2+ 1 105.0447 0.53
  113.0153 C6H6Cl+ 1 113.0153 0.05
  114.0105 C5H5ClN+ 2 114.0105 0.15
  116.0496 C8H6N+ 1 116.0495 0.99
  117.0575 C8H7N+ 1 117.0573 1.96
  118.0652 C8H8N+ 1 118.0651 0.21
  119.073 C8H9N+ 1 119.073 0.33
  125.0153 C7H6Cl+ 1 125.0153 0.61
  127.0306 C7H8Cl+ 1 127.0309 -2.55
  131.0606 C8H7N2+ 1 131.0604 1.8
  138.0103 C7H5ClN+ 2 138.0105 -1.47
  138.9947 C7H4ClO+ 1 138.9945 1.52
  140.0264 C7H7ClN+ 1 140.0262 1.55
  141.0343 C7H8ClN+ 1 141.034 2.07
  143.0605 C9H7N2+ 1 143.0604 1.09
  144.0684 C9H8N2+ 1 144.0682 1.53
  145.0754 C9H9N2+ 1 145.076 -4.44
  147.068 C9H9NO+ 2 147.0679 1.12
  150.0106 C8H5ClN+ 2 150.0105 0.71
  152.0262 C8H7ClN+ 2 152.0262 0.5
  154.0419 C8H9ClN+ 2 154.0418 0.89
  163.0051 C11HNO+ 2 163.0053 -0.95
  165.0215 C8H6ClN2+ 2 165.0214 0.41
  165.0698 C13H9+ 1 165.0699 -0.53
  166.0771 C13H10+ 1 166.0777 -3.86
  167.0135 C8H6ClNO+ 1 167.0132 1.42
  172.0632 C10H8N2O+ 1 172.0631 0.38
  177.0215 C9H6ClN2+ 2 177.0214 0.5
  179.0372 C9H8ClN2+ 2 179.0371 0.82
  180.021 C9H7ClNO+ 1 180.0211 -0.27
  180.0809 C13H10N+ 1 180.0808 0.86
  181.0888 C13H11N+ 1 181.0886 1.1
  182.037 C9H9ClNO+ 1 182.0367 1.55
  191.0731 C14H9N+ 1 191.073 0.89
  192.081 C14H10N+ 1 192.0808 1.17
  193.0888 C14H11N+ 1 193.0886 0.93
  194.0964 C14H12N+ 1 194.0964 -0.18
  199.0311 C13H8Cl+ 1 199.0309 1.08
  204.0811 C15H10N+ 1 204.0808 1.54
  206.0844 C14H10N2+ 1 206.0838 2.86
  207.0919 C14H11N2+ 1 207.0917 1.18
  208.1 C14H12N2+ 1 208.0995 2.21
  216.058 C13H11ClN+ 2 216.0575 2.62
  221.0839 C15H11NO+ 2 221.0835 1.78
  221.1074 C15H13N2+ 1 221.1073 0.52
  222.1153 C15H14N2+ 1 222.1151 0.45
  226.042 C14H9ClN+ 1 226.0418 0.83
  227.0498 C14H10ClN+ 1 227.0496 0.8
  228.0577 C14H11ClN+ 1 228.0575 1.3
  230.0742 C14H13ClN+ 1 230.0731 4.68
  241.0529 C14H10ClN2+ 1 241.0527 0.74
  242.0608 C14H11ClN2+ 1 242.0605 1.08
  255.0685 C15H12ClN2+ 1 255.0684 0.74
  256.0764 C15H13ClN2+ 1 256.0762 0.99
  257.0843 C15H14ClN2+ 1 257.084 1.16
  269.0468 C15H10ClN2O+ 1 269.0476 -3.04
PK$NUM_PEAK: 62
PK$PEAK: m/z int. rel.int.
  58.0288 6250 11
  77.0385 7181.1 13
  89.0386 5571.7 10
  91.0543 110548.6 211
  104.0495 18194 34
  105.0338 12543.8 23
  105.0448 3770.3 7
  113.0153 5365.4 10
  114.0105 3362.4 6
  116.0496 32365.4 61
  117.0575 53083.2 101
  118.0652 39665.1 75
  119.073 27410.4 52
  125.0153 63386 121
  127.0306 4306.2 8
  131.0606 7778.1 14
  138.0103 10127.7 19
  138.9947 6913.7 13
  140.0264 11680 22
  141.0343 11575 22
  143.0605 26809.4 51
  144.0684 19577.2 37
  145.0754 3725.9 7
  147.068 17932.5 34
  150.0106 32573.5 62
  152.0262 17967.3 34
  154.0419 373489.6 714
  163.0051 4382.2 8
  165.0215 4047.9 7
  165.0698 12805.3 24
  166.0771 6065.3 11
  167.0135 34055.2 65
  172.0632 43712.3 83
  177.0215 26045.3 49
  179.0372 58195.3 111
  180.021 27031.7 51
  180.0809 19158.3 36
  181.0888 6856.9 13
  182.037 5660.9 10
  191.0731 13893.2 26
  192.081 23581 45
  193.0888 522469.8 999
  194.0964 24433.1 46
  199.0311 5530.1 10
  204.0811 28592.1 54
  206.0844 40783 77
  207.0919 47476.4 90
  208.1 4216.5 8
  216.058 20070.8 38
  221.0839 15251.9 29
  221.1074 54144.3 103
  222.1153 203930.8 389
  226.042 11937.4 22
  227.0498 56099.4 107
  228.0577 87514.4 167
  230.0742 8401.8 16
  241.0529 147629 282
  242.0608 15806.1 30
  255.0685 51247.4 97
  256.0764 4347.9 8
  257.0843 31567.5 60
  269.0468 6085.8 11
//