ACCESSION: MSBNK-Eawag-EQ329252
RECORD_TITLE: Efavirenz; LC-ESI-QFT; MS2; CE: 30; R=35000; [M-H]-
DATE: 2015.08.25
AUTHORS: Otto J, Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3292

CH$NAME: Efavirenz
CH$NAME: (4S)-6-chloro-4-(2-cyclopropylethynyl)-4-(trifluoromethyl)-1H-3,1-benzoxazin-2-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₄H₉ClF₃NO₂
CH$EXACT_MASS: 315.02739
CH$SMILES: C1CC1C#C[C@]2(C3=C(C=CC(=C3)Cl)NC(=O)O2)C(F)(F)F
CH$IUPAC: InChI=1S/C14H9ClF3NO2/c15-9-3-4-11-10(7-9)13(14(16,17)18,21-12(20)19-11)6-5-8-1-2-8/h3-4,7-8H,1-2H2,(H,19,20)/t13-/m0/s1
CH$LINK: CAS 154598-52-4
CH$LINK: KEGG C08088
CH$LINK: PUBCHEM CID:64139
CH$LINK: INCHIKEY XPOQHMRABVBWPR-ZDUSSCGKSA-N
CH$LINK: CHEMSPIDER 57715
CH$LINK: COMPTOX DTXSID9046029

AC$INSTRUMENT: Q Exactive Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 30 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
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 12.9 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 314.0206
MS$FOCUSED_ION: PRECURSOR_M/Z 314.0201
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$DATA_PROCESSING: DEPROFILE vendor picking in Proteowizard
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 1.9.6

PK$SPLASH: splash10-014l-5090000000-b807e6fcee57f8b27cb6
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  65.0397 C5H5- 1 65.0397 -0.21
  68.9958 CF3- 1 68.9958 0.17
  90.035 C6H4N- 1 90.0349 0.97
  111.0064 C3H2F3O- 1 111.0063 0.78
  111.0254 C6H4FO- 2 111.0252 1.92
  120.9906 C4F3O- 2 120.9907 -0.85
  126.0116 C6H5ClN- 3 126.0116 0.31
  149.0219 C6H4F3O- 2 149.022 -0.22
  151.9909 C7H3ClNO- 2 151.9909 0.36
  161.0221 C7H4F3O- 2 161.022 0.48
  164.0506 C12H6N- 1 164.0506 0.04
  166.0064 C8H5ClNO- 2 166.0065 -0.87
  170.061 C11H8NO- 1 170.0611 -0.63
  175.025 C7H4F3NO- 1 175.025 -0.44
  180.0454 C12H6NO- 1 180.0455 -0.54
  190.0065 C10H5ClNO- 2 190.0065 0.03
  192.0221 C10H7ClNO- 2 192.0222 -0.44
  194.0408 C13H5FN- 1 194.0412 -1.76
  198.0116 C12H5ClN- 2 198.0116 -0.1
  200.0273 C12H7ClN- 2 200.0273 0.45
  201.0114 C12H6ClO- 1 201.0113 0.47
  202.0068 C11H5ClNO- 3 202.0065 1.16
  203.9853 C10H3ClNO2- 1 203.9858 -2.2
  208.0406 C13H6NO2- 1 208.0404 0.95
  210.0118 C13H5ClN- 3 210.0116 0.86
  214.0475 C13H6F2N- 2 214.0474 0.52
  215.0144 C12H6ClNO- 1 215.0143 0.19
  216.0222 C12H7ClNO- 1 216.0222 0.16
  218.001 C11H5ClNO2- 1 218.0014 -1.74
  218.0176 C12H6ClFN- 2 218.0178 -1.09
  218.0375 C10H5FN3O2- 3 218.0371 1.52
  221.993 C11H3ClF2N- 4 221.9928 0.92
  226.0066 C13H5ClNO- 2 226.0065 0.55
  228.0223 C13H7ClNO- 2 228.0222 0.46
  230.0179 C13H6ClFN- 3 230.0178 0.27
  241.9992 C11H4ClF3N- 2 241.999 0.72
  243.0086 C13H6ClNO2- 1 243.0093 -2.65
  244.0171 C13H7ClNO2- 1 244.0171 -0.08
  245.0253 C13H8ClNO2- 1 245.0249 1.65
  245.9937 C10H4ClF3NO- 3 245.9939 -0.65
  246.0128 C13H6ClFNO- 2 246.0127 0.07
  247.9732 C9H2ClF3NO2- 2 247.9732 0.22
  249.0157 C13H6ClF2N- 2 249.0162 -2.06
  250.0241 C13H7ClF2N- 3 250.0241 0.05
  254.0016 C14H5ClNO2- 1 254.0014 0.63
  264.0232 C13H8ClFNO2- 1 264.0233 -0.45
  265.9827 C12H3ClF2NO2- 1 265.9826 0.5
  266.0183 C13H7ClF2NO- 1 266.019 -2.37
  270.0306 C13H8ClF3N- 1 270.0303 1.17
  272.0109 C14H7ClNO3- 1 272.012 -3.88
  274.008 C14H6ClFNO2- 1 274.0077 1.25
  285.9892 C12H4ClF3NO2- 1 285.9888 1.31
  286.025 C13H8ClF3NO- 1 286.0252 -0.63
  294.0141 C14H7ClF2NO2- 1 294.0139 0.63
  296.0097 C14H6ClF3NO- 1 296.0095 0.51
  314.0203 C14H8ClF3NO2- 1 314.0201 0.59
PK$NUM_PEAK: 56
PK$PEAK: m/z int. rel.int.
  65.0397 521536.5 9
  68.9958 57265884 999
  90.035 395266.4 6
  111.0064 963524.5 16
  111.0254 65874 1
  120.9906 61751.2 1
  126.0116 669003.5 11
  149.0219 367272.2 6
  151.9909 1511791.8 26
  161.0221 2222795 38
  164.0506 207781.6 3
  166.0064 85319.1 1
  170.061 66725.7 1
  175.025 86960.9 1
  180.0454 232619.7 4
  190.0065 189838.5 3
  192.0221 235388.6 4
  194.0408 239771.5 4
  198.0116 233219.6 4
  200.0273 5860855.5 102
  201.0114 343404.8 5
  202.0068 949873.4 16
  203.9853 568563.4 9
  208.0406 725926.1 12
  210.0118 1020010.9 17
  214.0475 1336981.4 23
  215.0144 109626.6 1
  216.0222 5212551 90
  218.001 73162.2 1
  218.0176 63429.1 1
  218.0375 105595.9 1
  221.993 1445356.1 25
  226.0066 1602286.2 27
  228.0223 233602.2 4
  230.0179 3628914.8 63
  241.9992 15538038 271
  243.0086 177134.2 3
  244.0171 30711442 535
  245.0253 238734.1 4
  245.9937 285947.7 4
  246.0128 1670056.4 29
  247.9732 1301867 22
  249.0157 77187.7 1
  250.0241 7890807.5 137
  254.0016 1013214.9 17
  264.0232 235256.6 4
  265.9827 60754.6 1
  266.0183 163075.8 2
  270.0306 1270652.9 22
  272.0109 66567.2 1
  274.008 1130991.8 19
  285.9892 237043.6 4
  286.025 188301.6 3
  294.0141 566190.1 9
  296.0097 1336549 23
  314.0203 6331108 110
//