ACCESSION: MSBNK-Eawag-EQ329254
RECORD_TITLE: Efavirenz; LC-ESI-QFT; MS2; CE: 60; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 (nominal)
AC$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$SPLASH: splash10-014i-9010000000-459e48522e8275e941f8
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  65.0397 C5H5- 1 65.0397 -0.06
  68.9958 CF3- 1 68.9958 0.32
  90.0349 C6H4N- 1 90.0349 0.08
  91.0189 C6H3O- 1 91.0189 -0.09
  108.0255 C6H3FN- 1 108.0255 -0.01
  116.0143 C7H2NO- 1 116.0142 1.4
  120.9907 C4F3O- 2 120.9907 0.06
  123.9962 C6H3ClN- 2 123.996 1.61
  138.0348 C10H4N- 1 138.0349 -1.25
  147.996 C8H3ClN- 3 147.996 0.54
  151.9909 C7H3ClNO- 2 151.9909 0.43
  152.0505 C11H6N- 1 152.0506 -0.15
  162.0351 C12H4N- 1 162.0349 0.91
  164.0508 C12H6N- 1 164.0506 1.51
  166.0297 C11H4NO- 1 166.0298 -0.77
  170.0609 C11H8NO- 1 170.0611 -1.22
  174.0114 C10H5ClN- 2 174.0116 -1.32
  174.0349 C13H4N- 1 174.0349 -0.02
  179.0377 C12H5NO- 1 179.0377 0.38
  180.0457 C12H6NO- 1 180.0455 1.29
  188.9986 C13HO2- 2 188.9982 2.37
  190.0301 C13H4NO- 2 190.0298 1.33
  194.0409 C13H5FN- 1 194.0412 -1.24
  198.0117 C12H5ClN- 2 198.0116 0.5
  198.0563 C12H8NO2- 1 198.0561 1.15
  199.0198 C12H4FO2- 3 199.0201 -1.51
  200.0273 C12H7ClN- 2 200.0273 0.45
  202.0067 C11H5ClNO- 3 202.0065 1.01
  206.0223 C11H3F3N- 1 206.0223 -0.04
  208.0405 C13H6NO2- 1 208.0404 0.33
  210.0114 C13H5ClN- 2 210.0116 -0.95
  215.0145 C12H6ClNO- 2 215.0143 0.7
  216.0222 C12H7ClNO- 1 216.0222 0.07
  218.0012 C11H5ClNO2- 1 218.0014 -1.05
  221.9928 C11H3ClF2N- 4 221.9928 0.19
  226.0068 C13H5ClNO- 2 226.0065 1.31
  241.9991 C11H4ClF3N- 2 241.999 0.6
  244.0171 C13H7ClNO2- 1 244.0171 0.12
  246.0126 C13H6ClFNO- 1 246.0127 -0.66
  249.0157 C13H6ClF2N- 2 249.0162 -1.98
  250.0239 C13H7ClF2N- 2 250.0241 -0.63
PK$NUM_PEAK: 41
PK$PEAK: m/z int. rel.int.
  65.0397 1452195.4 19
  68.9958 72776680 999
  90.0349 364543.4 5
  91.0189 244133.8 3
  108.0255 93552.6 1
  116.0143 353784.3 4
  120.9907 323767.7 4
  123.9962 74040.7 1
  138.0348 157241.8 2
  147.996 185044.2 2
  151.9909 694539.2 9
  152.0505 339146.3 4
  162.0351 251057.2 3
  164.0508 436764.9 5
  166.0297 379540.4 5
  170.0609 338447.1 4
  174.0114 98377.1 1
  174.0349 311924.7 4
  179.0377 81171.1 1
  180.0457 600021.6 8
  188.9986 76870.6 1
  190.0301 190752.8 2
  194.0409 98343.8 1
  198.0117 724180.9 9
  198.0563 80243.1 1
  199.0198 193865.5 2
  200.0273 611521.8 8
  202.0067 816832.5 11
  206.0223 805340.6 11
  208.0405 1400812.9 19
  210.0114 325256 4
  215.0145 604169.6 8
  216.0222 514146.4 7
  218.0012 287465.8 3
  221.9928 2494029.8 34
  226.0068 598095.5 8
  241.9991 1089305.4 14
  244.0171 840648.6 11
  246.0126 182598 2
  249.0157 81886.2 1
  250.0239 197958.2 2
//