ACCESSION: MSBNK-Eawag-EQ329253
RECORD_TITLE: Efavirenz; LC-ESI-QFT; MS2; CE: 45; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 45 (nominal)
AC$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$SPLASH: splash10-014i-9040000000-260d9ba8c55987cd2b0e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  65.0397 C5H5- 1 65.0397 0.25
  68.9958 CF3- 1 68.9958 0.32
  90.035 C6H4N- 1 90.0349 0.97
  91.019 C6H3O- 2 91.0189 0.57
  108.0256 C6H3FN- 1 108.0255 0.82
  111.0062 C3H2F3O- 1 111.0063 -0.66
  116.0142 C7H2NO- 1 116.0142 0.28
  120.9907 C4F3O- 2 120.9907 0.31
  123.9959 C6H3ClN- 2 123.996 -0.65
  126.0116 C6H5ClN- 2 126.0116 0.08
  147.9959 C8H3ClN- 2 147.996 -0.61
  151.9909 C7H3ClNO- 2 151.9909 0.56
  152.0506 C11H6N- 1 152.0506 0.24
  161.0221 C7H4F3O- 2 161.022 0.54
  164.0507 C12H6N- 1 164.0506 0.78
  166.03 C11H4NO- 1 166.0298 0.68
  170.061 C11H8NO- 1 170.0611 -0.69
  174.0346 C13H4N- 1 174.0349 -1.62
  178.0066 C9H5ClNO- 2 178.0065 0.48
  180.0454 C12H6NO- 1 180.0455 -0.32
  188.9985 C13HO2- 2 188.9982 1.36
  190.0067 C10H5ClNO- 2 190.0065 0.82
  190.0299 C13H4NO- 1 190.0298 0.33
  194.0412 C13H5FN- 1 194.0412 0.15
  198.0117 C12H5ClN- 2 198.0116 0.35
  198.0561 C12H8NO2- 1 198.0561 0.24
  200.0274 C12H7ClN- 3 200.0273 0.9
  201.0111 C12H6ClO- 1 201.0113 -0.78
  202.0067 C11H5ClNO- 3 202.0065 1.11
  203.9857 C10H3ClNO2- 1 203.9858 -0.24
  206.0224 C11H3F3N- 1 206.0223 0.3
  208.0406 C13H6NO2- 1 208.0404 0.81
  210.0118 C13H5ClN- 3 210.0116 0.71
  210.0358 C13H5FNO- 1 210.0361 -1.36
  214.0471 C13H6F2N- 1 214.0474 -1.26
  215.0146 C12H6ClNO- 2 215.0143 1.21
  216.0223 C12H7ClNO- 2 216.0222 0.44
  218.0012 C11H5ClNO2- 1 218.0014 -1.1
  221.9929 C11H3ClF2N- 4 221.9928 0.6
  226.0066 C13H5ClNO- 2 226.0065 0.29
  230.0178 C13H6ClFN- 2 230.0178 -0.26
  241.9991 C11H4ClF3N- 2 241.999 0.6
  243.0093 C13H6ClNO2- 1 243.0093 -0.02
  244.0171 C13H7ClNO2- 1 244.0171 -0.08
  245.9937 C10H4ClF3NO- 3 245.9939 -0.73
  246.0127 C13H6ClFNO- 2 246.0127 -0.22
  247.9733 C9H2ClF3NO2- 1 247.9732 0.63
  249.0163 C13H6ClF2N- 3 249.0162 0.11
  250.0241 C13H7ClF2N- 3 250.0241 0.17
  254.0016 C14H5ClNO2- 1 254.0014 0.83
  296.0095 C14H6ClF3NO- 1 296.0095 -0.3
PK$NUM_PEAK: 51
PK$PEAK: m/z int. rel.int.
  65.0397 1288696 16
  68.9958 76319936 999
  90.035 500481 6
  91.019 202998.4 2
  108.0256 95738.4 1
  111.0062 98573.5 1
  116.0142 281969.5 3
  120.9907 210972.2 2
  123.9959 87392 1
  126.0116 189634.2 2
  147.9959 188744.7 2
  151.9909 1753867.4 22
  152.0506 281697.9 3
  161.0221 600510.7 7
  164.0507 424422.8 5
  166.03 94627.3 1
  170.061 266240.4 3
  174.0346 298842.8 3
  178.0066 98850 1
  180.0454 617100.4 8
  188.9985 84828.1 1
  190.0067 99079.7 1
  190.0299 101033 1
  194.0412 340943.4 4
  198.0117 440124.2 5
  198.0561 241667.2 3
  200.0274 2616611.5 34
  201.0111 85483.8 1
  202.0067 1649250 21
  203.9857 307831 4
  206.0224 464152.9 6
  208.0406 2082102.2 27
  210.0118 940122.5 12
  210.0358 86941.7 1
  214.0471 76644.5 1
  215.0146 622761.3 8
  216.0223 2801170 36
  218.0012 400801 5
  221.9929 3001982.5 39
  226.0066 1452628.6 19
  230.0178 416458.7 5
  241.9991 5713638 74
  243.0093 322633.7 4
  244.0171 7446349 97
  245.9937 163932.4 2
  246.0127 879060.1 11
  247.9733 688120.4 9
  249.0163 227473.9 2
  250.0241 2219686.8 29
  254.0016 312007 4
  296.0095 260015.8 3
//