ACCESSION: MSBNK-Eawag-EQ329202
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$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$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$CHROMATOGRAPHY: RETENTION_TIME 13.0 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 316.0348
MS$FOCUSED_ION: PRECURSOR_M/Z 316.0347
MS$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$SPLASH: splash10-0frx-0190000000-deeefb25f97b767955b2
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0152 C4H2+ 1 50.0151 2.77
51.023 C4H3+ 1 51.0229 1.44
53.0386 C4H5+ 1 53.0386 1.38
81.0334 C5H5O+ 1 81.0335 -0.76
142.0777 C11H10+ 1 142.0777 -0.36
151.0182 C8H6ClN+ 2 151.0183 -0.92
154.0648 C11H8N+ 1 154.0651 -2.44
164.0262 C9H7ClN+ 3 164.0262 0.22
167.0729 C12H9N+ 1 167.073 -0.12
168.0807 C12H10N+ 1 168.0808 -0.33
185.0447 C9H6F3N+ 1 185.0447 0.3
185.0633 C12H8FN+ 1 185.0635 -1.02
188.0261 C11H7ClN+ 3 188.0262 -0.12
189.0384 C11H5F2N+ 1 189.0385 -0.3
194.0595 C13H8NO+ 1 194.06 -2.89
195.0476 C13H6FN+ 1 195.0479 -1.33
197.0635 C13H8FN+ 1 197.0635 -0.3
200.0077 C9H3F3O2+ 4 200.008 -1.53
201.0339 C12H8ClN+ 2 201.034 -0.49
202.0416 C12H9ClN+ 2 202.0418 -0.86
203.0494 C12H10ClN+ 2 203.0496 -0.93
209.0446 C11H6F3N+ 1 209.0447 -0.41
212.0072 C10H5ClF2N+ 3 212.0073 -0.33
215.0537 C13H7F2N+ 1 215.0541 -2.08
216.0619 C13H8F2N+ 1 216.0619 -0.19
217.0698 C13H9F2N+ 1 217.0698 0.06
218.0368 C12H9ClNO+ 2 218.0367 0.56
219.025 C12H5F2O2+ 3 219.0252 -0.97
220.0135 C9H6ClF3N+ 2 220.0135 -0.17
222.0525 C12H7F3N+ 1 222.0525 -0.23
223.0424 C14H6FNO+ 1 223.0428 -1.63
224.0072 C11H5ClF2N+ 3 224.0073 -0.36
226.0229 C11H7ClF2N+ 3 226.023 -0.4
228.0207 C13H7ClNO+ 1 228.0211 -1.7
229.0289 C13H8ClNO+ 2 229.0289 0.21
230.0167 C13H6ClFN+ 2 230.0167 -0.14
232.0137 C10H6ClF3N+ 2 232.0135 0.61
232.0319 C13H8ClFN+ 2 232.0324 -2.03
233.9924 C9H4ClF3NO+ 3 233.9928 -1.68
235.0603 C13H8F3N+ 1 235.0603 -0.19
236.0681 C13H9F3N+ 1 236.0682 -0.3
237.015 C12H6ClF2N+ 2 237.0151 -0.61
237.0759 C13H10F3N+ 1 237.076 -0.23
239.0305 C12H8ClF2N+ 2 239.0308 -1.02
243.0491 C14H7F2NO+ 2 243.049 0.4
244.0135 C11H6ClF3N+ 2 244.0135 0.01
247.04 C13H10ClNO2+ 1 247.0395 2.32
248.0269 C13H8ClFNO+ 1 248.0273 -1.44
250.0229 C13H7ClF2N+ 3 250.023 -0.2
251.0307 C13H8ClF2N+ 2 251.0308 -0.5
252.0385 C13H9ClF2N+ 3 252.0386 -0.28
256.0138 C12H6ClF3N+ 1 256.0135 1.22
257.0214 C12H7ClF3N+ 1 257.0214 -0.01
258.0113 C14H6ClFNO+ 1 258.0116 -1.38
263.0552 C14H8F3NO+ 1 263.0552 -0.08
265.0088 C13H6ClF2NO+ 1 265.01 -4.68
270.0291 C13H8ClF3N+ 1 270.0292 -0.29
272.0447 C13H10ClF3N+ 1 272.0448 -0.4
276.0221 C14H8ClFNO2+ 1 276.0222 -0.44
278.0177 C14H7ClF2NO+ 2 278.0179 -0.56
288.0393 C13H10ClF3NO+ 1 288.0398 -1.47
298.024 C14H8ClF3NO+ 1 298.0241 -0.41
316.0346 C14H10ClF3NO2+ 1 316.0347 -0.05
PK$NUM_PEAK: 63
PK$PEAK: m/z int. rel.int.
50.0152 152600.6 4
51.023 315826.3 9
53.0386 3752370.8 114
81.0334 261241.1 7
142.0777 185723.1 5
151.0182 229987.2 7
154.0648 37971.9 1
164.0262 200054.7 6
167.0729 1667266.2 50
168.0807 17590284 537
185.0447 427860.7 13
185.0633 48742 1
188.0261 2498858.2 76
189.0384 51981.1 1
194.0595 67479.1 2
195.0476 44429.5 1
197.0635 360657.3 11
200.0077 436922.8 13
201.0339 4194497.5 128
202.0416 3244814.2 99
203.0494 9197686 281
209.0446 154250 4
212.0072 391801.9 11
215.0537 191535.1 5
216.0619 928928.5 28
217.0698 3420258.2 104
218.0368 48035.3 1
219.025 249347.3 7
220.0135 3766756.5 115
222.0525 4588932.5 140
223.0424 87047.4 2
224.0072 4576018 139
226.0229 150451.9 4
228.0207 173202.1 5
229.0289 516624.5 15
230.0167 833044.4 25
232.0137 13379602 409
232.0319 6845205.5 209
233.9924 77657 2
235.0603 1638109 50
236.0681 3503839.8 107
237.015 1097391.9 33
237.0759 8811207 269
239.0305 343215.9 10
243.0491 64219.8 1
244.0135 32669130 999
247.04 112538.4 3
248.0269 212477.7 6
250.0229 4988903.5 152
251.0307 139889.8 4
252.0385 4964588 151
256.0138 282692.2 8
257.0214 558540.8 17
258.0113 459073.8 14
263.0552 725332.7 22
265.0088 42578 1
270.0291 2414840 73
272.0447 2752534.5 84
276.0221 247521 7
278.0177 3295563 100
288.0393 48965.6 1
298.024 725990.6 22
316.0346 147070.2 4
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