ACCESSION: MSBNK-Eawag-EQ329203
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$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$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$CHROMATOGRAPHY: RETENTION_TIME 13.0 min
AC$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$SPLASH: splash10-0giu-0390000000-7a682b484377bc11de1b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0153 C4H2+ 1 50.0151 3.97
51.0231 C4H3+ 1 51.0229 3.4
53.0387 C4H5+ 1 53.0386 1.95
77.0197 C3H3F2+ 1 77.0197 -0.95
115.0539 C9H7+ 1 115.0542 -2.93
141.0697 C11H9+ 1 141.0699 -1.39
142.0778 C11H10+ 1 142.0777 0.55
151.0183 C8H6ClN+ 3 151.0183 -0.19
153.0573 C11H7N+ 1 153.0573 -0.2
154.0649 C11H8N+ 1 154.0651 -1.59
162.0107 C9H5ClN+ 3 162.0105 1.4
164.0261 C9H7ClN+ 3 164.0262 -0.2
166.0653 C12H8N+ 1 166.0651 1.17
167.073 C12H9N+ 1 167.073 0.18
168.0808 C12H10N+ 1 168.0808 -0.09
170.0525 C12H7F+ 1 170.0526 -0.94
172.0555 C11H7FN+ 1 172.0557 -1.42
172.9961 C8H4ClF2+ 1 172.9964 -2.03
174.0105 C10H5ClN+ 3 174.0105 -0.02
175.0184 C10H6ClN+ 3 175.0183 0.52
177.0573 C13H7N+ 1 177.0573 0
180.9715 C11ClN+ 1 180.9714 0.51
182.0165 C9H6ClFN+ 3 182.0167 -1
182.0338 C10H5F3+ 1 182.0338 -0.09
183.9961 C8H4ClFNO+ 2 183.996 0.62
185.0448 C9H6F3N+ 1 185.0447 0.62
185.0638 C12H8FN+ 2 185.0635 1.36
185.9918 C8H3ClF2N+ 3 185.9917 0.86
186.0716 C12H9FN+ 1 186.0714 1.11
188.0262 C11H7ClN+ 3 188.0262 -0.02
189.0385 C11H5F2N+ 1 189.0385 0.49
190.0463 C11H6F2N+ 1 190.0463 0.3
192.0012 C10H4ClFN+ 3 192.0011 0.51
193.0519 C13H7NO+ 1 193.0522 -1.84
194.0596 C13H8NO+ 1 194.06 -2.27
195.0481 C13H6FN+ 2 195.0479 0.93
196.0557 C13H7FN+ 1 196.0557 -0.07
197.0635 C13H8FN+ 1 197.0635 -0.1
198.0524 C10H7F3N+ 1 198.0525 -0.56
198.0715 C13H9FN+ 1 198.0714 0.54
200.0072 C9H5ClF2N+ 3 200.0073 -0.4
200.0257 C12H7ClN+ 1 200.0262 -2.07
201.0339 C12H8ClN+ 2 201.034 -0.19
202.0416 C12H9ClN+ 2 202.0418 -0.96
203.0495 C12H10ClN+ 2 203.0496 -0.63
204.0016 C11H2F2O2+ 4 204.0017 -0.82
204.0217 C11H7ClNO+ 2 204.0211 3.15
204.0626 C12H8F2N+ 2 204.0619 3.08
205.0221 C9H8ClF2O+ 2 205.0226 -2.47
206.0169 C11H6ClFN+ 4 206.0167 0.62
206.0413 C11H6F2NO+ 1 206.0412 0.5
207.0242 C14H4FO+ 3 207.0241 0.82
208.0371 C11H5F3N+ 1 208.0369 1.25
209.0447 C11H6F3N+ 1 209.0447 0.31
210.0117 C10H6ClFNO+ 3 210.0116 0.45
212.0074 C10H5ClF2N+ 3 212.0073 0.33
213.0587 C13H8FNO+ 2 213.0584 0.97
214.0461 C13H6F2N+ 1 214.0463 -0.99
214.0662 C13H9FNO+ 1 214.0663 -0.46
215.0541 C13H7F2N+ 1 215.0541 -0.13
216.062 C13H8F2N+ 2 216.0619 0.45
217.0027 C10H5ClF3+ 1 217.0026 0.28
217.0698 C13H9F2N+ 1 217.0698 0.24
218.0364 C12H9ClNO+ 1 218.0367 -1.5
218.0773 C13H10F2N+ 1 218.0776 -1.29
219.0248 C12H7ClFN+ 3 219.0246 0.97
220.0137 C9H6ClF3N+ 2 220.0135 0.83
222.0526 C12H7F3N+ 1 222.0525 0.31
223.0426 C14H6FNO+ 1 223.0428 -0.73
224.0073 C11H5ClF2N+ 3 224.0073 0
226.0231 C11H7ClF2N+ 4 226.023 0.53
228.0208 C13H7ClNO+ 1 228.0211 -1.09
229.0291 C13H8ClNO+ 2 229.0289 0.95
230.0169 C13H6ClFN+ 3 230.0167 0.78
231.0246 C13H7ClFN+ 3 231.0246 0.27
232.0138 C10H6ClF3N+ 2 232.0135 1
232.032 C13H8ClFN+ 2 232.0324 -1.56
234.0531 C13H7F3N+ 1 234.0525 2.6
234.0724 C13H10F2NO+ 1 234.0725 -0.5
235.0603 C13H8F3N+ 1 235.0603 -0.07
236.0682 C13H9F3N+ 1 236.0682 0.17
237.0151 C12H6ClF2N+ 2 237.0151 -0.23
237.0761 C13H10F3N+ 1 237.076 0.31
239.0305 C12H8ClF2N+ 2 239.0308 -1.02
242.0177 C11H7ClF2NO+ 3 242.0179 -0.89
243.0054 C14H2F3O+ 2 243.0052 0.68
243.0492 C14H7F2NO+ 2 243.049 0.69
244.0136 C11H6ClF3N+ 2 244.0135 0.25
246.0316 C13H9ClNO2+ 1 246.0316 -0.17
247.0405 C13H10ClNO2+ 1 247.0395 4.22
248.0274 C13H8ClFNO+ 2 248.0273 0.58
250.023 C13H7ClF2N+ 3 250.023 0.12
251.0313 C13H8ClF2N+ 3 251.0308 2.05
252.0386 C13H9ClF2N+ 3 252.0386 -0.12
256.0133 C12H6ClF3N+ 1 256.0135 -0.81
257.0209 C12H7ClF3N+ 1 257.0214 -1.68
258.0119 C14H6ClFNO+ 2 258.0116 1.1
263.0552 C14H8F3NO+ 1 263.0552 -0.3
265.0104 C13H6ClF2NO+ 2 265.01 1.44
269.0203 C13H7ClF3N+ 1 269.0214 -4.1
270.0295 C13H8ClF3N+ 1 270.0292 1.27
272.0442 C13H10ClF3N+ 1 272.0448 -2.53
278.0177 C14H7ClF2NO+ 2 278.0179 -0.77
298.0252 C14H8ClF3NO+ 1 298.0241 3.68
PK$NUM_PEAK: 104
PK$PEAK: m/z int. rel.int.
50.0153 202378.4 8
51.0231 211239.6 9
53.0387 3127822.2 135
77.0197 42854.9 1
115.0539 49537.4 2
141.0697 74035.5 3
142.0778 215559.4 9
151.0183 1093700.9 47
153.0573 46681.2 2
154.0649 84266.4 3
162.0107 33874.2 1
164.0261 946825.9 41
166.0653 371965.2 16
167.073 4743347 205
168.0808 23024990 999
170.0525 164794.8 7
172.0555 178153.9 7
172.9961 63341 2
174.0105 154002.6 6
175.0184 646444.9 28
177.0573 245241.2 10
180.9715 51626.5 2
182.0165 140226 6
182.0338 48989.2 2
183.9961 51726.2 2
185.0448 1354855.9 58
185.0638 478646.9 20
185.9918 67357.1 2
186.0716 134197.5 5
188.0262 4208874 182
189.0385 1145060.4 49
190.0463 50254.2 2
192.0012 174666.6 7
193.0519 127339 5
194.0596 86327.1 3
195.0481 236741.8 10
196.0557 309513 13
197.0635 1396684.9 60
198.0524 267325 11
198.0715 228101.8 9
200.0072 885252.5 38
200.0257 67899.3 2
201.0339 5522611 239
202.0416 5412589.5 234
203.0495 3579209.8 155
204.0016 171134.4 7
204.0217 47929.2 2
204.0626 62449.4 2
205.0221 36619.4 1
206.0169 194325.3 8
206.0413 80831.8 3
207.0242 55659.9 2
208.0371 58323.8 2
209.0447 967958.1 41
210.0117 155157 6
212.0074 3451588.2 149
213.0587 52855.7 2
214.0461 186243.7 8
214.0662 59621.3 2
215.0541 1340661.6 58
216.062 2079501.1 90
217.0027 208152 9
217.0698 2621047.5 113
218.0364 147485.7 6
218.0773 41153.6 1
219.0248 562175.1 24
220.0137 1218480.2 52
222.0526 4878082.5 211
223.0426 126594.5 5
224.0073 18395452 798
226.0231 66584.3 2
228.0208 87061.6 3
229.0291 328997.8 14
230.0169 1743911.1 75
231.0246 81079.1 3
232.0138 10216494 443
232.032 6428392.5 278
234.0531 78975.1 3
234.0724 53385.9 2
235.0603 1938704.2 84
236.0682 2799515 121
237.0151 2137333 92
237.0761 1916147 83
239.0305 182029.3 7
242.0177 68401.7 2
243.0054 43360.7 1
243.0492 81487 3
244.0136 15768137 684
246.0316 53462 2
247.0405 39915.8 1
248.0274 204205.4 8
250.023 6780756 294
251.0313 138269.3 5
252.0386 583852.1 25
256.0133 378158.8 16
257.0209 200973 8
258.0119 288752.2 12
263.0552 283940.7 12
265.0104 41897.8 1
269.0203 68025.2 2
270.0295 405412.6 17
272.0442 124423 5
278.0177 453057.5 19
298.0252 56904.6 2
//
