ACCESSION: MSBNK-Eawag-EQ329205
RECORD_TITLE: Efavirenz; LC-ESI-QFT; MS2; CE: 75; 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 75 (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$SPLASH: splash10-014i-0930000000-a1dae29a53e6be48d87f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0153 C4H2+ 1 50.0151 3.77
51.0231 C4H3+ 1 51.0229 3.2
53.0387 C4H5+ 1 53.0386 1.57
77.0197 C3H3F2+ 1 77.0197 -0.43
89.0383 C7H5+ 1 89.0386 -3.67
115.0542 C9H7+ 1 115.0542 -0.67
116.0494 C8H6N+ 1 116.0495 -0.65
126.0461 C10H6+ 1 126.0464 -2.39
127.0417 C9H5N+ 1 127.0417 0
128.0493 C9H6N+ 1 128.0495 -1.68
129.0574 C9H7N+ 1 129.0573 0.69
135.0478 C8H6FN+ 1 135.0479 -0.58
138.0275 C8H4F2+ 1 138.0276 -0.28
139.0541 C11H7+ 1 139.0542 -0.7
140.0494 C10H6N+ 1 140.0495 -0.54
140.0619 C11H8+ 1 140.0621 -0.8
141.0698 C11H9+ 1 141.0699 -0.54
142.0655 C10H8N+ 1 142.0651 2.78
144.0371 C10H5F+ 1 144.037 1.11
145.0647 C10H9O+ 1 145.0648 -0.56
146.04 C9H5FN+ 1 146.0401 -0.64
146.0596 C9H8NO+ 1 146.06 -3.08
146.9999 C9H4Cl+ 1 146.9996 1.81
147.0479 C9H6FN+ 1 147.0479 -0.06
148.0181 C11H2N+ 1 148.0182 -0.58
149.0384 C12H5+ 1 149.0386 -1.52
150.0465 C12H6+ 1 150.0464 0.86
151.0183 C8H6ClN+ 3 151.0183 0.08
151.0353 C9H5F2+ 1 151.0354 -0.55
152.0492 C11H6N+ 1 152.0495 -1.55
152.99 C8H3ClF+ 1 152.9902 -1.26
153.0574 C11H7N+ 1 153.0573 0.39
154.0401 C9H4N3+ 1 154.04 0.56
154.0651 C11H8N+ 1 154.0651 -0.1
157.0258 C8H4F3+ 1 157.026 -1.22
157.0522 C10H7NO+ 1 157.0522 -0.16
158.0343 C8H5F3+ 1 158.0338 3.12
158.0398 C10H5FN+ 1 158.0401 -1.54
159.0475 C10H6FN+ 1 159.0479 -2.32
159.0804 C6H10FN3O+ 1 159.0802 1
162.0105 C9H5ClN+ 3 162.0105 -0.27
162.0274 C10H4F2+ 1 162.0276 -1.04
163.0229 C9H3F2N+ 1 163.0228 0.33
164.026 C9H7ClN+ 3 164.0262 -0.69
164.0494 C12H6N+ 1 164.0495 -0.34
165.0385 C9H5F2N+ 1 165.0385 0.14
165.0574 C12H7N+ 1 165.0573 0.42
166.0652 C12H8N+ 1 166.0651 0.27
167.073 C12H9N+ 1 167.073 0.12
168.0807 C12H10N+ 1 168.0808 -0.27
169.0322 C11H4FN+ 1 169.0322 -0.23
169.0445 C12H6F+ 1 169.0448 -1.51
169.076 C11H9N2+ 1 169.076 -0.32
170.0525 C12H7F+ 1 170.0526 -0.65
170.0598 C11H8NO+ 1 170.06 -1.71
171.0477 C11H6FN+ 1 171.0479 -0.81
172.0556 C11H7FN+ 1 172.0557 -0.6
172.9963 C8H4ClF2+ 1 172.9964 -0.58
173.0152 C11H6Cl+ 1 173.0153 -0.26
173.0505 C10H6FN2+ 1 173.051 -2.5
174.0105 C10H5ClN+ 3 174.0105 0.04
175.0183 C10H6ClN+ 3 175.0183 0.07
175.0352 C11H5F2+ 1 175.0354 -0.93
176.031 C10H4F2N+ 2 176.0306 1.86
177.0388 C10H5F2N+ 2 177.0385 1.71
177.0573 C13H7N+ 1 177.0573 0
178.0463 C10H6F2N+ 1 178.0463 0.16
178.065 C13H8N+ 1 178.0651 -0.59
179.0303 C10H5F2O+ 2 179.0303 0.12
180.0214 C9H7ClNO+ 3 180.0211 1.62
180.9964 C11FNO+ 2 180.9958 2.97
182.0167 C9H6ClFN+ 3 182.0167 0.05
182.0337 C10H5F3+ 1 182.0338 -0.64
182.0406 C12H5FN+ 2 182.0401 3
183.0679 C12H9NO+ 1 183.0679 0.03
183.9961 C8H4ClFNO+ 2 183.996 0.46
184.0558 C12H7FN+ 1 184.0557 0.36
184.0759 C12H10NO+ 1 184.0757 0.87
184.9965 C9H4ClF2+ 1 184.9964 0.48
185.0449 C9H6F3N+ 1 185.0447 1
185.0635 C12H8FN+ 1 185.0635 0.01
185.9917 C8H3ClF2N+ 3 185.9917 0.32
186.0348 C11H5FNO+ 1 186.035 -0.96
187.0556 C12H8FO+ 1 187.0554 1.07
188.0259 C14H4O+ 2 188.0257 1.03
188.0431 C12H6F2+ 1 188.0432 -0.52
189.0385 C11H5F2N+ 1 189.0385 0.02
190.0054 C10H5ClNO+ 2 190.0054 -0.04
190.0462 C11H6F2N+ 1 190.0463 -0.22
192.001 C10H4ClFN+ 3 192.0011 -0.16
193.0527 C13H7NO+ 2 193.0522 2.51
194.06 C13H8NO+ 1 194.06 -0.1
195.0479 C13H6FN+ 1 195.0479 0.01
196.0557 C13H7FN+ 1 196.0557 -0.07
197.044 C10H6F3N+ 1 197.0447 -3.63
197.0634 C13H8FN+ 1 197.0635 -0.45
198.0116 C9H6ClFNO+ 2 198.0116 -0.43
198.0525 C10H7F3N+ 1 198.0525 -0.25
198.0712 C13H9FN+ 1 198.0714 -0.98
198.9988 C9H4ClF2N+ 2 198.9995 -3.54
200.0072 C9H5ClF2N+ 3 200.0073 -0.4
200.0254 C12H7ClN+ 1 200.0262 -3.67
200.0501 C12H7FNO+ 1 200.0506 -2.74
201.0338 C12H8ClN+ 2 201.034 -0.74
202.042 C12H9ClN+ 3 202.0418 0.73
203.054 C12H7F2N+ 1 203.0541 -0.48
204.0015 C11H2F2O2+ 4 204.0017 -1.36
204.0216 C11H7ClNO+ 2 204.0211 2.71
205.046 C12H7F2O+ 2 205.0459 0.06
206.0169 C11H6ClFN+ 4 206.0167 0.91
206.0412 C11H6F2NO+ 1 206.0412 0.02
208.0369 C11H5F3N+ 1 208.0369 0.09
209.0449 C11H6F3N+ 1 209.0447 0.98
210.0117 C10H6ClFNO+ 2 210.0116 0.26
212.0074 C10H5ClF2N+ 3 212.0073 0.19
213.0383 C13H5F2N+ 1 213.0385 -0.78
214.0463 C13H6F2N+ 1 214.0463 0.08
214.0663 C13H9FNO+ 1 214.0663 0.1
215.0541 C13H7F2N+ 1 215.0541 -0.03
216.002 C9H5ClF2NO+ 3 216.0022 -0.81
216.0371 C13H6F2O+ 1 216.0381 -4.55
216.062 C13H8F2N+ 1 216.0619 0.18
217.0699 C13H9F2N+ 2 217.0698 0.66
218.0366 C12H9ClNO+ 1 218.0367 -0.36
219.0246 C12H7ClFN+ 2 219.0246 0.11
220.0323 C12H8ClFN+ 2 220.0324 -0.42
220.0568 C12H8F2NO+ 1 220.0568 -0.39
221.0442 C12H6F3N+ 1 221.0447 -2.38
222.0119 C11H6ClFNO+ 3 222.0116 1.23
222.0528 C12H7F3N+ 1 222.0525 1.21
222.9993 C11H4ClF2N+ 3 222.9995 -0.96
224.0073 C11H5ClF2N+ 3 224.0073 -0.09
225.0028 C10H2F3NO2+ 2 225.0032 -1.84
228.0206 C13H7ClNO+ 1 228.0211 -2.1
231.0243 C13H7ClFN+ 2 231.0246 -0.98
232.0139 C10H6ClF3N+ 2 232.0135 1.73
232.0325 C13H8ClFN+ 3 232.0324 0.29
234.0526 C13H7F3N+ 1 234.0525 0.51
234.0722 C13H10F2NO+ 1 234.0725 -1.27
235.0606 C13H8F3N+ 1 235.0603 1.17
236.0683 C13H9F3N+ 1 236.0682 0.46
237.0152 C12H6ClF2N+ 3 237.0151 0.36
238.0227 C12H7ClF2N+ 2 238.023 -1.18
243.0053 C14H2F3O+ 2 243.0052 0.26
244.0134 C11H6ClF3N+ 2 244.0135 -0.61
247.044 C13H7F2NO2+ 1 247.0439 0.3
249.0157 C13H4F3O2+ 3 249.0158 -0.2
250.0229 C13H7ClF2N+ 3 250.023 -0.32
256.0134 C12H6ClF3N+ 1 256.0135 -0.58
PK$NUM_PEAK: 150
PK$PEAK: m/z int. rel.int.
50.0153 175547.2 10
51.0231 183970.8 10
53.0387 2267614.2 131
77.0197 31317.6 1
89.0383 50435.4 2
115.0542 342875.2 19
116.0494 33341.5 1
126.0461 44078.2 2
127.0417 275407.8 16
128.0493 274479.9 15
129.0574 48482.3 2
135.0478 41467.8 2
138.0275 3044303.8 177
139.0541 484091.3 28
140.0494 1218389.9 70
140.0619 193538 11
141.0698 1206945.9 70
142.0655 45567.1 2
144.0371 83048.2 4
145.0647 45287.9 2
146.04 51153.3 2
146.0596 43629.4 2
146.9999 36868.8 2
147.0479 52016.8 3
148.0181 56961.6 3
149.0384 37537.9 2
150.0465 52760.7 3
151.0183 1298228.4 75
151.0353 156487.9 9
152.0492 48630.3 2
152.99 261188 15
153.0574 310747.4 18
154.0401 48380.6 2
154.0651 174010.5 10
157.0258 47974.5 2
157.0522 66640.9 3
158.0343 42845.2 2
158.0398 274643.2 15
159.0475 71523.7 4
159.0804 58427 3
162.0105 1810774.9 105
162.0274 722614.7 42
163.0229 208772.9 12
164.026 2089537.6 121
164.0494 324958.7 18
165.0385 388275.4 22
165.0574 375438.4 21
166.0652 4063628.5 236
167.073 17174404 999
168.0807 10490764 610
169.0322 1177879.5 68
169.0445 166155.7 9
169.076 201253.1 11
170.0525 1133319.6 65
170.0598 128532.3 7
171.0477 157878.9 9
172.0556 742578.1 43
172.9963 839888.4 48
173.0152 179338.3 10
173.0505 51734.7 3
174.0105 1911808.2 111
175.0183 1442662.4 83
175.0352 220348.8 12
176.031 539440.8 31
177.0388 645542.4 37
177.0573 717201.9 41
178.0463 59997.8 3
178.065 55555 3
179.0303 42145.5 2
180.0214 342245.8 19
180.9964 138151.8 8
182.0167 805028.4 46
182.0337 196859.9 11
182.0406 66931.8 3
183.0679 182811.4 10
183.9961 1047171.5 60
184.0558 384102.9 22
184.0759 165215.7 9
184.9965 688538.6 40
185.0449 1026356.8 59
185.0635 1097098 63
185.9917 577259.8 33
186.0348 336522.2 19
187.0556 284486.3 16
188.0259 4447863.5 258
188.0431 689521.9 40
189.0385 8260010 480
190.0054 218890.1 12
190.0462 654467.8 38
192.001 2615268.8 152
193.0527 58300.4 3
194.06 185458.3 10
195.0479 1863756.8 108
196.0557 1898262.1 110
197.044 173425.5 10
197.0634 2735118.5 159
198.0116 133600.5 7
198.0525 312673.7 18
198.0712 338111.6 19
198.9988 42801.7 2
200.0072 633780.8 36
200.0254 322781 18
200.0501 103818.2 6
201.0338 2390400.5 139
202.042 1849162.5 107
203.054 160317.1 9
204.0015 798065.6 46
204.0216 59993.8 3
205.046 41474.4 2
206.0169 294824.7 17
206.0412 920604.5 53
208.0369 249031.2 14
209.0449 875269.7 50
210.0117 358866.1 20
212.0074 2414934.2 140
213.0383 196461.8 11
214.0463 1072719.6 62
214.0663 55631.2 3
215.0541 2462212 143
216.002 235302.5 13
216.0371 451899.9 26
216.062 3264972 189
217.0699 336887.7 19
218.0366 60079.9 3
219.0246 294479.5 17
220.0323 82612.3 4
220.0568 408314.1 23
221.0442 42741.3 2
222.0119 594197.7 34
222.0528 2139247.5 124
222.9993 144355.3 8
224.0073 8018136 466
225.0028 41479.3 2
228.0206 47558 2
230.0171 576419.625 33
231.0243 84222.8 4
232.0139 914496.8 53
232.0325 931509.9 54
234.0526 221164.4 12
234.0722 73843.4 4
235.0606 393007.4 22
236.0683 719603.8 41
237.0152 1462431.8 85
238.0227 83782.3 4
243.0053 47283.2 2
244.0134 268881.5 15
247.044 215450 12
249.0157 58215.7 3
250.0229 1174465.4 68
256.0134 61113.1 3
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