ACCESSION: MSBNK-Eawag-EQ329206
RECORD_TITLE: Efavirenz; LC-ESI-QFT; MS2; CE: 90; 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 90 (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$SPLASH: splash10-014r-0910000000-70a86e64f2e50ce28b18
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0153 C4H2+ 1 50.0151 4.37
51.0231 C4H3+ 1 51.0229 3.2
53.0387 C4H5+ 1 53.0386 1.95
75.004 C3HF2+ 1 75.0041 -0.57
75.0229 C6H3+ 1 75.0229 0.18
77.0022 C5HO+ 1 77.0022 -0.01
87.0229 C7H3+ 1 87.0229 -0.76
89.0385 C7H5+ 1 89.0386 -0.52
91.0543 C7H7+ 1 91.0542 1.24
98.015 C8H2+ 1 98.0151 -1.44
99.023 C8H3+ 1 99.0229 0.94
102.0464 C8H6+ 1 102.0464 0.28
107.0292 C7H4F+ 1 107.0292 0.33
113.0387 C9H5+ 1 113.0386 1.27
115.0542 C9H7+ 1 115.0542 -0.41
116.0495 C8H6N+ 1 116.0495 0.04
117.0134 C8H2F+ 1 117.0135 -0.72
118.0212 C8H3F+ 1 118.0213 -1.18
122.9994 C7H4Cl+ 1 122.9996 -1.34
123.9948 C6H3ClN+ 2 123.9949 -0.27
124.0074 C7H5Cl+ 1 124.0074 -0.48
125.0387 C10H5+ 1 125.0386 1.07
126.0339 C9H4N+ 1 126.0338 0.27
126.0464 C10H6+ 1 126.0464 -0.41
127.0416 C9H5N+ 1 127.0417 -0.56
128.0494 C9H6N+ 1 128.0495 -0.75
129.0447 C8H5N2+ 1 129.0447 -0.11
129.0574 C9H7N+ 1 129.0573 1.08
132.984 C8H2Cl+ 1 132.984 0.27
135.0477 C8H6FN+ 1 135.0479 -1.4
137.0194 C8H3F2+ 1 137.0197 -2.58
138.0275 C8H4F2+ 1 138.0276 -0.06
139.0416 C10H5N+ 1 139.0417 -0.58
139.0542 C11H7+ 1 139.0542 -0.48
140.0494 C10H6N+ 1 140.0495 -0.33
140.0618 C11H8+ 1 140.0621 -1.8
141.0573 C10H7N+ 1 141.0573 -0.08
141.0698 C11H9+ 1 141.0699 -0.33
142.0215 C10H3F+ 1 142.0213 1.41
143.0365 C9H5NO+ 1 143.0366 -0.46
144.0369 C10H5F+ 1 144.037 -0.48
144.0444 C9H6NO+ 1 144.0444 0
145.0326 C9H4FN+ 1 145.0322 2.28
145.0653 C10H9O+ 2 145.0648 3.71
146.0401 C9H5FN+ 1 146.0401 -0.03
146.0602 C9H8NO+ 1 146.06 1.23
146.9998 C9H4Cl+ 1 146.9996 1.26
147.0479 C9H6FN+ 1 147.0479 0.28
148.0181 C11H2N+ 1 148.0182 -0.51
149.0148 C9H6Cl+ 1 149.0153 -2.91
149.0385 C12H5+ 1 149.0386 -0.78
150.0279 C9H4F2+ 1 150.0276 2.35
150.0345 C8H5FNO+ 2 150.035 -2.92
150.0466 C12H6+ 1 150.0464 1.32
151.0184 C8H6ClN+ 3 151.0183 0.28
151.0353 C9H5F2+ 1 151.0354 -0.48
151.0417 C11H5N+ 1 151.0417 0.26
152.0306 C8H4F2N+ 1 152.0306 -0.14
152.0495 C11H6N+ 1 152.0495 0.09
152.9901 C8H3ClF+ 1 152.9902 -0.34
153.0573 C11H7N+ 1 153.0573 0.19
154.0401 C9H4N3+ 1 154.04 0.82
154.0651 C11H8N+ 1 154.0651 0.03
157.0264 C8H4F3+ 1 157.026 3.05
157.0447 C11H6F+ 1 157.0448 -0.35
157.0522 C10H7NO+ 1 157.0522 -0.22
158.034 C8H5F3+ 1 158.0338 1.48
158.04 C10H5FN+ 1 158.0401 -0.4
159.0479 C10H6FN+ 1 159.0479 0.01
159.0807 C6H10FN3O+ 1 159.0802 2.82
161.0198 C10H3F2+ 1 161.0197 0.17
162.0105 C9H5ClN+ 3 162.0105 -0.02
162.0275 C10H4F2+ 1 162.0276 -0.23
163.0056 C11HNO+ 1 163.0053 1.93
163.0232 C9H3F2N+ 2 163.0228 2.41
164.026 C9H7ClN+ 3 164.0262 -0.87
164.0495 C12H6N+ 1 164.0495 -0.16
164.9901 C9H3ClF+ 1 164.9902 -0.74
165.0385 C9H5F2N+ 1 165.0385 0.56
165.0574 C12H7N+ 1 165.0573 0.42
166.0652 C12H8N+ 1 166.0651 0.27
167.0729 C12H9N+ 1 167.073 0
168.0248 C11H3FN+ 2 168.0244 2.06
168.037 C12H5F+ 1 168.037 0
168.0807 C12H10N+ 1 168.0808 -0.15
169.0322 C11H4FN+ 1 169.0322 -0.41
169.0446 C12H6F+ 1 169.0448 -1.09
169.0646 C12H9O+ 1 169.0648 -1.01
169.076 C11H9N2+ 1 169.076 -0.03
170.0525 C12H7F+ 1 170.0526 -0.76
170.06 C11H8NO+ 1 170.06 -0.06
171.048 C11H6FN+ 1 171.0479 0.47
172.0557 C11H7FN+ 1 172.0557 -0.08
172.9962 C8H4ClF2+ 1 172.9964 -1.39
173.0155 C11H6Cl+ 1 173.0153 1.19
173.051 C10H6FN2+ 1 173.051 0.5
174.0105 C10H5ClN+ 3 174.0105 -0.02
175.0184 C10H6ClN+ 3 175.0183 0.18
175.0353 C11H5F2+ 1 175.0354 -0.7
175.0424 C10H6FNO+ 2 175.0428 -2.42
176.0308 C10H4F2N+ 1 176.0306 1.01
176.0495 C13H6N+ 1 176.0495 0.31
177.039 C10H5F2N+ 2 177.0385 2.9
177.0572 C13H7N+ 1 177.0573 -0.57
178.0464 C10H6F2N+ 1 178.0463 0.66
178.0653 C13H8N+ 1 178.0651 1.26
180.021 C9H7ClNO+ 2 180.0211 -0.6
180.9959 C11FNO+ 1 180.9958 0.09
182.0166 C9H6ClFN+ 3 182.0167 -0.56
182.0337 C10H5F3+ 1 182.0338 -0.64
182.0406 C12H5FN+ 2 182.0401 2.78
183.068 C12H9NO+ 1 183.0679 0.68
183.996 C8H4ClFNO+ 2 183.996 0.18
184.0557 C12H7FN+ 1 184.0557 0.03
184.9965 C9H4ClF2+ 1 184.9964 0.65
185.0453 C9H6F3N+ 1 185.0447 3.32
185.0637 C12H8FN+ 1 185.0635 0.71
185.9917 C8H3ClF2N+ 3 185.9917 0.43
186.0277 C12H4F2+ 1 186.0276 1.03
186.0351 C11H5FNO+ 1 186.035 0.49
186.0711 C12H9FN+ 1 186.0714 -1.1
187.0555 C12H8FO+ 1 187.0554 0.48
188.0259 C14H4O+ 2 188.0257 1.03
188.0433 C12H6F2+ 1 188.0432 0.33
189.0385 C11H5F2N+ 1 189.0385 0.02
190.0462 C11H6F2N+ 1 190.0463 -0.17
191.0418 C10H5F2N2+ 2 191.0415 1.62
192.001 C10H4ClFN+ 3 192.0011 -0.22
193.0326 C13H4FN+ 2 193.0322 2.13
194.0395 C13H5FN+ 1 194.0401 -2.85
194.06 C13H8NO+ 1 194.06 -0.41
195.0479 C13H6FN+ 1 195.0479 0.21
196.0557 C13H7FN+ 1 196.0557 -0.17
197.0511 C12H6FN2+ 2 197.051 0.95
197.0634 C13H8FN+ 1 197.0635 -0.4
198.0528 C10H7F3N+ 1 198.0525 1.41
198.0714 C13H9FN+ 1 198.0714 0.03
198.9993 C9H4ClF2N+ 3 198.9995 -0.93
200.0256 C12H7ClN+ 1 200.0262 -2.97
200.0505 C12H7FNO+ 1 200.0506 -0.49
201.0337 C12H8ClN+ 2 201.034 -1.43
202.047 C9H7F3NO+ 2 202.0474 -2.1
203.0541 C12H7F2N+ 1 203.0541 0.21
204.0019 C11H2F2O2+ 3 204.0017 0.9
204.0557 C13H6N3+ 1 204.0556 0.18
205.046 C12H7F2O+ 2 205.0459 0.26
206.017 C11H6ClFN+ 4 206.0167 1.06
206.0414 C11H6F2NO+ 2 206.0412 0.89
208.037 C11H5F3N+ 1 208.0369 0.53
209.0447 C11H6F3N+ 1 209.0447 0.02
210.0116 C10H6ClFNO+ 2 210.0116 -0.12
212.0075 C10H5ClF2N+ 4 212.0073 0.66
212.0506 C13H7FNO+ 1 212.0506 0.1
213.0381 C13H5F2N+ 1 213.0385 -1.86
214.0463 C13H6F2N+ 1 214.0463 -0.1
215.0428 C11H10ClF2+ 1 215.0434 -2.38
215.0541 C13H7F2N+ 1 215.0541 -0.13
216.0022 C9H5ClF2NO+ 2 216.0022 0.03
216.062 C13H8F2N+ 2 216.0619 0.31
218.0373 C12H9ClNO+ 2 218.0367 2.72
219.0244 C12H7ClFN+ 2 219.0246 -0.58
220.057 C12H8F2NO+ 2 220.0568 0.74
221.0281 C11H5F2NO2+ 2 221.0283 -1.02
222.0116 C11H6ClFNO+ 3 222.0116 -0.39
222.053 C12H7F3N+ 1 222.0525 2.3
222.9996 C11H4ClF2N+ 4 222.9995 0.38
224.0073 C11H5ClF2N+ 3 224.0073 0.05
225.0027 C10H2F3NO2+ 2 225.0032 -2.24
230.0167 C13H6ClFN+ 2 230.0167 -0.27
231.0244 C13H7ClFN+ 2 231.0246 -0.59
232.0138 C10H6ClF3N+ 2 232.0135 1.22
232.0323 C13H8ClFN+ 2 232.0324 -0.57
234.0522 C13H7F3N+ 1 234.0525 -1.37
235.0604 C13H8F3N+ 1 235.0603 0.4
236.0073 C12H5ClF2N+ 2 236.0073 -0.17
236.0677 C13H9F3N+ 1 236.0682 -1.99
237.0152 C12H6ClF2N+ 3 237.0151 0.28
247.0443 C13H7F2NO2+ 1 247.0439 1.59
250.0225 C13H7ClF2N+ 2 250.023 -1.76
PK$NUM_PEAK: 179
PK$PEAK: m/z int. rel.int.
50.0153 156224.7 7
51.0231 179208.8 8
53.0387 1515258.5 73
75.004 32358.8 1
75.0229 162055 7
77.0022 64302.3 3
87.0229 64660 3
89.0385 335526 16
91.0543 43884.5 2
98.015 44996.7 2
99.023 168870.2 8
102.0464 53021.7 2
107.0292 61889.6 2
113.0387 159377.3 7
115.0542 1154664.1 55
116.0495 216784.2 10
117.0134 43281.8 2
118.0212 155422.4 7
122.9994 173035.3 8
123.9948 56947 2
124.0074 85958.8 4
125.0387 60225.2 2
126.0339 53886.7 2
126.0464 209998.1 10
127.0416 875589 42
128.0494 610598.2 29
129.0447 87427.3 4
129.0574 155498.9 7
132.984 82672.1 3
135.0477 188586.5 9
137.0194 122010.7 5
138.0275 5031336.5 242
139.0416 137917.1 6
139.0542 1786657.4 86
140.0494 2540756 122
140.0618 453384.2 21
141.0573 162201.1 7
141.0698 1399696.2 67
142.0215 57377.1 2
143.0365 49650.9 2
144.0369 270921.2 13
144.0444 44074.1 2
145.0326 250607.7 12
145.0653 39976.4 1
146.0401 155930.8 7
146.0602 149125.1 7
146.9998 408999 19
147.0479 80012.9 3
148.0181 391863 18
149.0148 45551.8 2
149.0385 50799.3 2
150.0279 50128.6 2
150.0345 59239.8 2
150.0466 255639.7 12
151.0184 1350909.6 65
151.0353 158744.4 7
151.0417 76915.8 3
152.0306 64299.7 3
152.0495 171321.3 8
152.9901 469290.4 22
153.0573 1092658.2 52
154.0401 329743.2 15
154.0651 178358.5 8
157.0264 50095.4 2
157.0447 216124 10
157.0522 319820.1 15
158.034 47566.8 2
158.04 480072.1 23
159.0479 238317.7 11
159.0807 45661.8 2
161.0198 61243.4 2
162.0105 2304814 111
162.0275 1875775.1 90
163.0056 78698 3
163.0232 372903.9 17
164.026 1698853.4 81
164.0495 643942 31
164.9901 56634.8 2
165.0385 517648 24
165.0574 446616.9 21
166.0652 5228698.5 251
167.0729 20733824 999
168.0248 505270.6 24
168.037 591143.1 28
168.0807 4226541 203
169.0322 1945789 93
169.0446 185435.2 8
169.0646 165190.7 7
169.076 231536.8 11
170.0525 1593252 76
170.06 499243.5 24
171.048 330671 15
172.0557 1651094.9 79
172.9962 443672.6 21
173.0155 246844.6 11
173.051 42512.6 2
174.0105 2186428 105
175.0184 905116.5 43
175.0353 543628.1 26
175.0424 297170.7 14
176.0308 904363.4 43
176.0495 58017.3 2
177.039 422112.1 20
177.0572 678771.9 32
178.0464 69772.8 3
178.0653 187341.5 9
180.021 435386.5 20
180.9959 141076.2 6
182.0166 477999.5 23
182.0337 241428.6 11
182.0406 256713 12
183.068 174482.2 8
183.996 1063636.1 51
184.0557 708933.8 34
184.9965 615462 29
185.0453 393330.6 18
185.0637 912642.7 43
185.9917 594403.7 28
186.0277 51313.2 2
186.0351 709583.8 34
186.0711 47254 2
187.0555 594499.4 28
188.0259 3266936.5 157
188.0433 1148873.5 55
189.0385 7074766 340
190.0462 984141.2 47
191.0418 41483.7 1
192.001 2668007.5 128
193.0326 61999.4 2
194.0395 63242.9 3
194.06 253431.4 12
195.0479 2004458.4 96
196.0557 2228380.2 107
197.0511 239970.4 11
197.0634 1455947.5 70
198.0528 84689.6 4
198.0714 260194.2 12
198.9993 40397.6 1
200.0256 280175.2 13
200.0505 168241.8 8
201.0337 1017305.7 49
202.047 2153901 103
203.0541 255312.4 12
204.0019 437779 21
204.0557 82092.3 3
205.046 70153.1 3
206.017 314550.1 15
206.0414 513202.9 24
208.037 286452.5 13
209.0447 487421.6 23
210.0116 235351.8 11
212.0075 648056.1 31
212.0506 172545 8
213.0381 252480.8 12
214.0463 1519484.6 73
215.0428 67611.5 3
215.0541 1044736.8 50
216.0022 134291.2 6
216.062 2116466 101
218.0373 34726.3 1
219.0244 77420.1 3
220.057 256394.4 12
221.0281 68974.7 3
222.0116 255326.5 12
222.053 900300.8 43
222.9996 150981.2 7
224.0073 1930328 93
225.0027 40274 1
230.0167 76252.3 3
231.0244 40103.7 1
232.0138 189128.2 9
232.0323 140874 6
234.0522 122513.8 5
235.0604 86208.1 4
236.0073 56288.5 2
236.0677 249033.9 11
237.0152 510527.6 24
247.0443 40703.7 1
250.0225 357443.1 17
//
