ACCESSION: MSBNK-Athens_Univ-AU217909
RECORD_TITLE: Darunavir; LC-ESI-QTOF; MS2; HILIC; CE: 30 eV; R=35000; [M+H]+
DATE: 2016.02.26
AUTHORS: Nikiforos Alygizakis, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2016 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 2179
CH$NAME: Darunavir
CH$NAME: [(3aS,4R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-4-yl] N-[(2S,3R)-4-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-3-hydroxy-1-phenylbutan-2-yl]carbamate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C27H37N3O7S
CH$EXACT_MASS: 547.2352215
CH$SMILES: CC(C)CN(C[C@H]([C@H](Cc1ccccc1)NC(=O)O[C@H]2CO[C@@H]3[C@H]2CCO3)O)S(=O)(=O)c4ccc(cc4)N
CH$IUPAC: InChI=1S/C27H37N3O7S/c1-18(2)15-30(38(33,34)21-10-8-20(28)9-11-21)16-24(31)23(14-19-6-4-3-5-7-19)29-27(32)37-25-17-36-26-22(25)12-13-35-26/h3-11,18,22-26,31H,12-17,28H2,1-2H3,(H,29,32)/t22-,23-,24+,25-,26+/m0/s1
CH$LINK: CAS
206361-99-1
CH$LINK: CHEBI
367163
CH$LINK: PUBCHEM
CID:213039
CH$LINK: INCHIKEY
CJBJHOAVZSMMDJ-HEXNFIEUSA-N
CH$LINK: CHEMSPIDER
184733
CH$LINK: COMPTOX
DTXSID0046779
AC$INSTRUMENT: Bruker maXis Impact
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 30 eV
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME ACQUITY UPLC BEH Amide 1.7 um 2.1x100mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 0/100 at 0-2 min, 95/5 at 12 min, 95/5 at 17 min, 0/100 at 17.1, 0/100 at 25 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 1.479 min
AC$CHROMATOGRAPHY: SOLVENT A Water with 0.01% formic acid and 1mM ammonium formate
AC$CHROMATOGRAPHY: SOLVENT B Acetonitrile:Water 95:5 with 0.01% formic acid and 1mM ammonium formate
MS$FOCUSED_ION: BASE_PEAK 183.079
MS$FOCUSED_ION: PRECURSOR_M/Z 548.2425
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE identity on assigned fragments and MS1
MS$DATA_PROCESSING: WHOLE RMassBank 1.99.10
PK$SPLASH: splash10-0006-0569000000-23de87efd464b5c03385
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
113.0605 C6H9O2+ 4 113.0597 7.01
120.0811 C8H10N+ 4 120.0808 2.51
129.0694 C2H13N2O2S+ 2 129.0692 1.39
133.0857 C6H13O3+ 4 133.0859 -2.02
134.0957 CH16N3O2S+ 5 134.0958 -0.84
146.0976 C4H18O3S+ 4 146.0971 3.49
156.0115 C6H6NO2S+ 4 156.0114 0.69
157.0144 C5[13]CH6NO2S+ 1 157.0153 -5.45
158.0958 C3H16N3O2S+ 7 158.0958 0.48
164.1071 C10H14NO+ 5 164.107 0.78
177.1115 H21N2O6S+ 7 177.1115 0.17
189.1031 C5H19NO4S+ 6 189.1029 0.74
200.1441 C8H24O3S+ 8 200.1441 0.29
201.1509 C14H19N+ 8 201.1512 -1.62
202.1596 C8H26O3S+ 8 202.1597 -0.71
208.0968 C11H14NO3+ 8 208.0968 -0.16
216.1394 C8H24O4S+ 8 216.139 1.71
217.1715 C8H27NO3S+ 7 217.1706 3.91
218.1538 C14H20NO+ 7 218.1539 -0.78
218.1778 C14H22N2+ 7 218.1778 0.29
219.1588 C3H27N2O6S+ 7 219.1584 1.47
219.1856 C14H23N2+ 7 219.1856 0.06
220.1699 C14H22NO+ 7 220.1696 1.28
220.188 C8H28O6+ 8 220.188 -0.14
221.1739 C3H29N2O6S+ 7 221.1741 -0.78
229.1023 C6H17N2O7+ 9 229.103 -3.17
237.1969 C8H31NO4S+ 7 237.1968 0.1
238.2013 C11H28NO4+ 8 238.2013 -0.07
241.1014 C19H13+ 9 241.1012 0.91
242.1041 C18[13]CH13+ 1 242.1051 -4.23
245.1652 C9H27NO4S+ 8 245.1655 -1.4
250.1789 C7H28N3O4S+ 9 250.1795 -2.45
255.1182 C8H19N2O7+ 9 255.1187 -1.71
261.1607 C9H27NO5S+ 9 261.1604 0.87
263.1769 C9H29NO5S+ 8 263.1761 3.09
271.1114 C20H15O+ 10 271.1117 -1.1
291.2321 C19H31O2+ 10 291.2319 0.8
320.1502 C17H22NO5+ 12 320.1492 2.91
320.2563 C17H36O5+ 10 320.2557 1.84
321.255 C19H33N2O2+ 8 321.2537 4.31
336.1391 C18H24O4S+ 10 336.139 0.31
357.1662 C16H25N2O7+ 11 357.1656 1.72
358.1706 C20H26N2O2S+ 12 358.171 -0.85
374.1909 C22H30O3S+ 12 374.191 -0.28
375.1754 C23H25N3S+ 12 375.1764 -2.7
376.1874 C21H28O6+ 14 376.188 -1.71
392.2033 C25H30NOS+ 12 392.2043 -2.56
393.2053 C17H33N2O6S+ 11 393.2054 -0.26
394.2026 C18H34O7S+ 11 394.202 1.62
395.2058 C17[13]CH34O7S+ 1 395.2059 -0.15
418.1804 C23H30O5S+ 11 418.1808 -1.16
419.1884 C23H31O5S+ 11 419.1887 -0.63
PK$NUM_PEAK: 52
PK$PEAK: m/z int. rel.int.
113.0605 628 10
120.0811 1456 24
129.0694 1020 17
133.0857 976 16
134.0957 480 8
146.0976 1988 33
156.0115 33040 562
157.0144 3252 55
158.0958 328 5
164.1071 3452 58
177.1115 568 9
189.1031 480 8
200.1441 2748 46
201.1509 1136 19
202.1596 4264 72
208.0968 720 12
216.1394 740 12
217.1715 1096 18
218.1538 1616 27
218.1778 408 6
219.1588 468 7
219.1856 960 16
220.1699 1268 21
220.188 484 8
221.1739 312 5
229.1023 560 9
237.1969 1492 25
238.2013 516 8
241.1014 29312 498
242.1041 4028 68
245.1652 4780 81
250.1789 628 10
255.1182 352 5
261.1607 996 16
263.1769 856 14
271.1114 652 11
291.2321 324 5
320.1502 928 15
320.2563 1008 17
321.255 804 13
336.1391 408 6
357.1662 1660 28
358.1706 520 8
374.1909 908 15
375.1754 1344 22
376.1874 308 5
392.2033 58692 999
393.2053 13936 237
394.2026 4140 70
395.2058 652 11
418.1804 1004 17
419.1884 372 6
//
