ACCESSION: MSBNK-Athens_Univ-AU217910
RECORD_TITLE: Darunavir; LC-ESI-QTOF; MS2; HILIC; CE: 40 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 40 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$CHROMATOGRAPHY: RETENTION_TIME 1.465 min
AC$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 183.0795
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$SPLASH: splash10-0a4i-0941000000-2c158fa9dd113e7a1ff4
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
120.0814 C2H16O3S+ 4 120.0815 -0.66
127.1241 CH21NO3S+ 3 127.1237 3.59
129.0708 C10H9+ 3 129.0699 6.96
131.0858 C10H11+ 3 131.0855 1.77
133.0872 CH15N3O2S+ 5 133.0879 -5.62
134.0967 C9H12N+ 5 134.0964 1.72
140.0172 C6H6NOS+ 3 140.0165 4.98
144.0814 C4H16O3S+ 5 144.0815 -0.5
146.097 C4H18O3S+ 5 146.0971 -1.04
156.0121 C6H6NO2S+ 3 156.0114 4.67
157.0149 C5[13]CH6NO2S+ 1 157.0153 -2.11
158.0984 C5H18O3S+ 5 158.0971 7.93
164.0696 CH14N3O4S+ 5 164.07 -2.34
164.1077 C4H20O4S+ 5 164.1077 0.08
189.1033 C5H19NO4S+ 6 189.1029 1.94
200.1449 C2H22N3O7+ 8 200.1452 -1.5
201.1508 C6H23N3O2S+ 8 201.1505 1.12
202.1601 C8H26O3S+ 8 202.1597 1.74
208.0994 C14H12N2+ 6 208.0995 -0.33
216.1377 C6H22N3O3S+ 7 216.1376 0.32
217.1718 C8H27NO3S+ 7 217.1706 5.65
218.1552 C8H26O4S+ 8 218.1546 2.59
218.1768 C14H22N2+ 7 218.1778 -4.5
219.1844 C5H31O6S+ 7 219.1836 3.78
220.1706 C8H28O4S+ 8 220.1703 1.43
229.1023 C6H17N2O7+ 9 229.103 -3.39
237.1969 C8H31NO4S+ 7 237.1968 0.24
238.2015 C11H28NO4+ 9 238.2013 0.75
241.1024 C7H17N2O7+ 9 241.103 -2.66
243.0981 C10H15N2O5+ 7 243.0975 2.25
245.1667 C9H27NO4S+ 7 245.1655 4.9
246.1692 C4H28N3O6S+ 9 246.1693 -0.64
247.2069 C12H29N3S+ 9 247.2077 -3.19
250.1788 C7H28N3O4S+ 9 250.1795 -2.9
261.1621 C12H25N2O2S+ 9 261.1631 -4.07
263.1765 C9H29NO5S+ 9 263.1761 1.39
271.1121 C20H15O+ 9 271.1117 1.23
281.1918 C15H27N3S+ 11 281.192 -0.83
319.2475 C17H35O5+ 9 319.2479 -1.15
320.2574 C12H38N3O4S+ 9 320.2578 -0.98
321.2535 C19H33N2O2+ 9 321.2537 -0.42
336.1419 C21H22NOS+ 12 336.1417 0.62
357.1674 C25H25S+ 12 357.1671 0.69
392.2024 C22H32O4S+ 11 392.2016 2.03
393.207 C21[13]CH32O4S+ 1 393.2055 3.89
393.2379 C21H33N2O5+ 12 393.2384 -1.31
394.1994 C21H30O7+ 12 394.1986 1.99
PK$NUM_PEAK: 47
PK$PEAK: m/z int. rel.int.
120.0814 2172 38
127.1241 820 14
129.0708 2720 48
131.0858 596 10
133.0872 320 5
134.0967 992 17
140.0172 476 8
144.0814 616 10
146.097 2480 44
156.0121 56228 999
157.0149 4064 72
158.0984 904 16
164.0696 300 5
164.1077 1956 34
189.1033 712 12
200.1449 3320 58
201.1508 1328 23
202.1601 5188 92
208.0994 444 7
216.1377 484 8
217.1718 580 10
218.1552 832 14
218.1768 632 11
219.1844 724 12
220.1706 1676 29
229.1023 332 5
237.1969 2120 37
238.2015 380 6
241.1024 10692 189
243.0981 608 10
245.1667 1748 31
246.1692 556 9
247.2069 416 7
250.1788 696 12
261.1621 588 10
263.1765 1384 24
271.1121 504 8
281.1918 344 6
319.2475 360 6
320.2574 604 10
321.2535 964 17
336.1419 304 5
357.1674 712 12
392.2024 4740 84
393.207 1544 27
393.2379 336 5
394.1994 576 10
//
