ACCESSION: MSBNK-Eawag-EQ301603
RECORD_TITLE: Darunavir; LC-ESI-QFT; MS2; CE: 45; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Beck B, 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 3016
CH$NAME: Darunavir
CH$NAME: N-[(1S,2R)-1-benzyl-2-hydroxy-3-[isobutyl(sulfanilyl)amino]propyl]carbamic acid [(3aS,4R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-4-yl] ester
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C27H37N3O7S
CH$EXACT_MASS: 547.23522
CH$SMILES: CC(C)CN(CC(C(CC1=CC=CC=C1)NC(=O)OC2COC3C2CCO3)O)S(=O)(=O)C4=CC=C(C=C4)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$LINK: KEGG
D03656
CH$LINK: PUBCHEM
CID:213039
CH$LINK: INCHIKEY
CJBJHOAVZSMMDJ-HEXNFIEUSA-N
CH$LINK: CHEMSPIDER
184733
CH$LINK: COMPTOX
DTXSID0046779
AC$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$CHROMATOGRAPHY: RETENTION_TIME 8.7 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 548.2426
MS$FOCUSED_ION: PRECURSOR_M/Z 548.2425
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE Spline
MS$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$SPLASH: splash10-014i-9400000000-16b363cdd836532460ce
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0543 C4H7+ 1 55.0542 2.06
57.07 C4H9+ 1 57.0699 1.46
65.0386 C5H5+ 1 65.0386 -0.1
67.0542 C5H7+ 1 67.0542 0.05
69.0335 C4H5O+ 1 69.0335 -0.31
83.0491 C5H7O+ 1 83.0491 -0.02
84.0806 C5H10N+ 1 84.0808 -1.97
85.0284 C4H5O2+ 1 85.0284 0.4
85.0648 C5H9O+ 1 85.0648 -0.02
86.0965 C5H12N+ 1 86.0964 0.28
91.0542 C7H7+ 1 91.0542 -0.07
92.0494 C6H6N+ 1 92.0495 -0.5
95.0492 C6H7O+ 1 95.0491 0.2
96.0807 C6H10N+ 1 96.0808 -0.27
100.1121 C6H14N+ 1 100.1121 0.44
108.0444 C6H6NO+ 1 108.0444 0.18
110.0601 C6H8NO+ 1 110.06 0.18
113.0597 C6H9O2+ 1 113.0597 -0.05
113.1073 C6H13N2+ 1 113.1073 -0.13
114.1151 C6H14N2+ 1 114.1151 -0.7
117.0699 C9H9+ 1 117.0699 0.03
120.0808 C8H10N+ 1 120.0808 0.04
127.1229 C7H15N2+ 1 127.123 -0.9
129.0699 C10H9+ 1 129.0699 0.26
131.0856 C10H11+ 1 131.0855 0.79
134.0966 C9H12N+ 1 134.0964 1.52
144.0808 C10H10N+ 2 144.0808 -0.04
146.0965 C10H12N+ 2 146.0964 0.37
156.0114 C6H6NO2S+ 1 156.0114 0.15
158.0965 C11H12N+ 2 158.0964 0.28
164.107 C10H14NO+ 2 164.107 0.3
189.1023 C11H13N2O+ 2 189.1022 0.43
200.1431 C14H18N+ 2 200.1434 -1.48
202.159 C14H20N+ 2 202.159 -0.03
218.1538 C14H20NO+ 2 218.1539 -0.83
220.17 C14H22NO+ 2 220.1696 1.9
237.1962 C14H25N2O+ 1 237.1961 0.13
241.1007 C11H17N2O2S+ 2 241.1005 0.68
PK$NUM_PEAK: 38
PK$PEAK: m/z int. rel.int.
55.0543 230639.1 3
57.07 755337.1 11
65.0386 706684.4 11
67.0542 6914779.6 108
69.0335 63487662.7 999
83.0491 97947 1
84.0806 79051.7 1
85.0284 209327.1 3
85.0648 492979.6 7
86.0965 1107126.7 17
91.0542 309793.1 4
92.0494 2990942.2 47
95.0492 864137.5 13
96.0807 186446.2 2
100.1121 210396.5 3
108.0444 5323581.8 83
110.0601 406922.7 6
113.0597 4021296.6 63
113.1073 719516.2 11
114.1151 208530.3 3
117.0699 115590.8 1
120.0808 2648995.8 41
127.1229 449368.8 7
129.0699 1784482.9 28
131.0856 309056.8 4
134.0966 339625.3 5
144.0808 340620.6 5
146.0965 1203173.5 18
156.0114 20402138.5 321
158.0965 336008.4 5
164.107 281250.5 4
189.1023 82189.7 1
200.1431 350160.3 5
202.159 1381985.9 21
218.1538 82577.2 1
220.17 198749.5 3
237.1962 293177.7 4
241.1007 244286.3 3
//
