ACCESSION: MSBNK-Eawag-EQ279402
RECORD_TITLE: Losartan; LC-ESI-QFT; MS2; CE: 30; 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 2794

CH$NAME: Losartan
CH$NAME: [2-butyl-5-chloranyl-3-[[4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl]methyl]imidazol-4-yl]methanol
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₂₂H₂₃ClN₆O
CH$EXACT_MASS: 421.15436
CH$SMILES: Clc1nc(n(c1CO)Cc4ccc(c2ccccc2c3[nH]nnn3)cc4)CCCC
CH$IUPAC: InChI=1S/C22H23ClN6O/c1-2-3-8-20-24-21(23)19(14-30)29(20)13-15-9-11-16(12-10-15)17-6-4-5-7-18(17)22-25-27-28-26-22/h4-7,9-12,30H,2-3,8,13-14H2,1H3,(H,25,26,27,28)
CH$LINK: CAS 114798-26-4
CH$LINK: CHEBI 6541
CH$LINK: KEGG C07072
CH$LINK: PUBCHEM CID:3961
CH$LINK: INCHIKEY PSIFNNKUMBGKDQ-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 3824
CH$LINK: COMPTOX DTXSID7023227

AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$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$MASS_SPECTROMETRY: COLLISION_ENERGY 30 (nominal)
AC$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 8.9 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 423.1691
MS$FOCUSED_ION: PRECURSOR_M/Z 423.1695
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$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$SPLASH: splash10-0a4i-0191000000-8ff1b5a21f6ef4a462cd
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  79.0542 C6H7+ 1 79.0542 -0.46
  80.0494 C5H6N+ 1 80.0495 -1.44
  115.0058 C4H4ClN2+ 2 115.0058 0.42
  129.0213 C5H6ClN2+ 2 129.0214 -1.1
  135.0917 C8H11N2+ 1 135.0917 0.04
  140.0493 C10H6N+ 1 140.0495 -0.97
  142.0295 C6H7ClN2+ 1 142.0292 1.85
  153.07 C12H9+ 1 153.0699 1.07
  165.0692 C13H9+ 1 165.0699 -4.22
  167.0731 C12H9N+ 1 167.073 1.01
  171.0683 C8H12ClN2+ 2 171.0684 -0.25
  178.0776 C14H10+ 1 178.0777 -0.68
  179.0859 C14H11+ 1 179.0855 2.08
  180.0807 C13H10N+ 1 180.0808 -0.37
  183.0681 C12H9NO+ 2 183.0679 1.17
  187.0633 C8H12ClN2O+ 1 187.0633 0.07
  189.0789 C8H14ClN2O+ 1 189.0789 -0.09
  190.065 C14H8N+ 1 190.0651 -0.66
  191.0729 C14H9N+ 1 191.073 0
  192.0807 C14H10N+ 1 192.0808 -0.55
  195.0917 C13H11N2+ 1 195.0917 0.23
  196.0754 C13H10NO+ 2 196.0757 -1.28
  205.0759 C14H9N2+ 1 205.076 -0.41
  206.0839 C14H10N2+ 1 206.0838 0.24
  206.0959 C15H12N+ 1 206.0964 -2.6
  207.0916 C14H11N2+ 1 207.0917 -0.22
  208.0754 C14H10NO+ 2 208.0757 -1.4
  218.0837 C15H10N2+ 1 218.0838 -0.69
  219.0919 C15H11N2+ 1 219.0917 0.89
  229.076 C16H9N2+ 1 229.076 0.02
  231.0917 C16H11N2+ 1 231.0917 0.33
  232.099 C16H12N2+ 1 232.0995 -2.28
  233.1074 C16H13N2+ 1 233.1073 0.19
  235.0978 C14H11N4+ 1 235.0978 -0.1
  241.0761 C17H9N2+ 1 241.076 0.1
  242.0833 C17H10N2+ 1 242.0838 -2.44
  243.0917 C17H11N2+ 1 243.0917 0.23
  254.0607 C15H11ClN2+ 2 254.0605 0.6
  257.0944 C17H11N3+ 1 257.0947 -1.36
  258.1026 C17H12N3+ 1 258.1026 0.02
  259.0866 C17H11N2O+ 2 259.0866 0
  259.1094 C17H13N3+ 1 259.1104 -3.93
  281.0947 C19H11N3+ 1 281.0947 -0.32
  282.1025 C19H12N3+ 1 282.1026 -0.26
  294.0792 C17H13ClN3+ 3 294.0793 -0.14
  295.0631 C17H12ClN2O+ 2 295.0633 -0.5
  295.11 C20H13N3+ 1 295.1104 -1.45
  298.1213 C19H14N4+ 2 298.1213 0.11
  299.1294 C19H15N4+ 2 299.1291 0.79
  311.1296 C20H15N4+ 3 311.1291 1.5
  314.1645 C21H20N3+ 1 314.1652 -2.11
  324.1495 C22H18N3+ 1 324.1495 -0.23
  334.0979 C19H15ClN4+ 3 334.098 -0.32
  341.1761 C22H21N4+ 1 341.1761 -0.01
  350.1416 C21H21ClN3+ 2 350.1419 -0.8
  362.1419 C22H21ClN3+ 1 362.1419 0.13
  376.1446 C22H21ClN4+ 1 376.1449 -0.76
  377.1528 C22H22ClN4+ 1 377.1528 0.18
  380.1525 C22H23ClN3O+ 2 380.1524 0.11
  405.1588 C22H22ClN6+ 1 405.1589 -0.22
PK$NUM_PEAK: 60
PK$PEAK: m/z int. rel.int.
  79.0542 1021450.9 2
  80.0494 866197.2 2
  115.0058 741570.2 1
  129.0213 514093.2 1
  135.0917 474205.8 1
  140.0493 434770.2 1
  142.0295 848568.4 1
  153.07 555903.6 1
  165.0692 615687.6 1
  167.0731 534445.6 1
  171.0683 51539124 121
  178.0776 2287422.2 5
  179.0859 561642.9 1
  180.0807 12944028 30
  183.0681 744826.8 1
  187.0633 464616.3 1
  189.0789 5688365 13
  190.065 4791968.5 11
  191.0729 575839.8 1
  192.0807 28631372 67
  195.0917 3027177 7
  196.0754 1468666.9 3
  205.0759 1858218.1 4
  206.0839 9636043 22
  206.0959 670163.3 1
  207.0916 424217536 999
  208.0754 804599.1 1
  218.0837 1373702.4 3
  219.0919 1663683.2 3
  229.076 526626.2 1
  231.0917 1440531.9 3
  232.099 906738.2 2
  233.1074 828038.2 1
  235.0978 61697000 145
  241.0761 1927563.5 4
  242.0833 702214.2 1
  243.0917 716765.2 1
  254.0607 851070.8 2
  257.0944 523084.3 1
  258.1026 29776280 70
  259.0866 6469982.5 15
  259.1094 2338134 5
  281.0947 1737308 4
  282.1025 9548616 22
  294.0792 6707193.5 15
  295.0631 1528693.9 3
  295.11 1556155.8 3
  298.1213 5029490 11
  299.1294 1133673.4 2
  311.1296 568864.2 1
  314.1645 776355.9 1
  324.1495 14535260 34
  334.0979 559078.1 1
  341.1761 28505714 67
  350.1416 778250.4 1
  362.1419 15698074 36
  376.1446 1172592.1 2
  377.1528 33085766 77
  380.1525 2843842.5 6
  405.1588 3031526.5 7
//