ACCESSION: MSBNK-Eawag-EQ320607
RECORD_TITLE: Nafcillin; LC-ESI-QFT; MS2; CE: 120; 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 3206

CH$NAME: Nafcillin
CH$NAME: (2S,5R,6R)-6-[(2-ethoxynaphthalene-1-carbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₂₁H₂₂N₂O₅S
CH$EXACT_MASS: 414.12494
CH$SMILES: CCOC1=C(C(=O)N[C@H]2[C@H]3SC(C)(C)[C@@H](N3C2=O)C(O)=O)C2=CC=CC=C2C=C1
CH$IUPAC: InChI=1S/C21H22N2O5S/c1-4-28-13-10-9-11-7-5-6-8-12(11)14(13)17(24)22-15-18(25)23-16(20(26)27)21(2,3)29-19(15)23/h5-10,15-16,19H,4H2,1-3H3,(H,22,24)(H,26,27)/t15-,16+,19-/m1/s1
CH$LINK: CAS 147-52-4
CH$LINK: CHEBI 7447
CH$LINK: KEGG C07250
CH$LINK: PUBCHEM CID:8982
CH$LINK: INCHIKEY GPXLMGHLHQJAGZ-JTDSTZFVSA-N
CH$LINK: CHEMSPIDER 8634
CH$LINK: COMPTOX DTXSID8023343

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$MASS_SPECTROMETRY: COLLISION_ENERGY 120 (nominal)
AC$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 9.4 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 415.1318
MS$FOCUSED_ION: PRECURSOR_M/Z 415.1322
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$SPLASH: splash10-014i-1900000000-46b494a78d0ebbbc8079
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  50.015 C4H2+ 1 50.0151 -2.63
  53.0386 C4H5+ 1 53.0386 -0.12
  58.995 C2H3S+ 1 58.995 -0.13
  62.0149 C5H2+ 1 62.0151 -2.44
  63.0229 C5H3+ 1 63.0229 -0.74
  65.0386 C5H5+ 1 65.0386 -0.25
  70.0651 C4H8N+ 1 70.0651 -0.37
  75.0228 C6H3+ 1 75.0229 -1.29
  77.0384 C6H5+ 1 77.0386 -1.64
  87.023 C7H3+ 1 87.0229 1.3
  87.0262 C4H7S+ 1 87.0263 -1.12
  89.0386 C7H5+ 1 89.0386 -0.3
  90.0464 C7H6+ 1 90.0464 -0.13
  91.0543 C7H7+ 1 91.0542 0.59
  95.0491 C6H7O+ 1 95.0491 -0.54
  103.0542 C8H7+ 1 103.0542 -0.74
  105.0448 C6H5N2+ 1 105.0447 0.62
  113.0386 C9H5+ 1 113.0386 0.12
  114.0464 C9H6+ 1 114.0464 0.42
  115.0542 C9H7+ 1 115.0542 -0.32
  117.0699 C9H9+ 1 117.0699 0.2
  118.0415 C8H6O+ 1 118.0413 1.64
  126.0464 C2H10N2O2S+ 2 126.0457 4.76
  127.0542 C10H7+ 2 127.0542 -0.13
  128.062 C10H8+ 2 128.0621 -0.4
  129.0447 C8H5N2+ 1 129.0447 0.12
  129.0702 C10H9+ 1 129.0699 2.19
  132.0569 C9H8O+ 2 132.057 -0.58
  139.0541 C11H7+ 2 139.0542 -0.62
  140.0494 C10H6N+ 1 140.0495 -0.33
  140.0618 C11H8+ 2 140.0621 -1.51
  141.0573 C10H7N+ 2 141.0573 0
  141.0696 C11H9+ 2 141.0699 -1.61
  142.0412 C10H6O+ 2 142.0413 -0.47
  143.0492 C10H7O+ 2 143.0491 0.13
  145.0648 C10H9O+ 2 145.0648 -0.15
  152.062 C12H8+ 2 152.0621 -0.01
  153.0573 C11H7N+ 2 153.0573 -0.2
  153.0697 C12H9+ 2 153.0699 -0.83
  154.0651 C11H8N+ 2 154.0651 -0.3
  155.0493 C11H7O+ 1 155.0491 0.96
  155.0603 C10H7N2+ 2 155.0604 -0.42
  165.0699 C13H9+ 2 165.0699 0.32
  166.0651 C12H8N+ 2 166.0651 -0.46
  167.0731 C12H9N+ 2 167.073 1.19
  169.0522 C11H7NO+ 2 169.0522 0.03
  169.0645 C4H13N2O3S+ 2 169.0641 1.89
  170.06 C11H8NO+ 2 170.06 -0.47
  171.044 C3H11N2O4S+ 2 171.0434 3.72
  179.0602 C12H7N2+ 2 179.0604 -1.03
  181.0646 C13H9O+ 2 181.0648 -1.22
  181.076 C12H9N2+ 2 181.076 -0.03
  182.0601 C12H8NO+ 2 182.06 0.33
  182.0837 C12H10N2+ 2 182.0838 -0.71
  193.076 C13H9N2+ 2 193.076 -0.34
  209.071 C13H9N2O+ 2 209.0709 0.34
  221.071 C14H9N2O+ 2 221.0709 0.27
PK$NUM_PEAK: 57
PK$PEAK: m/z int. rel.int.
  50.015 182203.1 1
  53.0386 471946.6 2
  58.995 469035.4 2
  62.0149 294111.2 1
  63.0229 2735494.8 15
  65.0386 8514774 48
  70.0651 217057.5 1
  75.0228 494187.8 2
  77.0384 349833.2 1
  87.023 444118 2
  87.0262 385960.8 2
  89.0386 24827664 140
  90.0464 777340.9 4
  91.0543 200468.6 1
  95.0491 855739.2 4
  103.0542 516624.5 2
  105.0448 424704.7 2
  113.0386 360378.9 2
  114.0464 1362975.2 7
  115.0542 176463728 999
  117.0699 228129.9 1
  118.0415 235793.3 1
  126.0464 1738374.4 9
  127.0542 2873660.8 16
  128.062 2590623.5 14
  129.0447 240166.8 1
  129.0702 240181.2 1
  132.0569 889892.2 5
  139.0541 900541.6 5
  140.0494 1119401.5 6
  140.0618 280111.2 1
  141.0573 1052724.9 5
  141.0696 367417.8 2
  142.0412 762459.6 4
  143.0492 11353344 64
  145.0648 2846215.2 16
  152.062 3453158.5 19
  153.0573 650317.7 3
  153.0697 850579.2 4
  154.0651 2517166.8 14
  155.0493 337425.7 1
  155.0603 5482767.5 31
  165.0699 229648.3 1
  166.0651 364860.3 2
  167.0731 257608.4 1
  169.0522 600970.4 3
  169.0645 442931.8 2
  170.06 637541 3
  171.044 1428040.8 8
  179.0602 242916 1
  181.0646 328571.9 1
  181.076 760308.3 4
  182.0601 3114231.8 17
  182.0837 428278 2
  193.076 529269.3 2
  209.071 1198795.9 6
  221.071 442789 2
//