ACCESSION: MSBNK-Eawag-EQ320608
RECORD_TITLE: Nafcillin; LC-ESI-QFT; MS2; CE: 150; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 150 (nominal)
AC$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$SPLASH: splash10-014i-7900000000-dc8fdcb9afe3b064db85
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  50.015 C4H2+ 1 50.0151 -1.43
  51.0229 C4H3+ 1 51.0229 -0.72
  53.0022 C3HO+ 1 53.0022 0.17
  53.0386 C4H5+ 1 53.0386 0.06
  53.9974 C2NO+ 1 53.9974 -0.56
  54.0338 C3H4N+ 1 54.0338 -0.1
  57.9872 C2H2S+ 1 57.9872 -0.22
  58.995 C2H3S+ 1 58.995 -0.3
  61.0072 C5H+ 1 61.0073 -1.25
  62.0151 C5H2+ 1 62.0151 -0.67
  63.0229 C5H3+ 1 63.0229 -0.26
  65.0386 C5H5+ 1 65.0386 -0.25
  74.015 C6H2+ 1 74.0151 -0.83
  75.0229 C6H3+ 1 75.0229 -0.89
  76.0306 C6H4+ 1 76.0308 -1.47
  77.0385 C6H5+ 1 77.0386 -1.38
  78.0463 C6H6+ 1 78.0464 -0.79
  79.0542 C6H7+ 1 79.0542 -0.08
  80.0494 C5H6N+ 1 80.0495 -0.69
  86.015 C7H2+ 1 86.0151 -1.53
  87.0229 C7H3+ 1 87.0229 -0.07
  88.0307 C7H4+ 1 88.0308 -0.24
  89.0385 C7H5+ 1 89.0386 -0.52
  90.0464 C7H6+ 1 90.0464 -0.02
  91.0543 C7H7+ 1 91.0542 0.7
  95.0491 C6H7O+ 1 95.0491 -0.33
  99.0227 C8H3+ 2 99.0229 -1.88
  101.0385 C8H5+ 1 101.0386 -0.66
  102.0464 C8H6+ 1 102.0464 0.08
  103.0541 C8H7+ 1 103.0542 -1.03
  105.0448 C6H5N2+ 1 105.0447 0.34
  113.0385 C9H5+ 1 113.0386 -0.41
  114.0464 C9H6+ 1 114.0464 0.25
  115.0542 C9H7+ 1 115.0542 -0.32
  118.0412 C8H6O+ 2 118.0413 -1.07
  119.0491 C8H7O+ 1 119.0491 -0.01
  120.0206 C7H4O2+ 1 120.0206 0.49
  125.0386 C10H5+ 1 125.0386 0.03
  126.0464 C2H10N2O2S+ 2 126.0457 5
  127.0542 C10H7+ 2 127.0542 -0.29
  128.062 C10H8+ 2 128.0621 -0.4
  129.0446 C8H5N2+ 1 129.0447 -0.97
  132.0569 C9H8O+ 2 132.057 -0.27
  139.0541 C11H7+ 2 139.0542 -0.62
  140.0494 C10H6N+ 1 140.0495 -0.4
  140.0619 C11H8+ 2 140.0621 -1.01
  141.0572 C10H7N+ 1 141.0573 -0.71
  141.0699 C11H9+ 2 141.0699 -0.12
  142.0412 C10H6O+ 2 142.0413 -0.96
  143.0492 C10H7O+ 2 143.0491 0.41
  145.0648 C10H9O+ 2 145.0648 0.06
  150.0465 C12H6+ 2 150.0464 0.39
  151.0542 C12H7+ 2 151.0542 -0.04
  152.0494 C11H6N+ 1 152.0495 -0.63
  152.062 C12H8+ 2 152.0621 -0.14
  153.0572 C11H7N+ 1 153.0573 -0.59
  153.0698 C12H9+ 2 153.0699 -0.31
  154.065 C11H8N+ 1 154.0651 -1.08
  155.0603 C10H7N2+ 1 155.0604 -0.55
  164.0494 C12H6N+ 2 164.0495 -0.64
  165.0697 C13H9+ 2 165.0699 -0.83
  166.0651 C12H8N+ 2 166.0651 -0.09
  169.0648 C12H9O+ 2 169.0648 -0.01
  170.06 C11H8NO+ 2 170.06 -0.06
  179.0605 C12H7N2+ 2 179.0604 0.59
  181.0762 C12H9N2+ 2 181.076 0.69
  182.0602 C12H8NO+ 2 182.06 1.1
  193.0762 C13H9N2+ 2 193.076 0.7
  221.0711 C14H9N2O+ 2 221.0709 0.68
PK$NUM_PEAK: 69
PK$PEAK: m/z int. rel.int.
  50.015 492054.1 5
  51.0229 315202.8 3
  53.0022 524535.6 5
  53.0386 829708.1 9
  53.9974 137686 1
  54.0338 187654.7 2
  57.9872 185606.6 2
  58.995 622020 6
  61.0072 294101.1 3
  62.0151 1707902.8 18
  63.0229 15578404 172
  65.0386 23875646 264
  74.015 648398.9 7
  75.0229 2613193 28
  76.0306 154618.9 1
  77.0385 855232.7 9
  78.0463 293528.3 3
  79.0542 143027.6 1
  80.0494 186250.1 2
  86.015 300105 3
  87.0229 1597938.1 17
  88.0307 1297217.6 14
  89.0385 53527608 592
  90.0464 1356696 15
  91.0543 368653 4
  95.0491 2489505.5 27
  99.0227 251976 2
  101.0385 252213.7 2
  102.0464 555208.1 6
  103.0541 457412.9 5
  105.0448 1390354.6 15
  113.0385 1940744.4 21
  114.0464 2545331 28
  115.0542 90231000 999
  118.0412 645474.4 7
  119.0491 187566.6 2
  120.0206 135262.3 1
  125.0386 343357.5 3
  126.0464 3492435 38
  127.0542 2821258.2 31
  128.062 1690940.6 18
  129.0446 524311.8 5
  132.0569 1609485.5 17
  139.0541 1387276.4 15
  140.0494 1677682.6 18
  140.0619 165629.4 1
  141.0572 450376.3 4
  141.0699 161664.1 1
  142.0412 212337.1 2
  143.0492 821324.9 9
  145.0648 2202636.2 24
  150.0465 316641.3 3
  151.0542 137076.7 1
  152.0494 216131 2
  152.062 2349151.8 26
  153.0572 311549.2 3
  153.0698 260744.9 2
  154.065 1023223.4 11
  155.0603 4034274.8 44
  164.0494 244756.1 2
  165.0697 144728.5 1
  166.0651 315688.8 3
  169.0648 533454.2 5
  170.06 766893.8 8
  179.0605 247631.1 2
  181.0762 261224 2
  182.0602 302349.9 3
  193.0762 138705.9 1
  221.0711 151443 1
//