ACCESSION: MSBNK-Eawag-EQ320655
RECORD_TITLE: Nafcillin; LC-ESI-QFT; MS2; CE: 75; R=35000; [M-H]-
DATE: 2015.08.26
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 NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 75 (nominal)
AC$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 9.7 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 413.1172
MS$FOCUSED_ION: PRECURSOR_M/Z 413.1177
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$SPLASH: splash10-00di-9200000000-8d4bae5167cd78d8f059
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  56.9804 C2HS- 1 56.9804 -0.61
  57.9757 CNS- 1 57.9757 -0.06
  60.9753 CHOS- 1 60.9754 -0.15
  61.0117 C2H5S- 1 61.0117 0.09
  65.9986 C3NO- 1 65.9985 0.95
  70.9836 C2HNS- 1 70.9835 0.86
  71.9914 C2H2NS- 1 71.9913 0.92
  72.9992 C2H3NS- 1 72.9992 0.84
  74.0071 C2H4NS- 1 74.007 0.76
  99.9862 C3H2NOS- 1 99.9863 -0.08
  115.0553 C9H7- 1 115.0553 -0.03
  143.0502 C2H11N2O3S- 2 143.0496 4.29
  152.0507 C11H6N- 2 152.0506 1.1
  166.0662 C12H8N- 2 166.0662 -0.32
  168.0455 C11H6NO- 2 168.0455 -0.16
  181.0532 C12H7NO- 2 181.0533 -0.79
  182.0611 C12H8NO- 2 182.0611 -0.43
  183.0274 C12H7S- 1 183.0274 -0.03
  186.056 C11H8NO2- 2 186.0561 -0.28
  192.0454 C13H6NO- 2 192.0455 -0.35
  194.061 C13H8NO- 2 194.0611 -0.66
  197.0305 C12H7NS- 1 197.0305 0.11
  198.0385 C12H8NS- 1 198.0383 0.99
  199.0222 C12H7OS- 1 199.0223 -0.45
  210.0559 C13H8NO2- 2 210.0561 -0.49
  224.0177 C13H6NOS- 1 224.0176 0.81
  225.0254 C13H7NOS- 1 225.0254 0.25
  226.0332 C13H8NOS- 1 226.0332 0.14
PK$NUM_PEAK: 28
PK$PEAK: m/z int. rel.int.
  56.9804 132759.5 3
  57.9757 1024733.8 24
  60.9753 129833.7 3
  61.0117 71187.3 1
  65.9986 118217.2 2
  70.9836 469844.7 11
  71.9914 614697.2 14
  72.9992 42491984 999
  74.0071 1564369.2 36
  99.9862 1859399.6 43
  115.0553 197127.8 4
  143.0502 7145001.5 167
  152.0507 161519 3
  166.0662 466875.1 10
  168.0455 1454845.8 34
  181.0532 117933.8 2
  182.0611 927138.7 21
  183.0274 74677.9 1
  186.056 918329.5 21
  192.0454 275972.5 6
  194.061 1119038.6 26
  197.0305 119081 2
  198.0385 201759.6 4
  199.0222 198290.7 4
  210.0559 194703.3 4
  224.0177 67083.9 1
  225.0254 625594.5 14
  226.0332 906226.6 21
//