ACCESSION: MSBNK-Eawag-EQ320654
RECORD_TITLE: Nafcillin; LC-ESI-QFT; MS2; CE: 60; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 (nominal)
AC$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$SPLASH: splash10-00di-9210000000-3431effabf1bb94e4b20
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  57.9757 CNS- 1 57.9757 -0.23
  60.9753 CHOS- 1 60.9754 -0.32
  61.0117 C2H5S- 1 61.0117 0.09
  70.9836 C2HNS- 1 70.9835 0.86
  71.9914 C2H2NS- 1 71.9913 0.64
  72.9992 C2H3NS- 1 72.9992 0.98
  73.9833 C2H2OS- 1 73.9832 1.7
  74.0071 C2H4NS- 1 74.007 0.76
  99.9862 C3H2NOS- 1 99.9863 -0.08
  102.0382 C4H8NS- 1 102.0383 -0.63
  143.0502 C2H11N2O3S- 2 143.0496 4.29
  152.0504 C11H6N- 1 152.0506 -1.47
  166.0662 C12H8N- 2 166.0662 -0.32
  168.0455 C11H6NO- 2 168.0455 -0.16
  181.0534 C12H7NO- 2 181.0533 0.54
  182.061 C12H8NO- 2 182.0611 -0.59
  186.056 C11H8NO2- 2 186.0561 -0.33
  192.0455 C13H6NO- 2 192.0455 0.33
  194.0611 C13H8NO- 2 194.0611 -0.35
  197.0304 C12H7NS- 1 197.0305 -0.45
  198.0382 C12H8NS- 1 198.0383 -0.32
  199.0223 C12H7OS- 1 199.0223 -0.2
  209.048 C13H7NO2- 2 209.0482 -1.04
  210.0561 C13H8NO2- 2 210.0561 0.09
  214.0333 C12H8NOS- 1 214.0332 0.57
  225.0254 C13H7NOS- 1 225.0254 -0.15
  226.0332 C13H8NOS- 1 226.0332 0.05
  243.0359 C13H9NO2S- 1 243.0359 -0.4
PK$NUM_PEAK: 28
PK$PEAK: m/z int. rel.int.
  57.9757 659919 13
  60.9753 170589.7 3
  61.0117 109461.1 2
  70.9836 299551.6 6
  71.9914 294392.1 5
  72.9992 49590248 999
  73.9833 118055.4 2
  74.0071 1398084.4 28
  99.9862 2754203.2 55
  102.0382 67629.5 1
  143.0502 5672021 114
  152.0504 156371.4 3
  166.0662 524568.9 10
  168.0455 913588.7 18
  181.0534 111817.5 2
  182.061 2869065.8 57
  186.056 2223222.2 44
  192.0455 219445 4
  194.0611 848294.1 17
  197.0304 96661.3 1
  198.0382 262442.7 5
  199.0223 390262.6 7
  209.048 102082.9 2
  210.0561 845549.7 17
  214.0333 77908.1 1
  225.0254 610286.4 12
  226.0332 4315427 86
  243.0359 2828498.2 56
//