ACCESSION: MSBNK-Eawag-EQ320603
RECORD_TITLE: Nafcillin; LC-ESI-QFT; MS2; CE: 45; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 45 (nominal)
AC$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$SPLASH: splash10-00dj-0900000000-9ab759b60ea1b1ccb0a7
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0178 C3H3O+ 1 55.0178 -0.2
  87.0263 C4H7S+ 1 87.0263 0.14
  100.0393 C4H6NO2+ 1 100.0393 -0.45
  102.0007 C3H4NOS+ 1 102.0008 -0.7
  114.0371 C5H8NS+ 1 114.0372 -0.41
  115.0541 C9H7+ 2 115.0542 -1.27
  128.0529 C6H10NS+ 1 128.0528 0.1
  128.0618 C10H8+ 2 128.0621 -1.57
  129.0699 C10H9+ 2 129.0699 -0.13
  141.0697 C11H9+ 2 141.0699 -1.04
  143.0491 C10H7O+ 2 143.0491 -0.01
  143.0855 C11H11+ 2 143.0855 0.02
  145.0649 C10H9O+ 1 145.0648 0.61
  155.0854 C12H11+ 2 155.0855 -1.08
  156.0811 C11H10N+ 2 156.0808 2.14
  157.0648 C11H9O+ 2 157.0648 -0.14
  160.0426 C6H10NO2S+ 1 160.0427 -0.35
  169.0649 C12H9O+ 2 169.0648 0.35
  171.044 C3H11N2O4S+ 2 171.0434 3.37
  181.0647 C13H9O+ 2 181.0648 -0.28
  182.06 C12H8NO+ 2 182.06 0
  183.0443 C12H7O2+ 1 183.0441 1.55
  183.0678 C12H9NO+ 2 183.0679 -0.14
  183.0799 C13H11O+ 2 183.0804 -3.07
  183.0914 C12H11N2+ 1 183.0917 -1.34
  184.0757 C12H10NO+ 2 184.0757 0.32
  199.0753 C13H11O2+ 2 199.0754 -0.18
  209.0704 C13H9N2O+ 1 209.0709 -2.58
  210.0787 C13H10N2O+ 2 210.0788 -0.12
  210.0911 C14H12NO+ 2 210.0913 -1.19
  211.0866 C13H11N2O+ 2 211.0866 -0.09
  211.099 C14H13NO+ 2 211.0992 -0.97
  227.0576 C13H9NO3+ 1 227.0577 -0.46
  228.0655 C13H10NO3+ 1 228.0655 -0.09
  238.0859 C15H12NO2+ 2 238.0863 -1.45
  239.1179 C15H15N2O+ 2 239.1179 -0.12
  255.0761 C14H11N2O3+ 1 255.0764 -1.21
  256.0968 C15H14NO3+ 1 256.0968 -0.08
  283.1079 C16H15N2O3+ 1 283.1077 0.75
PK$NUM_PEAK: 39
PK$PEAK: m/z int. rel.int.
  55.0178 391610 2
  87.0263 457576.8 3
  100.0393 187809.2 1
  102.0007 188721.2 1
  114.0371 804152.6 5
  115.0541 1915762 12
  128.0529 402665.2 2
  128.0618 238677.2 1
  129.0699 438148.2 2
  141.0697 372781 2
  143.0491 2348492 15
  143.0855 1093618.9 7
  145.0649 405280.6 2
  155.0854 268212.5 1
  156.0811 246706.5 1
  157.0648 2429484 16
  160.0426 760245.5 5
  169.0649 2705805 18
  171.044 147815040 999
  181.0647 31502036 212
  182.06 7883654.5 53
  183.0443 299353.8 2
  183.0678 1990482.8 13
  183.0799 371016.2 2
  183.0914 277936.9 1
  184.0757 716963.4 4
  199.0753 76247936 515
  209.0704 285627.8 1
  210.0787 3282336.2 22
  210.0911 1023706.9 6
  211.0866 2246055.8 15
  211.099 913945.1 6
  227.0576 2360655.2 15
  228.0655 4186750.8 28
  238.0859 326341 2
  239.1179 3350110 22
  255.0761 153656.3 1
  256.0968 7804179.5 52
  283.1079 194964.9 1
//