ACCESSION: MSBNK-Eawag-EQ320606
RECORD_TITLE: Nafcillin; LC-ESI-QFT; MS2; CE: 90; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 (nominal)
AC$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$SPLASH: splash10-014i-0900000000-9ac2c1b4dcbf3f1421d9
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  53.0386 C4H5+ 1 53.0386 0.25
  54.0338 C3H4N+ 1 54.0338 -0.66
  58.995 C2H3S+ 1 58.995 -0.47
  65.0385 C5H5+ 1 65.0386 -1.48
  69.0447 C3H5N2+ 1 69.0447 -0.79
  70.065 C4H8N+ 1 70.0651 -1.08
  87.0263 C4H7S+ 1 87.0263 -0.43
  89.0385 C7H5+ 1 89.0386 -0.75
  94.0651 C6H8N+ 1 94.0651 -0.59
  102.0008 C3H4NOS+ 1 102.0008 -0.5
  103.0541 C8H7+ 1 103.0542 -1.03
  114.0373 C5H8NS+ 1 114.0372 0.73
  114.0461 C9H6+ 2 114.0464 -2.73
  115.0542 C9H7+ 1 115.0542 -0.58
  117.0697 C9H9+ 2 117.0699 -1.17
  126.0462 C2H10N2O2S+ 2 126.0457 3.33
  127.0542 C10H7+ 2 127.0542 -0.13
  128.062 C10H8+ 2 128.0621 -0.64
  129.0698 C10H9+ 2 129.0699 -0.52
  130.0413 C9H6O+ 2 130.0413 -0.05
  139.0541 C11H7+ 2 139.0542 -1.13
  140.0496 C10H6N+ 2 140.0495 0.67
  140.0619 C11H8+ 2 140.0621 -1.08
  141.0573 C10H7N+ 2 141.0573 0.14
  141.0698 C11H9+ 2 141.0699 -0.83
  142.0413 C10H6O+ 2 142.0413 -0.04
  143.0491 C10H7O+ 2 143.0491 -0.29
  144.0565 C2H12N2O3S+ 2 144.0563 1.56
  145.0647 C10H9O+ 2 145.0648 -0.77
  152.062 C12H8+ 2 152.0621 -0.47
  153.0572 C11H7N+ 1 153.0573 -0.53
  153.0698 C12H9+ 2 153.0699 -0.31
  154.065 C11H8N+ 1 154.0651 -0.56
  154.0778 C12H10+ 2 154.0777 0.57
  155.0497 C11H7O+ 1 155.0491 3.93
  155.0603 C10H7N2+ 1 155.0604 -0.74
  155.0854 C12H11+ 2 155.0855 -0.75
  157.0647 C11H9O+ 2 157.0648 -0.9
  165.0696 C13H9+ 2 165.0699 -1.43
  166.0653 C12H8N+ 2 166.0651 0.87
  167.0731 C12H9N+ 2 167.073 0.71
  168.0568 C12H8O+ 2 168.057 -0.93
  169.0522 C11H7NO+ 2 169.0522 0.09
  169.0644 C4H13N2O3S+ 2 169.0641 1.36
  169.0758 C11H9N2+ 1 169.076 -1.21
  170.06 C11H8NO+ 2 170.06 0.06
  171.044 C3H11N2O4S+ 2 171.0434 3.31
  181.0647 C13H9O+ 2 181.0648 -0.61
  181.0759 C12H9N2+ 2 181.076 -0.47
  182.06 C12H8NO+ 2 182.06 -0.17
  182.0836 C12H10N2+ 1 182.0838 -1.54
  183.0678 C12H9NO+ 2 183.0679 -0.58
  183.0916 C12H11N2+ 2 183.0917 -0.19
  193.076 C13H9N2+ 2 193.076 -0.13
  195.0917 C13H11N2+ 2 195.0917 0.39
  196.0754 C13H10NO+ 2 196.0757 -1.43
  206.0838 C14H10N2+ 2 206.0838 -0.1
  207.0554 C13H7N2O+ 2 207.0553 0.58
  209.0709 C13H9N2O+ 2 209.0709 -0.19
  210.0787 C13H10N2O+ 2 210.0788 -0.26
  221.071 C14H9N2O+ 2 221.0709 0.05
  222.0784 C14H10N2O+ 2 222.0788 -1.51
PK$NUM_PEAK: 62
PK$PEAK: m/z int. rel.int.
  53.0386 226030.1 1
  54.0338 278465.6 1
  58.995 414313.2 2
  65.0385 721455.8 4
  69.0447 195175.9 1
  70.065 258185.8 1
  87.0263 1085762.2 6
  89.0385 2168806 13
  94.0651 195797.2 1
  102.0008 190844.9 1
  103.0541 379471.9 2
  114.0373 1053305.8 6
  114.0461 453678.6 2
  115.0542 157718656 999
  117.0697 378662.8 2
  126.0462 398962.6 2
  127.0542 762836.9 4
  128.062 2374304.8 15
  129.0698 1277240.1 8
  130.0413 581494.8 3
  139.0541 295526.5 1
  140.0496 205930.4 1
  140.0619 245564.4 1
  141.0573 394550.3 2
  141.0698 1163573.1 7
  142.0413 805443.9 5
  143.0491 71371256 452
  144.0565 339754.4 2
  145.0647 1816185.2 11
  152.062 2226778.2 14
  153.0572 857923.4 5
  153.0698 2156893 13
  154.065 3069686.2 19
  154.0778 190330 1
  155.0497 652075.7 4
  155.0603 3540310.5 22
  155.0854 338410 2
  157.0647 380897.4 2
  165.0696 396016.8 2
  166.0653 293419.9 1
  167.0731 500592.1 3
  168.0568 413050.6 2
  169.0522 1444753.5 9
  169.0644 396667.2 2
  169.0758 326204.6 2
  170.06 368691.5 2
  171.044 38951536 246
  181.0647 3283575.5 20
  181.0759 610866.1 3
  182.06 13399943 84
  182.0836 1448070.2 9
  183.0678 1066924.4 6
  183.0916 801189.6 5
  193.076 429313.3 2
  195.0917 213097.4 1
  196.0754 172816.8 1
  206.0838 236659.9 1
  207.0554 185144.5 1
  209.0709 4504204 28
  210.0787 284944.6 1
  221.071 951907.2 6
  222.0784 235581.7 1
//