ACCESSION: MSBNK-Eawag-EQ320605
RECORD_TITLE: Nafcillin; LC-ESI-QFT; MS2; CE: 75; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 (nominal)
AC$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 9.4 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$SPLASH: splash10-00xu-0900000000-dbba294d0a77e44851ed
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  54.0338 C3H4N+ 1 54.0338 -0.66
  55.0178 C3H3O+ 1 55.0178 -0.75
  58.995 C2H3S+ 1 58.995 -0.81
  63.0228 C5H3+ 1 63.0229 -2.48
  70.065 C4H8N+ 1 70.0651 -1.37
  87.0263 C4H7S+ 1 87.0263 -0.2
  89.0384 C7H5+ 1 89.0386 -2.1
  94.0651 C6H8N+ 1 94.0651 -0.17
  102.0008 C3H4NOS+ 1 102.0008 0.28
  103.0542 C8H7+ 1 103.0542 -0.74
  113.0293 C5H7NS+ 1 113.0294 -0.28
  114.0372 C5H8NS+ 1 114.0372 0.12
  114.0462 C9H6+ 2 114.0464 -1.68
  115.0542 C9H7+ 1 115.0542 -0.58
  117.0698 C9H9+ 2 117.0699 -0.91
  126.046 C2H10N2O2S+ 2 126.0457 1.9
  127.054 C10H7+ 2 127.0542 -2.18
  128.0619 C10H8+ 2 128.0621 -0.87
  129.0698 C10H9+ 2 129.0699 -0.75
  130.0412 C9H6O+ 2 130.0413 -0.66
  141.0697 C11H9+ 2 141.0699 -1.04
  142.0412 C10H6O+ 2 142.0413 -1.1
  143.0491 C10H7O+ 2 143.0491 -0.29
  144.0569 C10H8O+ 2 144.057 -0.25
  145.0647 C10H9O+ 2 145.0648 -0.7
  152.0621 C12H8+ 2 152.0621 0.05
  153.0572 C11H7N+ 1 153.0573 -0.98
  153.0698 C12H9+ 2 153.0699 -0.7
  154.065 C11H8N+ 1 154.0651 -0.69
  154.0778 C12H10+ 2 154.0777 0.38
  155.0493 C11H7O+ 1 155.0491 1.09
  155.0602 C10H7N2+ 1 155.0604 -0.93
  155.0854 C12H11+ 2 155.0855 -0.75
  156.0807 C11H10N+ 2 156.0808 -0.29
  157.0647 C11H9O+ 2 157.0648 -0.45
  165.0698 C13H9+ 2 165.0699 -0.46
  166.0651 C12H8N+ 2 166.0651 -0.4
  167.0729 C12H9N+ 2 167.073 -0.18
  168.0568 C12H8O+ 2 168.057 -0.81
  169.0523 C11H7NO+ 2 169.0522 0.5
  169.0647 C12H9O+ 2 169.0648 -0.72
  169.0758 C11H9N2+ 1 169.076 -1.57
  170.0597 C11H8NO+ 1 170.06 -1.82
  171.0439 C3H11N2O4S+ 2 171.0434 3.13
  181.0647 C13H9O+ 2 181.0648 -0.73
  182.06 C12H8NO+ 2 182.06 -0.22
  182.0835 C12H10N2+ 1 182.0838 -2.14
  183.0443 C12H7O2+ 2 183.0441 1.06
  183.0678 C12H9NO+ 2 183.0679 -0.19
  183.0915 C12H11N2+ 1 183.0917 -1.23
  184.0755 C12H10NO+ 2 184.0757 -0.93
  193.0761 C13H9N2+ 2 193.076 0.34
  195.0917 C13H11N2+ 2 195.0917 -0.08
  196.0755 C13H10NO+ 2 196.0757 -0.82
  198.0548 C12H8NO2+ 2 198.055 -1.03
  199.0755 C13H11O2+ 2 199.0754 0.62
  206.0839 C14H10N2+ 2 206.0838 0.39
  208.0628 C13H8N2O+ 2 208.0631 -1.32
  209.0709 C13H9N2O+ 2 209.0709 -0.28
  210.0788 C13H10N2O+ 2 210.0788 0.12
  210.0911 C14H12NO+ 2 210.0913 -1
  211.0864 C13H11N2O+ 2 211.0866 -0.85
  221.0708 C14H9N2O+ 2 221.0709 -0.59
  222.079 C14H10N2O+ 2 222.0788 0.97
  223.0865 C14H11N2O+ 2 223.0866 -0.27
  228.0657 C13H10NO3+ 1 228.0655 0.57
  249.1023 C16H13N2O+ 2 249.1022 0.28
PK$NUM_PEAK: 67
PK$PEAK: m/z int. rel.int.
  54.0338 336176.3 2
  55.0178 163632.8 1
  58.995 264454.6 2
  63.0228 322363.4 2
  70.065 202943.2 1
  87.0263 753963.3 6
  89.0384 407155.3 3
  94.0651 234522.9 2
  102.0008 191180.8 1
  103.0542 136762.4 1
  113.0293 195150.8 1
  114.0372 1647113.1 14
  114.0462 170895.7 1
  115.0542 75830704 672
  117.0698 334646.4 2
  126.046 139010.6 1
  127.054 345205.9 3
  128.0619 1694503.2 15
  129.0698 1564801 13
  130.0412 827258.5 7
  141.0697 1026418.9 9
  142.0412 223808.2 1
  143.0491 72678992 644
  144.0569 232807.8 2
  145.0647 1155255.9 10
  152.0621 1172524.5 10
  153.0572 479422 4
  153.0698 1896973.9 16
  154.065 1626769.8 14
  154.0778 145423.8 1
  155.0493 400438.2 3
  155.0602 1444523.9 12
  155.0854 754591.6 6
  156.0807 204903.2 1
  157.0647 732437.6 6
  165.0698 378584.6 3
  166.0651 152985.3 1
  167.0729 403220.3 3
  168.0568 401093.6 3
  169.0523 852451.1 7
  169.0647 495950.8 4
  169.0758 191818.9 1
  170.0597 336980.8 2
  171.0439 112704960 999
  181.0647 7474496 66
  182.06 15869779 140
  182.0835 1279623.2 11
  183.0443 275417.7 2
  183.0678 2311769.8 20
  183.0915 1276705.1 11
  184.0755 203161.1 1
  193.0761 222380.8 1
  195.0917 264567 2
  196.0755 202478.7 1
  198.0548 140342.4 1
  199.0755 435555.2 3
  206.0839 149760.1 1
  208.0628 156978.4 1
  209.0709 4208098 37
  210.0788 1401445.1 12
  210.0911 182837.9 1
  211.0864 571988.7 5
  221.0708 433467.2 3
  222.079 246784.5 2
  223.0865 189210.6 1
  228.0657 184551.4 1
  249.1023 139984.6 1
//