ACCESSION: MSBNK-Eawag-EQ320604
RECORD_TITLE: Nafcillin; LC-ESI-QFT; MS2; CE: 60; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 (nominal)
AC$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 9.4 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$SPLASH: splash10-00di-0900000000-1e9b29becf8d78e99cfa
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0179 C3H3O+ 1 55.0178 0.52
  70.065 C4H8N+ 1 70.0651 -1.08
  87.0263 C4H7S+ 1 87.0263 -0.09
  100.0394 C4H6NO2+ 1 100.0393 0.75
  102.0008 C3H4NOS+ 1 102.0008 -0.4
  114.0372 C5H8NS+ 1 114.0372 -0.15
  115.0542 C9H7+ 1 115.0542 -0.23
  117.0699 C9H9+ 1 117.0699 0.2
  128.0527 C6H10NS+ 1 128.0528 -0.83
  128.0619 C10H8+ 2 128.0621 -1.11
  129.0698 C10H9+ 2 129.0699 -0.28
  130.0414 C9H6O+ 1 130.0413 0.41
  141.0698 C11H9+ 2 141.0699 -0.4
  143.0492 C10H7O+ 2 143.0491 0.13
  143.0855 C11H11+ 2 143.0855 0.02
  145.0648 C10H9O+ 2 145.0648 -0.08
  152.0619 C12H8+ 2 152.0621 -0.93
  153.0699 C12H9+ 2 153.0699 0.28
  154.0651 C11H8N+ 2 154.0651 -0.49
  155.0603 C10H7N2+ 1 155.0604 -0.61
  155.0853 C12H11+ 2 155.0855 -1.27
  156.081 C11H10N+ 2 156.0808 1.24
  157.0648 C11H9O+ 2 157.0648 -0.07
  160.0425 C6H10NO2S+ 1 160.0427 -1.1
  165.0699 C13H9+ 2 165.0699 0.02
  167.0733 C12H9N+ 2 167.073 1.91
  168.0573 C12H8O+ 1 168.057 1.81
  169.0648 C12H9O+ 2 169.0648 0.17
  169.0761 C11H9N2+ 2 169.076 0.62
  170.0598 C11H8NO+ 1 170.06 -1.3
  171.044 C3H11N2O4S+ 2 171.0434 3.31
  181.0647 C13H9O+ 2 181.0648 -0.39
  182.06 C12H8NO+ 2 182.06 0
  183.044 C12H7O2+ 2 183.0441 -0.09
  183.0678 C12H9NO+ 2 183.0679 -0.3
  183.0808 C13H11O+ 1 183.0804 2.18
  183.0915 C12H11N2+ 2 183.0917 -1.17
  184.0758 C12H10NO+ 2 184.0757 0.65
  196.0754 C13H10NO+ 1 196.0757 -1.48
  199.0753 C13H11O2+ 2 199.0754 -0.08
  209.071 C13H9N2O+ 2 209.0709 0.19
  210.0789 C13H10N2O+ 2 210.0788 0.5
  210.0911 C14H12NO+ 2 210.0913 -1.14
  211.0866 C13H11N2O+ 2 211.0866 0.15
  211.0989 C14H13NO+ 2 211.0992 -1.12
  221.0704 C14H9N2O+ 1 221.0709 -2.21
  223.0861 C14H11N2O+ 1 223.0866 -2.24
  227.0578 C13H9NO3+ 1 227.0577 0.38
  228.0654 C13H10NO3+ 1 228.0655 -0.48
  239.1177 C15H15N2O+ 2 239.1179 -0.75
  256.0966 C15H14NO3+ 1 256.0968 -0.9
PK$NUM_PEAK: 51
PK$PEAK: m/z int. rel.int.
  55.0179 384898.5 1
  70.065 227362.8 1
  87.0263 661453.3 3
  100.0394 259411.1 1
  102.0008 228043.7 1
  114.0372 1673214.8 7
  115.0542 21016186 97
  117.0699 268659.9 1
  128.0527 399150.9 1
  128.0619 1009909.6 4
  129.0698 1415669.8 6
  130.0414 556337.2 2
  141.0698 1109241 5
  143.0492 31026390 144
  143.0855 1580968 7
  145.0648 925185.6 4
  152.0619 234902 1
  153.0699 1599013.1 7
  154.0651 544034.8 2
  155.0603 487968.2 2
  155.0853 742199.6 3
  156.081 349208.8 1
  157.0648 1678739.4 7
  160.0425 288798.6 1
  165.0699 249853.8 1
  167.0733 354670.3 1
  168.0573 432450 2
  169.0648 1569696.5 7
  169.0761 242981.5 1
  170.0598 334512.6 1
  171.044 214739408 999
  181.0647 19062430 88
  182.06 16269113 75
  183.044 595772.8 2
  183.0678 3422181.8 15
  183.0808 223388.5 1
  183.0915 1198279.4 5
  184.0758 617160.2 2
  196.0754 258621.4 1
  199.0753 10151152 47
  209.071 2050331.8 9
  210.0789 4398886.5 20
  210.0911 545816.3 2
  211.0866 2063663.2 9
  211.0989 250719.8 1
  221.0704 316137.3 1
  223.0861 263222.5 1
  227.0578 741535.1 3
  228.0654 1951701.8 9
  239.1177 378975.7 1
  256.0966 543547.2 2
//