ACCESSION: MSBNK-Eawag-EQ308352
RECORD_TITLE: Amoxicillin; LC-ESI-QFT; MS2; CE: 30; 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 3083

CH$NAME: Amoxicillin
CH$NAME: Amoxicillin anhydrous
CH$NAME: (2S,5R,6R)-6-[[(2R)-2-amino-2-(4-hydroxyphenyl)-1-oxoethyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₆H₁₉N₃O₅S
CH$EXACT_MASS: 365.10454
CH$SMILES: CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)C3=CC=C(O)C=C3)C(=O)N2[C@H]1C(O)=O
CH$IUPAC: InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1
CH$LINK: CAS 26787-78-0
CH$LINK: CHEBI 2676
CH$LINK: KEGG D07452
CH$LINK: PUBCHEM CID:40467057
CH$LINK: INCHIKEY LSQZJLSUYDQPKJ-NJBDSQKTSA-N
CH$LINK: CHEMSPIDER 31006
CH$LINK: COMPTOX DTXSID3037044

AC$INSTRUMENT: Q Exactive Orbitrap Thermo Scientific
AC$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$MASS_SPECTROMETRY: COLLISION_ENERGY 30 (nominal)
AC$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 2.2 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 364.0974
MS$FOCUSED_ION: PRECURSOR_M/Z 364.0973
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$DATA_PROCESSING: DEPROFILE Spline
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$SPLASH: splash10-056u-4960000000-f3c347843d63d99418c5
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  57.9757 CNS- 1 57.9757 -0.23
  71.9913 C2H2NS- 1 71.9913 -0.05
  72.9754 C2HOS- 1 72.9754 0.56
  72.999 C2H3NS- 1 72.9992 -2.17
  74.007 C2H4NS- 1 74.007 -0.32
  74.991 C2H3OS- 1 74.991 -0.26
  83.0251 C3H3N2O- 1 83.0251 0.04
  83.9914 C3H2NS- 1 83.9913 0.19
  86.007 C3H4NS- 1 86.007 0.19
  89.0179 C2H5N2S- 1 89.0179 -0.37
  93.0346 C6H5O- 1 93.0346 -0.09
  95.0251 C4H3N2O- 1 95.0251 0.04
  99.9862 C3H2NOS- 1 99.9863 -0.08
  102.002 C3H4NOS- 1 102.0019 0.6
  105.0342 C7H5O- 1 105.0346 -3.41
  111.0022 C4H3N2S- 1 111.0022 -0.29
  111.9863 C4H2NOS- 1 111.9863 0.64
  118.0301 C7H4NO- 1 118.0298 2.06
  119.0501 C8H7O- 2 119.0502 -0.83
  120.0455 C7H6NO- 1 120.0455 0.27
  123.0452 C7H7O2- 1 123.0452 0.79
  123.9988 C6H4OS- 1 123.9988 -0.52
  125.0067 C6H5OS- 1 125.0067 0.25
  129.0129 C4H5N2OS- 1 129.0128 0.41
  132.0216 C8H4O2- 2 132.0217 -0.74
  133.0294 C8H5O2- 2 133.0295 -0.4
  137.0066 C7H5OS- 1 137.0067 -0.51
  144.0454 C9H6NO- 2 144.0455 -0.47
  145.0295 C9H5O2- 2 145.0295 -0.09
  146.0611 C9H8NO- 2 146.0611 -0.05
  148.0406 C8H6NO2- 1 148.0404 1.68
  151.0222 C8H7OS- 1 151.0223 -0.66
  160.0402 C9H6NO2- 2 160.0404 -1.39
  162.056 C9H8NO2- 2 162.0561 -0.44
  163.0224 C9H7OS- 1 163.0223 0.37
  163.9939 C8H4O2S- 1 163.9937 0.62
  171.0597 C7H11N2OS- 1 171.0598 -0.63
  172.0404 C10H6NO2- 3 172.0404 0.16
  178.0332 C9H8NOS- 1 178.0332 -0.16
  181.044 C8H9N2OS- 1 181.0441 -0.48
  188.0177 C10H6NOS- 1 188.0176 0.86
  189.0669 C10H9N2O2- 2 189.067 -0.01
  206.028 C10H8NO2S- 1 206.0281 -0.69
  223.0546 C10H11N2O2S- 1 223.0547 -0.37
  226.0651 C9H12N3O2S- 1 226.0656 -2.04
  226.0871 C14H12NO2- 3 226.0874 -1.12
  254.0695 C14H10N2O3- 1 254.0697 -0.55
  269.093 C15H13N2O3- 1 269.0932 -0.5
  303.0811 C15H15N2O3S- 1 303.0809 0.84
PK$NUM_PEAK: 49
PK$PEAK: m/z int. rel.int.
  57.9757 3092.2 1
  71.9913 12172.2 5
  72.9754 3247.5 1
  72.999 21737.9 10
  74.007 82607.5 38
  74.991 3042.9 1
  83.0251 113996.2 53
  83.9914 26349.9 12
  86.007 63104.4 29
  89.0179 24075 11
  93.0346 1408130.2 656
  95.0251 21037.4 9
  99.9862 171142.5 79
  102.002 15614.6 7
  105.0342 7033.8 3
  111.0022 9889.8 4
  111.9863 33342.7 15
  118.0301 10942.6 5
  119.0501 10505.6 4
  120.0455 91081.8 42
  123.0452 32160.5 14
  123.9988 5263 2
  125.0067 9610.1 4
  129.0129 2143257.9 999
  132.0216 50888.3 23
  133.0294 229333.3 106
  137.0066 55553.3 25
  144.0454 7344 3
  145.0295 7984.8 3
  146.0611 124544.3 58
  148.0406 10876.7 5
  151.0222 26096.6 12
  160.0402 2374.9 1
  162.056 31092.4 14
  163.0224 137271.2 63
  163.9939 5389.9 2
  171.0597 25857.4 12
  172.0404 230248.8 107
  178.0332 34834.9 16
  181.044 14657 6
  188.0177 19320.6 9
  189.0669 142608.1 66
  206.028 2106164.7 981
  223.0546 499454.6 232
  226.0651 6278.7 2
  226.0871 5708 2
  254.0695 5533 2
  269.093 6335.2 2
  303.0811 10864.6 5
//