ACCESSION: MSBNK-Eawag-EQ308353
RECORD_TITLE: Amoxicillin; 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 45 (nominal)
AC$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 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$SPLASH: splash10-0036-8900000000-eca01f197da058161684
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  56.9805 C2HS- 1 56.9804 0.45
  57.9757 CNS- 1 57.9757 -0.06
  58.9961 C2H3S- 1 58.9961 0.09
  65.0397 C5H5- 1 65.0397 0.25
  70.9835 C2HNS- 1 70.9835 -0.4
  71.9913 C2H2NS- 1 71.9913 -0.47
  72.9754 C2HOS- 1 72.9754 -0.13
  72.9991 C2H3NS- 1 72.9992 -0.39
  74.007 C2H4NS- 1 74.007 -0.19
  74.991 C2H3OS- 1 74.991 0.14
  83.0251 C3H3N2O- 1 83.0251 0.04
  83.9913 C3H2NS- 1 83.9913 -0.04
  86.007 C3H4NS- 1 86.007 -0.04
  89.0178 C2H5N2S- 1 89.0179 -0.82
  93.0346 C6H5O- 1 93.0346 -0.09
  95.0251 C4H3N2O- 1 95.0251 -0.07
  95.0502 C6H7O- 1 95.0502 -0.19
  99.9863 C3H2NOS- 1 99.9863 0.12
  102.0019 C3H4NOS- 1 102.0019 0.11
  111.0023 C4H3N2S- 1 111.0022 0.79
  111.9863 C4H2NOS- 1 111.9863 0.46
  117.0346 C8H5O- 1 117.0346 0.1
  118.0299 C7H4NO- 1 118.0298 0.53
  119.0503 C8H7O- 1 119.0502 0.1
  120.0455 C7H6NO- 1 120.0455 0.35
  121.0295 C7H5O2- 1 121.0295 -0.02
  123.0452 C7H7O2- 1 123.0452 0.38
  123.9988 C6H4OS- 1 123.9988 -0.44
  125.0067 C6H5OS- 1 125.0067 0.09
  129.0129 C4H5N2OS- 1 129.0128 0.41
  132.0216 C8H4O2- 2 132.0217 -0.21
  133.0295 C8H5O2- 2 133.0295 -0.17
  134.0609 C8H8NO- 2 134.0611 -1.47
  137.0066 C7H5OS- 1 137.0067 -0.8
  144.0454 C9H6NO- 2 144.0455 -0.26
  145.0294 C9H5O2- 2 145.0295 -0.5
  146.0611 C9H8NO- 2 146.0611 -0.12
  147.0324 C8H5NO2- 2 147.0326 -0.93
  148.0404 C8H6NO2- 2 148.0404 0.26
  150.0144 C8H6OS- 1 150.0145 -0.36
  150.0559 C8H8NO2- 2 150.0561 -0.68
  151.0222 C8H7OS- 1 151.0223 -0.53
  160.0402 C9H6NO2- 2 160.0404 -1.01
  162.0019 C8H4NOS- 1 162.0019 0.26
  162.056 C9H8NO2- 2 162.0561 -0.14
  163.0223 C9H7OS- 1 163.0223 0.13
  163.9938 C8H4O2S- 1 163.9937 0.01
  171.0602 C7H11N2OS- 1 171.0598 2.64
  172.0404 C10H6NO2- 3 172.0404 0.05
  173.0479 C10H7NO2- 2 173.0482 -1.83
  178.0329 C9H8NOS- 1 178.0332 -1.9
  188.0177 C10H6NOS- 1 188.0176 0.65
  189.067 C10H9N2O2- 2 189.067 0.21
  206.028 C10H8NO2S- 1 206.0281 -0.6
  223.0544 C10H11N2O2S- 1 223.0547 -1.31
  254.0702 C14H10N2O3- 1 254.0697 1.96
PK$NUM_PEAK: 56
PK$PEAK: m/z int. rel.int.
  56.9805 3562.1 1
  57.9757 5446.5 2
  58.9961 2309.5 1
  65.0397 2004.4 1
  70.9835 2465.8 1
  71.9913 38117 20
  72.9754 13888.2 7
  72.9991 113618.5 60
  74.007 237375.5 127
  74.991 10840.8 5
  83.0251 351619 188
  83.9913 85045.9 45
  86.007 151383.6 80
  89.0178 12486.8 6
  93.0346 1867190.9 999
  95.0251 41093.6 21
  95.0502 9677.8 5
  99.9863 240791 128
  102.0019 46371.2 24
  111.0023 21025.4 11
  111.9863 51894.1 27
  117.0346 2452.6 1
  118.0299 21727.5 11
  119.0503 46324.9 24
  120.0455 145824.9 78
  121.0295 3532.2 1
  123.0452 212883.2 113
  123.9988 3120.2 1
  125.0067 14809.7 7
  129.0129 1251554.4 669
  132.0216 197716.8 105
  133.0295 632224.9 338
  134.0609 2008.3 1
  137.0066 77405.1 41
  144.0454 33529.4 17
  145.0294 9994.7 5
  146.0611 118349.2 63
  147.0324 6446.8 3
  148.0404 9432.6 5
  150.0144 2821.9 1
  150.0559 5786.6 3
  151.0222 60509.2 32
  160.0402 7738.3 4
  162.0019 13172.6 7
  162.056 19424 10
  163.0223 93588.8 50
  163.9938 3323.2 1
  171.0602 2579.8 1
  172.0404 265173.3 141
  173.0479 5761.3 3
  178.0329 24730.3 13
  188.0177 29681.6 15
  189.067 31165.8 16
  206.028 308772.9 165
  223.0544 12312.4 6
  254.0702 1953.1 1
//