ACCESSION: MSBNK-Eawag-EQ01153653
RECORD_TITLE: Abacavir 5`-carboxylate; LC-ESI-QFT; MS2; CE: 45%; R=17500; [M-H]-
DATE: 2024.05.08
AUTHORS: C. Meyer [dtc], B. Beck [dtc,com], J. Hollender [dtc]
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) Eawag 2023
PUBLICATION: Meyer, C., Stravs, M., Hollender, J.. How Wastewater Reflects Human Metabolism - Suspect Screening of Pharmaceutical Metabolites in Wastewater Influent. doi:10.1021/acs.est.4c00968
COMMENT: CONFIDENCE standard compound
COMMENT: UCHEM_ID 11536

CH$NAME: Abacavir 5`-carboxylate
CH$NAME: 4-[2-amino-6-(cyclopropylamino)purin-9-yl]cyclopent-2-ene-1-carboxylic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₄H₁₆N₆O₂
CH$EXACT_MASS: 300.1334738
CH$SMILES: C1CC1NC2=C3C(=NC(=N2)N)N(C=N3)C4CC(C=C4)C(=O)O
CH$IUPAC: InChI=1S/C14H16N6O2/c15-14-18-11(17-8-2-3-8)10-12(19-14)20(6-16-10)9-4-1-7(5-9)13(21)22/h1,4,6-9H,2-3,5H2,(H,21,22)(H3,15,17,18,19)
CH$LINK: PUBCHEM CID:76460731
CH$LINK: INCHIKEY OCSMNHMMTKMVCP-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 28571782

AC$INSTRUMENT: Exploris 240 Orbitrap Thermo Scientific
AC$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 17500
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-326
AC$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 3.380 min

MS$FOCUSED_ION: BASE_PEAK 299.1261
MS$FOCUSED_ION: PRECURSOR_M/Z 299.1262
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 3.15.1

PK$SPLASH: splash10-000i-0900000000-23e6fce2f1d77a2a02c7
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  66.0098 C2N3- 1 66.0098 -0.27
  66.0348 C4H4N- 1 66.0349 -1.39
  81.0459 C4H5N2- 1 81.0458 0.99
  82.0409 C3H4N3- 1 82.0411 -1.75
  93.0457 C5H5N2- 1 93.0458 -1.6
  106.0285 C4H2N4- 1 106.0285 -0.26
  107.0363 C4H3N4- 1 107.0363 0.26
  120.0568 C6H6N3- 1 120.0567 0.74
  132.0315 C5H2N5- 1 132.0316 -0.42
  134.0467 C5H4N5- 1 134.0472 -3.57
  147.0676 C7H7N4- 1 147.0676 -0.03
  148.0503 C5H4N6- 1 148.0503 -0.08
  149.058 C5H5N6- 1 149.0581 -1.09
  161.0584 C6H5N6- 1 161.0581 1.57
  172.0629 C8H6N5- 1 172.0629 -0.07
  189.0894 C8H9N6- 1 189.0894 -0.12
PK$NUM_PEAK: 16
PK$PEAK: m/z int. rel.int.
  66.0098 191802.3 19
  66.0348 30897.8 3
  81.0459 50646.1 5
  82.0409 25700.5 2
  93.0457 30419.5 3
  106.0285 116994.7 11
  107.0363 525723.2 52
  120.0568 75748.5 7
  132.0315 468411.7 47
  134.0467 45942 4
  147.0676 510160.7 51
  148.0503 576719.2 58
  149.058 24864.8 2
  161.0584 32867.8 3
  172.0629 63968.5 6
  189.0894 9917144 999
//