ACCESSION: MSBNK-RIKEN-PR309143
RECORD_TITLE: N-Fructosyl S-(2-carboxypropyl)glutathione; LC-ESI-QTOF; MS2
DATE: 2019.03.28
AUTHORS: Tetsuya Mori, Center for Sustainable Resource Science, RIKEN
LICENSE: CC BY-NC-SA
PUBLICATION: Tsugawa H., Nakabayashi R., Mori T., Yamada Y., Takahashi M., Rai A., Sugiyama R., Yamamoto H., Nakaya T., Yamazaki M., Kooke R., Bac-Molenaar JA., Oztolan-Erol N., Keurentjes JJB., Arita M., Saito K. (2019) "A cheminformatics approach to characterize metabolomes in stable-isotope-labeled organisms" Nature Methods 16(4):295-298. [doi:10.1038/s41592-019-0358-2]
COMMENT: Annotation level-3

CH$NAME: N-Fructosyl S-(2-carboxypropyl)glutathione
CH$COMPOUND_CLASS: N-Fructosyl peptides
CH$FORMULA: C₂₀H₃₃N₃O₁₃S
CH$EXACT_MASS: 555.557
CH$SMILES: CC(CSCC(NC(=O)CCC(NCC1(O)OCC(O)C(O)C1O)C(O)=O)C(=O)NCC(O)=O)C(O)=O
CH$IUPAC: InChI=1S/C20H33N3O13S/c1-9(18(31)32)6-37-7-11(17(30)21-4-14(26)27)23-13(25)3-2-10(19(33)34)22-8-20(35)16(29)15(28)12(24)5-36-20/h9-12,15-16,22,24,28-29,35H,2-8H2,1H3,(H,21,30)(H,23,25)(H,26,27)(H,31,32)(H,33,34)
CH$LINK: INCHIKEY XNLDDWIYGNQHQN-UHFFFAOYSA-N

AC$INSTRUMENT: LC, Waters Acquity UPLC System; MS, Waters Xevo G2 Q-Tof
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 6V
AC$MASS_SPECTROMETRY: DESOLVATION_GAS_FLOW 800/h
AC$MASS_SPECTROMETRY: DESOLVATION_TEMPERATURE 450 C
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$CHROMATOGRAPHY: CAPILLARY_VOLTAGE +3.00 kV
AC$CHROMATOGRAPHY: COLUMN_NAME Acquity bridged ethyl hybrid C18 (1.7 um, 2.1 mm * 100 mm, Waters)
AC$CHROMATOGRAPHY: COLUMN_TEMPERATURE 40 C
AC$CHROMATOGRAPHY: FLOW_GRADIENT A/B = (99.5%/0.5% at 0 min, 99.5%/0.5% at 0.1 min, 20%/80% at 10 min, 0.5%/99.5% at 10.1 min, 0.5%/99.5% at 12.0 min, 99.5%/0.5% at 12.1 min, 99.5%/0.5% at 15.0 min)
AC$CHROMATOGRAPHY: FLOW_RATE 0.3 ml/min at 0 min, 0.3 ml/min at 10 min, 0.4 ml/min at 10.1 min, 0.4 ml/min at 14.4 min, 0.3 ml/min at 14.5 min
AC$CHROMATOGRAPHY: RETENTION_TIME 2.4
AC$CHROMATOGRAPHY: SOLVENT A water including 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B acetonitrile including 0.1% formic acid

MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$FOCUSED_ION: PRECURSOR_M/Z 554.1671

PK$SPLASH: splash10-0udi-0556290000-b0aa15ecb2306900e3cc
PK$NUM_PEAK: 45
PK$PEAK: m/z int. rel.int.
  120.01923 18.0 26
  128.03708 78.0 114
  135.05566 16.0 23
  143.04395 60.0 88
  143.06984 16.0 23
  144.04868 23.0 34
  153.0685 16.0 23
  167.07831 21.0 31
  170.03291 16.0 23
  171.03598 19.0 28
  179.04419 59.0 86
  182.09373 16.0 23
  183.09293 24.0 35
  185.05995 18.0 26
  222.08751 26.0 38
  232.04443 20.0 29
  253.09831 36.0 53
  254.08228 44.0 64
  255.08263 20.0 29
  272.07596 16.0 23
  272.09116 174.0 254
  273.08395 17.0 25
  282.10358 20.0 29
  287.01828 21.0 31
  306.08078 52.0 76
  307.07785 26.0 38
  308.08014 21.0 31
  318.10443 18.0 26
  344.10791 35.0 51
  347.95834 22.0 32
  374.10004 46.0 67
  392.11758 242.0 353
  393.10397 16.0 23
  394.11502 18.0 26
  395.11209 34.0 50
  398.12378 17.0 25
  422.15692 16.0 23
  434.12009 39.0 57
  446.14536 17.0 25
  464.12299 32.0 47
  464.14395 78.0 114
  469.13803 20.0 29
  474.15414 16.0 23
  500.74249 20.0 29
  554.16644 685.0 999
//