ACCESSION: MSBNK-RIKEN-PR310821
RECORD_TITLE: N-Fructosyl gamma-glutamyl-S-(1-propenyl)cysteine sulfoxide; 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$NAME: N-Fructosyl gamma-glutamyl-S-(1-propenyl)cysteine sulfoxide
CH$COMPOUND_CLASS: N-Fructosyl peptides
CH$FORMULA: C₁₇H₂₈N₂O₁₁S
CH$EXACT_MASS: 468.479
CH$SMILES: C\C=C\S(=O)CC(NC(=O)CCC(NCC1(O)OCC(O)C(O)C1O)C(O)=O)C(O)=O
CH$IUPAC: InChI=1S/C17H28N2O11S/c1-2-5-31(29)7-10(16(26)27)19-12(21)4-3-9(15(24)25)18-8-17(28)14(23)13(22)11(20)6-30-17/h2,5,9-11,13-14,18,20,22-23,28H,3-4,6-8H2,1H3,(H,19,21)(H,24,25)(H,26,27)/b5-2+
CH$LINK: INCHIKEY WROKSUMDFCBDIW-GORDUTHDSA-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 POSITIVE
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 1.83
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 469.1483

PK$SPLASH: splash10-014i-0494600000-70a5433dca35b1b1bc49
PK$NUM_PEAK: 66
PK$PEAK: m/z int. rel.int.
  81.03384 47.0 67
  89.0421 22.0 31
  97.03071 47.0 67
  113.04346 22.0 31
  126.05618 21.0 30
  126.06741 30.0 43
  130.04541 34.0 48
  130.05415 117.0 166
  131.06564 21.0 30
  135.07152 23.0 33
  136.04092 16.0 23
  152.98331 16.0 23
  154.05475 81.0 115
  155.048 22.0 31
  162.06133 27.0 38
  164.07358 19.0 27
  168.07343 28.0 40
  171.07478 16.0 23
  172.06099 17.0 24
  177.05748 29.0 41
  178.04454 16.0 23
  178.05795 17.0 24
  192.07816 16.0 23
  194.08842 17.0 24
  196.06645 25.0 35
  200.04915 69.0 98
  201.05765 16.0 23
  202.05675 25.0 35
  208.05945 229.0 325
  209.05695 35.0 50
  210.07918 17.0 24
  212.99384 27.0 38
  217.08301 24.0 34
  220.05998 17.0 24
  226.06548 17.0 24
  227.07605 19.0 27
  228.07915 19.0 27
  228.08768 28.0 40
  238.0697 145.0 206
  238.0905 35.0 50
  239.07635 61.0 87
  256.08072 51.0 72
  274.09738 256.0 363
  275.08899 17.0 24
  295.07175 49.0 70
  295.09082 84.0 119
  295.10269 103.0 146
  319.09015 20.0 28
  325.10788 86.0 122
  325.12616 17.0 24
  343.11334 116.0 165
  344.11377 24.0 34
  361.11612 50.0 71
  361.13257 73.0 104
  362.12946 18.0 26
  374.03177 22.0 31
  379.13162 82.0 116
  379.14651 105.0 149
  380.14334 24.0 34
  386.12357 17.0 24
  415.11478 18.0 26
  451.14227 93.0 132
  451.16644 44.0 62
  452.1394 32.0 45
  452.15936 20.0 28
  469.14722 704.0 999
//