ACCESSION: MSBNK-RIKEN-PR304578
RECORD_TITLE: Lyalosidic acid; 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: registered in RIKEN PlaSMA

CH$NAME: Lyalosidic acid
CH$COMPOUND_CLASS: Terpene glycosides
CH$FORMULA: C₂₆H₂₈N₂O₉
CH$EXACT_MASS: 512.515
CH$SMILES: OCC1OC(OC2OC=C(C(CC3=NC=CC4=C3NC3=CC=CC=C43)C2C=C)C(O)=O)C(O)C(O)C1O
CH$IUPAC: InChI=1S/C26H28N2O9/c1-2-12-15(9-18-20-14(7-8-27-18)13-5-3-4-6-17(13)28-20)16(24(33)34)11-35-25(12)37-26-23(32)22(31)21(30)19(10-29)36-26/h2-8,11-12,15,19,21-23,25-26,28-32H,1,9-10H2,(H,33,34)
CH$LINK: INCHIKEY UZLBTLIRYSYTRG-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$CHROMATOGRAPHY: CAPILLARY_VOLTAGE -2.75 kV
AC$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 3.708817
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 511.17220404783

PK$SPLASH: splash10-000i-0191010000-48a43687657e0c315002
PK$NUM_PEAK: 76
PK$PEAK: m/z int. rel.int.
  89.02516 15.0 15
  101.02206 18.0 18
  113.01997 12.0 12
  118.63666 5.0 5
  119.0342 10.0 10
  123.04101 5.0 5
  123.07718 6.0 6
  150.05235 6.0 6
  167.06885 6.0 6
  178.02711 6.0 6
  179.05626 6.0 6
  180.065 31.0 31
  180.07086 81.0 81
  181.07588 213.0 213
  182.06966 6.0 6
  182.07838 27.0 27
  182.09096 9.0 9
  191.24141 5.0 5
  205.08705 8.0 8
  207.08611 46.0 46
  207.09631 38.0 38
  208.09929 14.0 14
  216.61375 6.0 6
  217.07738 39.0 39
  218.07095 13.0 13
  231.07903 9.0 9
  231.09306 6.0 6
  232.09447 6.0 6
  233.10881 31.0 31
  234.1106 6.0 6
  235.08371 114.0 114
  236.08302 23.0 23
  243.07967 15.0 15
  243.09134 42.0 42
  244.09859 7.0 7
  245.0939 6.0 6
  245.10973 12.0 12
  249.13741 9.0 9
  250.14404 7.0 7
  257.06787 6.0 6
  257.11044 13.0 13
  258.07965 5.0 5
  259.1189 96.0 96
  259.13287 17.0 17
  261.07803 6.0 6
  261.09308 18.0 18
  261.10779 26.0 26
  262.1445 5.0 5
  268.10126 10.0 10
  269.10696 107.0 107
  270.10675 14.0 14
  270.11627 8.0 8
  271.07938 12.0 12
  272.10733 6.0 6
  273.90894 7.0 7
  277.13754 10.0 10
  282.13409 9.0 9
  285.09305 5.0 5
  287.11746 1000.0 999
  288.10248 14.0 14
  288.12424 224.0 224
  289.12912 22.0 22
  298.0697 6.0 6
  304.12332 6.0 6
  305.12405 12.0 12
  305.93161 9.0 9
  313.0928 6.0 6
  331.10413 271.0 271
  332.10059 27.0 27
  332.11136 55.0 55
  333.11426 15.0 15
  349.33624 7.0 7
  467.16278 29.0 29
  467.19269 17.0 17
  468.19742 8.0 8
  511.17099 405.0 405
//