ACCESSION: MSBNK-RIKEN-PR304554
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$SPLASH: splash10-05nr-0290000000-f246fec931896bb7c3c5
PK$NUM_PEAK: 80
PK$PEAK: m/z int. rel.int.
  53.7233 12.0 12
  69.03306 34.0 34
  71.01266 12.0 12
  73.03008 20.0 20
  89.02194 46.0 46
  95.00515 15.0 15
  95.01112 24.0 24
  95.74177 16.0 16
  101.02486 117.0 117
  102.0264 13.0 13
  107.04694 26.0 26
  113.02601 42.0 42
  123.04153 14.0 14
  123.0488 17.0 17
  136.22261 11.0 11
  167.05956 67.0 67
  167.06966 45.0 45
  168.06999 12.0 12
  171.80634 13.0 13
  180.06769 183.0 183
  181.07466 798.0 797
  182.08131 139.0 139
  183.07799 14.0 14
  205.0769 24.0 24
  207.09169 365.0 365
  208.08824 22.0 22
  208.10754 20.0 20
  217.07744 264.0 264
  217.19705 11.0 11
  218.07809 28.0 28
  219.08531 17.0 17
  229.08009 11.0 11
  231.09354 11.0 11
  231.5488 12.0 12
  232.1035 11.0 11
  233.09467 29.0 29
  233.10269 47.0 47
  233.11295 73.0 73
  233.50446 12.0 12
  235.08658 380.0 380
  236.09276 97.0 97
  237.09901 13.0 13
  242.10229 26.0 26
  243.09013 68.0 68
  243.10991 12.0 12
  244.10437 18.0 18
  245.1011 16.0 16
  245.11592 20.0 20
  246.06941 13.0 13
  246.10214 12.0 12
  246.11206 14.0 14
  249.13513 21.0 21
  249.14394 47.0 47
  250.13585 22.0 22
  257.10297 12.0 12
  258.07968 81.0 81
  258.10977 32.0 32
  259.1236 462.0 462
  260.12701 13.0 13
  261.09961 308.0 308
  261.11337 44.0 44
  262.10315 63.0 63
  267.0806 17.0 17
  268.09595 78.0 78
  268.10754 26.0 26
  269.10541 578.0 577
  270.10321 53.0 53
  270.1153 43.0 43
  271.09152 46.0 46
  271.10944 15.0 15
  272.09921 28.0 28
  273.10291 34.0 34
  277.13217 12.0 12
  278.13776 15.0 15
  285.09985 39.0 39
  287.11862 1000.0 999
  288.10617 25.0 25
  288.12173 197.0 197
  289.12238 40.0 40
  303.10953 15.0 15
//