ACCESSION: MSBNK-RIKEN-PR304590
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$SPLASH: splash10-053r-0690000000-b05695d603fcfba8b5f3
PK$NUM_PEAK: 50
PK$PEAK: m/z int. rel.int.
  59.00804 22.0 22
  71.01771 27.0 27
  107.0487 26.0 26
  113.0225 64.0 64
  150.06476 17.0 17
  153.05481 23.0 23
  165.04349 48.0 48
  165.04895 17.0 17
  166.05339 64.0 64
  167.05818 112.0 112
  168.06905 21.0 21
  169.07373 21.0 21
  174.06381 18.0 18
  180.05353 18.0 18
  180.06667 412.0 412
  181.07462 1000.0 999
  182.0665 39.0 39
  182.07947 75.0 75
  199.72437 21.0 21
  205.06544 15.0 15
  206.09387 32.0 32
  207.09067 928.0 927
  208.09373 103.0 103
  209.1019 27.0 27
  217.07394 530.0 529
  218.08008 31.0 31
  218.08896 16.0 16
  219.08575 23.0 23
  229.07742 23.0 23
  230.08296 43.0 43
  231.08243 31.0 31
  231.0932 18.0 18
  233.10692 197.0 197
  234.11316 62.0 62
  235.08836 26.0 26
  243.08638 114.0 114
  243.09663 194.0 194
  244.0956 100.0 100
  256.09445 15.0 15
  256.10831 19.0 19
  257.07306 36.0 36
  260.12656 33.0 33
  261.10538 25.0 25
  267.09149 21.0 21
  269.09961 21.0 21
  269.11148 37.0 37
  270.10641 27.0 27
  271.09311 116.0 116
  285.11313 32.0 32
  287.12924 18.0 18
//