ACCESSION: MSBNK-RIKEN-PR304558
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$SPLASH: splash10-0api-0390000000-799d964b9b071b7ff34b
PK$NUM_PEAK: 64
PK$PEAK: m/z int. rel.int.
  59.01395 23.0 23
  69.03504 23.0 23
  70.04017 34.0 34
  71.01463 37.0 37
  85.03001 67.0 67
  92.05328 25.0 25
  101.02532 30.0 30
  103.02899 30.0 30
  107.04276 26.0 26
  108.57512 19.0 19
  119.09462 36.0 36
  140.05225 19.0 19
  166.05627 42.0 42
  167.05765 154.0 154
  180.06696 258.0 258
  181.0722 503.0 502
  181.08287 231.0 231
  182.0782 17.0 17
  183.06488 20.0 20
  193.08171 18.0 18
  195.08327 23.0 23
  204.06859 17.0 17
  205.07155 20.0 20
  207.09128 1000.0 999
  208.08041 22.0 22
  208.09526 146.0 146
  209.09544 49.0 49
  217.07846 317.0 317
  217.10077 27.0 27
  218.08009 146.0 146
  229.09079 19.0 19
  230.08339 122.0 122
  231.07336 20.0 20
  231.09042 72.0 72
  233.09552 23.0 23
  233.11226 88.0 88
  234.11026 37.0 37
  241.08092 21.0 21
  243.08508 141.0 141
  243.09697 205.0 205
  244.09009 75.0 75
  244.11229 24.0 24
  245.08536 23.0 23
  245.11035 25.0 25
  247.12103 30.0 30
  249.1398 29.0 29
  257.06998 31.0 31
  257.08182 27.0 27
  257.09714 19.0 19
  257.1134 23.0 23
  258.11655 20.0 20
  259.12125 58.0 58
  259.13544 45.0 45
  260.09695 20.0 20
  260.13095 18.0 18
  268.09506 49.0 49
  269.09341 20.0 20
  269.11221 53.0 53
  271.08377 53.0 53
  271.09665 50.0 50
  271.13046 23.0 23
  272.08762 36.0 36
  283.40811 25.0 25
  289.12994 21.0 21
//