ACCESSION: MSBNK-RIKEN-PR304570
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$SPLASH: splash10-0019-0290000000-04a0db2427b698267d6d
PK$NUM_PEAK: 82
PK$PEAK: m/z int. rel.int.
  59.01347 35.0 35
  71.01195 38.0 38
  89.01722 13.0 13
  89.02454 67.0 67
  101.02272 78.0 78
  101.64381 13.0 13
  107.04533 12.0 12
  113.01608 12.0 12
  113.02124 10.0 10
  123.04503 13.0 13
  149.0208 12.0 12
  149.02832 12.0 12
  167.05902 79.0 79
  168.05571 14.0 14
  168.06299 17.0 17
  180.0593 42.0 42
  180.06963 133.0 133
  181.07536 632.0 631
  181.12106 14.0 14
  182.07596 82.0 82
  182.08389 54.0 54
  182.09563 10.0 10
  183.07689 21.0 21
  186.05835 13.0 13
  205.07233 10.0 10
  207.09041 229.0 229
  208.09618 16.0 16
  216.70261 16.0 16
  217.062 13.0 13
  217.07654 92.0 92
  217.09181 19.0 19
  218.08836 17.0 17
  224.89874 10.0 10
  231.08398 24.0 24
  232.08542 11.0 11
  232.10176 22.0 22
  233.10492 66.0 66
  233.11589 35.0 35
  233.3351 10.0 10
  234.11362 13.0 13
  234.92574 11.0 11
  235.08481 266.0 266
  235.09369 91.0 91
  235.84399 10.0 10
  236.08372 33.0 33
  237.09204 42.0 42
  243.09409 179.0 179
  244.08943 38.0 38
  244.10188 30.0 30
  246.06978 13.0 13
  246.08473 26.0 26
  249.13112 14.0 14
  249.1451 54.0 54
  257.07309 14.0 14
  257.10309 29.0 29
  257.11017 14.0 14
  259.12219 301.0 301
  260.12366 52.0 52
  260.14029 26.0 26
  261.03229 12.0 12
  261.07199 11.0 11
  261.08551 48.0 48
  261.10272 266.0 266
  262.06555 12.0 12
  267.0889 31.0 31
  268.1001 69.0 69
  269.10666 298.0 298
  269.12152 40.0 40
  270.10779 76.0 76
  271.08554 21.0 21
  271.1088 16.0 16
  272.095 30.0 30
  285.10257 56.0 56
  287.11746 1000.0 999
  287.14371 10.0 10
  287.18546 11.0 11
  288.11496 77.0 77
  288.13034 87.0 87
  289.13171 23.0 23
  301.12497 11.0 11
  305.11765 12.0 12
  451.87936 10.0 10
//