ACCESSION: MSBNK-RIKEN-PR308713
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: Annotation level-1

CH$NAME: Lyalosidic acid
CH$COMPOUND_CLASS: Terpene glycosides
CH$FORMULA: C₂₆H₂₈N₂O₉
CH$EXACT_MASS: 512.515
CH$SMILES: OCC1OC(OC2OC=C(C(CC3=NC=CC4=C3NC3=C4C=CC=C3)C2C=C)C(O)=O)C(O)C(O)C1O
CH$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$CHROMATOGRAPHY: CAPILLARY_VOLTAGE +3.00 kV
AC$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 3.71
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 511.1722

PK$SPLASH: splash10-000i-0291020000-5027d28f63e9a8f63ecc
PK$NUM_PEAK: 94
PK$PEAK: m/z int. rel.int.
  59.01202 20.0 6
  71.01345 40.0 12
  85.02753 54.0 17
  89.02102 50.0 16
  101.02349 112.0 35
  113.01784 21.0 7
  113.0228 23.0 7
  114.02647 52.0 16
  119.03425 54.0 17
  120.03461 24.0 7
  123.03998 32.0 10
  142.21883 21.0 7
  143.02991 46.0 14
  151.3278 20.0 6
  161.04774 57.0 18
  162.04958 27.0 8
  167.04707 48.0 15
  167.05722 29.0 9
  176.54533 24.0 7
  177.99504 23.0 7
  179.05038 28.0 9
  179.6644 26.0 8
  180.06703 277.0 86
  181.04411 18.0 6
  181.07651 825.0 257
  182.06915 71.0 22
  205.07051 23.0 7
  207.09438 232.0 72
  208.09952 23.0 7
  209.3363 19.0 6
  217.07291 38.0 12
  217.78342 21.0 7
  218.07591 64.0 20
  223.48512 21.0 7
  229.07393 20.0 6
  233.10869 147.0 46
  233.11732 82.0 26
  235.07808 86.0 27
  235.08717 324.0 101
  236.07387 23.0 7
  236.08765 31.0 10
  243.0871 68.0 21
  243.09814 45.0 14
  244.09183 52.0 16
  246.07275 78.0 24
  246.08264 19.0 6
  249.14133 28.0 9
  249.15346 29.0 9
  250.13474 20.0 6
  250.8425 18.0 6
  251.36743 22.0 7
  257.10486 28.0 9
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  259.07858 20.0 6
  259.11801 203.0 63
  259.12909 74.0 23
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  261.09421 48.0 15
  261.10492 221.0 69
  262.099 24.0 7
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  285.09695 25.0 8
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  287.11798 3211.0 999
  288.11588 466.0 145
  288.12781 212.0 66
  289.12085 60.0 19
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  467.18344 59.0 18
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  511.17221 1727.0 537
//