ACCESSION: MSBNK-RIKEN-PR300193
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$SMILES: OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@H](CC3=NC=CC4=C3NC3=CC=CC=C43)[C@H]2C=C)C(O)=O)[C@H](O)[C@@H](O)[C@@H]1O
CH$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)/t12-,15-,19-,21-,22+,23-,25+,26+/m1/s1
CH$LINK: INCHIKEY UZLBTLIRYSYTRG-FMKZDVGKSA-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 POSITIVE
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 3.717917
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 513.1867569

PK$SPLASH: splash10-06sr-0390000000-fc73271f7f8a45c50bc3
PK$NUM_PEAK: 104
PK$PEAK: m/z int. rel.int.
  69.03445 8.0 8
  73.02646 8.0 8
  73.03147 6.0 6
  81.03313 34.0 34
  85.02814 36.0 36
  97.02335 12.0 12
  97.02941 17.0 17
  105.03778 5.0 5
  151.02791 6.0 6
  151.04041 12.0 12
  155.06964 9.0 9
  168.06537 13.0 13
  169.07318 6.0 6
  181.07785 44.0 44
  182.08389 1000.0 999
  183.07965 51.0 51
  183.08987 239.0 239
  184.09305 24.0 24
  184.09978 11.0 11
  193.07388 25.0 25
  193.08365 10.0 10
  195.08659 10.0 10
  205.07089 12.0 12
  205.08086 8.0 8
  206.08318 125.0 125
  207.07027 11.0 11
  207.09146 508.0 507
  208.09552 171.0 171
  209.10609 79.0 79
  210.10213 6.0 6
  217.06699 14.0 14
  217.07938 11.0 11
  217.09018 6.0 6
  218.08333 12.0 12
  219.09094 207.0 207
  219.1068 11.0 11
  220.09648 63.0 63
  221.07101 17.0 17
  221.10075 14.0 14
  221.11269 6.0 6
  222.11639 6.0 6
  223.0679 6.0 6
  223.08636 13.0 13
  223.10648 7.0 7
  233.07089 12.0 12
  233.10953 10.0 10
  234.0787 45.0 45
  235.06128 14.0 14
  235.08716 695.0 694
  235.13268 10.0 10
  236.04369 6.0 6
  236.07791 43.0 43
  236.09007 172.0 172
  236.1071 13.0 13
  237.08171 6.0 6
  237.10068 77.0 77
  238.09262 7.0 7
  238.10674 12.0 12
  243.08626 6.0 6
  243.09962 9.0 9
  245.09833 9.0 9
  245.10754 16.0 16
  247.08565 156.0 156
  248.08633 24.0 24
  248.10463 6.0 6
  249.06844 10.0 10
  253.09601 9.0 9
  256.10089 9.0 9
  257.10986 15.0 15
  257.12415 8.0 8
  259.12152 69.0 69
  260.1232 15.0 15
  261.02356 7.0 7
  261.06461 329.0 329
  261.09622 16.0 16
  261.13943 7.0 7
  262.0675 45.0 45
  262.07681 25.0 25
  263.03308 9.0 9
  263.08179 723.0 722
  264.07031 22.0 22
  264.08829 155.0 155
  265.08017 11.0 11
  265.0968 23.0 23
  266.10098 8.0 8
  269.11096 9.0 9
  270.11328 9.0 9
  271.11749 9.0 9
  271.12799 11.0 11
  272.12219 5.0 5
  277.1293 10.0 10
  277.13678 24.0 24
  279.12903 6.0 6
  285.11203 17.0 17
  286.11255 5.0 5
  287.09503 5.0 5
  287.11469 42.0 42
  287.13416 10.0 10
  289.12659 13.0 13
  305.12808 20.0 20
  307.14682 14.0 14
  313.09845 7.0 7
  315.1138 17.0 17
  333.12131 8.0 8
//