ACCESSION: MSBNK-RIKEN-PR300240
RECORD_TITLE: 5(S)-5-carboxystrictosidine; 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$NAME: 5(S)-5-carboxystrictosidine
CH$COMPOUND_CLASS: Terpene glycosides
CH$FORMULA: C₂₈H₃₄N₂O₁₁
CH$EXACT_MASS: 574.583
CH$SMILES: COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](C=C)[C@@H]1C[C@@H]1N[C@@H](CC2=C1NC1=CC=CC=C21)C(O)=O
CH$IUPAC: InChI=1S/C28H34N2O11/c1-3-12-14(8-18-21-15(9-19(29-18)25(35)36)13-6-4-5-7-17(13)30-21)16(26(37)38-2)11-39-27(12)41-28-24(34)23(33)22(32)20(10-31)40-28/h3-7,11-12,14,18-20,22-24,27-34H,1,8-10H2,2H3,(H,35,36)/t12-,14+,18+,19+,20-,22-,23+,24-,27+,28+/m1/s1
CH$LINK: INCHIKEY LHKZIVMTXZLOTP-RMKGEEGASA-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 4.13255
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 575.2235364

PK$SPLASH: splash10-004i-0215290000-c18883ce1e471a866964
PK$NUM_PEAK: 69
PK$PEAK: m/z int. rel.int.
  130.06528 15.0 15
  139.03949 6.0 6
  144.08064 36.0 36
  146.06187 14.0 14
  158.0966 9.0 9
  165.0537 41.0 41
  168.0807 22.0 22
  169.0786 19.0 19
  188.07101 106.0 106
  189.07471 15.0 15
  200.06851 13.0 13
  201.07785 5.0 5
  210.08861 5.0 5
  214.08841 20.0 20
  215.08339 20.0 20
  217.09584 10.0 10
  230.09904 5.0 5
  231.11111 14.0 14
  238.08705 24.0 24
  239.09332 10.0 10
  248.06851 11.0 11
  250.07973 8.0 8
  265.09747 9.0 9
  266.09747 6.0 6
  270.11258 8.0 8
  272.10446 9.0 9
  280.13696 6.0 6
  290.11179 8.0 8
  290.12259 7.0 7
  293.09592 7.0 7
  293.12979 19.0 19
  295.08578 9.0 9
  308.12399 15.0 15
  311.10443 36.0 36
  312.1066 8.0 8
  318.09909 6.0 6
  318.11182 7.0 7
  322.1424 19.0 19
  325.11774 6.0 6
  326.11655 8.0 8
  327.11215 15.0 15
  328.10675 6.0 6
  335.14011 35.0 35
  340.15521 24.0 24
  341.14972 6.0 6
  341.16431 6.0 6
  343.12927 59.0 59
  344.12845 14.0 14
  346.11023 14.0 14
  363.1326 17.0 17
  364.11765 11.0 11
  364.13297 10.0 10
  378.13657 27.0 27
  378.15005 8.0 8
  379.13977 6.0 6
  381.14722 41.0 41
  382.15173 9.0 9
  395.16113 76.0 76
  396.14764 110.0 110
  397.14676 30.0 30
  398.15643 6.0 6
  413.17017 191.0 191
  414.17456 58.0 58
  415.16965 7.0 7
  558.20142 43.0 43
  559.20514 14.0 14
  575.14679 9.0 9
  575.22363 1000.0 999
  575.2937 17.0 17
//