ACCESSION: MSBNK-RIKEN-PR300260
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$SPLASH: splash10-004i-0215290000-d680d79b783fabfab62a
PK$NUM_PEAK: 80
PK$PEAK: m/z int. rel.int.
  130.05772 6.0 6
  130.06628 13.0 13
  139.0408 7.0 7
  144.08134 25.0 25
  146.061 12.0 12
  156.0802 6.0 6
  158.09694 11.0 11
  165.05379 40.0 40
  168.07671 11.0 11
  168.08669 5.0 5
  169.07668 17.0 17
  188.06978 95.0 95
  189.07355 11.0 11
  191.07079 5.0 5
  200.0706 13.0 13
  208.09766 6.0 6
  210.09576 6.0 6
  214.08682 13.0 13
  215.08199 25.0 25
  220.10707 7.0 7
  221.08374 6.0 6
  231.11252 16.0 16
  238.08536 28.0 28
  248.06924 14.0 14
  249.07454 8.0 8
  250.08801 8.0 8
  265.0965 16.0 16
  266.08347 5.0 5
  266.10614 5.0 5
  270.11456 5.0 5
  272.11142 8.0 8
  290.11795 14.0 14
  291.13086 5.0 5
  293.09036 5.0 5
  293.13022 7.0 7
  294.07919 6.0 6
  295.07678 8.0 8
  300.103 8.0 8
  302.1185 5.0 5
  306.11893 7.0 7
  308.1268 15.0 15
  311.0871 6.0 6
  311.10464 18.0 18
  311.11569 7.0 7
  312.1087 12.0 12
  313.1174 6.0 6
  318.12454 6.0 6
  322.14359 27.0 27
  325.11884 8.0 8
  326.10483 8.0 8
  327.11307 10.0 10
  335.13953 22.0 22
  336.13989 7.0 7
  340.15375 26.0 26
  341.15561 9.0 9
  343.12549 45.0 45
  343.13806 20.0 20
  344.13339 12.0 12
  346.09991 7.0 7
  346.11359 6.0 6
  363.13394 14.0 14
  364.12839 15.0 15
  378.12469 9.0 9
  378.13681 26.0 26
  379.13565 9.0 9
  381.13974 32.0 32
  381.15479 17.0 17
  382.14496 11.0 11
  395.1593 71.0 71
  396.14642 94.0 94
  397.1499 24.0 24
  413.16913 204.0 204
  414.17349 65.0 65
  558.18695 25.0 25
  558.20508 19.0 19
  559.19324 9.0 9
  575.12775 5.0 5
  575.15839 13.0 13
  575.22437 1000.0 999
  575.29657 17.0 17
//