ACCESSION: MSBNK-RIKEN-PR304595
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$SMILES: COC(=O)C1=COC(OC2OC(CO)C(O)C(O)C2O)C(C=C)C1CC1NC(CC2=C1NC1=CC=CC=C21)C(O)=O
CH$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)
CH$LINK: INCHIKEY LHKZIVMTXZLOTP-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 4.13065
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 573.20898344783

PK$SPLASH: splash10-0006-0329020000-a6cc0afc912c9cf827f1
PK$NUM_PEAK: 129
PK$PEAK: m/z int. rel.int.
  71.014 10.0 10
  72.00712 7.0 7
  87.03993 7.0 7
  89.02027 17.0 17
  90.02672 11.0 11
  92.0482 25.0 25
  100.03886 12.0 12
  101.02425 15.0 15
  101.0432 6.0 6
  102.02146 5.0 5
  113.02653 5.0 5
  116.04285 5.0 5
  116.05016 28.0 28
  119.03332 34.0 34
  122.01881 7.0 7
  124.0415 7.0 7
  127.03093 6.0 6
  127.0408 11.0 11
  128.04128 7.0 7
  142.06461 65.0 65
  144.02977 7.0 7
  144.07428 5.0 5
  146.79161 5.0 5
  147.04895 5.0 5
  148.03755 52.0 52
  148.04512 13.0 13
  149.04761 8.0 8
  149.06427 7.0 7
  156.08272 5.0 5
  156.75806 6.0 6
  160.04271 15.0 15
  160.08037 6.0 6
  161.06662 6.0 6
  164.06184 6.0 6
  165.05598 7.0 7
  167.06197 48.0 48
  168.06332 6.0 6
  168.07143 13.0 13
  168.07901 34.0 34
  169.07626 70.0 70
  170.08119 5.0 5
  171.08292 7.0 7
  172.03743 7.0 7
  174.05331 6.0 6
  179.04884 7.0 7
  179.06938 9.0 9
  181.07883 20.0 20
  182.08029 10.0 10
  183.09138 41.0 41
  185.10492 122.0 122
  186.11201 12.0 12
  192.58186 6.0 6
  193.07401 5.0 5
  195.08861 15.0 15
  204.17648 7.0 7
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  213.06584 5.0 5
  219.09564 5.0 5
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  265.09982 59.0 59
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  365.52472 7.0 7
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  390.18481 6.0 6
  393.14392 1000.0 999
  393.18787 9.0 9
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  394.14841 251.0 251
  394.21155 7.0 7
  395.15195 37.0 37
  395.40503 8.0 8
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  497.19168 5.0 5
  541.17462 11.0 11
  541.19012 10.0 10
  542.20776 7.0 7
  567.30939 5.0 5
  573.16992 7.0 7
  573.21082 585.0 584
//