ACCESSION: MSBNK-RIKEN-PR304611
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$SPLASH: splash10-0006-0429020000-fe4fc84779cd6c34ce02
PK$NUM_PEAK: 144
PK$PEAK: m/z int. rel.int.
  60.57639 6.0 6
  71.01091 10.0 10
  72.01132 7.0 7
  73.02643 7.0 7
  89.02536 36.0 36
  92.04884 16.0 16
  100.00733 5.0 5
  100.03915 31.0 31
  100.04781 17.0 17
  101.02307 20.0 20
  101.04047 7.0 7
  111.0075 8.0 8
  113.02277 20.0 20
  116.03991 5.0 5
  116.0521 39.0 39
  119.03118 14.0 14
  122.02289 6.0 6
  127.03432 7.0 7
  127.04084 18.0 18
  142.06737 36.0 36
  142.07812 5.0 5
  143.07111 12.0 12
  144.08066 11.0 11
  148.03674 57.0 57
  148.04538 12.0 12
  149.04417 5.0 5
  155.06966 10.0 10
  156.07761 22.0 22
  156.08514 22.0 22
  157.07056 16.0 16
  160.03897 9.0 9
  160.05051 6.0 6
  161.03271 8.0 8
  161.04118 16.0 16
  162.05984 13.0 13
  166.06383 13.0 13
  167.06046 90.0 90
  168.07018 31.0 31
  169.07037 34.0 34
  169.07747 140.0 140
  169.89111 7.0 7
  171.07478 7.0 7
  174.05991 14.0 14
  179.05092 15.0 15
  179.06972 13.0 13
  181.07483 7.0 7
  181.08148 15.0 15
  182.06874 6.0 6
  183.08983 23.0 23
  183.09888 12.0 12
  184.06805 6.0 6
  184.09206 6.0 6
  185.10558 139.0 139
  186.09932 11.0 11
  186.11142 29.0 29
  188.05682 6.0 6
  195.09293 34.0 34
  203.08841 7.0 7
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  206.04153 10.0 10
  206.04875 7.0 7
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  221.07195 10.0 10
  229.09869 119.0 119
  230.09552 16.0 16
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  299.11984 36.0 36
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  315.11441 6.0 6
  316.10605 25.0 25
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  318.12753 26.0 26
  318.14746 6.0 6
  323.09653 8.0 8
  331.09839 10.0 10
  331.13721 75.0 75
  331.14813 31.0 31
  332.14722 24.0 24
  333.1218 10.0 10
  349.13507 7.0 7
  349.16202 11.0 11
  359.89523 6.0 6
  361.11563 119.0 119
  361.12668 45.0 45
  362.12039 39.0 39
  375.13031 36.0 36
  375.15485 6.0 6
  376.12073 12.0 12
  376.14594 6.0 6
  393.14441 1000.0 999
  394.13885 113.0 113
  394.15179 154.0 154
  395.14154 23.0 23
  395.16687 20.0 20
  396.146 9.0 9
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  524.1651 9.0 9
  541.18311 25.0 25
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  573.20825 475.0 475
//