ACCESSION: MSBNK-RIKEN-PR304603
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$SPLASH: splash10-014r-0922000000-32204f19c5ed9fc36bd2
PK$NUM_PEAK: 151
PK$PEAK: m/z int. rel.int.
  59.01247 109.0 109
  60.42199 20.0 20
  63.09808 28.0 28
  71.01194 89.0 89
  72.00401 23.0 23
  73.15666 18.0 18
  83.01117 18.0 18
  86.02482 20.0 20
  89.02454 76.0 76
  92.04961 129.0 129
  98.11308 25.0 25
  100.00514 36.0 36
  100.03701 210.0 210
  101.02486 188.0 188
  113.0159 32.0 32
  113.02603 32.0 32
  116.04937 261.0 261
  117.05014 56.0 56
  122.00964 21.0 21
  124.04482 23.0 23
  127.04128 33.0 33
  130.06508 42.0 42
  131.02838 18.0 18
  131.03722 30.0 30
  135.0417 22.0 22
  136.03842 22.0 22
  142.06633 536.0 535
  143.07414 54.0 54
  144.0822 20.0 20
  148.03911 314.0 314
  154.06598 22.0 22
  155.0658 24.0 24
  155.07428 35.0 35
  156.05804 20.0 20
  156.06714 37.0 37
  156.07828 68.0 68
  156.08507 58.0 58
  157.07819 133.0 133
  157.73972 20.0 20
  158.09941 18.0 18
  160.03722 48.0 48
  161.04871 21.0 21
  162.04739 34.0 34
  162.06262 20.0 20
  164.10217 21.0 21
  166.09172 30.0 30
  167.06046 218.0 218
  168.06044 22.0 22
  168.08087 220.0 220
  169.07471 458.0 458
  169.08202 123.0 123
  170.07904 95.0 95
  171.08865 20.0 20
  172.03511 22.0 22
  172.08389 29.0 29
  173.04784 27.0 27
  174.05145 49.0 49
  179.07249 21.0 21
  181.06821 18.0 18
  181.0778 108.0 108
  181.08615 114.0 114
  182.0809 47.0 47
  182.09096 28.0 28
  183.08717 145.0 145
  183.10263 24.0 24
  184.07771 28.0 28
  185.04517 27.0 27
  185.10771 1000.0 999
  186.11009 100.0 100
  186.12062 29.0 29
  188.0679 20.0 20
  188.08163 21.0 21
  195.05457 23.0 23
  195.08696 54.0 54
  205.06635 20.0 20
  206.05037 28.0 28
  211.08725 18.0 18
  213.09541 25.0 25
  214.06602 21.0 21
  218.07919 19.0 19
  219.10252 19.0 19
  221.08096 26.0 26
  229.08601 18.0 18
  229.09836 171.0 171
  230.08539 21.0 21
  230.10393 19.0 19
  236.07669 37.0 37
  237.11194 23.0 23
  238.09615 18.0 18
  247.08192 19.0 19
  249.11766 27.0 27
  259.10074 23.0 23
  260.10403 20.0 20
  260.11526 24.0 24
  261.09714 51.0 51
  262.11594 34.0 34
  263.07446 20.0 20
  265.09283 171.0 171
  265.10464 100.0 100
  266.10745 68.0 68
  271.11636 20.0 20
  271.1257 20.0 20
  272.1275 32.0 32
  273.06921 20.0 20
  273.08084 20.0 20
  273.10736 23.0 23
  274.08823 26.0 26
  275.09534 21.0 21
  281.10382 27.0 27
  282.08261 18.0 18
  282.1008 30.0 30
  285.08444 23.0 23
  287.10944 23.0 23
  287.12518 22.0 22
  288.08829 18.0 18
  288.09875 20.0 20
  289.13126 19.0 19
  289.14603 18.0 18
  290.11755 18.0 18
  290.14108 48.0 48
  297.13171 29.0 29
  299.10492 42.0 42
  299.12131 38.0 38
  300.09637 25.0 25
  300.12491 27.0 27
  302.09937 23.0 23
  306.13272 24.0 24
  309.07965 20.0 20
  310.10144 35.0 35
  314.12021 20.0 20
  315.10922 82.0 82
  317.11908 172.0 172
  317.12955 452.0 452
  317.16605 25.0 25
  318.11469 22.0 22
  318.1337 91.0 91
  322.16885 23.0 23
  323.09299 20.0 20
  329.12119 19.0 19
  329.1503 28.0 28
  331.1131 21.0 21
  331.12582 44.0 44
  331.15137 170.0 170
  349.1582 59.0 59
  349.18414 21.0 21
  350.15643 33.0 33
  361.11856 212.0 212
  362.11139 32.0 32
  362.12714 29.0 29
  393.12933 18.0 18
  393.15463 43.0 43
//