ACCESSION: MSBNK-RIKEN-PR308715
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: Annotation level-1

CH$NAME: 5(S)-5-carboxystrictosidine
CH$COMPOUND_CLASS: Terpene glycosides
CH$FORMULA: C₂₈H₃₄N₂O₁₁
CH$EXACT_MASS: 574.583
CH$SMILES: COC(=O)C1=COC(OC2OC(CO)C(O)C(O)C2O)C(C=C)C1CC1NC(CC2=C1NC1=C2C=CC=C1)C(O)=O
CH$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$CHROMATOGRAPHY: CAPILLARY_VOLTAGE +3.00 kV
AC$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 4.13
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 573.20898

PK$SPLASH: splash10-0006-0329020000-b55d3d27ffddd8e170c4
PK$NUM_PEAK: 175
PK$PEAK: m/z int. rel.int.
  71.014 42.0 10
  72.00712 29.0 7
  87.03993 28.0 7
  89.02027 71.0 17
  90.02672 49.0 11
  92.0482 106.0 25
  100.03886 50.0 12
  101.02425 66.0 15
  101.0432 24.0 6
  102.02146 22.0 5
  113.02653 22.0 5
  116.04285 22.0 5
  116.05016 121.0 28
  119.03332 146.0 34
  122.01881 30.0 7
  123.02238 21.0 5
  124.0415 28.0 7
  127.03093 26.0 6
  127.0408 46.0 11
  128.04128 30.0 7
  136.0777 20.0 5
  142.06461 278.0 65
  143.03839 18.0 4
  144.02977 30.0 7
  144.07428 22.0 5
  146.79161 22.0 5
  147.04895 23.0 5
  148.03755 224.0 52
  148.04512 57.0 13
  149.04761 36.0 8
  149.06427 31.0 7
  155.06897 21.0 5
  156.06097 18.0 4
  156.08272 23.0 5
  156.75806 26.0 6
  157.07959 18.0 4
  158.08052 20.0 5
  160.04271 62.0 14
  160.08037 27.0 6
  161.06662 27.0 6
  162.05862 20.0 5
  164.06184 24.0 6
  165.05598 29.0 7
  166.0627 18.0 4
  167.06197 203.0 47
  168.06332 24.0 6
  168.07143 55.0 13
  168.07901 147.0 34
  169.05296 19.0 4
  169.07626 300.0 70
  170.08119 22.0 5
  171.08292 28.0 7
  172.03743 29.0 7
  174.05331 24.0 6
  179.04884 29.0 7
  179.06938 38.0 9
  181.06801 20.0 5
  181.07883 87.0 20
  181.08923 20.0 5
  182.08029 42.0 10
  183.09138 177.0 41
  185.10492 520.0 122
  186.11201 51.0 12
  192.58186 24.0 6
  193.07401 22.0 5
  195.08861 66.0 15
  200.08173 21.0 5
  204.17648 32.0 7
  206.04163 124.0 29
  206.07106 29.0 7
  207.04881 18.0 4
  207.08305 34.0 8
  213.06584 22.0 5
  219.09564 23.0 5
  221.06143 27.0 6
  221.09576 21.0 5
  222.10725 18.0 4
  223.05852 33.0 8
  223.791 18.0 4
  228.07477 25.0 6
  229.09685 497.0 116
  230.10236 93.0 22
  235.13962 54.0 13
  243.08917 21.0 5
  246.06819 22.0 5
  247.08141 28.0 7
  247.09012 24.0 6
  247.1169 19.0 4
  248.08716 28.0 7
  259.24054 21.0 5
  260.09119 21.0 5
  265.09982 251.0 59
  265.13321 60.0 14
  271.12418 24.0 6
  272.10342 35.0 8
  272.42288 26.0 6
  273.13962 43.0 10
  274.15149 20.0 5
  275.07397 31.0 7
  277.08853 21.0 5
  277.103 20.0 5
  279.10724 21.0 5
  282.09222 58.0 14
  287.11261 88.0 21
  288.08679 36.0 8
  288.12347 47.0 11
  289.02982 23.0 5
  289.1348 111.0 26
  290.10831 26.0 6
  290.14951 18.0 4
  291.07742 24.0 6
  291.10898 19.0 4
  292.15143 32.0 7
  297.09894 18.0 4
  299.12268 173.0 40
  300.3576 27.0 6
  302.09705 20.0 5
  304.11905 20.0 5
  306.11151 20.0 5
  308.07166 26.0 6
  309.07587 30.0 7
  310.09851 35.0 8
  310.12595 33.0 8
  316.09436 36.0 8
  317.11737 189.0 44
  317.13074 983.0 230
  318.13403 177.0 41
  318.1586 24.0 6
  318.95172 20.0 5
  319.13745 29.0 7
  323.09778 18.0 4
  323.10999 22.0 5
  331.14203 72.0 17
  331.15109 180.0 42
  331.85483 18.0 4
  332.14999 82.0 19
  333.13116 19.0 4
  335.1507 25.0 6
  349.14056 19.0 4
  349.15759 129.0 30
  350.15958 21.0 5
  361.11606 554.0 130
  361.15289 22.0 5
  362.12292 216.0 51
  364.12619 21.0 5
  365.52472 28.0 7
  372.34262 34.0 8
  372.7522 21.0 5
  375.13397 49.0 11
  375.15097 23.0 5
  376.13654 22.0 5
  390.18481 25.0 6
  393.14392 4272.0 999
  393.18787 39.0 9
  393.21393 27.0 6
  393.26981 21.0 5
  394.14841 1072.0 251
  394.21155 28.0 7
  395.15195 160.0 37
  395.40503 35.0 8
  396.84973 18.0 4
  410.35028 27.0 6
  411.16696 20.0 5
  416.16544 18.0 4
  441.95987 24.0 6
  483.55331 19.0 4
  497.19168 23.0 5
  531.90149 18.0 4
  541.17462 49.0 11
  541.19012 41.0 10
  542.20776 32.0 7
  567.30939 23.0 5
  573.04718 20.0 5
  573.16992 32.0 7
  573.21082 2497.0 584
//