ACCESSION: MSBNK-RIKEN-PR304625
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$SPLASH: splash10-0006-0419020000-93ffed4f112d630d6078
PK$NUM_PEAK: 112
PK$PEAK: m/z int. rel.int.
  59.01255 7.0 7
  59.50452 6.0 6
  71.01472 5.0 5
  71.04947 5.0 5
  86.02396 6.0 6
  89.02557 16.0 16
  100.00282 10.0 10
  100.03685 31.0 31
  101.01969 26.0 26
  101.02518 26.0 26
  113.02243 19.0 19
  116.04169 18.0 18
  116.04729 22.0 22
  119.03291 10.0 10
  119.04092 8.0 8
  131.03789 7.0 7
  142.06303 87.0 87
  143.07787 6.0 6
  144.07773 8.0 8
  148.03745 47.0 47
  148.04276 18.0 18
  148.05113 5.0 5
  149.0611 6.0 6
  153.05629 6.0 6
  156.06166 7.0 7
  156.06764 8.0 8
  156.08038 22.0 22
  160.03934 8.0 8
  165.92957 6.0 6
  166.06252 6.0 6
  167.05974 28.0 28
  167.07289 12.0 12
  168.06696 5.0 5
  168.08067 25.0 25
  169.07655 151.0 151
  170.06865 7.0 7
  170.08334 7.0 7
  171.10165 6.0 6
  174.05159 21.0 21
  180.08051 5.0 5
  181.07954 39.0 39
  183.09453 31.0 31
  184.07484 5.0 5
  185.10701 127.0 127
  186.1097 7.0 7
  187.07658 6.0 6
  188.02934 10.0 10
  195.09489 7.0 7
  206.04001 6.0 6
  207.04298 6.0 6
  208.07399 6.0 6
  209.07426 6.0 6
  213.06519 16.0 16
  229.09332 63.0 63
  229.10391 30.0 30
  230.09935 9.0 9
  232.09506 6.0 6
  233.10966 5.0 5
  236.06711 11.0 11
  244.09996 8.0 8
  246.08841 8.0 8
  247.08226 10.0 10
  247.12729 5.0 5
  248.09985 6.0 6
  251.08456 5.0 5
  253.10062 8.0 8
  261.13333 9.0 9
  265.09619 67.0 67
  266.10345 17.0 17
  271.1181 6.0 6
  271.1438 6.0 6
  272.09302 5.0 5
  272.1344 6.0 6
  273.13605 10.0 10
  275.09833 9.0 9
  277.09726 5.0 5
  279.11075 15.0 15
  279.12311 10.0 10
  284.09784 6.0 6
  290.11853 6.0 6
  300.10327 5.0 5
  301.10724 10.0 10
  309.08676 6.0 6
  315.11652 8.0 8
  317.12912 90.0 90
  317.13724 42.0 42
  318.12323 21.0 21
  318.13449 34.0 34
  331.12326 6.0 6
  331.14487 68.0 68
  332.14523 6.0 6
  333.11423 7.0 7
  334.65891 6.0 6
  350.15463 12.0 12
  351.13901 8.0 8
  361.11853 205.0 205
  362.11252 31.0 31
  362.12451 20.0 20
  375.1275 17.0 17
  376.14191 15.0 15
  393.14297 1000.0 999
  393.16928 16.0 16
  394.14694 264.0 264
  395.14194 21.0 21
  395.15692 23.0 23
  395.89456 5.0 5
  396.14011 7.0 7
  410.89392 5.0 5
  541.16443 6.0 6
  541.18707 10.0 10
  542.18811 14.0 14
  573.20831 458.0 458
//