ACCESSION: MSBNK-RIKEN-PR304621
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$SPLASH: splash10-014l-1920000000-32a62df441310a2e2074
PK$NUM_PEAK: 122
PK$PEAK: m/z int. rel.int.
  59.00832 32.0 32
  59.01203 77.0 77
  67.02009 33.0 33
  71.01306 92.0 92
  72.00925 40.0 40
  74.02448 102.0 102
  74.02761 48.0 48
  85.02838 65.0 65
  86.02287 40.0 40
  89.0267 81.0 81
  94.02658 37.0 37
  95.05248 62.0 62
  100.03607 33.0 33
  101.01606 39.0 39
  101.02469 35.0 35
  105.03069 77.0 77
  110.02056 53.0 53
  113.02541 55.0 55
  116.04979 299.0 299
  118.02264 40.0 40
  121.06418 40.0 40
  121.06786 92.0 92
  122.02182 74.0 74
  122.38869 40.0 40
  123.039 49.0 49
  124.02394 32.0 32
  127.03847 40.0 40
  129.05934 32.0 32
  130.04349 49.0 49
  131.05276 42.0 42
  132.04179 42.0 42
  134.03217 56.0 56
  135.05884 44.0 44
  136.03584 44.0 44
  142.06302 1000.0 999
  143.06531 109.0 109
  144.07243 39.0 39
  147.05054 48.0 48
  148.03577 76.0 76
  149.04051 39.0 39
  149.05165 46.0 46
  149.06349 48.0 48
  155.06812 35.0 35
  156.06747 92.0 92
  156.07564 231.0 231
  156.08429 83.0 83
  157.0724 83.0 83
  157.08459 35.0 35
  158.10638 56.0 56
  160.03404 49.0 49
  162.04936 44.0 44
  166.06413 77.0 77
  167.05501 204.0 204
  167.06671 204.0 204
  168.05435 69.0 69
  168.06503 53.0 53
  168.07982 171.0 171
  169.06561 44.0 44
  169.07837 583.0 582
  170.07492 72.0 72
  170.08217 51.0 51
  170.0901 37.0 37
  174.05278 69.0 69
  175.06294 51.0 51
  180.0657 102.0 102
  181.07948 210.0 210
  182.06038 53.0 53
  182.0878 93.0 93
  183.09192 60.0 60
  184.08629 35.0 35
  185.09911 62.0 62
  185.1118 174.0 174
  187.10374 62.0 62
  192.08633 86.0 86
  193.07936 97.0 97
  194.05913 46.0 46
  194.07974 44.0 44
  195.0486 35.0 35
  198.07993 40.0 40
  204.0807 35.0 35
  207.06468 120.0 120
  209.0705 53.0 53
  218.0936 44.0 44
  218.24573 32.0 32
  219.09442 88.0 88
  220.07367 42.0 42
  220.08989 58.0 58
  220.10168 37.0 37
  223.08678 37.0 37
  230.09734 63.0 63
  232.1123 74.0 74
  234.10245 42.0 42
  235.08488 70.0 70
  236.07082 90.0 90
  237.09311 39.0 39
  237.10506 35.0 35
  242.10768 53.0 53
  243.09412 33.0 33
  245.10081 51.0 51
  246.08591 37.0 37
  246.11812 39.0 39
  247.08745 125.0 125
  257.07153 35.0 35
  259.08017 39.0 39
  259.08823 44.0 44
  264.09036 32.0 32
  267.11896 35.0 35
  269.10959 44.0 44
  276.0997 37.0 37
  276.11502 35.0 35
  277.09634 42.0 42
  283.07919 35.0 35
  286.09381 32.0 32
  287.09137 35.0 35
  287.12283 40.0 40
  288.09698 33.0 33
  288.10406 67.0 67
  290.09573 44.0 44
  297.10349 35.0 35
  299.12067 46.0 46
  301.09103 32.0 32
  315.11682 86.0 86
//