ACCESSION: MSBNK-RIKEN-PR311109
RECORD_TITLE: Strictosidinic acid; 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-3

CH$NAME: Strictosidinic acid
CH$COMPOUND_CLASS: Carbolines
CH$FORMULA: C₂₆H₃₂N₂O₉
CH$EXACT_MASS: 516.547
CH$SMILES: O=C(O)C2=COC(OC1OC(CO)C(O)C(O)C1(O))C(C=C)C2CC4NCCC=3C=5C=CC=CC=5(NC=34)
CH$IUPAC: InChI=1S/C26H32N2O9/c1-2-12-15(9-18-20-14(7-8-27-18)13-5-3-4-6-17(13)28-20)16(24(33)34)11-35-25(12)37-26-23(32)22(31)21(30)19(10-29)36-26/h2-6,11-12,15,18-19,21-23,25-32H,1,7-10H2,(H,33,34)
CH$LINK: INCHIKEY CMMIVMFGFIBAGC-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 POSITIVE
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 3.94
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 517.2195

PK$SPLASH: splash10-014i-0233090000-df4a72e1ab8d7186d38d
PK$NUM_PEAK: 152
PK$PEAK: m/z int. rel.int.
  69.03895 18.0 7
  105.07611 17.0 6
  109.02876 16.0 6
  112.96524 16.0 6
  127.04753 19.0 7
  131.04803 30.0 11
  131.0809 16.0 6
  134.06602 20.0 7
  137.58998 18.0 7
  144.07213 91.0 34
  144.08138 43.0 16
  144.09035 65.0 24
  145.04071 17.0 6
  145.05547 17.0 6
  145.08994 20.0 7
  150.97197 18.0 7
  151.03595 39.0 15
  152.07338 16.0 6
  156.07579 58.0 22
  157.07686 18.0 7
  158.08713 16.0 6
  158.09467 22.0 8
  158.10564 18.0 7
  168.08304 23.0 9
  169.04549 17.0 6
  169.09532 18.0 7
  170.103 55.0 21
  172.07404 18.0 7
  172.10262 28.0 10
  175.04657 17.0 6
  176.07156 28.0 10
  177.05019 16.0 6
  177.05925 18.0 7
  180.06653 20.0 7
  181.07674 20.0 7
  181.10107 18.0 7
  182.08728 17.0 6
  182.09828 20.0 7
  184.07263 16.0 6
  194.09412 35.0 13
  194.10849 19.0 7
  204.08919 16.0 6
  205.08426 16.0 6
  206.09052 24.0 9
  208.11943 17.0 6
  210.10585 18.0 7
  213.1203 17.0 6
  216.97333 17.0 6
  219.10382 20.0 7
  221.12251 16.0 6
  222.09477 97.0 36
  223.09389 50.0 19
  224.06917 18.0 7
  224.09584 17.0 6
  224.12219 41.0 15
  225.09587 17.0 6
  231.10106 18.0 7
  232.55678 20.0 7
  234.08333 20.0 7
  238.06078 17.0 6
  238.07646 21.0 8
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  239.09106 32.0 12
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  250.10732 34.0 13
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  250.16965 23.0 9
  251.08366 57.0 21
  251.09428 114.0 43
  251.12813 25.0 9
  252.099 18.0 7
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  262.10632 19.0 7
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  268.09714 92.0 34
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  311.1499 18.0 7
  320.12842 212.0 79
  320.14511 74.0 28
  322.14673 24.0 9
  326.13138 99.0 37
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  327.14618 19.0 7
  337.14627 52.0 19
  337.16 101.0 38
  337.98621 17.0 6
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  338.12946 51.0 19
  338.14392 107.0 40
  338.16882 48.0 18
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  355.17291 17.0 6
  355.19412 44.0 16
  356.17047 20.0 7
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  427.72662 22.0 8
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  500.20151 748.0 280
  501.16858 40.0 15
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  517.1582 18.0 7
  517.21808 2670.0 999
//