ACCESSION: MSBNK-RIKEN-PR304959
RECORD_TITLE: Isoreserpin; 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$NAME: Isoreserpin
CH$COMPOUND_CLASS: Yohimbine alkaloids
CH$FORMULA: C₃₃H₄₀N₂O₉
CH$EXACT_MASS: 608.688
CH$SMILES: CO[C@H]1[C@@H](C[C@@H]2CN3CCC4=C([C@@H]3C[C@@H]2[C@@H]1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
CH$IUPAC: InChI=1S/C33H40N2O9/c1-38-19-7-8-20-21-9-10-35-16-18-13-27(44-32(36)17-11-25(39-2)30(41-4)26(12-17)40-3)31(42-5)28(33(37)43-6)22(18)15-24(35)29(21)34-23(20)14-19/h7-8,11-12,14,18,22,24,27-28,31,34H,9-10,13,15-16H2,1-6H3/t18-,22+,24+,27-,28+,31+/m1/s1
CH$LINK: INCHIKEY QEVHRUUCFGRFIF-VPHNHGCZSA-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 6.098567
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 607.26610444783

PK$SPLASH: splash10-0006-0310090000-0e4290e00a455b8033e4
PK$NUM_PEAK: 61
PK$PEAK: m/z int. rel.int.
  81.0377 15.0 15
  131.0215 15.0 15
  137.02481 121.0 121
  138.02769 12.0 12
  151.03717 12.0 12
  167.07317 72.0 72
  181.01431 296.0 296
  181.02071 119.0 119
  182.01776 42.0 42
  183.01898 12.0 12
  196.0361 23.0 23
  197.05057 12.0 12
  198.04584 10.0 10
  211.04762 23.0 23
  211.06207 248.0 248
  212.06607 15.0 15
  212.08304 11.0 11
  213.06125 13.0 13
  267.49527 15.0 15
  274.08398 10.0 10
  288.54138 10.0 10
  306.129 10.0 10
  334.18033 10.0 10
  338.48984 13.0 13
  380.17899 57.0 57
  395.19095 11.0 11
  395.20486 14.0 14
  396.19925 10.0 10
  405.12915 21.0 21
  405.14563 10.0 10
  420.16711 10.0 10
  426.00238 15.0 15
  442.18912 10.0 10
  469.14731 14.0 14
  469.17395 10.0 10
  473.20352 14.0 14
  513.17548 11.0 11
  525.2016 10.0 10
  528.20874 12.0 12
  533.22748 11.0 11
  562.20563 10.0 10
  563.2489 10.0 10
  575.21887 16.0 16
  577.21716 322.0 322
  578.21985 83.0 83
  578.24463 40.0 40
  579.22083 10.0 10
  591.23944 23.0 23
  592.12793 12.0 12
  592.24304 1000.0 999
  593.07269 13.0 13
  593.20258 11.0 11
  593.22717 68.0 68
  593.25037 179.0 179
  593.28149 22.0 22
  593.31128 12.0 12
  594.23901 41.0 41
  594.26208 29.0 29
  607.24103 21.0 21
  607.26166 38.0 38
  607.28784 45.0 45
//