ACCESSION: MSBNK-RIKEN-PR304961
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$SPLASH: splash10-014i-0921000000-c33ffcfdbe9129fb39fa
PK$NUM_PEAK: 79
PK$PEAK: m/z int. rel.int.
  66.01398 24.0 24
  108.01467 17.0 17
  110.24825 18.0 18
  120.99307 17.0 17
  121.02689 19.0 19
  122.00083 66.0 66
  123.00662 95.0 95
  137.02551 189.0 189
  137.05872 20.0 20
  137.06581 34.0 34
  137.99075 18.0 18
  138.01477 18.0 18
  138.02707 76.0 76
  138.03569 30.0 30
  139.00037 60.0 60
  151.04262 17.0 17
  152.04774 238.0 238
  153.05109 54.0 54
  155.77103 26.0 26
  157.05009 35.0 35
  166.99893 17.0 17
  167.07132 1000.0 999
  167.99875 40.0 40
  168.01088 45.0 45
  168.0687 44.0 44
  168.07774 24.0 24
  170.0625 48.0 48
  171.05553 17.0 17
  171.07112 18.0 18
  173.64793 17.0 17
  181.01067 37.0 37
  181.02089 42.0 42
  182.0228 86.0 86
  182.05379 23.0 23
  183.05876 26.0 26
  184.02869 17.0 17
  195.02956 17.0 17
  196.0367 72.0 72
  197.04861 17.0 17
  197.06412 21.0 21
  198.04156 24.0 24
  198.07513 17.0 17
  211.05035 57.0 57
  211.05872 157.0 157
  211.06924 192.0 192
  212.05856 15.0 15
  212.06721 24.0 24
  212.3557 17.0 17
  213.79178 33.0 33
  223.08685 38.0 38
  224.05304 20.0 20
  233.06093 17.0 17
  237.09967 23.0 23
  242.08357 17.0 17
  249.08784 19.0 19
  251.11411 18.0 18
  261.04855 23.0 23
  263.12283 22.0 22
  264.09653 25.0 25
  289.12369 19.0 19
  291.13931 17.0 17
  300.08722 18.0 18
  305.13702 17.0 17
  315.10794 17.0 17
  333.12314 84.0 84
  347.14343 53.0 53
  349.15152 34.0 34
  350.10312 25.0 25
  350.16022 36.0 36
  350.17398 26.0 26
  357.19525 25.0 25
  365.13516 46.0 46
  365.15396 21.0 21
  379.17236 18.0 18
  417.22745 22.0 22
  429.23508 17.0 17
  458.17392 22.0 22
  560.17188 22.0 22
  561.17816 17.0 17
//