ACCESSION: MSBNK-RIKEN-PR304945
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$SPLASH: splash10-014i-0920000000-1c21341d315f0af7bbda
PK$NUM_PEAK: 68
PK$PEAK: m/z int. rel.int.
  65.03621 29.0 29
  81.03123 21.0 21
  82.00484 19.0 19
  82.03602 31.0 31
  94.00832 20.0 20
  96.0155 20.0 20
  121.99856 38.0 38
  123.00968 22.0 22
  124.02292 17.0 17
  135.0466 22.0 22
  136.00616 17.0 17
  136.99089 17.0 17
  137.0238 194.0 194
  137.03304 83.0 83
  137.99786 23.0 23
  138.03224 209.0 209
  152.04639 284.0 284
  153.05557 37.0 37
  157.06984 23.0 23
  158.06087 23.0 23
  167.07237 1000.0 999
  167.42012 38.0 38
  168.00275 26.0 26
  168.07422 99.0 99
  169.01323 17.0 17
  169.0724 18.0 18
  170.07014 18.0 18
  171.07603 50.0 50
  181.01103 19.0 19
  181.01938 29.0 29
  182.01877 85.0 85
  183.03514 21.0 21
  183.05649 18.0 18
  185.07405 18.0 18
  194.0213 19.0 19
  196.03935 25.0 25
  197.03355 19.0 19
  197.04948 64.0 64
  197.07106 50.0 50
  198.04236 23.0 23
  211.06279 407.0 407
  211.08232 29.0 29
  212.06349 87.0 87
  223.08488 21.0 21
  233.06964 34.0 34
  248.0705 24.0 24
  249.03743 21.0 21
  249.10332 19.0 19
  251.12506 19.0 19
  267.0488 17.0 17
  298.10901 17.0 17
  305.12857 40.0 40
  318.09995 19.0 19
  333.10107 20.0 20
  333.1243 82.0 82
  333.14633 20.0 20
  349.15475 17.0 17
  364.1254 20.0 20
  366.16898 19.0 19
  376.10641 29.0 29
  381.16855 23.0 23
  413.1644 19.0 19
  426.17123 19.0 19
  458.17038 17.0 17
  490.1944 19.0 19
  547.18097 20.0 20
  561.18213 74.0 74
  561.21106 21.0 21
//