ACCESSION: MSBNK-RIKEN-PR300856
RECORD_TITLE: Retrorsine; 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$NAME: Retrorsine
CH$COMPOUND_CLASS: Macrolides and analogues
CH$FORMULA: C₁₈H₂₅NO₆
CH$EXACT_MASS: 351.399
CH$SMILES: C\C=C1\C[C@@H](C)[C@](O)(CO)C(=O)OCC2=CCN3CC[C@@H](OC1=O)[C@@H]23
CH$IUPAC: InChI=1S/C18H25NO6/c1-3-12-8-11(2)18(23,10-20)17(22)24-9-13-4-6-19-7-5-14(15(13)19)25-16(12)21/h3-4,11,14-15,20,23H,5-10H2,1-2H3/b12-3-/t11-,14-,15-,18-/m1/s1
CH$LINK: INCHIKEY BCJMNZRQJAVDLD-CQRYIUNCSA-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 3.2257
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 352.175464

PK$SPLASH: splash10-0006-9600000000-6cd0dd0149274bd655dd
PK$NUM_PEAK: 137
PK$PEAK: m/z int. rel.int.
  67.04708 39.0 39
  67.05513 303.0 303
  68.04776 35.0 35
  68.05209 102.0 102
  68.05877 23.0 23
  69.07323 47.0 47
  69.23708 20.0 20
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  77.03863 375.0 375
  77.04402 92.0 92
  78.03162 17.0 17
  79.03856 18.0 18
  79.05492 450.0 450
  80.02518 28.0 28
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  80.05231 254.0 254
  81.03184 73.0 73
  81.05006 28.0 28
  81.05684 158.0 158
  81.06467 59.0 59
  81.07226 116.0 116
  82.06185 51.0 51
  82.06752 168.0 168
  82.41068 38.0 38
  82.63712 20.0 20
  83.04594 19.0 19
  83.05404 18.0 18
  83.08298 57.0 57
  83.22839 18.0 18
  84.04654 24.0 24
  84.05665 65.0 65
  86.05984 63.0 63
  91.05473 486.0 486
  91.10146 46.0 46
  92.04792 40.0 40
  92.05453 54.0 54
  92.06051 25.0 25
  92.46175 20.0 20
  93.05134 65.0 65
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  94.06143 240.0 240
  94.06788 1000.0 999
  94.41942 18.0 18
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  96.08009 123.0 123
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  248.1721 17.0 17
//