ACCESSION: MSBNK-RIKEN-PR300837
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$SPLASH: splash10-0fk9-3917000000-803e4286e33fe92304e6
PK$NUM_PEAK: 98
PK$PEAK: m/z int. rel.int.
  67.05302 10.0 10
  67.05719 13.0 13
  68.05039 23.0 23
  77.04112 14.0 14
  79.05251 6.0 6
  79.05698 12.0 12
  80.05129 36.0 36
  81.0676 22.0 22
  82.06503 8.0 8
  91.05342 20.0 20
  91.05957 23.0 23
  92.06206 6.0 6
  93.0585 7.0 7
  93.06823 41.0 41
  93.07311 55.0 55
  94.06512 236.0 236
  95.07025 13.0 13
  95.08731 43.0 43
  96.05154 6.0 6
  96.08257 79.0 79
  97.08508 13.0 13
  99.04821 6.0 6
  103.04167 5.0 5
  103.05235 31.0 31
  103.05844 33.0 33
  105.07223 22.0 22
  105.07775 7.0 7
  107.07128 10.0 10
  107.07877 14.0 14
  108.07449 15.0 15
  108.0836 39.0 39
  108.09222 10.0 10
  109.06575 17.0 17
  109.08738 12.0 12
  110.0978 57.0 57
  111.0379 7.0 7
  111.0458 11.0 11
  111.07174 5.0 5
  118.06201 38.0 38
  119.06629 5.0 5
  119.07326 11.0 11
  119.08396 5.0 5
  120.05523 7.0 7
  120.06284 12.0 12
  120.08107 560.0 559
  121.06294 7.0 7
  121.08673 56.0 56
  122.09733 109.0 109
  123.04459 5.0 5
  123.08271 58.0 58
  125.09264 12.0 12
  127.07829 5.0 5
  134.0625 11.0 11
  136.07451 8.0 8
  138.07207 5.0 5
  138.09167 432.0 432
  139.0744 22.0 22
  139.08678 9.0 9
  139.09676 42.0 42
  140.10942 23.0 23
  141.09314 7.0 7
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  151.05347 5.0 5
  151.07664 80.0 80
  152.07567 12.0 12
  156.10374 20.0 20
  160.11328 9.0 9
  169.08374 28.0 28
  192.10991 7.0 7
  215.10078 6.0 6
  220.11307 8.0 8
  220.12918 18.0 18
  220.13966 40.0 40
  221.14334 16.0 16
  236.12216 5.0 5
  248.17149 5.0 5
  260.1666 6.0 6
  276.14096 11.0 11
  276.15527 42.0 42
  276.1637 82.0 82
  277.14282 8.0 8
  277.15952 9.0 9
  277.17188 8.0 8
  304.15302 13.0 13
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  308.18192 15.0 15
  322.1636 42.0 42
  322.18317 13.0 13
  323.1687 6.0 6
  324.18118 365.0 365
  324.21484 11.0 11
  325.18378 78.0 78
  326.19476 11.0 11
  352.11963 6.0 6
  352.13248 11.0 11
  352.17551 1000.0 999
//