ACCESSION: MSBNK-RIKEN-PR300868
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$SPLASH: splash10-0uk9-3917000000-08ec86023bb5248b661b
PK$NUM_PEAK: 93
PK$PEAK: m/z int. rel.int.
  67.0598 5.0 5
  68.04667 9.0 9
  68.05457 7.0 7
  77.0369 7.0 7
  77.04246 6.0 6
  79.04836 6.0 6
  79.05701 17.0 17
  80.04359 8.0 8
  80.05095 36.0 36
  81.03147 6.0 6
  81.07159 19.0 19
  82.0674 11.0 11
  83.05444 5.0 5
  83.08727 7.0 7
  84.0464 8.0 8
  91.04776 7.0 7
  91.05479 44.0 44
  92.04993 11.0 11
  93.06916 72.0 72
  93.07395 44.0 44
  94.06606 194.0 194
  95.05169 6.0 6
  95.07069 24.0 24
  95.08775 47.0 47
  96.07976 74.0 74
  96.08652 23.0 23
  98.10263 6.0 6
  99.04291 5.0 5
  103.05088 14.0 14
  103.05574 47.0 47
  105.07155 18.0 18
  106.06285 6.0 6
  107.08677 13.0 13
  108.0819 52.0 52
  108.08894 10.0 10
  109.06429 10.0 10
  109.09198 13.0 13
  110.06208 12.0 12
  110.09777 52.0 52
  111.04242 9.0 9
  111.08038 10.0 10
  117.06899 5.0 5
  118.06546 50.0 50
  119.07008 20.0 20
  120.08135 486.0 486
  121.05997 6.0 6
  121.06684 18.0 18
  121.07663 8.0 8
  121.08698 46.0 46
  121.09998 7.0 7
  122.08278 6.0 6
  122.09682 107.0 107
  123.08233 82.0 82
  124.08212 7.0 7
  125.09807 16.0 16
  138.09134 464.0 464
  139.07817 10.0 10
  139.09599 76.0 76
  140.1026 17.0 17
  140.11313 6.0 6
  149.09851 6.0 6
  151.06816 16.0 16
  151.07848 55.0 55
  154.08736 9.0 9
  156.10228 17.0 17
  169.03128 6.0 6
  169.08531 27.0 27
  169.09528 5.0 5
  172.11563 7.0 7
  173.37865 6.0 6
  179.07529 9.0 9
  202.12621 8.0 8
  204.10136 5.0 5
  220.13087 34.0 34
  220.14079 7.0 7
  221.13853 18.0 18
  221.14423 9.0 9
  222.14764 7.0 7
  240.14211 12.0 12
  248.16275 15.0 15
  260.15802 5.0 5
  276.14642 14.0 14
  276.16522 67.0 67
  277.1658 15.0 15
  304.1452 7.0 7
  304.16568 7.0 7
  306.17459 9.0 9
  322.16739 32.0 32
  324.18082 371.0 371
  325.18323 67.0 67
  352.08832 7.0 7
  352.13721 9.0 9
  352.17563 1000.0 999
//