ACCESSION: MSBNK-RIKEN-PR309192
RECORD_TITLE: Loganic acid (Not validated); 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: Annotation level-3

CH$NAME: Loganic acid (Not validated)
CH$COMPOUND_CLASS: Iridoid glycosides
CH$FORMULA: C₁₆H₂₄O₁₀
CH$EXACT_MASS: 376.358
CH$SMILES: O=C(O)C2=COC(OC1OC(CO)C(O)C(O)C1(O))C3C2CC(O)C3(C)
CH$IUPAC: InChI=1S/C16H24O10/c1-5-8(18)2-6-7(14(22)23)4-24-15(10(5)6)26-16-13(21)12(20)11(19)9(3-17)25-16/h4-6,8-13,15-21H,2-3H2,1H3,(H,22,23)
CH$LINK: INCHIKEY JNNGEAWILNVFFD-UHFFFAOYSA-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$CHROMATOGRAPHY: CAPILLARY_VOLTAGE +3.00 kV
AC$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 2.77
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 375.1283

PK$SPLASH: splash10-03di-3980000000-e007c12a795dec4f4f46
PK$NUM_PEAK: 52
PK$PEAK: m/z int. rel.int.
  59.01516 41.0 31
  65.92133 19.0 14
  69.0333 178.0 134
  70.03663 17.0 13
  71.01178 67.0 50
  72.01264 21.0 16
  72.02088 24.0 18
  85.02522 16.0 12
  85.03087 33.0 25
  89.01475 17.0 13
  89.02151 121.0 91
  93.03033 20.0 15
  95.04872 50.0 38
  99.04012 45.0 34
  99.04773 53.0 40
  100.04321 16.0 12
  101.02119 65.0 49
  107.04436 29.0 22
  107.05055 92.0 69
  109.0684 16.0 12
  113.02388 239.0 179
  114.02682 17.0 13
  114.03233 20.0 15
  119.03375 76.0 57
  119.0415 18.0 14
  123.04395 17.0 13
  123.08015 16.0 12
  125.02121 18.0 14
  133.04367 22.0 16
  143.0251 23.0 17
  143.03581 41.0 31
  151.06982 97.0 73
  151.07634 201.0 151
  151.97702 16.0 12
  152.08128 18.0 14
  152.08818 17.0 13
  168.9382 17.0 13
  169.08598 476.0 357
  169.1041 18.0 14
  170.08855 61.0 46
  170.10306 21.0 16
  177.05774 20.0 15
  199.17313 16.0 12
  213.07585 1332.0 999
  213.14459 20.0 15
  214.07892 193.0 145
  214.10228 19.0 14
  215.07748 16.0 12
  215.0986 23.0 17
  268.19366 21.0 16
  315.12262 18.0 14
  374.13214 19.0 14
//