ACCESSION: MSBNK-RIKEN-PR308711
RECORD_TITLE: Madecassoside; 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-1

CH$NAME: Madecassoside
CH$COMPOUND_CLASS: Triterpene saponins
CH$FORMULA: C₄₈H₇₈O₂₀
CH$EXACT_MASS: 975.132
CH$SMILES: CC1CCC2(CCC3(C)C(=CCC4C5(C)CC(O)C(O)C(C)(CO)C5C(O)CC34C)C2C1C)C(=O)OC1OC(COC2OC(CO)C(OC3OC(C)C(O)C(O)C3O)C(O)C2O)C(O)C(O)C1O
CH$IUPAC: InChI=1S/C48H78O20/c1-19-10-11-48(13-12-46(6)22(28(48)20(19)2)8-9-27-44(4)14-24(52)39(61)45(5,18-50)38(44)23(51)15-47(27,46)7)43(62)68-42-35(59)32(56)30(54)26(66-42)17-63-40-36(60)33(57)37(25(16-49)65-40)67-41-34(58)31(55)29(53)21(3)64-41/h8,19-21,23-42,49-61H,9-18H2,1-7H3
CH$LINK: INCHIKEY BNMGUJRJUUDLHW-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 4.89
AC$CHROMATOGRAPHY: SOLVENT A water including 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B acetonitrile including 0.1% formic acid

MS$FOCUSED_ION: PRECURSOR_TYPE [M+HCOO]-
MS$FOCUSED_ION: PRECURSOR_M/Z 1019.50685

PK$SPLASH: splash10-00xr-4100320009-e098f60bdc67e262b004
PK$NUM_PEAK: 95
PK$PEAK: m/z int. rel.int.
  58.04996 18.0 3
  87.00907 25.0 4
  89.0216 38.0 5
  101.01347 33.0 5
  101.02062 95.0 13
  102.02618 18.0 3
  113.02239 20.0 3
  125.02225 138.0 19
  143.03114 40.0 6
  143.03844 44.0 6
  155.26024 28.0 4
  157.94821 21.0 3
  161.04118 532.0 75
  161.05469 39.0 5
  162.04967 39.0 5
  162.47826 26.0 4
  163.05658 104.0 15
  163.06294 60.0 8
  167.02942 20.0 3
  169.40173 19.0 3
  185.0426 21.0 3
  200.59506 18.0 3
  205.07509 19.0 3
  206.07404 20.0 3
  221.07034 24.0 3
  229.064 20.0 3
  231.24907 18.0 3
  245.06943 22.0 3
  247.07997 614.0 86
  247.34657 20.0 3
  248.0621 22.0 3
  248.07983 20.0 3
  248.08946 20.0 3
  249.10513 19.0 3
  265.09448 273.0 38
  274.83615 20.0 3
  275.07571 20.0 3
  323.07498 33.0 5
  323.095 291.0 41
  324.09964 41.0 6
  325.10278 36.0 5
  325.11713 71.0 10
  327.12247 19.0 3
  349.11121 38.0 5
  367.12045 208.0 29
  367.1312 89.0 13
  367.59454 20.0 3
  368.1138 20.0 3
  382.69296 20.0 3
  409.13504 146.0 21
  409.16168 18.0 3
  414.2738 38.0 5
  449.1879 22.0 3
  451.14359 66.0 9
  469.15433 3581.0 504
  470.15933 431.0 61
  471.14789 29.0 4
  471.16351 58.0 8
  472.16461 21.0 3
  474.12094 29.0 4
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  493.19406 22.0 3
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  505.33377 92.0 13
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  596.38983 35.0 5
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  647.47601 18.0 3
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  663.05133 18.0 3
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  713.19653 18.0 3
  721.64423 20.0 3
  730.39771 20.0 3
  853.45947 22.0 3
  955.50702 20.0 3
  973.50018 7093.0 999
  974.50195 3333.0 469
  975.50604 873.0 123
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  976.52643 65.0 9
  978.73505 20.0 3
  1014.91479 20.0 3
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  1019.50824 6251.0 880
  1019.63098 27.0 4
//