ACCESSION: MSBNK-RIKEN-PR303596
RECORD_TITLE: Cinobufagin; 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$NAME: Cinobufagin
CH$COMPOUND_CLASS: Bufanolides and derivatives
CH$FORMULA: C₂₆H₃₄O₆
CH$EXACT_MASS: 442.552
CH$SMILES: CC(=O)O[C@H]1[C@H]2O[C@]22[C@@H]3CC[C@@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]2(C)[C@H]1C1=COC(=O)C=C1
CH$IUPAC: InChI=1S/C26H34O6/c1-14(27)31-22-21(15-4-7-20(29)30-13-15)25(3)11-9-18-19(26(25)23(22)32-26)6-5-16-12-17(28)8-10-24(16,18)2/h4,7,13,16-19,21-23,28H,5-6,8-12H2,1-3H3/t16-,17+,18+,19-,21+,22-,23-,24+,25-,26-/m1/s1
CH$LINK: INCHIKEY SCULJPGYOQQXTK-OLRINKBESA-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 7.508033
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 443.2428153

PK$SPLASH: splash10-0006-0412900000-644fdc95828a0a66977d
PK$NUM_PEAK: 88
PK$PEAK: m/z int. rel.int.
  81.0703 8.0 8
  93.07104 12.0 12
  95.0469 8.0 8
  95.08491 7.0 7
  105.06973 11.0 11
  107.08375 16.0 16
  109.02909 8.0 8
  109.10201 6.0 6
  119.08496 12.0 12
  121.1028 12.0 12
  123.04416 13.0 13
  131.08672 13.0 13
  133.0688 6.0 6
  133.10056 20.0 20
  135.04865 6.0 6
  135.11674 24.0 24
  136.12238 7.0 7
  137.05901 6.0 6
  143.08473 11.0 11
  145.10168 28.0 28
  147.11519 20.0 20
  149.02214 6.0 6
  149.13039 14.0 14
  151.04056 52.0 52
  152.04231 6.0 6
  155.08891 7.0 7
  157.06204 12.0 12
  157.10434 6.0 6
  159.08145 6.0 6
  159.11749 28.0 28
  161.13206 10.0 10
  163.03609 9.0 9
  163.04352 6.0 6
  171.11768 6.0 6
  173.13431 7.0 7
  175.07942 11.0 11
  175.15144 7.0 7
  181.10133 7.0 7
  183.07845 9.0 9
  183.12082 6.0 6
  185.1291 8.0 8
  187.14885 68.0 68
  188.15326 6.0 6
  189.1653 5.0 5
  193.10175 6.0 6
  195.11676 7.0 7
  197.13304 7.0 7
  199.075 7.0 7
  199.14941 9.0 9
  203.07339 6.0 6
  203.17984 30.0 30
  204.18854 7.0 7
  205.15866 5.0 5
  209.09634 8.0 8
  213.16116 10.0 10
  214.16815 13.0 13
  215.17899 32.0 32
  216.18547 7.0 7
  223.1127 6.0 6
  227.10608 11.0 11
  229.11861 5.0 5
  237.12839 8.0 8
  237.17073 5.0 5
  241.1256 9.0 9
  245.12926 6.0 6
  251.18147 7.0 7
  252.18842 7.0 7
  253.19814 8.0 8
  257.11902 13.0 13
  267.13654 6.0 6
  269.194 9.0 9
  301.19553 6.0 6
  319.20804 14.0 14
  321.22998 7.0 7
  323.20834 5.0 5
  329.19107 5.0 5
  337.21713 9.0 9
  347.19711 42.0 42
  347.21323 9.0 9
  348.203 14.0 14
  365.21423 89.0 89
  366.21497 26.0 26
  383.22485 22.0 22
  401.23502 32.0 32
  402.22586 5.0 5
  443.20547 5.0 5
  443.24414 1000.0 999
  443.30484 17.0 17
//