ACCESSION: MSBNK-RIKEN-PR309437
RECORD_TITLE: Apigenin-7-O-glucoside; 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$NAME: Apigenin-7-O-glucoside
CH$NAME: Apigetrin
CH$NAME: Cosmosiin
CH$NAME: 5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-chromen-4-one
CH$COMPOUND_CLASS: Flavone O-glycosides
CH$FORMULA: C₂₁H₂₀O₁₀
CH$EXACT_MASS: 432.10565
CH$SMILES: C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O
CH$IUPAC: InChI=1S/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-7,16,18-24,26-28H,8H2/t16-,18-,19+,20-,21-/m1/s1
CH$LINK: CAS 578-74-5
CH$LINK: CHEBI 16778
CH$LINK: CHEMSPIDER 4444290
CH$LINK: INCHIKEY KMOUJOKENFFTPU-QNDFHXLGSA-N
CH$LINK: KEGG C04608
CH$LINK: KNAPSACK C00001017
CH$LINK: NIKKAJI J22.571A
CH$LINK: PUBCHEM CID:5280704

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 4.45
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 431.09837

PK$SPLASH: splash10-0159-0090600000-b4c927cf0a627c99b1c4
PK$NUM_PEAK: 91
PK$PEAK: m/z int. rel.int.
  63.02023 26.0 2
  63.02501 36.0 3
  74.53693 25.0 2
  83.01566 39.0 3
  105.03313 20.0 2
  105.95352 31.0 2
  107.00565 28.0 2
  107.01077 23.0 2
  117.03478 24.0 2
  120.34406 32.0 3
  123.00414 57.0 5
  131.04778 18.0 1
  147.01363 18.0 1
  149.02061 48.0 4
  149.99251 49.0 4
  150.9964 30.0 2
  151.00644 124.0 10
  157.89119 20.0 2
  161.01964 20.0 2
  161.29399 34.0 3
  163.03383 24.0 2
  167.05214 39.0 3
  171.04556 24.0 2
  172.04337 33.0 3
  172.05547 27.0 2
  181.05746 28.0 2
  183.04515 33.0 3
  184.05313 22.0 2
  188.32538 18.0 1
  191.03285 32.0 3
  193.02609 18.0 1
  195.04968 25.0 2
  195.6669 24.0 2
  196.05081 39.0 3
  196.0596 19.0 2
  200.05035 22.0 2
  203.40794 20.0 2
  211.02654 19.0 2
  211.03638 87.0 7
  211.0443 57.0 5
  212.04376 25.0 2
  212.05481 23.0 2
  223.03841 27.0 2
  224.0415 28.0 2
  225.04955 26.0 2
  234.79314 18.0 1
  238.03421 30.0 2
  239.01505 70.0 6
  239.02727 103.0 8
  239.04584 51.0 4
  240.03775 425.0 34
  241.03679 20.0 2
  241.04558 21.0 2
  242.18222 18.0 1
  243.39418 22.0 2
  245.37929 27.0 2
  248.21294 24.0 2
  256.8634 29.0 2
  267.02658 163.0 13
  267.0369 42.0 3
  267.65259 25.0 2
  268.00165 27.0 2
  268.03641 9229.0 730
  268.16553 19.0 2
  268.45816 22.0 2
  268.95819 59.0 5
  269.0423 5116.0 405
  269.43539 19.0 2
  270.03662 177.0 14
  270.04773 416.0 33
  271.03802 19.0 2
  271.05698 54.0 4
  274.90518 33.0 3
  275.82019 20.0 2
  281.03571 26.0 2
  282.04053 18.0 1
  283.06467 18.0 1
  311.05392 130.0 10
  312.06052 24.0 2
  313.04837 42.0 3
  317.62213 28.0 2
  319.67004 24.0 2
  334.96509 20.0 2
  341.06 25.0 2
  341.0723 63.0 5
  353.06955 53.0 4
  421.36505 33.0 3
  431.04239 26.0 2
  431.09644 12631.0 999
  431.14108 71.0 6
  431.15451 29.0 2
//