ACCESSION: MSBNK-RIKEN-PR306052
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: registered in RIKEN PlaSMA

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$COMPOUND_CLASS: Flavonoid-7-O-glycosides
CH$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$CHROMATOGRAPHY: CAPILLARY_VOLTAGE -2.75 kV
AC$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 4.446617
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 431.09837034783

PK$SPLASH: splash10-014i-0690000000-afa040f84b7bea70094c
PK$NUM_PEAK: 127
PK$PEAK: m/z int. rel.int.
  63.02109 33.0 33
  64.02908 6.0 6
  65.00188 9.0 9
  65.00504 12.0 12
  81.03304 7.0 7
  83.00935 28.0 28
  83.01483 45.0 45
  92.02473 8.0 8
  94.0086 8.0 8
  105.03601 7.0 7
  106.0108 10.0 10
  106.52428 10.0 10
  107.01213 322.0 322
  108.01287 37.0 37
  108.02196 7.0 7
  113.04148 10.0 10
  116.02336 6.0 6
  117.03289 119.0 119
  117.04688 9.0 9
  118.038 16.0 16
  119.04687 9.0 9
  120.01649 14.0 14
  121.02936 44.0 44
  121.99655 22.0 22
  122.8496 9.0 9
  122.99729 12.0 12
  123.00937 6.0 6
  130.04218 32.0 32
  130.14963 6.0 6
  135.00891 13.0 13
  141.02837 6.0 6
  143.04385 11.0 11
  143.04987 24.0 24
  146.99823 6.0 6
  148.0143 33.0 33
  148.02139 36.0 36
  149.01651 19.0 19
  149.02979 26.0 26
  149.99086 49.0 49
  150.00183 8.0 8
  151.0034 320.0 320
  152.01308 26.0 26
  152.02351 8.0 8
  154.07535 6.0 6
  155.04332 8.0 8
  155.05251 21.0 21
  157.06459 6.0 6
  158.03482 50.0 50
  159.03654 9.0 9
  159.04497 16.0 16
  160.0451 8.0 8
  161.02151 7.0 7
  161.02911 16.0 16
  166.04616 15.0 15
  167.04509 56.0 56
  168.05194 63.0 63
  168.06023 21.0 21
  169.03139 8.0 8
  169.05069 6.0 6
  169.07309 6.0 6
  170.03482 6.0 6
  171.04472 108.0 108
  172.05284 59.0 59
  173.05173 7.0 7
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  181.05107 6.0 6
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  181.06747 7.0 7
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  183.04321 143.0 143
  184.01094 9.0 9
  184.04399 34.0 34
  184.05421 65.0 65
  185.03201 7.0 7
  185.05009 9.0 9
  186.02863 6.0 6
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  193.71146 6.0 6
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  195.04103 85.0 85
  196.04814 23.0 23
  196.0602 15.0 15
  197.01385 8.0 8
  197.02699 9.0 9
  197.06419 9.0 9
  199.04048 45.0 45
  200.04808 41.0 41
  201.04057 14.0 14
  201.05098 30.0 30
  206.03494 6.0 6
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  210.03185 10.0 10
  211.01587 6.0 6
  211.03804 414.0 414
  211.07082 10.0 10
  212.01103 6.0 6
  212.0274 13.0 13
  212.04337 92.0 92
  212.05563 25.0 25
  213.04832 23.0 23
  223.03842 32.0 32
  224.03198 11.0 11
  224.05168 8.0 8
  225.02319 8.0 8
  225.04782 8.0 8
  227.02948 31.0 31
  229.01527 6.0 6
  239.03444 427.0 427
  240.03716 332.0 332
  240.04951 98.0 98
  241.02692 6.0 6
  241.04367 60.0 60
  242.03069 6.0 6
  242.05202 11.0 11
  243.31978 6.0 6
  266.00473 6.0 6
  266.02103 7.0 7
  267.02835 158.0 158
  267.05325 6.0 6
  268.03748 1000.0 999
  269.02695 35.0 35
  269.04211 154.0 154
  270.03806 19.0 19
  270.04977 19.0 19
  271.04364 7.0 7
  272.96518 6.0 6
  339.19324 6.0 6
//