ACCESSION: MSBNK-UoB-XB000600
RECORD_TITLE: Ramipril; LC-ESI-FT; MS2; CE: 20,40,130%; R=30000; [M+H]+
DATE: 2022.11.08
AUTHORS: Tara J. Bowen, University of Birmingham, UK
LICENSE: CC BY
PUBLICATION: Bowen, T.J.; Southam, A.D.; Hall, A.R.; Weber, R.J.M.; Lloyd, G.R.; Macdonald, R.; Wilson, A.; Pointon, A.; Viant, M.R. Simultaneously discovering the fate and biochemical effects of xenobiotics through untargeted metabolomics. Nat. Commun. (under review)
COMMENT: CONFIDENCE Reference standard
COMMENT: INTERNAL_ID 7040

CH$NAME: Ramipril
CH$NAME: (2S,3aS,6aS)-1-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]pyrrole-2-carboxylic acid
CH$COMPOUND_CLASS: Non-Natural Product; Pharmaceutical drug
CH$FORMULA: C₂₃H₃₂N₂O₅
CH$EXACT_MASS: 416.2311
CH$SMILES: CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N2[C@H]3CCC[C@H]3C[C@H]2C(=O)O
CH$IUPAC: InChI=1S/C23H32N2O5/c1-3-30-23(29)18(13-12-16-8-5-4-6-9-16)24-15(2)21(26)25-19-11-7-10-17(19)14-20(25)22(27)28/h4-6,8-9,15,17-20,24H,3,7,10-14H2,1-2H3,(H,27,28)/t15-,17-,18-,19-,20-/m0/s1
CH$LINK: CAS 87333-19-5
CH$LINK: CHEBI 8774
CH$LINK: KEGG D00421
CH$LINK: PUBCHEM CID:5362129
CH$LINK: INCHIKEY HDACQVRGBOVJII-JBDAPHQKSA-N
CH$LINK: CHEMSPIDER 4514937

AC$INSTRUMENT: Vanquish Horizon UHPLC Thermo Scientific; Orbitrap ID-X Tribrid MS Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-FT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 20,40,130% (stepped)
AC$MASS_SPECTROMETRY: RESOLUTION 30000
AC$CHROMATOGRAPHY: COLUMN_NAME Accucore 150 Amide, 2.6um, 2.1x100mm, Thermo Scientific
AC$CHROMATOGRAPHY: FLOW_GRADIENT 99/1 at 0 min, 99/1 at 2.1 min, 85:15 at 4.1 min, 50/50 at 7.1 min, 5/95 at 10.1 min, 5/95 at 11 min, 99/1 at 11.5 min, 99/1 at 15 min
AC$CHROMATOGRAPHY: FLOW_RATE 0.5 mL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 0.011 min

MS$FOCUSED_ION: BASE_PEAK 417.2384
MS$FOCUSED_ION: PRECURSOR_M/Z 417.2384
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 3.8.0

PK$SPLASH: splash10-015c-8862900000-910cef110d642d009203
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  56.0495 C3H6N+ 1 56.0495 0.42
  63.023 C5H3+ 1 63.0229 1.1
  65.0386 C5H5+ 1 65.0386 -0.01
  67.0543 C5H7+ 1 67.0542 0.52
  73.0648 C4H9O+ 1 73.0648 0.75
  74.0239 C2H4NO2+ 1 74.0237 2.72
  91.0542 C7H7+ 1 91.0542 0.22
  92.0576 C2H8N2O2+ 1 92.058 -4.79
  95.0494 C6H7O+ 1 95.0491 2.48
  102.055 C4H8NO2+ 1 102.055 0.32
  110.0964 C7H12N+ 1 110.0964 0.21
  115.0543 C9H7+ 1 115.0542 0.62
  116.0576 C4H8N2O2+ 1 116.058 -3.69
  117.0699 C9H9+ 1 117.0699 0.46
  118.0733 C4H10N2O2+ 1 118.0737 -3.44
  130.0863 C6H12NO2+ 1 130.0863 0.03
  134.0965 C9H12N+ 1 134.0964 0.18
  156.1019 C8H14NO2+ 1 156.1019 -0.07
  160.1121 C11H14N+ 1 160.1121 -0.12
  162.1278 C11H16N+ 1 162.1277 0.29
  206.1175 C12H16NO2+ 1 206.1176 -0.04
  234.1488 C14H20NO2+ 1 234.1489 -0.14
  236.1553 C18H20+ 1 236.156 -2.77
  237.1582 C10H23NO5+ 1 237.1571 4.77
  343.2017 C20H27N2O3+ 1 343.2016 0.11
  417.2385 C23H33N2O5+ 1 417.2384 0.14
PK$NUM_PEAK: 26
PK$PEAK: m/z int. rel.int.
  56.0495 381459.3 23
  63.023 61334.4 3
  65.0386 1696556.9 104
  67.0543 114437.9 7
  73.0648 163527.2 10
  74.0239 60590.8 3
  91.0542 8256184 507
  92.0576 3886983.5 238
  95.0494 49539.8 3
  102.055 365462.9 22
  110.0964 252870.5 15
  115.0543 1192784.4 73
  116.0576 742848.6 45
  117.0699 2311575.8 142
  118.0733 1446441.1 88
  130.0863 3549173.2 218
  134.0965 1419590.6 87
  156.1019 1138007.5 69
  160.1121 1974730.1 121
  162.1278 80557 4
  206.1175 100962.9 6
  234.1488 9889324 608
  236.1553 1984775.8 122
  237.1582 46053.5 2
  343.2017 5254393.2 323
  417.2385 16248838.8 999
//