ACCESSION: MSBNK-Antwerp_Univ-METOX_N102026_B8BB
RECORD_TITLE: N-oleoyl-D-erythro-sphingosine; LC-ESI-QTOF; MS2; CE: 20eV; R=7000; [M-H]-
DATE: 2022.04.09
AUTHORS: da Silva KM, Iturrospe E, van de Lavoir M, Robeyns R, University of Antwerp, Belgium
LICENSE: CC BY
COPYRIGHT: Copyright (c) 2021 by Toxicological Center, University of Antwerp, Wilrijk, Belgium
COMMENT: CONFIDENCE Standard compound
COMMENT: INTERNAL_ID 1020

CH$NAME: N-oleoyl-D-erythro-sphingosine
CH$NAME: N-(oleoyl)-ceramide
CH$NAME: (Z)-N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]octadec-9-enamide
CH$COMPOUND_CLASS: N/A; Metabolomics Standard
CH$FORMULA: C₃₆H₆₉NO₃
CH$EXACT_MASS: 563.5277
CH$SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@H](CO)NC(=O)CCCCCCC/C=C\CCCCCCCC)O
CH$IUPAC: InChI=1S/C36H69NO3/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-36(40)37-34(33-38)35(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,29,31,34-35,38-39H,3-16,19-28,30,32-33H2,1-2H3,(H,37,40)/b18-17-,31-29+/t34-,35+/m0/s1
CH$LINK: CAS 5966-28-9
CH$LINK: CHEBI 77996
CH$LINK: LIPIDMAPS LMSP02010003
CH$LINK: PUBCHEM CID:5283563
CH$LINK: INCHIKEY OBFSLMQLPNKVRW-RHPAUOISSA-N
CH$LINK: CHEMSPIDER 4446676

AC$INSTRUMENT: Agilent 6560 QTOF
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 20 eV
AC$MASS_SPECTROMETRY: RESOLUTION 7000
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 72-1637
AC$CHROMATOGRAPHY: COLUMN_NAME N/A
AC$CHROMATOGRAPHY: FLOW_GRADIENT 50/50 isocratic
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 0.164 min
AC$CHROMATOGRAPHY: SOLVENT A 30/70 acetonitrile/water with 2mM ammonium acetate
AC$CHROMATOGRAPHY: SOLVENT B 88/10/2 isopropanol/acetonitrile/water with 2mM ammonium acetate

MS$FOCUSED_ION: BASE_PEAK 622.5436
MS$FOCUSED_ION: PRECURSOR_M/Z 562.5205
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$FOCUSED_ION: PRECURSOR_INTENSITY 123039
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 3.5.2.1

PK$SPLASH: splash10-03di-0065090000-cfc7aa98cf0a00952767
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  80.0275 C5H4O- 1 80.0268 9.18
  84.021 C4H4O2- 1 84.0217 -8.57
  97.0663 C6H9O- 1 97.0659 4.21
  174.3838 C9H50O- 1 174.3867 -16.72
  218.2123 C12H28NO2- 1 218.2126 -1.28
  222.3769 C12H48NO- 1 222.3741 12.34
  237.2242 C16H29O- 1 237.2224 7.68
  238.2229 C15H28NO- 1 238.2176 21.9
  250.2497 C14H34O3- 2 250.2513 -6.52
  251.2384 C17H31O- 1 251.238 1.51
  263.2389 C18H31O- 1 263.238 3.2
  264.2424 C18H32O- 1 264.2459 -13.1
  264.297 C15H38NO2- 2 264.2908 23.31
  266.2101 C16H28NO2- 2 266.2126 -9.26
  267.0502 C19H7O2- 1 267.0452 18.89
  268.2648 C17H34NO- 1 268.2646 0.8
  280.2644 C18H34NO- 1 280.2646 -0.57
  281.253 C18H33O2- 1 281.2486 15.73
  282.0332 C19H6O3- 2 282.0322 3.39
  294.2297 C22H30- 2 294.2353 -19.04
  304.1809 C22H24O- 1 304.1833 -7.77
  306.2821 C20H36NO- 1 306.2802 6.13
  307.2847 C20H37NO- 1 307.2881 -10.9
  307.3548 C19H47O2- 1 307.3582 -11.02
  322.2755 C20H36NO2- 1 322.2752 1.11
  323.2762 C24H35- 2 323.2744 5.64
  324.2902 C20H38NO2- 1 324.2908 -1.91
  346.0539 C23H8NO3- 1 346.051 8.38
  399.0826 C31H11O- 2 399.0815 2.73
  399.2058 C31H27- 3 399.2118 -15.02
  454.0933 C33H12NO2- 2 454.0874 13.1
  487.4974 C30H65NO3- 3 487.497 0.89
  502.501 C34H64NO- 2 502.4993 3.35
  512.223 C35H30NO3- 2 512.2231 -0.22
  514.4421 C34H58O3- 1 514.4391 5.83
  514.4993 C35H64NO- 2 514.4993 -0.17
  515.4998 C35H65NO- 1 515.5072 -14.32
  516.5152 C35H66NO- 2 516.515 0.48
  519.2738 C35H37NO3- 1 519.2779 -7.85
  526.4961 C36H64NO- 1 526.4993 -6.2
  528.4851 C36H64O2- 2 528.4912 -11.55
  530.4966 C35H64NO2- 2 530.4943 4.36
  532.5125 C35H66NO2- 2 532.5099 4.8
  533.2882 C36H39NO3- 1 533.2935 -10.05
  533.5059 C35H67NO2- 2 533.5177 -22.14
  545.5164 C36H67NO2- 1 545.5177 -2.35
  562.5228 C36H68NO3- 1 562.5205 4.08
PK$NUM_PEAK: 47
PK$PEAK: m/z int. rel.int.
  80.0275 199.2 31
  84.021 41 6
  97.0663 131.7 20
  174.3838 29 4
  218.2123 33 5
  222.3769 111.4 17
  237.2242 1622.3 257
  238.2229 160.4 25
  250.2497 51.4 8
  251.2384 83.1 13
  263.2389 2652.4 421
  264.2424 412.2 65
  264.297 31.4 4
  266.2101 52.3 8
  267.0502 71.4 11
  268.2648 359 57
  280.2644 701.8 111
  281.253 478.7 76
  282.0332 51 8
  294.2297 118.6 18
  304.1809 40.4 6
  306.2821 4357.5 692
  307.2847 229.3 36
  307.3548 16.9 2
  322.2755 928.7 147
  323.2762 65.2 10
  324.2902 18.8 2
  346.0539 96.3 15
  399.0826 15.1 2
  399.2058 33.1 5
  454.0933 22.8 3
  487.4974 55.9 8
  502.501 229 36
  512.223 15.1 2
  514.4421 56.7 9
  514.4993 611.3 97
  515.4998 118.7 18
  516.5152 178.9 28
  519.2738 53.1 8
  526.4961 80.1 12
  528.4851 26.5 4
  530.4966 800.8 127
  532.5125 1101.3 175
  533.2882 55.8 8
  533.5059 68.2 10
  545.5164 126.8 20
  562.5228 6283.8 999
//