ACCESSION: MSBNK-Antwerp_Univ-METOX_N102026_9C9C
RECORD_TITLE: N-oleoyl-D-erythro-sphingosine; LC-ESI-QTOF; MS2; CE: 40eV; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 40 eV
AC$MASS_SPECTROMETRY: RESOLUTION 7000
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 83-1620
AC$CHROMATOGRAPHY: COLUMN_NAME N/A
AC$CHROMATOGRAPHY: FLOW_GRADIENT 50/50 isocratic
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 0.167 min
AC$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$FOCUSED_ION: BASE_PEAK 622.5423
MS$FOCUSED_ION: PRECURSOR_M/Z 562.5205
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$FOCUSED_ION: PRECURSOR_INTENSITY 65904
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$SPLASH: splash10-0a4i-0098010000-2b122ffed96a3c592cd3
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  84.0456 C4H6NO- 1 84.0455 1.21
  94.4427 C2H56N- 1 94.4418 9.04
  97.0653 C6H9O- 1 97.0659 -6.43
  111.0792 C7H11O- 1 111.0815 -20.76
  119.2036 C5H27O2- 1 119.2017 16.54
  125.0876 C7H11NO- 1 125.0846 23.79
  211.2083 C14H27O- 1 211.2067 7.53
  235.2061 C16H27O- 1 235.2067 -2.61
  237.221 C16H29O- 1 237.2224 -6.03
  238.0662 C18H8N- 2 238.0662 -0.05
  238.2243 C16H30O- 1 238.2302 -24.93
  250.2554 C17H32N- 2 250.254 5.58
  255.2306 C16H31O2- 1 255.233 -9.04
  261.2206 C18H29O- 1 261.2224 -6.99
  263.2365 C18H31O- 1 263.238 -5.75
  264.24 C18H32O- 1 264.2459 -22.23
  266.2476 C17H32NO- 1 266.2489 -5.02
  268.2628 C17H34NO- 1 268.2646 -6.53
  270.0279 C18H6O3- 1 270.0322 -16.06
  279.2707 C19H35O- 1 279.2693 5.02
  280.2642 C18H34NO- 1 280.2646 -1.49
  281.2486 C18H33O2- 1 281.2486 -0.04
  282.254 C18H34O2- 1 282.2564 -8.5
  286.0675 C22H8N- 2 286.0662 4.52
  302.2915 C21H36N- 2 302.2853 20.39
  304.2615 C20H34NO- 1 304.2646 -10.04
  306.2799 C20H36NO- 1 306.2802 -1.24
  307.2825 C20H37NO- 1 307.2881 -18.06
  308.0287 C24H4O- 2 308.0268 6.28
  308.0897 C22H12O2- 1 308.0843 17.59
  313.1676 C19H23NO3- 2 313.1683 -2.42
  320.2528 C24H32- 2 320.2509 5.76
  322.2747 C20H36NO2- 1 322.2752 -1.52
  323.1791 C25H23- 1 323.1805 -4.4
  353.1725 C25H23NO- 1 353.1785 -16.94
  359.2748 C27H35- 2 359.2744 1.1
  487.4773 C33H61NO- 2 487.4759 3
  488.4849 C33H62NO- 2 488.4837 2.4
  502.4942 C34H64NO- 1 502.4993 -10.26
  511.2487 C36H33NO2- 1 511.2517 -5.83
  514.505 C35H64NO- 2 514.4993 11
  515.4376 C33H57NO3- 2 515.4344 6.23
  530.4846 C35H64NO2- 1 530.4943 -18.23
  533.5048 C35H65O3- 2 533.4939 20.47
PK$NUM_PEAK: 44
PK$PEAK: m/z int. rel.int.
  84.0456 76 16
  94.4427 19.6 4
  97.0653 206.5 44
  111.0792 165 35
  119.2036 29 6
  125.0876 32.5 6
  211.2083 117 24
  235.2061 119.3 25
  237.221 1171.8 250
  238.0662 68.7 14
  238.2243 180.5 38
  250.2554 25 5
  255.2306 110.9 23
  261.2206 205.7 43
  263.2365 1697.2 362
  264.24 239.3 51
  266.2476 360.5 77
  268.2628 178.1 38
  270.0279 22.8 4
  279.2707 289 61
  280.2642 579.2 123
  281.2486 320.1 68
  282.254 142.1 30
  286.0675 63.6 13
  302.2915 25.5 5
  304.2615 82.9 17
  306.2799 4675.9 999
  307.2825 386.8 82
  308.0287 37.5 8
  308.0897 42.4 9
  313.1676 90 19
  320.2528 51.4 10
  322.2747 317 67
  323.1791 28 5
  353.1725 107.3 22
  359.2748 14.9 3
  487.4773 117.5 25
  488.4849 83.7 17
  502.4942 92.5 19
  511.2487 29 6
  514.505 508.4 108
  515.4376 76.1 16
  530.4846 40 8
  533.5048 62.2 13
//