ACCESSION: MSBNK-AAFC-AC000726
RECORD_TITLE: Surfactin C; LC-ESI-ITFT; MS2; CE: 30; R=17500; [M+H]+
DATE: 2017.07.07
AUTHORS: Tim McDowell, Brian Weselowski, Ze-Chun Yuan, Justin B. Renaud, Mark W. Sumarah, Agriculture and Agri-Food Canada
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) 2017
COMMENT: CONFIDENCE isolated standard

CH$NAME: Surfactin C
CH$NAME: 3-[(3S,6R,9S,12S,15R,18S,21S,25R)-9-(carboxymethyl)-3,6,15,18-tetrakis(2-methylpropyl)-25-(10-methylundecyl)-2,5,8,11,14,17,20,23-octaoxo-12-propan-2-yl-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-21-yl]propanoic acid
CH$COMPOUND_CLASS: Natural Product; Bacterial metabolite
CH$FORMULA: C₅₃H₉₃N₇O₁₃
CH$EXACT_MASS: 1035.68314
CH$SMILES: CC(C)CCCCCCCCC[C@@H]1CC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)O1)CC(C)C)CC(C)C)CC(=O)O)C(C)C)CC(C)C)CC(C)C)CCC(=O)O
CH$IUPAC: InChI=1S/C53H93N7O13/c1-30(2)20-18-16-14-13-15-17-19-21-36-28-43(61)54-37(22-23-44(62)63)47(66)55-38(24-31(3)4)48(67)57-40(26-33(7)8)51(70)60-46(35(11)12)52(71)58-41(29-45(64)65)50(69)56-39(25-32(5)6)49(68)59-42(27-34(9)10)53(72)73-36/h30-42,46H,13-29H2,1-12H3,(H,54,61)(H,55,66)(H,56,69)(H,57,67)(H,58,71)(H,59,68)(H,60,70)(H,62,63)(H,64,65)/t36-,37+,38+,39-,40-,41+,42+,46+/m1/s1
CH$LINK: INCHIKEY NJGWOFRZMQRKHT-WGVNQGGSSA-N
CH$LINK: CAS 24730-31-2
CH$LINK: PUBCHEM CID:443592
CH$LINK: CHEMSPIDER 391754
CH$LINK: COMPTOX DTXSID20893274

AC$INSTRUMENT: Q-Exactive Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: IONIZATION_VOLTAGE 3.9 kV
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 30(NCE)
AC$MASS_SPECTROMETRY: RESOLUTION 17500
AC$CHROMATOGRAPHY: COLUMN_NAME Agilent RRHD Eclipse 50 x 2 mm, 1.8 uM
AC$CHROMATOGRAPHY: FLOW_GRADIENT 100:0 at 0 min, 100:0 at 0.5 min, 0:100 at 3.5 min, 0:100 at 5.5 min, 100:0 at 7 min
AC$CHROMATOGRAPHY: FLOW_RATE 0.3 mL min-1
AC$CHROMATOGRAPHY: RETENTION_TIME 5.05
AC$CHROMATOGRAPHY: NAPS_RTI 1968
AC$CHROMATOGRAPHY: SOLVENT A H2O 0.1% FA
AC$CHROMATOGRAPHY: SOLVENT B ACN 0.1% FA

MS$FOCUSED_ION: BASE_PEAK 86.0973
MS$FOCUSED_ION: PRECURSOR_M/Z 1036.6899
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE Proteowizard
MS$DATA_PROCESSING: RECALIBRATE based on Fragment ion formula determination
MS$DATA_PROCESSING: INTENSITY CUTOFF 0.05 Base Peak

PK$SPLASH: splash10-0fbi-5389400000-372e649f01acb1a967b6
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
  102.0558 C4H8N1O2+ 8.31
  130.0504 C5H8N1O3+ 4.14
  132.1023 C6H14N1O2+ 2.97
  154.1593 C10H20N1+ 1.66
  183.1133 C9H15N2O2+ 2.71
  185.1655 C10H21N2O1+ 3.51
  199.1811 C11H23N2O1+ 3.0
  200.1652 C11H22N1O2+ 3.42
  201.124 C9H17N2O3+ 3.15
  213.1604 C11H21N2O2+ 3.0
  215.1036 C10H11N6+ -1.67
  227.1761 C12H23N2O2+ 3.03
  229.1189 C10H17N2O4+ 2.72
  240.2329 C15H30N1O1+ 2.86
  243.1346 C12H15N6+ -2.73
  245.1867 C12H25N2O3+ 2.96
  255.1712 C13H23N2O3+ 3.44
  267.2435 C16H31N2O1+ 1.46
  283.1667 C15H19N6+ 0.47
  283.2027 C15H27N2O3+ 3.79
  285.145 C13H21N2O5+ 1.79
  295.2386 C17H31N2O2+ 1.96
  296.1977 C17H28O4+ -1.76
  297.1808 C15H25N2O4+ -0.28
  311.1971 C16H27N2O4+ 1.81
  324.2538 C19H34N1O3+ 1.42
  325.1774 C17H21N6O1+ 0.83
  326.2444 C17H32N3O3+ 1.76
  328.1876 C16H22N7O1+ -1.3
  334.2387 C6H34N6O9+ 1.65
  342.2035 C17H24N7O1+ -0.52
  342.2642 C19H36N1O4+ 0.88
  352.2491 C6H36N6O10+ 1.11
  360.2134 C16H30N3O6+ 1.38
  370.2596 C21H32N5O1+ -1.47
  371.3284 C9H47N4O10+ -0.69
  395.2662 C22H37N1O5+ -1.1
  396.2495 C20H34N3O5+ 0.51
  413.2763 C20H37N4O5+ 1.1
  419.3272 C11H45N7O9+ -0.25
  423.2593 C20H39O9+ 1.04
  437.3391 C13H49N4O11+ -0.27
  441.2721 C23H39N1O7+ -0.02
  447.3227 C27H39N6+ -0.87
  455.2881 C10H43N6O13+ -0.27
  455.3498 C13H51N4O12+ 0.04
  465.3336 C27H41N6O1+ -0.11
  483.3441 C27H43N6O2+ -0.23
  596.429 C35H56N4O4+ -1.06
PK$NUM_PEAK: 52
PK$PEAK: m/z int. rel.int.
  72.0817 727290.9375 93
  84.0453 997138.1875 128
  86.0973 7688015.0 999
  102.055 558089.25 71
  130.0499 677098.75 87
  132.1019 526883.875 67
  154.159 303590.625 38
  183.1128 529361.75 67
  185.1648 610489.875 78
  199.1805 2893967.5 375
  200.1645 364554.9375 46
  201.1234 1670840.125 216
  213.1598 582149.4375 74
  215.104 337683.53125 42
  227.1754 4088262.5 530
  229.1183 1685238.375 218
  240.2322 487639.53125 62
  243.1353 427869.1875 54
  245.186 1105469.75 142
  255.1703 346626.375 44
  267.2431 269701.9375 34
  283.1666 355118.125 45
  283.2016 563185.4375 72
  285.1445 247375.53125 31
  295.238 371908.4375 47
  296.1982 658213.5625 84
  297.1809 271304.6875 34
  311.1965 454636.03125 58
  324.2533 449036.28125 57
  325.1771 264609.8125 33
  326.2438 394534.4375 50
  328.188 2021895.375 261
  334.2381 417113.71875 53
  342.2037 1524374.5 197
  342.2639 353934.46875 45
  352.2487 3381960.0 438
  360.2129 352405.0625 44
  370.2601 3058513.75 396
  371.3287 347084.65625 44
  395.2666 841789.0 108
  396.2493 421487.03125 53
  413.2758 301323.21875 38
  419.3273 328262.59375 41
  423.2589 253307.953125 31
  437.3392 301447.96875 38
  441.2721 1394658.125 180
  447.3231 297267.90625 37
  455.2882 324983.5 41
  455.3498 356614.5 45
  465.3337 1216262.25 157
  483.3442 1795293.875 232
  596.4296 467232.59375 59
//