ACCESSION: MSBNK-AAFC-AC000729
RECORD_TITLE: Surfactin C; LC-ESI-ITFT; MS2; CE: 55; R=17500; [M+Na]+
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 55(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$FOCUSED_ION: BASE_PEAK 320.2318
MS$FOCUSED_ION: PRECURSOR_M/Z 1058.6718
MS$FOCUSED_ION: PRECURSOR_TYPE [M+Na]+
MS$DATA_PROCESSING: DEPROFILE Proteowizard
MS$DATA_PROCESSING: RECALIBRATE based on Fragment ion formula determination
MS$DATA_PROCESSING: INTENSITY CUTOFF 0.05 Base Peak

PK$SPLASH: splash10-00xu-0229100000-0367830a97b909b2e531
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
  86.0972 C5H12N1+ 8.87
  108.0789 C5H11N1Na1+ 4.81
  152.0324 C5H4N4O2+ -3.01
  154.0843 C6H13N1O2Na1+ 2.91
  156.0273 C4H4N4O3+ -3.0
  164.0687 C7H11N1O2Na1+ 3.05
  221.1629 C11H22N2O1Na1+ 2.05
  248.1745 C12H20N6+ 0.43
  255.0957 C9H13N5O4+ -1.89
  261.1578 C13H22N2O2Na1+ 1.7
  267.1684 C12H24N2O3Na1+ 1.8
  269.1124 C11H14N6O1Na1+ 1.05
  278.1831 C12H26N2O5+ -1.87
  320.2318 C16H28N6O1+ -0.35
  332.1923 C13H29N2O6Na1+ 1.57
  334.2472 C17H30N6O1+ -1.09
  346.2375 C21H32N1O3+ -0.54
  347.2426 C17H29N7O1+ -0.6
  360.2161 C20H27N5Na1+ 0.62
  365.2542 C19H33N4O3+ -1.43
  366.2372 C17H30N6O3+ -0.5
  368.18 C15H24N6O5+ -0.67
  374.2324 C22H32N1O4+ -0.52
  375.2717 C17H34N7O1Na1+ -0.02
  376.1856 C18H23N7O1Na1+ -0.06
  379.2693 C20H38N1O4Na1+ -0.06
  391.2693 C21H38N1O4Na1+ -0.06
  392.241 C20H35N1O5Na1+ 0.63
  405.2846 C20H35N7O2+ -0.18
  459.3213 C13H48N4O11Na1+ 0.3
  481.2655 C23H37N4O7+ -0.34
  558.3911 C20H59N2O13Na1+ 0.31
  572.4041 C31H52N6O4+ -0.64
  671.4709 C35H68O10Na1+ 0.61
PK$NUM_PEAK: 35
PK$PEAK: m/z int. rel.int.
  84.0453 22084.9765625 43
  86.0964 70996.7109375 143
  108.0784 53256.6484375 107
  152.0329 34274.6328125 68
  154.0839 54267.9765625 109
  156.0278 131642.796875 266
  164.0682 150186.46875 303
  221.1624 60516.87109375 121
  248.1744 52856.05859375 106
  255.0962 26059.6328125 51
  261.1574 25580.810546875 50
  267.1679 153643.515625 310
  269.1121 28872.955078125 57
  278.1836 25825.931640625 51
  320.2319 492908.875 999
  332.1918 21012.80078125 41
  334.2476 215311.09375 435
  346.2377 38489.05859375 77
  347.2428 28308.83203125 56
  360.2159 48061.7265625 96
  365.2547 71624.2265625 144
  366.2374 73962.4609375 149
  368.1802 36262.3984375 72
  374.2326 101785.84375 205
  375.2717 17594.302734375 34
  376.1856 24965.2578125 49
  379.2693 28326.318359375 56
  391.2693 301990.8125 611
  392.2408 34898.4296875 69
  405.2847 90924.2421875 183
  459.3212 38972.3046875 78
  481.2657 70167.796875 141
  558.3909 23068.07421875 45
  572.4045 47116.30078125 94
  671.4705 43142.3125 86
//