ACCESSION: MSBNK-AAFC-AC000738
RECORD_TITLE: Surfactin B; 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$NAME: Surfactin B
CH$NAME: 3-[(3S,6R,9S,12S,15R,18S,21S,25R)-9-(carboxymethyl)-25-(9-methyldecyl)-3,6,15,18-tetrakis(2-methylpropyl)-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: C52H91N7O13
CH$EXACT_MASS: 1021.66749
CH$SMILES: CC(C)CCCCCCCC[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$IUPAC: InChI=1S/C52H91N7O13/c1-29(2)19-17-15-13-14-16-18-20-35-27-42(60)53-36(21-22-43(61)62)46(65)54-37(23-30(3)4)47(66)56-39(25-32(7)8)50(69)59-45(34(11)12)51(70)57-40(28-44(63)64)49(68)55-38(24-31(5)6)48(67)58-41(26-33(9)10)52(71)72-35/h29-41,45H,13-28H2,1-12H3,(H,53,60)(H,54,65)(H,55,68)(H,56,66)(H,57,70)(H,58,67)(H,59,69)(H,61,62)(H,63,64)/t35-,36+,37+,38-,39-,40+,41+,45+/m1/s1
CH$LINK: INCHIKEY
DDULCZLFAKVKJB-JIXKVBNCSA-N
CH$LINK: PUBCHEM
CID:46226665
CH$LINK: CHEMSPIDER
28533731
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$CHROMATOGRAPHY: RETENTION_TIME 4.88
AC$CHROMATOGRAPHY: NAPS_RTI 1890
AC$CHROMATOGRAPHY: SOLVENT A H2O 0.1% FA
AC$CHROMATOGRAPHY: SOLVENT B ACN 0.1% FA
MS$FOCUSED_ION: BASE_PEAK 320.2319
MS$FOCUSED_ION: PRECURSOR_M/Z 1044.6562
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$SPLASH: splash10-00dl-0219100000-be763d540b00fc88a49a
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
108.0792 C5H11N1Na1+ 7.59
152.0323 C5H7N1O3Na1+ 3.25
154.0844 C6H10N4O1+ -3.27
156.0274 C4H4N4O3+ -2.36
164.0687 C7H11N1O2Na1+ 3.05
221.1633 C11H19N5+ -0.9
248.1742 C12H20N6+ -0.78
255.0964 C10H12N6O1Na1+ -0.26
263.137 C12H20N2O3Na1+ 1.47
267.1689 C12H21N5O2+ -0.26
278.1847 C13H22N6O1+ -0.92
320.2319 C16H28N6O1+ -0.04
332.2213 C6H35N3O10Na1+ -0.43
347.2419 C17H32N4O2Na1+ 0.41
348.226 C17H31N3O3Na1+ 0.66
360.2154 C19H28N4O3+ -0.53
365.2536 C19H36N1O4Na1+ -0.19
366.2376 C18H29N7Na1+ -0.19
368.18 C15H24N6O5+ -0.67
376.1855 C18H23N7O1Na1+ -0.32
378.2261 C19H30N4O4+ -0.14
391.2692 C21H38N1O4Na1+ -0.31
422.191 C19H25N7O3Na1+ -0.22
431.2658 C24H34N5O1Na1+ 0.54
445.3051 C25H38N6Na1+ 0.15
481.2651 C23H40N1O8Na1+ 1.01
491.3117 C27H43N2O6+ 0.26
558.3886 C30H50N6O4+ -0.38
657.4604 C25H65N6O13+ 0.01
PK$NUM_PEAK: 30
PK$PEAK: m/z int. rel.int.
86.0974 131288.0 82
108.0784 98224.09375 61
152.0318 99689.40625 62
154.0849 115088.578125 72
156.0278 256871.921875 162
164.0682 303331.84375 192
221.1635 122148.671875 76
248.1744 111808.265625 70
255.0965 91098.0546875 57
263.1366 51376.16015625 31
267.169 306295.375 194
278.185 95298.5 59
320.2319 1567339.125 999
332.2214 63135.5 39
347.2418 83435.9140625 52
348.2258 55695.625 34
360.2156 389855.03125 247
365.2537 213835.625 135
366.2377 219366.046875 138
368.1802 134122.75 84
376.1856 53856.2734375 33
378.2262 114008.109375 71
391.2693 926838.3125 590
422.1911 60472.4140625 37
431.2656 54682.01171875 33
445.305 158735.6875 100
481.2646 193035.71875 122
491.3116 53493.2890625 33
558.3888 107139.6328125 67
657.4604 82120.7109375 51
//
