ACCESSION: MSBNK-AAFC-AC000734
RECORD_TITLE: Surfactin B; LC-ESI-ITFT; MS2; CE: 20; 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$NAME: Surfactin B
CH$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 20(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$FOCUSED_ION: BASE_PEAK 685.4506
MS$FOCUSED_ION: PRECURSOR_M/Z 1022.6742
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$SPLASH: splash10-0079-5012449101-a90c957c0c4ca31c6135
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
227.1758 C12H23N2O2+ 1.71
229.1186 C10H17N2O4+ 1.41
245.1865 C12H25N2O3+ 2.15
326.2445 C17H32N3O3+ 2.07
328.1872 C15H26N3O5+ 1.55
338.2336 C20H28N5+ -0.98
342.2029 C16H28N3O5+ 1.63
356.2435 C19H34N1O5+ 0.96
360.2135 C16H30N3O6+ 1.65
395.2659 C20H35N4O4+ 1.56
423.2622 C9H39N6O12+ 0.45
441.2719 C23H39N1O7+ -0.47
451.3172 C11H45N7O11+ 0.17
455.2869 C22H39N4O6+ 1.08
459.2824 C23H41N1O8+ -0.59
469.3279 C11H47N7O12+ 0.46
508.35 C26H46N5O5+ 1.28
526.3604 C26H48N5O6+ 0.93
536.3427 C26H50N1O10+ -0.42
546.3908 C31H52N3O5+ 1.16
554.3525 C24H50N4O10+ 0.66
564.4022 C33H56O7+ 0.21
572.3667 C29H52N2O9+ -0.06
582.4125 C32H52N7O3+ -0.22
663.4691 C36H63N4O7+ -0.06
667.4368 C45H55N4O1+ -0.41
679.4285 C37H61N1O10+ -0.75
681.4803 C36H65N4O8+ 0.87
685.4506 C35H63N3O10+ -0.29
695.4969 C39H69N1O9+ 0.28
697.4395 C37H63N1O11+ -0.1
778.4976 C42H70N2O11+ 0.23
794.5638 C42H76N5O9+ 0.04
796.5066 C40H70N5O11+ -0.04
810.5225 C41H72N5O11+ 0.26
863.5846 C45H79N6O10+ -0.73
891.582 C48H81N3O12+ 0.57
909.5923 C48H83N3O13+ 0.27
923.6061 C47H83N6O12+ -0.27
994.6816 C51H92N7O12+ 1.75
1004.6657 C52H90N7O12+ 1.49
1022.6767 C52H92N7O13+ 1.89
PK$NUM_PEAK: 43
PK$PEAK: m/z int. rel.int.
86.0973 305861.28125 64
227.1754 475235.78125 101
229.1183 161660.703125 33
245.186 235868.9375 49
326.2438 232879.625 49
328.1867 328406.125 69
338.2339 370412.09375 78
342.2023 231224.53125 48
356.2432 233153.03125 49
360.2129 256037.296875 54
395.2653 236167.9375 49
423.262 260911.90625 55
441.2721 1274633.5 273
451.3171 530079.875 113
455.2864 196033.9375 41
459.2827 250129.703125 52
469.3277 737446.0 157
508.3494 171735.4375 35
526.3599 185751.421875 38
536.3429 194420.4375 40
546.3902 194434.328125 40
554.3521 622511.125 132
564.4021 513271.21875 109
572.3667 259030.265625 54
582.4126 1224383.75 262
663.4691 310059.96875 65
667.4371 551280.8125 117
679.429 155370.34375 32
681.4797 690269.6875 147
685.4508 4646841.0 999
695.4967 153349.46875 32
697.4396 316079.40625 67
778.4974 245436.171875 51
794.5638 326495.21875 69
796.5066 247451.015625 52
810.5223 159458.890625 33
863.5852 196405.578125 41
891.5815 352538.90625 74
909.5921 666943.625 142
923.6064 229816.015625 48
994.6799 427684.0625 91
1004.6642 712591.75 152
1022.6748 2783818.75 598
//
