ACCESSION: MSBNK-AAFC-AC000730
RECORD_TITLE: Surfactin C; LC-ESI-ITFT; MS2; CE: 40; 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 40(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$FOCUSED_ION: BASE_PEAK 391.2689
MS$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$SPLASH: splash10-007o-0009523320-4cf1348a4f132cc4ccde
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
156.0266 C4H7N1O4Na1+ -0.74
164.0684 C7H11N1O2Na1+ 1.22
221.1633 C11H19N5+ -0.9
267.1687 C12H21N5O2+ -1.01
269.1109 C10H18N2O5Na1+ 0.44
320.2319 C16H28N6O1+ -0.04
334.2478 C19H35O3Na1+ -0.19
348.2272 C19H33O4Na1+ 0.22
360.216 C20H27N5Na1+ 0.34
365.2533 C17H31N7O2+ -0.19
366.2374 C17H30N6O3+ 0.04
368.1809 C17H29O7Na1+ 0.96
374.2323 C8H37N3O11Na1+ 0.79
375.2748 C7H40N6O9Na1+ -0.2
379.2688 C18H33N7O2+ -0.59
380.2546 C21H33N4O1Na1+ -0.19
382.196 C16H26N6O5+ 0.26
389.2908 C8H42N6O9Na1+ 0.7
391.2689 C19H33N7O2+ -0.31
405.285 C22H40N1O4Na1+ 0.06
459.3199 C11H46N7O10Na1+ 0.2
463.2537 C21H33N7O5+ -0.11
477.2696 C24H40N1O7Na1+ -0.22
481.2647 C23H40N1O8Na1+ 0.18
495.2805 C24H42N1O8Na1+ 0.47
558.3901 C32H52N3O5+ -0.12
572.4064 C21H61N2O13Na1+ -0.31
593.3652 C43H47N1O1+ -0.09
594.3492 C43H46O2+ -0.12
608.3647 C44H48O2+ -0.36
618.405 C27H57N5O9Na1+ 0.25
653.4636 C38H61N4O5+ -0.11
671.4738 C24H68N6O13Na1+ 0.24
698.4822 C51H63Na1+ -0.09
699.4713 C28H66N7O11Na1+ 0.09
707.4336 C50H56N2Na1+ -0.03
716.491 C48H64N2O3+ -0.26
717.4804 C40H64N5O5Na1+ 0.57
721.4481 C35H65N2O13+ -0.02
724.5037 C45H63N7Na1+ -0.07
726.5168 C42H67N6O3Na1+ 0.12
742.511 C41H68N5O7+ -0.46
814.4957 C43H68N5O10+ -0.46
832.5063 C43H70N5O11+ -0.4
945.5911 C50H80N7O9Na1+ 0.12
1058.6654 C53H93N7O13Na1+ -6.58
PK$NUM_PEAK: 46
PK$PEAK: m/z int. rel.int.
156.0267 24938.72265625 31
164.0682 25137.494140625 31
221.1635 31239.90625 39
267.169 125447.7734375 163
269.1108 25784.494140625 32
320.2319 422110.03125 552
334.2479 133875.921875 174
348.2271 51736.546875 66
360.2159 25379.056640625 32
365.2534 200716.453125 262
366.2374 98445.96875 128
368.1805 60096.75390625 77
374.232 78417.1796875 101
375.2749 95749.7265625 124
379.269 69697.46875 90
380.2547 27495.419921875 35
382.1959 52675.1015625 68
389.2905 37515.90625 48
391.269 762405.3125 999
405.285 223517.46875 292
459.3198 44380.45703125 57
463.2538 243761.953125 318
477.2697 84150.03125 109
481.2646 594110.375 778
495.2803 208067.390625 271
558.3902 49667.828125 64
572.4066 112367.734375 146
593.3653 24596.57421875 31
594.3493 297968.9375 389
608.3649 101967.265625 132
618.4048 52525.125 67
653.4637 24866.91796875 31
671.4736 518956.8125 679
698.4823 68857.015625 89
699.4712 35012.28515625 44
707.4336 104209.7734375 135
716.4912 80957.78125 105
717.48 76988.6796875 99
721.4481 26079.599609375 33
724.5038 43121.86328125 55
726.5167 38577.09375 49
742.5113 525079.125 687
814.4961 139549.8125 182
832.5066 359706.0625 470
945.591 103895.7265625 135
1058.6724 59392.234375 76
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