ACCESSION: MSBNK-Eawag-EQ368255
RECORD_TITLE: Nigericin; LC-ESI-QFT; MS2; CE: 75; R=35000; [M-H]-
DATE: 2015.08.26
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag and Thomaidis N, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3682
CH$NAME: Nigericin
CH$NAME: 2-{6-[(2-{5`-[6-hydroxy-6-(hydroxymethyl)-3,5-dimethyltetrahydro-2h-pyran-2-yl]-2,3`-dimethyloctahydro-2,2`-bifuran-5-yl}-9-methoxy-2,4,10-trimethyl-1,6-dioxaspiro[4.5]dec-7-yl)methyl]-3-methyltetrahydro-2h-pyran-2-yl}propanoic acid
CH$NAME: 2-[6-[[2-[5-[5-[6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-7-methoxy-2,4,6-trimethyl-1,10-dioxaspiro[4.5]decan-9-yl]methyl]-3-methyloxan-2-yl]propanoic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C40H68O11
CH$EXACT_MASS: 724.47616
CH$SMILES: CC1CCC(OC1C(C)C(=O)O)CC2CC(C(C3(O2)C(CC(O3)(C)C4CCC(O4)(C)C5C(CC(O5)C6C(CC(C(O6)(CO)O)C)C)C)C)C)OC
CH$IUPAC: InChI=1S/C40H68O11/c1-21-11-12-28(46-33(21)26(6)36(42)43)17-29-18-30(45-10)27(7)40(48-29)25(5)19-38(9,51-40)32-13-14-37(8,49-32)35-23(3)16-31(47-35)34-22(2)15-24(4)39(44,20-41)50-34/h21-35,41,44H,11-20H2,1-10H3,(H,42,43)
CH$LINK: CAS
28380-24-7
CH$LINK: PUBCHEM
CID:4490
CH$LINK: INCHIKEY
DANUORFCFTYTSZ-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
4335
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 75 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 ul/min
AC$CHROMATOGRAPHY: RETENTION_TIME 19.7 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 115.9207
MS$FOCUSED_ION: PRECURSOR_M/Z 723.4689
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.9.6
PK$SPLASH: splash10-0a4r-9400000000-6031680e2a4651b8f486
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0189 C3H3O- 1 55.0189 -0.7
57.0346 C3H5O- 1 57.0346 -0.5
58.006 C2H2O2- 1 58.006 -0.48
59.0138 C2H3O2- 1 59.0139 -0.22
59.0502 C3H7O- 1 59.0502 0.03
61.9883 NO3- 1 61.9884 -0.91
65.0396 C5H5- 1 65.0397 -0.52
69.0346 C4H5O- 1 69.0346 0.02
71.0139 C3H3O2- 1 71.0139 0.94
71.0503 C4H7O- 1 71.0502 0.59
72.0218 C3H4O2- 1 72.0217 1.14
73.0296 C3H5O2- 1 73.0295 0.92
79.0552 C6H7- 1 79.0553 -1.31
80.0268 C5H4O- 1 80.0268 0.21
81.0345 C5H5O- 1 81.0346 -0.47
83.0503 C5H7O- 1 83.0502 0.14
84.0216 C4H4O2- 1 84.0217 -1.17
85.0295 C4H5O2- 1 85.0295 -0.27
85.0658 C5H9O- 1 85.0659 -0.81
87.0451 C4H7O2- 1 87.0452 -0.61
93.0347 C6H5O- 1 93.0346 1.52
93.071 C7H9- 1 93.071 0.39
94.0424 C6H6O- 1 94.0424 -0.04
95.0502 C6H7O- 1 95.0502 -0.61
97.0658 C6H9O- 1 97.0659 -0.5
99.0451 C5H7O2- 1 99.0452 -0.43
99.0815 C6H11O- 1 99.0815 -0.19
101.0607 C5H9O2- 1 101.0608 -0.53
105.071 C8H9- 1 105.071 0.53
107.0502 C7H7O- 1 107.0502 -0.17
109.0658 C7H9O- 1 109.0659 -0.35
111.0452 C6H7O2- 1 111.0452 0.06
111.0815 C7H11O- 1 111.0815 0.01
113.061 C6H9O2- 1 113.0608 1.3
113.0972 C7H13O- 1 113.0972 0.37
120.0581 C8H8O- 1 120.0581 0.47
121.0659 C8H9O- 1 121.0659 0.01
122.0373 C7H6O2- 1 122.0373 -0.23
123.0816 C8H11O- 1 123.0815 0.34
125.061 C7H9O2- 1 125.0608 1.57
125.0972 C8H13O- 1 125.0972 0.01
127.0767 C7H11O2- 1 127.0765 2.1
133.0663 C9H9O- 1 133.0659 2.87
133.1023 C10H13- 1 133.1023 -0.03
134.074 C9H10O- 1 134.0737 2.14
135.0816 C9H11O- 1 135.0815 0.23
136.0532 C8H8O2- 1 136.053 1.78
137.0606 C8H9O2- 1 137.0608 -1.55
137.0973 C9H13O- 1 137.0972 0.45
139.0766 C8H11O2- 1 139.0765 0.77
141.0923 C8H13O2- 1 141.0921 1.18
147.0817 C10H11O- 1 147.0815 1.03
149.0971 C10H13O- 1 149.0972 -0.66
151.0763 C9H11O2- 1 151.0765 -1.28
151.113 C10H15O- 1 151.1128 0.94
153.0922 C9H13O2- 1 153.0921 0.89
161.0967 C11H13O- 1 161.0972 -2.97
163.1128 C11H15O- 1 163.1128 -0.3
165.1285 C11H17O- 1 165.1285 0.31
175.113 C12H15O- 1 175.1128 0.98
177.1285 C12H17O- 1 177.1285 0.18
PK$NUM_PEAK: 61
PK$PEAK: m/z int. rel.int.
55.0189 20104.6 116
57.0346 172596.7 999
58.006 27105.1 156
59.0138 13345 77
59.0502 1629.7 9
61.9883 857.7 4
65.0396 1219.7 7
69.0346 9941.6 57
71.0139 11136.9 64
71.0503 36635.1 212
72.0218 1086.5 6
73.0296 25402.2 147
79.0552 1079.7 6
80.0268 595.5 3
81.0345 6701.4 38
83.0503 13577.5 78
84.0216 1554 8
85.0295 40074.6 231
85.0658 8794.6 50
87.0451 130980.7 758
93.0347 1441 8
93.071 1397.8 8
94.0424 1191.2 6
95.0502 15750.4 91
97.0658 20252.2 117
99.0451 22772.7 131
99.0815 8032 46
101.0607 51376.7 297
105.071 1344.8 7
107.0502 9135.3 52
109.0658 24923.2 144
111.0452 8477 49
111.0815 39529.5 228
113.061 3025.6 17
113.0972 4781.5 27
120.0581 1182.8 6
121.0659 14990.7 86
122.0373 796.4 4
123.0816 20952.6 121
125.061 2859.4 16
125.0972 8745.5 50
127.0767 1452.3 8
133.0663 1049.7 6
133.1023 1122.6 6
134.074 692.3 4
135.0816 21520.1 124
136.0532 1017.4 5
137.0606 5473.2 31
137.0973 4378 25
139.0766 3488.5 20
141.0923 3326.2 19
147.0817 1037.7 6
149.0971 7687 44
151.0763 4932.2 28
151.113 4367.3 25
153.0922 7052.5 40
161.0967 1120.1 6
163.1128 1626.9 9
165.1285 1135.8 6
175.113 3387.6 19
177.1285 1692.7 9
//
