ACCESSION: MSBNK-Eawag-EQ368254
RECORD_TITLE: Nigericin; LC-ESI-QFT; MS2; CE: 60; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 (nominal)
AC$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$SPLASH: splash10-0f79-9600000000-746dc0da60171ab94858
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0189 C3H3O- 1 55.0189 -0.88
57.0346 C3H5O- 1 57.0346 -0.5
58.006 C2H2O2- 1 58.006 -0.31
59.0138 C2H3O2- 1 59.0139 -0.9
69.0346 C4H5O- 1 69.0346 0.31
71.0139 C3H3O2- 1 71.0139 1.09
71.0503 C4H7O- 1 71.0502 0.87
72.0218 C3H4O2- 1 72.0217 1.69
73.0296 C3H5O2- 1 73.0295 1.05
79.0553 C6H7- 1 79.0553 0.08
81.0346 C5H5O- 1 81.0346 0.14
83.0503 C5H7O- 1 83.0502 0.14
84.0217 C4H4O2- 1 84.0217 0.38
85.0295 C4H5O2- 1 85.0295 -0.39
85.0659 C5H9O- 1 85.0659 -0.1
86.0374 C4H6O2- 1 86.0373 0.37
87.0451 C4H7O2- 1 87.0452 -0.49
93.0346 C6H5O- 1 93.0346 0.23
93.071 C7H9- 1 93.071 0.07
94.0425 C6H6O- 1 94.0424 1.24
95.0502 C6H7O- 1 95.0502 -0.3
97.0294 C5H5O2- 1 97.0295 -1.27
97.0658 C6H9O- 1 97.0659 -0.6
98.0373 C5H6O2- 1 98.0373 0.02
99.0451 C5H7O2- 1 99.0452 -0.43
99.0815 C6H11O- 1 99.0815 -0.49
101.0608 C5H9O2- 1 101.0608 -0.43
105.071 C8H9- 1 105.071 0.15
107.0502 C7H7O- 1 107.0502 -0.36
107.0865 C8H11- 1 107.0866 -1.06
109.0658 C7H9O- 1 109.0659 -0.35
111.0451 C6H7O2- 1 111.0452 -0.21
111.0815 C7H11O- 1 111.0815 -0.08
113.0609 C6H9O2- 1 113.0608 0.5
113.0971 C7H13O- 1 113.0972 -0.34
115.0764 C6H11O2- 1 115.0765 -0.55
120.058 C8H8O- 1 120.0581 -0.36
121.0659 C8H9O- 1 121.0659 0.1
123.0453 C7H7O2- 1 123.0452 1.11
123.0816 C8H11O- 1 123.0815 0.34
125.0608 C7H9O2- 1 125.0608 0.14
125.097 C8H13O- 1 125.0972 -1.19
127.0763 C7H11O2- 1 127.0765 -1.05
129.0558 C6H9O3- 1 129.0557 0.71
129.0922 C7H13O2- 1 129.0921 0.98
133.0659 C9H9O- 1 133.0659 0.46
133.1022 C10H13- 1 133.1023 -0.18
135.0816 C9H11O- 1 135.0815 0.23
136.0529 C8H8O2- 1 136.053 -0.79
137.0607 C8H9O2- 1 137.0608 -0.53
137.097 C9H13O- 1 137.0972 -1.16
138.0684 C8H10O2- 1 138.0686 -1.36
139.0764 C8H11O2- 1 139.0765 -0.31
139.1127 C9H15O- 1 139.1128 -1.36
141.0921 C8H13O2- 1 141.0921 0.12
143.1076 C8H15O2- 1 143.1078 -1.28
147.0815 C10H11O- 1 147.0815 -0.53
149.0972 C10H13O- 1 149.0972 -0.12
151.0765 C9H11O2- 1 151.0765 0.31
151.1129 C10H15O- 1 151.1128 0.07
153.0921 C9H13O2- 1 153.0921 -0.02
159.1022 C8H15O3- 1 159.1027 -3.07
159.1174 C12H15- 1 159.1179 -3.04
161.0969 C11H13O- 1 161.0972 -1.54
161.1332 C12H17- 1 161.1336 -2.07
163.1128 C11H15O- 1 163.1128 -0.3
164.0842 C10H12O2- 1 164.0843 -0.66
165.0918 C10H13O2- 1 165.0921 -1.53
165.1286 C11H17O- 1 165.1285 0.98
167.1074 C10H15O2- 1 167.1078 -1.93
175.1125 C12H15O- 1 175.1128 -1.71
177.1283 C12H17O- 1 177.1285 -1.12
179.1069 C11H15O2- 1 179.1078 -4.76
179.1446 C12H19O- 1 179.1441 2.35
189.1282 C13H17O- 1 189.1285 -1.58
191.1439 C13H19O- 1 191.1441 -1.41
193.1231 C12H17O2- 1 193.1234 -1.36
195.1388 C12H19O2- 1 195.1391 -1.3
217.1596 C15H21O- 1 217.1598 -0.87
219.1752 C15H23O- 1 219.1754 -1.27
PK$NUM_PEAK: 80
PK$PEAK: m/z int. rel.int.
55.0189 13486.1 33
57.0346 177697.3 446
58.006 29426.2 73
59.0138 15041.8 37
69.0346 10750.7 27
71.0139 19353.4 48
71.0503 44896.6 112
72.0218 4471.9 11
73.0296 48160.1 120
79.0553 1040.5 2
81.0346 10626.5 26
83.0503 17000 42
84.0217 1509.5 3
85.0295 61422.7 154
85.0659 14086 35
86.0374 1115.1 2
87.0451 397640.8 999
93.0346 1120.8 2
93.071 3494 8
94.0425 905.7 2
95.0502 12891.3 32
97.0294 1336.4 3
97.0658 26602.5 66
98.0373 1755.3 4
99.0451 49037.6 123
99.0815 12537.9 31
101.0608 251515.9 631
105.071 1342.8 3
107.0502 10791.6 27
107.0865 1185.4 2
109.0658 29769.8 74
111.0451 12646 31
111.0815 73226.2 183
113.0609 11919.9 29
113.0971 6771.4 17
115.0764 1106.1 2
120.058 1545.7 3
121.0659 16667.9 41
123.0453 2900.8 7
123.0816 29921.6 75
125.0608 4708.6 11
125.097 18071.4 45
127.0763 12876.1 32
129.0558 2816.1 7
129.0922 5475.3 13
133.0659 1366.6 3
133.1022 1468.9 3
135.0816 27479.4 69
136.0529 776.2 1
137.0607 6803.8 17
137.097 9490.1 23
138.0684 1203.6 3
139.0764 12265.6 30
139.1127 1604 4
141.0921 21914.3 55
143.1076 1682.8 4
147.0815 3134.7 7
149.0972 14358.6 36
151.0765 7861.8 19
151.1129 24439.6 61
153.0921 36844.5 92
159.1022 744.6 1
159.1174 1340.3 3
161.0969 2851.6 7
161.1332 1015.3 2
163.1128 3490 8
164.0842 894.9 2
165.0918 6055.9 15
165.1286 5318.8 13
167.1074 982.1 2
175.1125 5931.3 14
177.1283 12290.8 30
179.1069 802.2 2
179.1446 856.6 2
189.1282 763.5 1
191.1439 4240.6 10
193.1231 858.9 2
195.1388 1502.4 3
217.1596 1245.9 3
219.1752 1357.2 3
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