ACCESSION: MSBNK-Eawag-EQ01130705
RECORD_TITLE: Rotenone; LC-ESI-QFT; MS2; CE: 75%; R=17500; [M+H]+
DATE: 2023.04.27
AUTHORS: B. Beck [dtc,com], J. Hollender [dtc]
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) Eawag 2023
COMMENT: CONFIDENCE standard compound
COMMENT: UCHEM_ID 11307
CH$NAME: Rotenone
CH$NAME: 5`beta-Rotenone
CH$NAME: 16,17-dimethoxy-6-prop-1-en-2-yl-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C23H22O6
CH$EXACT_MASS: 394.1416
CH$SMILES: CC(=C)C1CC2=C(O1)C=CC3=C2OC4COC5=CC(=C(C=C5C4C3=O)OC)OC
CH$IUPAC: InChI=1S/C23H22O6/c1-11(2)16-8-14-15(28-16)6-5-12-22(24)21-13-7-18(25-3)19(26-4)9-17(13)27-10-20(21)29-23(12)14/h5-7,9,16,20-21H,1,8,10H2,2-4H3
CH$LINK: CAS
83-79-4
CH$LINK: PUBCHEM
CID:5102
CH$LINK: INCHIKEY
JUVIOZPCNVVQFO-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
4923
AC$INSTRUMENT: Exploris 240 Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 17500
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-424
AC$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$CHROMATOGRAPHY: RETENTION_TIME 10.235 min
MS$FOCUSED_ION: BASE_PEAK 372.0284
MS$FOCUSED_ION: PRECURSOR_M/Z 395.1489
MS$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$DATA_PROCESSING: WHOLE RMassBank 3.11.0.1
PK$SPLASH: splash10-0005-1900000000-ef53e3dd92caba5f90e1
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0386 C4H5+ 1 53.0386 -0.02
55.0178 C3H3O+ 1 55.0178 -1.23
65.0386 C5H5+ 1 65.0386 0.66
66.0464 C5H6+ 1 66.0464 -0.08
77.0386 C6H5+ 1 77.0386 -0.34
79.0543 C6H7+ 1 79.0542 0.53
81.0699 C6H9+ 1 81.0699 0.05
91.0542 C7H7+ 1 91.0542 -0.37
93.0701 C7H9+ 1 93.0699 2.62
94.0412 C6H6O+ 1 94.0413 -1.52
95.0488 C6H7O+ 1 95.0491 -3.82
96.0569 C6H8O+ 1 96.057 -1.06
103.0541 C8H7+ 1 103.0542 -1.33
105.0337 C7H5O+ 1 105.0335 1.53
105.0695 C8H9+ 1 105.0699 -3.78
107.0491 C7H7O+ 1 107.0491 -0.35
108.0567 C7H8O+ 1 108.057 -2.08
109.0286 C6H5O2+ 1 109.0284 1.97
109.0646 C7H9O+ 1 109.0648 -1.67
115.0543 C9H7+ 1 115.0542 0.78
117.0696 C9H9+ 1 117.0699 -1.98
118.0412 C8H6O+ 1 118.0413 -1.09
119.0489 C8H7O+ 1 119.0491 -1.64
119.0857 C9H11+ 1 119.0855 1.05
121.0646 C8H9O+ 1 121.0648 -1.7
122.0359 C7H6O2+ 1 122.0362 -3.1
124.0518 C7H8O2+ 1 124.0519 -0.56
128.0621 C10H8+ 1 128.0621 0.7
129.0698 C10H9+ 1 129.0699 -0.95
131.0492 C9H7O+ 1 131.0491 0.19
132.0568 C9H8O+ 1 132.057 -0.96
133.0283 C8H5O2+ 1 133.0284 -1
133.0646 C9H9O+ 1 133.0648 -1.06
135.0436 C8H7O2+ 1 135.0441 -3.68
135.0806 C9H11O+ 1 135.0804 1.11
136.052 C8H8O2+ 1 136.0519 0.61
137.0597 C8H9O2+ 1 137.0597 -0.39
139.0754 C8H11O2+ 1 139.0754 0.48
141.0705 C11H9+ 1 141.0699 4.33
142.0775 C11H10+ 1 142.0777 -1.72
147.0441 C9H7O2+ 1 147.0441 0.02
147.0802 C10H11O+ 1 147.0804 -1.6
148.0516 C9H8O2+ 1 148.0519 -2.04
149.0231 C8H5O3+ 1 149.0233 -1.44
149.0594 C9H9O2+ 1 149.0597 -2.22
150.0678 C9H10O2+ 1 150.0675 1.57
151.0753 C9H11O2+ 1 151.0754 -0.45
152.0621 C12H8+ 1 152.0621 0.34
157.0644 C11H9O+ 1 157.0648 -2.66
159.0438 C10H7O2+ 1 159.0441 -1.58
160.0521 C10H8O2+ 1 160.0519 1.11
161.0233 C9H5O3+ 1 161.0233 -0.15
161.0596 C10H9O2+ 1 161.0597 -0.87
162.0671 C10H10O2+ 1 162.0675 -2.73
163.0391 C9H7O3+ 1 163.039 0.73
165.0692 C13H9+ 1 165.0699 -4.12
165.0911 C10H13O2+ 1 165.091 0.71
167.0697 C9H11O3+ 1 167.0703 -3.58
169.0644 C12H9O+ 1 169.0648 -2.43
170.0723 C12H10O+ 1 170.0726 -1.58
171.0801 C12H11O+ 1 171.0804 -2.08
173.06 C11H9O2+ 1 173.0597 1.65
175.0389 C10H7O3+ 1 175.039 -0.28
176.0469 C10H8O3+ 1 176.0468 0.44
177.0545 C10H9O3+ 1 177.0546 -0.75
179.0698 C10H11O3+ 1 179.0703 -2.74
185.06 C12H9O2+ 1 185.0597 1.68
185.0959 C13H13O+ 1 185.0961 -1.25
191.0701 C11H11O3+ 1 191.0703 -0.95
192.0783 C11H12O3+ 1 192.0781 0.82
195.0803 C14H11O+ 1 195.0804 -0.81
198.0673 C13H10O2+ 1 198.0675 -1.32
203.0704 C12H11O3+ 1 203.0703 0.79
213.0908 C14H13O2+ 1 213.091 -1.19
PK$NUM_PEAK: 74
PK$PEAK: m/z int. rel.int.
53.0386 275872.8 78
55.0178 141414.9 40
65.0386 107955.2 30
66.0464 246666.5 70
77.0386 597470 169
79.0543 821666.6 233
81.0699 292982.9 83
91.0542 1007182.8 286
93.0701 243130.4 69
94.0412 422568 120
95.0488 184907.3 52
96.0569 265363.2 75
103.0541 369904.1 105
105.0337 252269.9 71
105.0695 485576.2 138
107.0491 636016.8 180
108.0567 530579.2 150
109.0286 119474.4 33
109.0646 418174.8 118
115.0543 234596.5 66
117.0696 103495.8 29
118.0412 323930.9 92
119.0489 180331.3 51
119.0857 144174.5 41
121.0646 997595.9 283
122.0359 204734.6 58
124.0518 827071 235
128.0621 305560.9 86
129.0698 422882.7 120
131.0492 318668.4 90
132.0568 171207.8 48
133.0283 289756.1 82
133.0646 722880.6 205
135.0436 406424.1 115
135.0806 123807.7 35
136.052 387135.4 110
137.0597 292347.8 83
139.0754 767286.9 218
141.0705 172468.8 49
142.0775 323893.4 92
147.0441 980178.6 278
147.0802 539723.3 153
148.0516 473212 134
149.0231 547788.5 155
149.0594 455075.5 129
150.0678 233240.2 66
151.0753 2281715.8 649
152.0621 246728.7 70
157.0644 120949.6 34
159.0438 777548.9 221
160.0521 233412.6 66
161.0233 575719.5 163
161.0596 1033625 294
162.0671 422565.3 120
163.0391 313714.3 89
165.0692 228434.5 64
165.0911 289347.5 82
167.0697 149098.5 42
169.0644 709404.5 201
170.0723 948365.1 269
171.0801 122779.7 34
173.06 124417.4 35
175.0389 150675.3 42
176.0469 178300.4 50
177.0545 1789544.2 509
179.0698 270983.9 77
185.06 248928.1 70
185.0959 105948.3 30
191.0701 3512190.2 999
192.0783 616055.6 175
195.0803 1939870.6 551
198.0673 1784071.8 507
203.0704 342254.6 97
213.0908 792753.1 225
//
