ACCESSION: MSBNK-Eawag-EQ01130704
RECORD_TITLE: Rotenone; LC-ESI-QFT; MS2; CE: 60%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$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: splash10-0f97-0910000000-4820a9dbd921d7819f3b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
77.0388 C6H5+ 1 77.0386 2.43
79.0543 C6H7+ 1 79.0542 0.34
81.0699 C6H9+ 1 81.0699 0.52
91.0542 C7H7+ 1 91.0542 -0.29
94.0412 C6H6O+ 1 94.0413 -1.28
105.0698 C8H9+ 1 105.0699 -0.44
107.0494 C7H7O+ 1 107.0491 2.43
108.0569 C7H8O+ 1 108.057 -0.88
109.0645 C7H9O+ 1 109.0648 -3.07
115.054 C9H7+ 1 115.0542 -1.54
119.0489 C8H7O+ 1 119.0491 -1.89
119.0859 C9H11+ 1 119.0855 3.16
121.0648 C8H9O+ 1 121.0648 0.32
122.0366 C7H6O2+ 1 122.0362 3.03
124.0518 C7H8O2+ 1 124.0519 -0.99
128.0623 C10H8+ 1 128.0621 1.66
129.0696 C10H9+ 1 129.0699 -1.78
133.0286 C8H5O2+ 1 133.0284 1.18
133.0644 C9H9O+ 1 133.0648 -3.13
135.0439 C8H7O2+ 1 135.0441 -1.08
135.0807 C9H11O+ 1 135.0804 1.9
136.052 C8H8O2+ 1 136.0519 0.61
137.0598 C8H9O2+ 1 137.0597 0.61
139.0751 C8H11O2+ 1 139.0754 -1.6
142.0784 C11H10+ 1 142.0777 4.72
147.0438 C9H7O2+ 1 147.0441 -1.85
147.0802 C10H11O+ 1 147.0804 -1.91
148.0521 C9H8O2+ 1 148.0519 1.47
149.0235 C8H5O3+ 1 149.0233 1.42
149.0599 C9H9O2+ 1 149.0597 1.37
150.0672 C9H10O2+ 1 150.0675 -1.99
151.0753 C9H11O2+ 1 151.0754 -0.45
157.065 C11H9O+ 1 157.0648 1.61
159.0433 C10H7O2+ 1 159.0441 -4.56
161.0232 C9H5O3+ 1 161.0233 -0.63
161.0594 C10H9O2+ 1 161.0597 -1.91
162.0678 C10H10O2+ 1 162.0675 1.42
163.0391 C9H7O3+ 1 163.039 0.83
165.0906 C10H13O2+ 1 165.091 -2.34
167.0703 C9H11O3+ 1 167.0703 0.08
167.0855 C13H11+ 1 167.0855 -0.27
170.0729 C12H10O+ 1 170.0726 1.38
171.0803 C12H11O+ 1 171.0804 -0.75
173.0595 C11H9O2+ 1 173.0597 -0.99
175.0386 C10H7O3+ 1 175.039 -2.02
175.0755 C11H11O2+ 1 175.0754 0.98
176.0471 C10H8O3+ 1 176.0468 1.83
177.0544 C10H9O3+ 1 177.0546 -1.18
178.0621 C10H10O3+ 1 178.0624 -1.83
179.0703 C10H11O3+ 1 179.0703 0.24
185.0597 C12H9O2+ 1 185.0597 0.19
185.0956 C13H13O+ 1 185.0961 -2.9
189.0908 C12H13O2+ 1 189.091 -0.88
191.0702 C11H11O3+ 1 191.0703 -0.23
192.078 C11H12O3+ 1 192.0781 -0.69
193.0858 C11H13O3+ 1 193.0859 -0.75
195.0804 C14H11O+ 1 195.0804 -0.34
198.0674 C13H10O2+ 1 198.0675 -0.47
203.0702 C12H11O3+ 1 203.0703 -0.19
213.0908 C14H13O2+ 1 213.091 -0.83
219.0652 C12H11O4+ 1 219.0652 0.03
220.0724 C12H12O4+ 1 220.073 -2.95
223.0745 C15H11O2+ 1 223.0754 -3.72
241.0856 C15H13O3+ 1 241.0859 -1.33
321.1123 C20H17O4+ 1 321.1121 0.63
PK$NUM_PEAK: 65
PK$PEAK: m/z int. rel.int.
77.0388 187251.2 48
79.0543 435406.5 112
81.0699 152238.1 39
91.0542 356755.4 92
94.0412 181643 46
105.0698 228284.5 58
107.0494 272639.4 70
108.0569 335285 86
109.0645 459340.1 118
115.054 100435.1 25
119.0489 120019.5 30
119.0859 124849.4 32
121.0648 496479.1 128
122.0366 132521.8 34
124.0518 957213.5 247
128.0623 124650 32
129.0696 231426.2 59
133.0286 102085.4 26
133.0644 765492.6 197
135.0439 682069.2 176
135.0807 133676.5 34
136.052 291022.4 75
137.0598 625765.4 161
139.0751 1943046.6 501
142.0784 147613.4 38
147.0438 635362.7 164
147.0802 887464.6 229
148.0521 383889.6 99
149.0235 298114.6 76
149.0599 209858.6 54
150.0672 221724.2 57
151.0753 2192826.2 566
157.065 95721.7 24
159.0433 454458.2 117
161.0232 862330.4 222
161.0594 856370.7 221
162.0678 854082.7 220
163.0391 198962.3 51
165.0906 601542.1 155
167.0703 614324 158
167.0855 122832 31
170.0729 596035.5 153
171.0803 336055.5 86
173.0595 173294.5 44
175.0386 110355.8 28
175.0755 224347.7 57
176.0471 231740 59
177.0544 2259325.2 583
178.0621 246338 63
179.0703 1286901.5 332
185.0597 432912.6 111
185.0956 174488.4 45
189.0908 318503.1 82
191.0702 3869085.8 999
192.078 3079613.5 795
193.0858 230765.4 59
195.0804 2908551.2 750
198.0674 2358737 609
203.0702 1894183.4 489
213.0908 3410737.8 880
219.0652 82958.9 21
220.0724 116779.2 30
223.0745 181958.2 46
241.0856 217625.7 56
321.1123 166379 42
//
