ACCESSION: MSBNK-NaToxAq-NA003154
RECORD_TITLE: Yohimbine; LC-ESI-ITFT; MS2; CE: 60%; R=15000; [M+H]+
DATE: 2020.02.22
AUTHORS: Tobias Schulze, Martin Krauss, Helmholtz Centre for Environmental Research GmbH - UFZ, Leipzig, Germany
LICENSE: CC0
COPYRIGHT: Copyright (C) 2020 by Helmholtz Centre for Environmental Research GmbH - UFZ, Leipzig, Germany
COMMENT: CONFIDENCE Reference Standard (Level 1)
COMMENT: INTERNAL_ID 2282
CH$NAME: Yohimbine
CH$NAME: methyl (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C21H26N2O3
CH$EXACT_MASS: 354.1943
CH$SMILES: COC(=O)[C@H]1[C@H](CC[C@@H]2[C@@H]1C[C@H]3c4c(c5ccccc5[nH]4)CCN3C2)O
CH$IUPAC: InChI=1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15-,17-,18-,19+/m0/s1
CH$LINK: CAS
146-48-5
CH$LINK: CHEBI
10093
CH$LINK: KEGG
D08685
CH$LINK: PUBCHEM
CID:8969
CH$LINK: INCHIKEY
BLGXFZZNTVWLAY-SCYLSFHTSA-N
CH$LINK: CHEMSPIDER
8622
CH$LINK: COMPTOX
DTXSID9040130
AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$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: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 60% (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
AC$CHROMATOGRAPHY: COLUMN_NAME Kinetex Evo C18 2.6 um 50x2.1 mm, Phenomenex
AC$CHROMATOGRAPHY: FLOW_GRADIENT 95/5 at 0 min, 95/5 at 1 min, 0/100 at 13 min, 0/100 at 24 min, 95/5 at 24.3 min, 95/5/0 at 32 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 6.550 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 355.2014
MS$FOCUSED_ION: PRECURSOR_M/Z 355.2016
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 2.14.1
PK$SPLASH: splash10-0006-0910000000-b5317a3f783793bb43ef
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
79.0543 C6H7+ 1 79.0542 1.28
91.0542 C7H7+ 1 91.0542 0.2
93.0696 C7H9+ 1 93.0699 -2.79
94.0649 C6H8N+ 1 94.0651 -2.51
105.0699 C8H9+ 1 105.0699 -0.08
106.0651 C7H8N+ 1 106.0651 0.02
107.0857 C8H11+ 1 107.0855 2
117.0698 C9H9+ 1 117.0699 -0.31
118.0652 C8H8N+ 1 118.0651 0.24
119.0853 C9H11+ 1 119.0855 -1.57
120.0809 C8H10N+ 1 120.0808 0.83
130.0651 C9H8N+ 1 130.0651 -0.38
131.0735 C9H9N+ 1 131.073 3.82
132.0807 C9H10N+ 1 132.0808 -0.6
134.0964 C9H12N+ 1 134.0964 -0.14
135.0804 C9H11O+ 1 135.0804 0.02
136.1121 C9H14N+ 1 136.1121 0.43
138.0912 C8H12NO+ 1 138.0913 -1.18
143.073 C10H9N+ 1 143.073 0.24
144.0807 C10H10N+ 1 144.0808 -0.51
145.0647 C10H9O+ 1 145.0648 -0.37
146.096 C10H12N+ 1 146.0964 -2.61
152.1071 C9H14NO+ 1 152.107 0.82
155.0601 C10H7N2+ 1 155.0604 -2.02
156.0809 C11H10N+ 1 156.0808 0.51
157.0887 C11H11N+ 1 157.0886 0.79
158.0964 C11H12N+ 1 158.0964 0.11
162.0913 C10H12NO+ 1 162.0913 -0.32
168.0801 C12H10N+ 1 168.0808 -3.74
170.0963 C12H12N+ 1 170.0964 -0.47
180.0807 C13H10N+ 1 180.0808 -0.67
180.1018 C10H14NO2+ 1 180.1019 -0.56
182.0962 C13H12N+ 1 182.0964 -1.49
192.1016 C11H14NO2+ 1 192.1019 -1.59
194.1174 C11H16NO2+ 1 194.1176 -0.7
196.1119 C14H14N+ 1 196.1121 -0.79
206.0964 C15H12N+ 1 206.0964 -0.04
206.1176 C12H16NO2+ 1 206.1176 0.35
208.1118 C15H14N+ 1 208.1121 -1.44
209.1202 C15H15N+ 1 209.1199 1.41
212.128 C11H18NO3+ 1 212.1281 -0.5
218.0957 C16H12N+ 1 218.0964 -3.23
220.1119 C16H14N+ 1 220.1121 -0.71
221.1204 C16H15N+ 1 221.1199 2.33
222.1287 C16H16N+ 1 222.1277 4.31
224.1279 C12H18NO3+ 1 224.1281 -0.99
226.1428 C12H20NO3+ 1 226.1438 -4.16
232.1119 C17H14N+ 1 232.1121 -0.63
234.1275 C17H16N+ 1 234.1277 -1.08
246.1283 C18H16N+ 1 246.1277 2.2
248.1431 C18H18N+ 1 248.1434 -1.06
260.1432 C19H18N+ 1 260.1434 -0.56
276.1379 C19H18NO+ 1 276.1383 -1.26
294.1488 C19H20NO2+ 1 294.1489 -0.18
355.2014 C21H27N2O3+ 1 355.2016 -0.75
PK$NUM_PEAK: 55
PK$PEAK: m/z int. rel.int.
79.0543 2187.5 2
91.0542 2806.6 2
93.0696 2704.9 2
94.0649 4589.7 4
105.0699 3606.3 3
106.0651 8268.8 7
107.0857 3040.3 2
117.0698 30676.4 28
118.0652 2327.8 2
119.0853 2048.9 1
120.0809 1536.5 1
130.0651 15825.8 14
131.0735 1373.8 1
132.0807 5116.4 4
134.0964 43964.1 40
135.0804 2578.3 2
136.1121 2799.5 2
138.0912 1803.7 1
143.073 8211.5 7
144.0807 1085827.2 999
145.0647 2859 2
146.096 2545.3 2
152.1071 3212.1 2
155.0601 4085.8 3
156.0809 3179 2
157.0887 3225.3 2
158.0964 13899.1 12
162.0913 28641.8 26
168.0801 2404.7 2
170.0963 4889.9 4
180.0807 1969 1
180.1018 21196.7 19
182.0962 1790.4 1
192.1016 3995.2 3
194.1174 39076 35
196.1119 1365.4 1
206.0964 1847 1
206.1176 3739.8 3
208.1118 4165 3
209.1202 2803.5 2
212.128 125218.3 115
218.0957 1181.6 1
220.1119 4137.8 3
221.1204 1581.3 1
222.1287 1511.3 1
224.1279 23112.3 21
226.1428 1697.1 1
232.1119 1973.9 1
234.1275 3987.9 3
246.1283 3070 2
248.1431 7914.4 7
260.1432 6792 6
276.1379 2632.7 2
294.1488 3745.8 3
355.2014 10037.7 9
//
