ACCESSION: MSBNK-NaToxAq-NA003520
RECORD_TITLE: Yohimbine; LC-ESI-ITFT; MS2; CE: 90%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90% (nominal)
AC$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 6.517 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 355.2013
MS$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$SPLASH: splash10-0006-0900000000-40561065dcea4c360e7e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
70.0651 C4H8N+ 1 70.0651 -1.07
77.0386 C6H5+ 1 77.0386 0.61
79.0542 C6H7+ 1 79.0542 -0.15
80.0495 C5H6N+ 1 80.0495 0.41
81.0336 C5H5O+ 1 81.0335 0.99
81.0703 C6H9+ 1 81.0699 4.84
82.0649 C5H8N+ 1 82.0651 -3.05
91.0542 C7H7+ 1 91.0542 -0.12
93.0573 C6H7N+ 1 93.0573 -0.13
93.0699 C7H9+ 1 93.0699 0.74
94.0651 C6H8N+ 1 94.0651 -0.22
95.0729 C6H9N+ 1 95.073 -0.54
103.0542 C8H7+ 1 103.0542 -0.33
104.0495 C7H6N+ 1 104.0495 0.66
105.0446 C6H5N2+ 1 105.0447 -1.13
105.0699 C8H9+ 1 105.0699 -0.17
106.0651 C7H8N+ 1 106.0651 -0.27
107.0727 C7H9N+ 1 107.073 -2.05
107.0855 C8H11+ 1 107.0855 0.14
108.0806 C7H10N+ 1 108.0808 -1.66
110.0965 C7H12N+ 1 110.0964 0.6
113.0596 C6H9O2+ 1 113.0597 -0.81
115.0542 C9H7+ 1 115.0542 -0.29
116.0494 C8H6N+ 1 116.0495 -0.31
116.0575 C4H8N2O2+ 1 116.058 -4.33
116.0621 C9H8+ 1 116.0621 0.78
117.0573 C8H7N+ 1 117.0573 -0.17
117.0698 C9H9+ 1 117.0699 -0.39
118.0651 C8H8N+ 1 118.0651 0.16
118.0733 C4H10N2O2+ 1 118.0737 -3.4
119.0493 C8H7O+ 1 119.0491 1.69
119.073 C8H9N+ 1 119.073 0.81
119.0851 C9H11+ 1 119.0855 -3.89
120.0808 C8H10N+ 1 120.0808 -0.2
127.0541 C10H7+ 1 127.0542 -0.96
128.0494 C9H6N+ 1 128.0495 -0.75
128.0619 C10H8+ 1 128.0621 -0.89
129.0573 C9H7N+ 1 129.0573 -0.26
129.07 C10H9+ 1 129.0699 0.66
130.065 C9H8N+ 1 130.0651 -0.61
131.0728 C9H9N+ 1 131.073 -1.53
132.0808 C9H10N+ 1 132.0808 0.22
133.0643 C9H9O+ 1 133.0648 -3.75
134.06 C8H8NO+ 1 134.06 -0.17
134.0964 C9H12N+ 1 134.0964 -0.23
135.1042 C9H13N+ 1 135.1043 -0.23
138.0915 C8H12NO+ 1 138.0913 1.05
142.0652 C10H8N+ 1 142.0651 0.6
143.073 C10H9N+ 1 143.073 0.16
144.0807 C10H10N+ 1 144.0808 -0.59
145.0646 C10H9O+ 1 145.0648 -1.5
146.0597 C9H8NO+ 1 146.06 -2.2
146.0965 C10H12N+ 1 146.0964 0.24
154.0655 C11H8N+ 1 154.0651 2.34
155.0603 C10H7N2+ 1 155.0604 -0.23
155.0725 C11H9N+ 1 155.073 -3.1
156.0806 C11H10N+ 1 156.0808 -1.32
157.0885 C11H11N+ 1 157.0886 -0.84
158.0964 C11H12N+ 1 158.0964 0.13
162.0911 C10H12NO+ 1 162.0913 -1.35
167.073 C12H9N+ 1 167.073 0.24
168.0805 C12H10N+ 1 168.0808 -1.4
169.0887 C12H11N+ 1 169.0886 0.41
170.0965 C12H12N+ 1 170.0964 0.59
180.0806 C13H10N+ 1 180.0808 -0.76
180.1019 C10H14NO2+ 1 180.1019 0.2
181.0884 C13H11N+ 1 181.0886 -1.01
182.0965 C13H12N+ 1 182.0964 0.34
193.0887 C14H11N+ 1 193.0886 0.58
194.0961 C14H12N+ 1 194.0964 -1.47
194.1174 C11H16NO2+ 1 194.1176 -0.98
196.112 C14H14N+ 1 196.1121 -0.53
204.0807 C15H10N+ 1 204.0808 -0.42
205.0888 C15H11N+ 1 205.0886 0.76
206.0963 C15H12N+ 1 206.0964 -0.66
207.1041 C15H13N+ 1 207.1043 -0.88
208.1117 C15H14N+ 1 208.1121 -1.62
212.1276 C11H18NO3+ 1 212.1281 -2.5
217.0883 C16H11N+ 1 217.0886 -1.56
218.0965 C16H12N+ 1 218.0964 0.33
219.1042 C16H13N+ 1 219.1043 -0.16
220.1118 C16H14N+ 1 220.1121 -1.13
230.0961 C17H12N+ 1 230.0964 -1.27
231.1047 C17H13N+ 1 231.1043 2.03
232.1121 C17H14N+ 1 232.1121 -0.08
233.1206 C17H15N+ 1 233.1199 2.8
234.1271 C17H16N+ 1 234.1277 -2.76
244.1128 C18H14N+ 1 244.1121 2.91
246.1272 C18H16N+ 1 246.1277 -2.14
PK$NUM_PEAK: 89
PK$PEAK: m/z int. rel.int.
70.0651 1725.1 2
77.0386 2398 3
79.0542 7256.5 9
80.0495 6187 7
81.0336 2175.5 2
81.0703 1640.9 2
82.0649 1434.6 1
91.0542 28378.3 35
93.0573 3155.1 3
93.0699 3204.8 4
94.0651 18572.3 23
95.0729 2075.6 2
103.0542 11366 14
104.0495 1506.3 1
105.0446 2829.9 3
105.0699 9273.5 11
106.0651 26622.6 33
107.0727 2257.6 2
107.0855 2495.7 3
108.0806 2312.6 2
110.0965 1479 1
113.0596 2568 3
115.0542 44588.9 56
116.0494 5347.5 6
116.0575 1939.1 2
116.0621 3972.4 5
117.0573 21423.5 27
117.0698 186301 235
118.0651 12407 15
118.0733 5415.7 6
119.0493 1368 1
119.073 2226.7 2
119.0851 1408 1
120.0808 4786.6 6
127.0541 6353.8 8
128.0494 13043.6 16
128.0619 6156.8 7
129.0573 2410.8 3
129.07 5774.8 7
130.065 27257.7 34
131.0728 5148.9 6
132.0808 6197.3 7
133.0643 1551.7 1
134.06 1735.1 2
134.0964 33407.6 42
135.1042 1330.7 1
138.0915 1299.1 1
142.0652 6623.2 8
143.073 132598.7 167
144.0807 788746.9 999
145.0646 5346.2 6
146.0597 3283.9 4
146.0965 3870.6 4
154.0655 1469.4 1
155.0603 65211.9 82
155.0725 3477.8 4
156.0806 8342.6 10
157.0885 6067.6 7
158.0964 10762.1 13
162.0911 7430.6 9
167.073 5467.3 6
168.0805 9786.1 12
169.0887 1416.3 1
170.0965 3168.7 4
180.0806 7031.6 8
180.1019 3481.2 4
181.0884 3624.3 4
182.0965 3893.6 4
193.0887 3666 4
194.0961 6820.2 8
194.1174 2234.5 2
196.112 1515.9 1
204.0807 4198.9 5
205.0888 2816.1 3
206.0963 6146.7 7
207.1041 1400.6 1
208.1117 5217 6
212.1276 2260.3 2
217.0883 4053.4 5
218.0965 4908.5 6
219.1042 4146.2 5
220.1118 6277.2 7
230.0961 4435.2 5
231.1047 3105.3 3
232.1121 6236 7
233.1206 2574.2 3
234.1271 3999.2 5
244.1128 2311.2 2
246.1272 1286.1 1
//
