ACCESSION: MSBNK-Eawag-EQ362904
RECORD_TITLE: delta9-Tetrahydrocannabinol; LC-ESI-QFT; MS2; CE: 60; R=35000; [M+H]+
DATE: 2015.08.25
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 3629
CH$NAME: delta9-Tetrahydrocannabinol
CH$NAME: delta9-THC
CH$NAME: 6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-ol
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C21H30O2
CH$EXACT_MASS: 314.22458
CH$SMILES: CCCCCC1=CC2=C(C3C=C(CCC3C(O2)(C)C)C)C(=C1)O
CH$IUPAC: InChI=1S/C21H30O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h11-13,16-17,22H,5-10H2,1-4H3
CH$LINK: CAS
76-03-9
CH$LINK: PUBCHEM
CID:2978
CH$LINK: INCHIKEY
CYQFCXCEBYINGO-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
2872
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 POSITIVE
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 17.8 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 391.2837
MS$FOCUSED_ION: PRECURSOR_M/Z 315.2319
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$SPLASH: splash10-006x-5910000000-b2f2b8a5404e11db9e59
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
51.0227 C4H3+ 1 51.0229 -4.24
53.0023 C3HO+ 1 53.0022 1.3
53.0386 C4H5+ 1 53.0386 0.25
53.9975 C2NO+ 1 53.9974 0.18
55.0179 C3H3O+ 1 55.0178 0.16
55.0543 C4H7+ 1 55.0542 0.79
57.0335 C3H5O+ 1 57.0335 0.86
57.0699 C4H9+ 1 57.0699 0.41
59.0491 C3H7O+ 1 59.0491 -0.02
65.0386 C5H5+ 1 65.0386 0.05
67.0543 C5H7+ 1 67.0542 0.5
67.9893 C3O2+ 1 67.9893 0.73
69.0335 C4H5O+ 1 69.0335 -0.16
69.0699 C5H9+ 1 69.0699 0.48
71.0491 C4H7O+ 1 71.0491 -0.44
71.0855 C5H11+ 1 71.0855 0.33
73.0649 C4H9O+ 1 73.0648 0.8
77.0385 C6H5+ 1 77.0386 -0.73
79.0543 C6H7+ 1 79.0542 0.42
80.062 C6H8+ 1 80.0621 -0.52
81.0699 C6H9+ 1 81.0699 0.53
83.0128 C4H3O2+ 1 83.0128 0.05
83.0492 C5H7O+ 1 83.0491 0.23
83.0855 C6H11+ 1 83.0855 0.04
85.0284 C4H5O2+ 1 85.0284 -0.54
85.0648 C5H9O+ 1 85.0648 -0.49
91.0543 C7H7+ 1 91.0542 0.81
92.0621 C7H8+ 1 92.0621 0.31
93.07 C7H9+ 1 93.0699 1
94.0778 C7H10+ 1 94.0777 1.58
95.0492 C6H7O+ 1 95.0491 0.62
95.0856 C7H11+ 1 95.0855 0.66
97.0284 C5H5O2+ 1 97.0284 -0.27
97.0648 C6H9O+ 1 97.0648 0.5
97.1012 C7H13+ 1 97.1012 0.75
99.0804 C6H11O+ 1 99.0804 -0.32
101.0598 C5H9O2+ 1 101.0597 1.03
103.0543 C8H7+ 1 103.0542 0.52
105.0448 C6H5N2+ 1 105.0447 0.72
105.07 C8H9+ 1 105.0699 0.79
107.0492 C7H7O+ 1 107.0491 0.74
107.0856 C8H11+ 1 107.0855 0.59
108.0569 C7H8O+ 1 108.057 -0.61
109.0286 C6H5O2+ 1 109.0284 1.41
109.0649 C7H9O+ 1 109.0648 0.9
109.1013 C8H13+ 1 109.1012 0.76
111.0441 C6H7O2+ 1 111.0441 0.4
111.1168 C8H15+ 1 111.1168 -0.15
115.0541 C9H7+ 1 115.0542 -1.1
117.0699 C9H9+ 1 117.0699 0.28
119.0493 C8H7O+ 1 119.0491 1.17
119.0605 C7H7N2+ 1 119.0604 0.72
119.0856 C9H11+ 1 119.0855 0.87
120.0934 C9H12+ 1 120.0934 0.65
121.0649 C8H9O+ 1 121.0648 0.73
121.1013 C9H13+ 1 121.1012 0.85
123.0441 C7H7O2+ 1 123.0441 0.44
124.052 C7H8O2+ 1 124.0519 1.2
125.0598 C7H9O2+ 1 125.0597 0.59
128.0621 C10H8+ 1 128.0621 0.61
129.0698 C10H9+ 1 129.0699 -0.83
131.0493 C9H7O+ 1 131.0491 1.44
131.0856 C10H11+ 1 131.0855 0.71
133.0285 C8H5O2+ 1 133.0284 0.78
133.0649 C9H9O+ 1 133.0648 0.67
133.1013 C10H13+ 1 133.1012 0.85
135.0442 C8H7O2+ 1 135.0441 0.7
135.0805 C9H11O+ 1 135.0804 0.21
135.1169 C10H15+ 1 135.1168 0.47
136.0517 C8H8O2+ 1 136.0519 -0.96
136.1248 C10H16+ 1 136.1247 0.72
137.0598 C8H9O2+ 1 137.0597 0.91
139.1119 C9H15O+ 1 139.1117 0.78
142.0777 C11H10+ 1 142.0777 0.27
143.0857 C11H11+ 1 143.0855 1.07
144.0936 C11H12+ 1 144.0934 1.79
145.0649 C10H9O+ 1 145.0648 0.75
145.1012 C11H13+ 1 145.1012 0.37
147.0442 C9H7O2+ 1 147.0441 0.64
147.0805 C10H11O+ 1 147.0804 0.6
147.0917 C9H11N2+ 1 147.0917 0.04
147.117 C11H15+ 1 147.1168 1.18
148.0519 C9H8O2+ 1 148.0519 -0.21
149.0599 C9H9O2+ 1 149.0597 1.03
149.0962 C10H13O+ 1 149.0961 0.86
149.1325 C11H17+ 1 149.1325 0.02
151.0755 C9H11O2+ 1 151.0754 0.82
155.0705 C8H11O3+ 1 155.0703 1.74
155.0858 C12H11+ 1 155.0855 1.89
156.0939 C12H12+ 1 156.0934 3.58
157.065 C11H9O+ 1 157.0648 1.2
157.1014 C12H13+ 1 157.1012 1.74
159.0806 C11H11O+ 1 159.0804 0.81
159.1172 C12H15+ 1 159.1168 2.6
160.0518 C10H8O2+ 1 160.0519 -0.26
160.0886 C11H12O+ 1 160.0883 1.9
161.0599 C10H9O2+ 1 161.0597 0.89
161.0962 C11H13O+ 1 161.0961 0.67
162.0677 C10H10O2+ 1 162.0675 1.35
163.0755 C10H11O2+ 1 163.0754 0.88
163.1116 C11H15O+ 1 163.1117 -0.56
165.0912 C10H13O2+ 1 165.091 1.17
165.1275 C11H17O+ 1 165.1274 0.72
170.0728 C12H10O+ 1 170.0726 0.79
171.0805 C12H11O+ 1 171.0804 0.46
171.1169 C13H15+ 1 171.1168 0.49
172.0882 C12H12O+ 1 172.0883 -0.27
173.0593 C11H9O2+ 1 173.0597 -2.23
173.0964 C12H13O+ 1 173.0961 1.61
173.1326 C13H17+ 1 173.1325 0.6
174.0678 C11H10O2+ 1 174.0675 1.32
175.0756 C11H11O2+ 1 175.0754 1.34
175.112 C12H15O+ 1 175.1117 1.59
176.0835 C11H12O2+ 1 176.0832 1.81
177.0912 C11H13O2+ 1 177.091 0.98
177.1276 C12H17O+ 1 177.1274 0.95
179.1067 C11H15O2+ 1 179.1067 0.19
181.1224 C11H17O2+ 1 181.1223 0.68
184.0885 C13H12O+ 1 184.0883 1.38
185.0963 C13H13O+ 1 185.0961 1.13
187.0753 C12H11O2+ 1 187.0754 -0.46
187.1113 C13H15O+ 1 187.1117 -2.09
188.0834 C12H12O2+ 1 188.0832 0.95
189.0912 C12H13O2+ 1 189.091 1.03
189.1275 C13H17O+ 1 189.1274 0.41
191.1066 C12H15O2+ 1 191.1067 -0.35
191.1431 C13H19O+ 1 191.143 0.46
193.1225 C12H17O2+ 1 193.1223 1.16
197.096 C14H13O+ 1 197.0961 -0.51
199.1121 C14H15O+ 1 199.1117 1.55
199.1484 C15H19+ 1 199.1481 1.42
201.0911 C13H13O2+ 1 201.091 0.57
201.1276 C14H17O+ 1 201.1274 1.14
202.099 C13H14O2+ 1 202.0988 1.03
203.1068 C13H15O2+ 1 203.1067 0.76
203.1432 C14H19O+ 1 203.143 0.63
205.1225 C13H17O2+ 1 205.1223 0.94
205.1589 C14H21O+ 1 205.1587 0.97
207.1382 C13H19O2+ 1 207.138 0.98
211.1117 C15H15O+ 1 211.1117 -0.1
213.1635 C16H21+ 1 213.1638 -1.07
215.107 C14H15O2+ 1 215.1067 1.46
215.1429 C15H19O+ 1 215.143 -0.84
217.1225 C14H17O2+ 1 217.1223 0.94
218.1302 C14H18O2+ 1 218.1301 0.13
219.1381 C14H19O2+ 1 219.138 0.79
221.154 C14H21O2+ 1 221.1536 1.87
225.1275 C16H17O+ 1 225.1274 0.44
226.1358 C16H18O+ 1 226.1352 2.36
227.1431 C16H19O+ 1 227.143 0.08
229.122 C15H17O2+ 1 229.1223 -1.51
229.1586 C16H21O+ 1 229.1587 -0.27
231.1382 C15H19O2+ 1 231.138 1.01
231.1748 C16H23O+ 1 231.1743 1.98
233.1537 C15H21O2+ 1 233.1536 0.4
235.1694 C15H23O2+ 1 235.1693 0.4
241.1588 C17H21O+ 1 241.1587 0.49
243.1383 C16H19O2+ 1 243.138 1.37
244.1459 C16H20O2+ 1 244.1458 0.4
245.1538 C16H21O2+ 1 245.1536 0.67
247.1695 C16H23O2+ 1 247.1693 1.03
255.1744 C18H23O+ 1 255.1743 0.23
259.1695 C17H23O2+ 1 259.1693 0.94
315.2319 C21H31O2+ 1 315.2319 0.3
PK$NUM_PEAK: 164
PK$PEAK: m/z int. rel.int.
51.0227 12160.6 2
53.0023 89871.8 15
53.0386 113723.5 19
53.9975 10419.8 1
55.0179 117173.8 20
55.0543 651602.5 111
57.0335 45635.3 7
57.0699 246366.7 42
59.0491 21405.1 3
65.0386 68684.2 11
67.0543 889332.1 151
67.9893 21956.8 3
69.0335 109316.1 18
69.0699 2077549.9 354
71.0491 32805.1 5
71.0855 277211.1 47
73.0649 8982.1 1
77.0385 88073 15
79.0543 1034177.7 176
80.062 7568.1 1
81.0699 1927126.2 329
83.0128 72567.1 12
83.0492 285105.4 48
83.0855 75814 12
85.0284 7260.7 1
85.0648 6922.8 1
91.0543 801983.5 136
92.0621 23018.9 3
93.07 3032225.5 517
94.0778 9072.6 1
95.0492 501991.8 85
95.0856 513293.9 87
97.0284 42699.3 7
97.0648 138082.2 23
97.1012 169452.4 28
99.0804 19757.8 3
101.0598 25697.4 4
103.0543 32645.3 5
105.0448 132622.1 22
105.07 423101.3 72
107.0492 380067.3 64
107.0856 1832386.6 312
108.0569 6344.9 1
109.0286 35023.6 5
109.0649 533556.1 91
109.1013 669414.1 114
111.0441 274863.2 46
111.1168 32747.8 5
115.0541 22925.7 3
117.0699 83359 14
119.0493 48198.3 8
119.0605 53614.2 9
119.0856 352768.1 60
120.0934 45859.5 7
121.0649 447206.9 76
121.1013 441064.7 75
123.0441 5850199 999
124.052 40736.1 6
125.0598 83457.3 14
128.0621 10722.3 1
129.0698 47174.6 8
131.0493 20296.4 3
131.0856 145917.8 24
133.0285 7243.5 1
133.0649 126197 21
133.1013 105098.5 17
135.0442 170687.5 29
135.0805 151241.9 25
135.1169 730008.2 124
136.0517 45390.7 7
136.1248 26756.6 4
137.0598 800296.9 136
139.1119 78435.3 13
142.0777 25068 4
143.0857 89631.8 15
144.0936 6523.3 1
145.0649 86865.3 14
145.1012 63432.1 10
147.0442 114099.1 19
147.0805 126255.6 21
147.0917 9020.5 1
147.117 81354 13
148.0519 9918.4 1
149.0599 145130 24
149.0962 103242.5 17
149.1325 30000.8 5
151.0755 170569.7 29
155.0705 6365 1
155.0858 7612.2 1
156.0939 6326.7 1
157.065 18284.5 3
157.1014 54655.5 9
159.0806 172200.7 29
159.1172 50900.4 8
160.0518 49278.4 8
160.0886 9736.6 1
161.0599 256016.5 43
161.0962 138611 23
162.0677 28567.9 4
163.0755 170191.5 29
163.1116 54991.4 9
165.0912 379245.4 64
165.1275 47170.6 8
170.0728 8695.6 1
171.0805 128930.5 22
171.1169 9587 1
172.0882 9389.7 1
173.0593 9763.3 1
173.0964 30277 5
173.1326 8699.3 1
174.0678 90271.7 15
175.0756 133252.6 22
175.112 71823 12
176.0835 9487.7 1
177.0912 163154.2 27
177.1276 356352.2 60
179.1067 22671.2 3
181.1224 83885.8 14
184.0885 25477.3 4
185.0963 65247.2 11
187.0753 23909.6 4
187.1113 8896.9 1
188.0834 78005.7 13
189.0912 162156.2 27
189.1275 48395.9 8
191.1066 23447.1 4
191.1431 48231.6 8
193.1225 3824370 653
197.096 9219.1 1
199.1121 10914.3 1
199.1484 26226.6 4
201.0911 30276.3 5
201.1276 5973.4 1
202.099 55195.2 9
203.1068 31127.3 5
203.1432 23841.1 4
205.1225 56343.1 9
205.1589 32712.8 5
207.1382 219158.2 37
211.1117 30620.6 5
213.1635 7783.9 1
215.107 5989.8 1
215.1429 20822.4 3
217.1225 453313.1 77
218.1302 11038.3 1
219.1381 35048.8 5
221.154 59575.5 10
225.1275 9329 1
226.1358 36148.6 6
227.1431 32062.1 5
229.122 27301.8 4
229.1586 29027.1 4
231.1382 664559.6 113
231.1748 34616.9 5
233.1537 175027.1 29
235.1694 89809.7 15
241.1588 89676.9 15
243.1383 8348.3 1
244.1459 48120 8
245.1538 94003.6 16
247.1695 114041.4 19
255.1744 24132.2 4
259.1695 465012.6 79
315.2319 8363.1 1
//
