ACCESSION: MSBNK-Eawag-EQ362906
RECORD_TITLE: delta9-Tetrahydrocannabinol; LC-ESI-QFT; MS2; CE: 90; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 (nominal)
AC$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$SPLASH: splash10-00r6-9600000000-7ad62b52b1d7750e881a
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 0.97
51.0229 C4H3+ 1 51.0229 -1.11
52.0307 C4H4+ 1 52.0308 -1.18
53.0023 C3HO+ 1 53.0022 1.3
53.0386 C4H5+ 1 53.0386 1.01
53.9975 C2NO+ 1 53.9974 0.93
55.0179 C3H3O+ 1 55.0178 0.89
55.0543 C4H7+ 1 55.0542 0.97
57.0335 C3H5O+ 1 57.0335 0.86
57.0699 C4H9+ 1 57.0699 0.58
59.0492 C3H7O+ 1 59.0491 0.32
65.0386 C5H5+ 1 65.0386 0.67
66.0465 C5H6+ 1 66.0464 1.04
67.0543 C5H7+ 1 67.0542 0.65
67.9893 C3O2+ 1 67.9893 -0.3
69.0335 C4H5O+ 1 69.0335 0.42
69.0699 C5H9+ 1 69.0699 0.48
71.0491 C4H7O+ 1 71.0491 -0.16
71.0855 C5H11+ 1 71.0855 -0.66
73.0648 C4H9O+ 1 73.0648 0.67
77.0386 C6H5+ 1 77.0386 -0.35
78.0464 C6H6+ 1 78.0464 -0.15
79.0542 C6H7+ 1 79.0542 0.3
80.0621 C6H8+ 1 80.0621 0.48
81.0336 C5H5O+ 1 81.0335 0.73
81.0699 C6H9+ 1 81.0699 0.66
83.0128 C4H3O2+ 1 83.0128 0.05
83.0491 C5H7O+ 1 83.0491 -0.14
83.0855 C6H11+ 1 83.0855 -0.08
89.0385 C7H5+ 1 89.0386 -1.2
90.0465 C7H6+ 1 90.0464 0.87
91.0543 C7H7+ 1 91.0542 0.92
92.0621 C7H8+ 1 92.0621 0.63
93.07 C7H9+ 1 93.0699 1.11
94.0414 C6H6O+ 1 94.0413 0.68
94.0778 C7H10+ 1 94.0777 1.36
95.0492 C6H7O+ 1 95.0491 0.72
95.0856 C7H11+ 1 95.0855 0.66
97.0284 C5H5O2+ 1 97.0284 0.25
97.0649 C6H9O+ 1 97.0648 0.6
97.1013 C7H13+ 1 97.1012 1.06
103.0543 C8H7+ 1 103.0542 0.61
104.0622 C8H8+ 1 104.0621 1.43
105.0448 C6H5N2+ 1 105.0447 0.91
105.07 C8H9+ 1 105.0699 0.89
106.0417 C7H6O+ 1 106.0413 3.81
107.0492 C7H7O+ 1 107.0491 0.55
107.0856 C8H11+ 1 107.0855 0.59
108.057 C7H8O+ 1 108.057 0.4
109.0286 C6H5O2+ 1 109.0284 2.06
109.0649 C7H9O+ 1 109.0648 0.72
109.1013 C8H13+ 1 109.1012 0.95
110.0364 C6H6O2+ 1 110.0362 1.36
111.0442 C6H7O2+ 1 111.0441 1.3
115.0543 C9H7+ 1 115.0542 0.9
116.0621 C9H8+ 1 116.0621 0.07
117.0699 C9H9+ 1 117.0699 0.46
119.0493 C8H7O+ 1 119.0491 1.33
119.0606 C7H7N2+ 1 119.0604 1.47
119.0857 C9H11+ 1 119.0855 1.03
120.0573 C8H8O+ 1 120.057 2.7
120.0936 C9H12+ 1 120.0934 2.07
121.0396 C6H5N2O+ 1 121.0396 0.09
121.0649 C8H9O+ 1 121.0648 0.73
121.1013 C9H13+ 1 121.1012 0.77
123.0441 C7H7O2+ 1 123.0441 0.6
124.052 C7H8O2+ 1 124.0519 0.8
125.0597 C7H9O2+ 1 125.0597 0.27
128.0621 C10H8+ 1 128.0621 0.22
129.07 C10H9+ 1 129.0699 0.72
130.0778 C10H10+ 1 130.0777 0.76
131.0492 C9H7O+ 1 131.0491 0.52
131.0856 C10H11+ 1 131.0855 0.79
132.0571 C9H8O+ 1 132.057 0.63
133.0649 C9H9O+ 1 133.0648 0.82
133.1015 C10H13+ 1 133.1012 2.13
135.0441 C8H7O2+ 1 135.0441 0.18
135.0804 C9H11O+ 1 135.0804 -0.45
135.117 C10H15+ 1 135.1168 0.91
136.0521 C8H8O2+ 1 136.0519 1.32
137.0598 C8H9O2+ 1 137.0597 0.98
141.07 C11H9+ 1 141.0699 1.02
142.0779 C11H10+ 1 142.0777 1.11
143.0856 C11H11+ 1 143.0855 0.86
144.0571 C10H8O+ 1 144.057 0.58
144.0936 C11H12+ 1 144.0934 2
145.0649 C10H9O+ 1 145.0648 0.82
145.1012 C11H13+ 1 145.1012 0.16
146.0729 C10H10O+ 1 146.0726 2.01
147.0442 C9H7O2+ 1 147.0441 0.78
147.0805 C10H11O+ 1 147.0804 0.19
148.0521 C9H8O2+ 1 148.0519 1.21
149.0599 C9H9O2+ 1 149.0597 1.57
149.0959 C10H13O+ 1 149.0961 -1.28
152.0621 C12H8+ 1 152.0621 0.52
153.07 C12H9+ 1 153.0699 0.54
154.0776 C12H10+ 1 154.0777 -0.79
155.0604 C10H7N2+ 1 155.0604 0.36
155.0857 C12H11+ 1 155.0855 1.18
156.0934 C12H12+ 1 156.0934 0.37
157.0649 C11H9O+ 1 157.0648 0.95
157.1013 C12H13+ 1 157.1012 0.85
158.0725 C11H10O+ 1 158.0726 -0.67
159.0442 C10H7O2+ 1 159.0441 0.78
159.0806 C11H11O+ 1 159.0804 0.81
160.052 C10H8O2+ 1 160.0519 0.68
161.0598 C10H9O2+ 1 161.0597 0.71
161.0958 C11H13O+ 1 161.0961 -2.06
162.0675 C10H10O2+ 1 162.0675 -0.01
163.0756 C10H11O2+ 1 163.0754 1.37
165.0699 C13H9+ 1 165.0699 -0.1
165.0912 C10H13O2+ 1 165.091 0.93
169.0649 C12H9O+ 1 169.0648 0.64
169.076 C11H9N2+ 1 169.076 -0.32
169.1014 C13H13+ 1 169.1012 1.5
170.0726 C12H10O+ 1 170.0726 -0.1
171.0802 C12H11O+ 1 171.0804 -1.24
172.088 C12H12O+ 1 172.0883 -1.78
173.0599 C11H9O2+ 1 173.0597 1.18
173.0961 C12H13O+ 1 173.0961 -0.18
174.0677 C11H10O2+ 1 174.0675 1.14
175.0756 C11H11O2+ 1 175.0754 1.17
175.1117 C12H15O+ 1 175.1117 -0.07
177.1276 C12H17O+ 1 177.1274 1.29
178.078 C14H10+ 1 178.0777 1.51
181.0649 C13H9O+ 1 181.0648 0.54
183.0805 C13H11O+ 1 183.0804 0.32
184.0884 C13H12O+ 1 184.0883 0.62
185.096 C13H13O+ 1 185.0961 -0.28
186.0673 C12H10O2+ 1 186.0675 -1.35
187.0755 C12H11O2+ 1 187.0754 0.82
188.0831 C12H12O2+ 1 188.0832 -0.43
193.1224 C12H17O2+ 1 193.1223 0.74
197.0962 C14H13O+ 1 197.0961 0.55
201.0914 C13H13O2+ 1 201.091 2.06
202.0989 C13H14O2+ 1 202.0988 0.34
215.1069 C14H15O2+ 1 215.1067 0.99
217.1226 C14H17O2+ 1 217.1223 1.31
231.1382 C15H19O2+ 1 231.138 1.23
243.1383 C16H19O2+ 1 243.138 1.58
PK$NUM_PEAK: 140
PK$PEAK: m/z int. rel.int.
50.0151 29700.8 10
51.0229 46437.6 16
52.0307 4267.5 1
53.0023 165069.6 59
53.0386 415477.2 148
53.9975 35098.4 12
55.0179 475640 170
55.0543 894458.8 319
57.0335 26910.5 9
57.0699 181126 64
59.0492 24898.2 8
65.0386 396255.2 141
66.0465 20970.7 7
67.0543 2016230.1 720
67.9893 45247.3 16
69.0335 186143 66
69.0699 1194183 426
71.0491 9752.6 3
71.0855 18779.7 6
73.0648 19698.7 7
77.0386 264338.6 94
78.0464 24909.3 8
79.0542 1545277.5 552
80.0621 61850.5 22
81.0336 174904 62
81.0699 1432139.2 511
83.0128 99084.3 35
83.0491 140571.2 50
83.0855 22846.5 8
89.0385 5765.1 2
90.0465 5837.5 2
91.0543 2158788 771
92.0621 27808.3 9
93.07 1289743.9 461
94.0414 52536.4 18
94.0778 25127 8
95.0492 1692524.4 605
95.0856 251162 89
97.0284 18243.4 6
97.0649 55930.4 19
97.1013 8102.1 2
103.0543 138517.2 49
104.0622 30961.3 11
105.0448 626911.7 224
105.07 762340.1 272
106.0417 6020.3 2
107.0492 611753.2 218
107.0856 426370.2 152
108.057 138962.4 49
109.0286 34787.7 12
109.0649 458662.8 163
109.1013 102971.2 36
110.0364 7729.7 2
111.0442 105185.8 37
115.0543 135994.3 48
116.0621 51031.9 18
117.0699 155565.9 55
119.0493 54081.1 19
119.0606 100037.7 35
119.0857 171035.7 61
120.0573 10101.1 3
120.0936 23422.5 8
121.0396 18353 6
121.0649 236409.5 84
121.1013 105400.9 37
123.0441 2794647.5 999
124.052 31805.1 11
125.0597 7019.2 2
128.0621 116341.1 41
129.07 128844.9 46
130.0778 26068.7 9
131.0492 72814.8 26
131.0856 106359.3 38
132.0571 33431.8 11
133.0649 95976.9 34
133.1015 38185.6 13
135.0441 57481.1 20
135.0804 34888.4 12
135.117 23586.5 8
136.0521 193983.9 69
137.0598 267878.7 95
141.07 88935.9 31
142.0779 60103.6 21
143.0856 56588.4 20
144.0571 58546.8 20
144.0936 7261 2
145.0649 97219.6 34
145.1012 26117 9
146.0729 33463.9 11
147.0442 154012 55
147.0805 45063.7 16
148.0521 29689.5 10
149.0599 30694 10
149.0959 7188.7 2
152.0621 6568.3 2
153.07 19767.5 7
154.0776 9775.1 3
155.0604 18890.7 6
155.0857 38404.1 13
156.0934 19366.8 6
157.0649 26005.7 9
157.1013 23295.2 8
158.0725 25862.6 9
159.0442 17757.8 6
159.0806 60812.8 21
160.052 157386.2 56
161.0598 224262.4 80
161.0958 13056.1 4
162.0675 18308.8 6
163.0756 8077.9 2
165.0699 20748.2 7
165.0912 10932.3 3
169.0649 19809.7 7
169.076 7189.5 2
169.1014 15479.6 5
170.0726 8524.4 3
171.0802 34617.1 12
172.088 6933.3 2
173.0599 103472.2 36
173.0961 18865.6 6
174.0677 257558.3 92
175.0756 79065.9 28
175.1117 5034.3 1
177.1276 44085.2 15
178.078 5094 1
181.0649 4747.3 1
183.0805 17851.4 6
184.0884 45553.3 16
185.096 7239.8 2
186.0673 8846.6 3
187.0755 160761.1 57
188.0831 35501.9 12
193.1224 149577.8 53
197.0962 10401.1 3
201.0914 8698.1 3
202.0989 48123.3 17
215.1069 8058.4 2
217.1226 26760.6 9
231.1382 40543.3 14
243.1383 23844.2 8
//
