ACCESSION: MSBNK-Eawag-EQ362907
RECORD_TITLE: delta9-Tetrahydrocannabinol; LC-ESI-QFT; MS2; CE: 120; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 120 (nominal)
AC$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$SPLASH: splash10-0694-9300000000-854560cd8a209211e26f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 0.77
51.023 C4H3+ 1 51.0229 1.24
53.0023 C3HO+ 1 53.0022 1.3
53.0386 C4H5+ 1 53.0386 1.2
53.9975 C2NO+ 1 53.9974 0.74
55.0179 C3H3O+ 1 55.0178 1.07
55.0543 C4H7+ 1 55.0542 0.97
57.07 C4H9+ 1 57.0699 1.63
59.0491 C3H7O+ 1 59.0491 -0.02
63.0229 C5H3+ 1 63.0229 -0.74
65.0386 C5H5+ 1 65.0386 0.82
66.0464 C5H6+ 1 66.0464 0.73
67.0543 C5H7+ 1 67.0542 0.65
67.9893 C3O2+ 1 67.9893 0.28
68.9972 C3HO2+ 1 68.9971 0.64
69.0336 C4H5O+ 1 69.0335 0.85
69.0699 C5H9+ 1 69.0699 0.63
77.0386 C6H5+ 1 77.0386 0.04
78.0465 C6H6+ 1 78.0464 0.75
79.0543 C6H7+ 1 79.0542 0.42
80.0621 C6H8+ 1 80.0621 0.35
81.0336 C5H5O+ 1 81.0335 0.85
81.0699 C6H9+ 1 81.0699 0.66
83.0128 C4H3O2+ 1 83.0128 0.41
83.0491 C5H7O+ 1 83.0491 -0.14
89.0386 C7H5+ 1 89.0386 0.15
90.0466 C7H6+ 1 90.0464 1.98
91.0543 C7H7+ 1 91.0542 0.92
92.0621 C7H8+ 1 92.0621 0.96
93.07 C7H9+ 1 93.0699 1.11
94.0415 C6H6O+ 1 94.0413 1.64
94.0778 C7H10+ 1 94.0777 0.83
95.0492 C6H7O+ 1 95.0491 0.83
97.0648 C6H9O+ 1 97.0648 0.3
102.0465 C8H6+ 1 102.0464 1.45
103.0543 C8H7+ 1 103.0542 0.91
104.0622 C8H8+ 1 104.0621 1.14
105.0448 C6H5N2+ 1 105.0447 1
105.07 C8H9+ 1 105.0699 0.89
106.0416 C7H6O+ 1 106.0413 2.2
106.0776 C8H10+ 1 106.0777 -0.96
107.0492 C7H7O+ 1 107.0491 0.55
107.0854 C8H11+ 1 107.0855 -0.81
108.057 C7H8O+ 1 108.057 0.31
109.0289 C6H5O2+ 1 109.0284 4.17
109.0649 C7H9O+ 1 109.0648 1
109.1012 C8H13+ 1 109.1012 0.21
111.0442 C6H7O2+ 1 111.0441 1.3
115.0543 C9H7+ 1 115.0542 0.9
116.0621 C9H8+ 1 116.0621 0.33
117.0699 C9H9+ 1 117.0699 0.11
119.0494 C8H7O+ 1 119.0491 2.17
119.0604 C7H7N2+ 1 119.0604 0.21
119.0856 C9H11+ 1 119.0855 0.78
120.0572 C8H8O+ 1 120.057 1.7
121.0398 C6H5N2O+ 1 121.0396 1.49
121.0649 C8H9O+ 1 121.0648 1.06
121.1015 C9H13+ 1 121.1012 2.75
123.0441 C7H7O2+ 1 123.0441 0.68
124.0524 C7H8O2+ 1 124.0519 4.43
127.0545 C10H7+ 1 127.0542 1.92
128.0621 C10H8+ 1 128.0621 0.69
129.0699 C10H9+ 1 129.0699 0.41
130.078 C10H10+ 1 130.0777 2.68
131.0493 C9H7O+ 1 131.0491 0.83
131.0857 C10H11+ 1 131.0855 1.47
132.057 C9H8O+ 1 132.057 0.41
133.0649 C9H9O+ 1 133.0648 0.82
135.0443 C8H7O2+ 1 135.0441 2.1
136.0519 C8H8O2+ 1 136.0519 0.43
137.0598 C8H9O2+ 1 137.0597 0.32
139.0542 C11H7+ 1 139.0542 -0.41
141.07 C11H9+ 1 141.0699 0.8
142.0778 C11H10+ 1 142.0777 0.9
143.0859 C11H11+ 1 143.0855 2.33
144.057 C10H8O+ 1 144.057 0.37
145.0649 C10H9O+ 1 145.0648 0.96
146.0729 C10H10O+ 1 146.0726 1.74
147.0441 C9H7O2+ 1 147.0441 0.57
147.0805 C10H11O+ 1 147.0804 0.19
152.062 C12H8+ 1 152.0621 -0.27
153.0702 C12H9+ 1 153.0699 1.85
154.0778 C12H10+ 1 154.0777 0.44
155.0605 C10H7N2+ 1 155.0604 0.55
155.0857 C12H11+ 1 155.0855 1.31
157.065 C11H9O+ 1 157.0648 1.01
158.0726 C11H10O+ 1 158.0726 -0.42
159.0443 C10H7O2+ 1 159.0441 1.22
159.0807 C11H11O+ 1 159.0804 1.88
160.0521 C10H8O2+ 1 160.0519 1.18
161.0598 C10H9O2+ 1 161.0597 0.52
165.0701 C13H9+ 1 165.0699 1.47
168.0576 C12H8O+ 1 168.057 3.83
169.0651 C12H9O+ 1 169.0648 1.94
171.0804 C12H11O+ 1 171.0804 -0.07
173.0599 C11H9O2+ 1 173.0597 1.29
174.0678 C11H10O2+ 1 174.0675 1.49
175.0756 C11H11O2+ 1 175.0754 1.17
178.0779 C14H10+ 1 178.0777 0.89
181.0649 C13H9O+ 1 181.0648 0.77
186.0678 C12H10O2+ 1 186.0675 1.28
187.0755 C12H11O2+ 1 187.0754 0.88
PK$NUM_PEAK: 102
PK$PEAK: m/z int. rel.int.
50.0151 91121.5 43
51.023 176754.3 83
53.0023 238208.7 113
53.0386 619368.5 293
53.9975 52749.9 25
55.0179 592469.8 281
55.0543 621514.8 294
57.07 39612.1 18
59.0491 8236.4 3
63.0229 6203 2
65.0386 941395.3 446
66.0464 50593.3 24
67.0543 1325369.6 629
67.9893 44860.5 21
68.9972 60650.6 28
69.0336 96163.8 45
69.0699 288056.6 136
77.0386 415320 197
78.0465 93392.4 44
79.0543 1427793.6 677
80.0621 55233.9 26
81.0336 142174.8 67
81.0699 474446.8 225
83.0128 59576.6 28
83.0491 30102.7 14
89.0386 28862.2 13
90.0466 30915.4 14
91.0543 2104841.5 999
92.0621 29288 13
93.07 294365.5 139
94.0415 75284.9 35
94.0778 3856.7 1
95.0492 1500037.4 711
97.0648 16857.1 8
102.0465 23554.1 11
103.0543 238585.8 113
104.0622 39092.7 18
105.0448 817815 388
105.07 459412.2 218
106.0416 7461.1 3
106.0776 7796.9 3
107.0492 405938.2 192
107.0854 31625.9 15
108.057 133672.5 63
109.0289 5258.5 2
109.0649 75720.6 35
109.1012 5456.7 2
111.0442 31404.3 14
115.0543 345461.9 163
116.0621 89025.2 42
117.0699 112947 53
119.0494 20935.7 9
119.0604 40185.4 19
119.0856 41630.5 19
120.0572 6063.4 2
121.0398 5937.1 2
121.0649 55370.1 26
121.1015 5212.5 2
123.0441 368945.2 175
124.0524 5526.9 2
127.0545 22593 10
128.0621 190998.6 90
129.0699 100577.5 47
130.078 7481.7 3
131.0493 151363.2 71
131.0857 29903.8 14
132.057 17868.7 8
133.0649 27521.2 13
135.0443 6677.2 3
136.0519 59177.3 28
137.0598 16670.2 7
139.0542 5985.8 2
141.07 133738.5 63
142.0778 44539.8 21
143.0859 7215.6 3
144.057 54111.3 25
145.0649 106282 50
146.0729 8321.3 3
147.0441 94525.5 44
147.0805 4840.2 2
152.062 29418.8 13
153.0702 36055.7 17
154.0778 20469.9 9
155.0605 52166.4 24
155.0857 21008.5 9
157.065 31768.9 15
158.0726 7393.5 3
159.0443 16911 8
159.0807 9771.6 4
160.0521 78752.7 37
161.0598 89802.9 42
165.0701 40846.4 19
168.0576 7655.7 3
169.0651 17672.7 8
171.0804 4744.4 2
173.0599 92490.6 43
174.0678 62714.3 29
175.0756 16524 7
178.0779 7733.5 3
181.0649 19850.2 9
186.0678 26655.3 12
187.0755 71832.5 34
//
