ACCESSION: MSBNK-Athens_Univ-AU158303
RECORD_TITLE: delta9-Tetrahydrocannabinol; LC-ESI-QTOF; MS2; CE: 30 eV; R=35000; [M+H]+
DATE: 2016.02.22
AUTHORS: Nikiforos Alygizakis, Reza Aalizadeh, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2016 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 1583
CH$NAME: delta9-Tetrahydrocannabinol
CH$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$EXACT_MASS: 314.2245802
CH$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
1972-08-3
CH$LINK: PUBCHEM
CID:2978
CH$LINK: INCHIKEY
CYQFCXCEBYINGO-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
2872
AC$INSTRUMENT: Bruker maXis Impact
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 30 eV
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Acclaim RSLC C18 2.2um, 2.1x100mm, Thermo
AC$CHROMATOGRAPHY: FLOW_GRADIENT 99/1 at 0-1 min, 61/39 at 3 min, 0.1/99.9 at 14-16 min, 99/1 at 16.1-20 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min at 0-3 min, 400 uL/min at 14 min, 480 uL/min at 16-19 min, 200 uL/min at 19.1-20 min
AC$CHROMATOGRAPHY: RETENTION_TIME 13.805 min
AC$CHROMATOGRAPHY: SOLVENT A 90:10 water:methanol with 0.01% formic acid and 5mM ammonium formate
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.01% formic acid and 5mM ammonium formate
MS$FOCUSED_ION: BASE_PEAK 315.2347
MS$FOCUSED_ION: PRECURSOR_M/Z 315.2319
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE identity on assigned fragments and MS1
MS$DATA_PROCESSING: WHOLE RMassBank 1.99.10
PK$SPLASH: splash10-0006-0950000000-cbf97c0f76ae8578f4ab
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
119.086 C9H11+ 1 119.0855 4.03
121.0644 C8H9O+ 1 121.0648 -2.99
121.1013 C9H13+ 1 121.1012 1.14
123.0452 C7H7O2+ 1 123.0441 8.91
123.1179 C9H15+ 1 123.1168 8.98
124.0488 C7H8O2+ 1 124.0519 -24.82
131.0863 C10H11+ 1 131.0855 5.88
133.1026 C10H13+ 1 133.1012 10.43
135.0431 C8H7O2+ 1 135.0441 -7.39
135.0807 C9H11O+ 1 135.0804 2.12
135.1177 C10H15+ 1 135.1168 6.7
136.1211 C9[13]CH15+ 1 136.1207 2.68
137.0612 C8H9O2+ 1 137.0597 11
147.081 C10H11O+ 1 147.0804 4.06
147.1167 C11H15+ 1 147.1168 -0.63
149.0604 C9H9O2+ 1 149.0597 4.39
149.0975 C10H13O+ 1 149.0961 9.32
149.1318 C11H17+ 1 149.1325 -4.52
151.0771 C9H11O2+ 1 151.0754 11.52
159.0816 C11H11O+ 1 159.0804 6.99
161.0615 C10H9O2+ 1 161.0597 10.86
161.0975 C11H13O+ 1 161.0961 8.75
163.076 C10H11O2+ 1 163.0754 3.79
165.0913 C10H13O2+ 1 165.091 1.48
166.096 C10H14O2+ 1 166.0988 -17.26
171.0817 C12H11O+ 1 171.0804 7.34
175.0771 C11H11O2+ 1 175.0754 9.72
177.0925 C11H13O2+ 1 177.091 8.3
177.1284 C12H17O+ 1 177.1274 5.81
178.1333 C12H18O+ 1 178.1352 -11.02
181.1232 C11H17O2+ 1 181.1223 4.99
182.1265 C11H18O2+ 1 182.1301 -19.93
189.0945 C12H13O2+ 1 189.091 18.26
189.1292 C13H17O+ 1 189.1274 9.72
193.1236 C12H17O2+ 1 193.1223 6.75
194.1273 C11[13]CH17O2+ 1 194.1262 5.46
203.1097 C13H15O2+ 1 203.1067 14.95
205.1235 C13H17O2+ 1 205.1223 5.98
207.1391 C13H19O2+ 1 207.138 5.29
208.1444 C13H20O2+ 1 208.1458 -6.45
217.1247 C14H17O2+ 1 217.1223 10.94
217.1617 C15H21O+ 1 217.1587 14.02
218.1275 C14H18O2+ 1 218.1301 -12.07
219.1401 C14H19O2+ 1 219.138 9.85
219.177 C15H23O+ 1 219.1743 12
221.156 C14H21O2+ 1 221.1536 10.93
222.159 C14H22O2+ 1 222.1614 -10.73
227.1439 C16H19O+ 1 227.143 3.56
229.1598 C16H21O+ 1 229.1587 5
231.1403 C15H19O2+ 1 231.138 10.2
231.1764 C16H23O+ 1 231.1743 8.87
232.1425 C15H20O2+ 1 232.1458 -14.02
233.1553 C15H21O2+ 1 233.1536 7.17
234.1586 C14[13]CH21O2+ 1 234.1575 4.46
235.1709 C15H23O2+ 1 235.1693 7.12
236.1745 C15H24O2+ 1 236.1771 -10.89
241.1602 C17H21O+ 1 241.1587 6.11
245.1554 C16H21O2+ 1 245.1536 7.19
246.161 C16H22O2+ 1 246.1614 -1.76
247.1707 C16H23O2+ 1 247.1693 5.86
248.174 C15[13]CH23O2+ 1 248.1732 3.55
255.1737 C18H23O+ 1 255.1743 -2.43
259.1716 C17H23O2+ 1 259.1693 8.87
260.1743 C16[13]CH23O2+ 1 260.1732 4.2
272.1834 C18H24O2+ 1 272.1771 23.22
273.1853 C18H25O2+ 1 273.1849 1.27
297.2224 C21H29O+ 1 297.2213 3.82
315.235 C21H31O2+ 1 315.2319 9.84
316.2373 C20[13]CH31O2+ 1 316.2358 4.89
PK$NUM_PEAK: 69
PK$PEAK: m/z int. rel.int.
119.086 720 28
121.0644 516 20
121.1013 652 25
123.0452 4468 174
123.1179 1352 52
124.0488 608 23
131.0863 668 26
133.1026 480 18
135.0431 616 24
135.0807 324 12
135.1177 5292 206
136.1211 800 31
137.0612 1928 75
147.081 408 15
147.1167 300 11
149.0604 484 18
149.0975 364 14
149.1318 428 16
151.0771 1216 47
159.0816 708 27
161.0615 448 17
161.0975 428 16
163.076 1016 39
165.0913 1860 72
166.096 404 15
171.0817 432 16
175.0771 316 12
177.0925 1180 46
177.1284 1232 48
178.1333 540 21
181.1232 2080 81
182.1265 348 13
189.0945 772 30
189.1292 340 13
193.1236 25548 999
194.1273 3844 150
203.1097 424 16
205.1235 736 28
207.1391 2060 80
208.1444 456 17
217.1247 1524 59
217.1617 328 12
218.1275 432 16
219.1401 804 31
219.177 336 13
221.156 2732 106
222.159 524 20
227.1439 440 17
229.1598 496 19
231.1403 3380 132
231.1764 536 20
232.1425 860 33
233.1553 3836 149
234.1586 544 21
235.1709 3244 126
236.1745 656 25
241.1602 584 22
245.1554 896 35
246.161 312 12
247.1707 3612 141
248.174 608 23
255.1737 304 11
259.1716 7604 297
260.1743 1248 48
272.1834 380 14
273.1853 988 38
297.2224 568 22
315.235 3836 149
316.2373 1292 50
//
