ACCESSION: MSBNK-Eawag-EQ333206
RECORD_TITLE: Hydrocodone; LC-ESI-QFT; MS2; CE: 90; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Otto J, Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3332
CH$NAME: Hydrocodone
CH$NAME: (4R,4aR,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,5,6,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C18H21NO3
CH$EXACT_MASS: 299.15214
CH$SMILES: CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)OC)O[C@H]3C(=O)CC4
CH$IUPAC: InChI=1S/C18H21NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3,6,11-12,17H,4-5,7-9H2,1-2H3/t11-,12+,17-,18-/m0/s1
CH$LINK: CAS
50678-79-0
CH$LINK: KEGG
D08045
CH$LINK: PUBCHEM
CID:5284569
CH$LINK: INCHIKEY
LLPOLZWFYMWNKH-CMKMFDCUSA-N
CH$LINK: CHEMSPIDER
4447623
CH$LINK: COMPTOX
DTXSID8023131
AC$INSTRUMENT: Q Exactive 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$CHROMATOGRAPHY: RETENTION_TIME 3.2 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 300.1595
MS$FOCUSED_ION: PRECURSOR_M/Z 300.1594
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE vendor picking in Proteowizard
MS$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$SPLASH: splash10-0g6v-0900000000-b335c52fad1274cd28cb
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0179 C3H3O+ 1 55.0178 0.52
58.0288 C2H4NO+ 1 58.0287 1.03
58.0652 C3H8N+ 1 58.0651 0.42
65.0385 C5H5+ 1 65.0386 -0.72
67.0542 C5H7+ 1 67.0542 0.2
68.0496 C4H6N+ 1 68.0495 1.53
70.0651 C4H8N+ 1 70.0651 0.2
77.0384 C6H5+ 1 77.0386 -1.77
79.0542 C6H7+ 1 79.0542 0.04
80.0495 C5H6N+ 1 80.0495 -0.2
82.0651 C5H8N+ 1 82.0651 -0.68
83.049 C5H7O+ 1 83.0491 -1.7
84.0807 C5H10N+ 1 84.0808 -0.9
86.06 C4H8NO+ 1 86.06 -0.47
91.0541 C7H7+ 1 91.0542 -1.17
94.0411 C6H6O+ 1 94.0413 -2.72
94.0651 C6H8N+ 1 94.0651 -0.27
95.0491 C6H7O+ 1 95.0491 -0.33
96.0808 C6H10N+ 1 96.0808 -0.16
100.0758 C5H10NO+ 1 100.0757 0.9
102.0463 C8H6+ 1 102.0464 -1.09
103.0542 C8H7+ 1 103.0542 -0.26
104.0623 C8H8+ 1 104.0621 2.19
105.0699 C8H9+ 1 105.0699 0.22
106.0649 C7H8N+ 1 106.0651 -1.75
110.06 C6H8NO+ 1 110.06 -0.82
114.046 C9H6+ 1 114.0464 -3.26
115.0542 C9H7+ 1 115.0542 -0.58
116.0619 C9H8+ 1 116.0621 -0.88
117.0697 C9H9+ 1 117.0699 -1.59
118.065 C8H8N+ 1 118.0651 -0.98
120.0809 C8H10N+ 1 120.0808 0.7
121.0648 C8H9O+ 1 121.0648 -0.18
122.0362 C7H6O2+ 1 122.0362 -0.33
124.0754 C7H10NO+ 1 124.0757 -2.5
126.046 C10H6+ 1 126.0464 -3.5
127.054 C10H7+ 1 127.0542 -2.02
128.062 C10H8+ 1 128.0621 -0.48
129.0697 C10H9+ 1 129.0699 -0.98
130.0777 C10H10+ 1 130.0777 -0.01
131.0492 C9H7O+ 1 131.0491 0.14
131.0856 C10H11+ 1 131.0855 0.33
132.057 C9H8O+ 1 132.057 0.26
133.0648 C9H9O+ 1 133.0648 0.14
133.0886 C9H11N+ 1 133.0886 0.22
134.0963 C9H12N+ 1 134.0964 -1.09
137.0597 C8H9O2+ 1 137.0597 -0.41
139.0543 C11H7+ 1 139.0542 0.38
140.0619 C11H8+ 1 140.0621 -0.87
141.0698 C11H9+ 1 141.0699 -0.76
142.0412 C10H6O+ 1 142.0413 -0.47
142.0777 C11H10+ 1 142.0777 -0.22
143.0491 C10H7O+ 1 143.0491 -0.57
143.0856 C11H11+ 1 143.0855 0.51
144.057 C10H8O+ 1 144.057 -0.04
145.0648 C10H9O+ 1 145.0648 -0.15
146.0363 C9H6O2+ 1 146.0362 0.34
146.0601 C9H8NO+ 1 146.06 0.68
146.0728 C10H10O+ 1 146.0726 1.12
148.0757 C9H10NO+ 1 148.0757 -0.14
151.0541 C12H7+ 1 151.0542 -0.77
152.062 C12H8+ 1 152.0621 -0.27
153.0698 C12H9+ 1 153.0699 -0.31
154.0776 C12H10+ 1 154.0777 -0.4
155.0491 C11H7O+ 1 155.0491 0.06
155.06 C10H7N2+ 1 155.0604 -2.22
155.0855 C12H11+ 1 155.0855 -0.43
156.0569 C11H8O+ 1 156.057 -0.68
157.0648 C11H9O+ 1 157.0648 -0.07
157.1013 C12H13+ 1 157.1012 0.85
158.0726 C11H10O+ 1 158.0726 -0.04
159.0438 C10H7O2+ 1 159.0441 -1.48
159.0804 C11H11O+ 1 159.0804 -0.2
160.0518 C10H8O2+ 1 160.0519 -0.76
161.0598 C10H9O2+ 1 161.0597 0.71
162.0914 C10H12NO+ 1 162.0913 0.12
164.0621 C13H8+ 1 164.0621 0.17
165.0698 C13H9+ 1 165.0699 -0.28
166.0777 C13H10+ 1 166.0777 -0.25
167.0856 C13H11+ 1 167.0855 0.14
168.0569 C12H8O+ 1 168.057 -0.22
169.0648 C12H9O+ 1 169.0648 -0.13
169.0754 C11H9N2+ 1 169.076 -3.46
170.0362 C11H6O2+ 1 170.0362 -0.12
170.0725 C12H10O+ 1 170.0726 -0.45
171.0803 C12H11O+ 1 171.0804 -0.71
172.0519 C11H8O2+ 1 172.0519 -0.01
172.0881 C12H12O+ 1 172.0883 -0.97
173.0594 C11H9O2+ 1 173.0597 -1.59
173.0961 C12H13O+ 1 173.0961 -0.12
174.0672 C11H10O2+ 1 174.0675 -1.67
175.0753 C11H11O2+ 1 175.0754 -0.55
176.0618 C14H8+ 1 176.0621 -1.43
177.07 C14H9+ 1 177.0699 0.81
178.0778 C14H10+ 1 178.0777 0.5
179.0602 C12H7N2+ 1 179.0604 -0.98
179.0854 C14H11+ 1 179.0855 -0.76
180.0567 C13H8O+ 1 180.057 -1.37
181.0647 C13H9O+ 1 181.0648 -0.5
182.0726 C13H10O+ 1 182.0726 0.02
183.044 C12H7O2+ 1 183.0441 -0.2
183.0804 C13H11O+ 1 183.0804 -0.5
184.0519 C12H8O2+ 1 184.0519 -0.17
184.0884 C13H12O+ 1 184.0883 0.62
185.0597 C12H9O2+ 1 185.0597 -0.25
185.096 C13H13O+ 1 185.0961 -0.28
186.0676 C12H10O2+ 1 186.0675 0.32
187.0755 C12H11O2+ 1 187.0754 0.56
188.0828 C12H12O2+ 1 188.0832 -2.03
189.07 C15H9+ 1 189.0699 0.49
189.0906 C12H13O2+ 1 189.091 -2.09
190.0776 C15H10+ 1 190.0777 -0.8
191.0853 C15H11+ 1 191.0855 -1.03
193.0647 C14H9O+ 1 193.0648 -0.63
193.0754 C13H9N2+ 1 193.076 -3.18
194.0726 C14H10O+ 1 194.0726 -0.19
195.0804 C14H11O+ 1 195.0804 -0.47
196.0515 C13H8O2+ 1 196.0519 -1.69
196.0762 C13H10NO+ 1 196.0757 2.5
196.0881 C14H12O+ 1 196.0883 -0.85
197.0597 C13H9O2+ 1 197.0597 -0.28
197.0959 C14H13O+ 1 197.0961 -0.92
198.0674 C13H10O2+ 1 198.0675 -0.51
199.0752 C13H11O2+ 1 199.0754 -0.78
200.0832 C13H12O2+ 1 200.0832 -0.11
201.0789 C12H11NO2+ 1 201.0784 2.44
201.0907 C13H13O2+ 1 201.091 -1.47
202.0861 C12H12NO2+ 1 202.0863 -0.92
207.0805 C15H11O+ 1 207.0804 0.23
208.052 C14H8O2+ 1 208.0519 0.48
208.0882 C15H12O+ 1 208.0883 -0.37
209.0597 C14H9O2+ 1 209.0597 0.12
209.0958 C15H13O+ 1 209.0961 -1.59
210.0677 C14H10O2+ 1 210.0675 1
210.0907 C14H12NO+ 1 210.0913 -3.29
211.0754 C14H11O2+ 1 211.0754 0.07
212.0832 C14H12O2+ 1 212.0832 0.28
213.0909 C14H13O2+ 1 213.091 -0.5
214.0862 C13H12NO2+ 1 214.0863 -0.12
223.0753 C15H11O2+ 1 223.0754 -0.25
225.0912 C15H13O2+ 1 225.091 0.91
226.0618 C14H10O3+ 1 226.0624 -2.63
226.0857 C14H12NO2+ 1 226.0863 -2.37
227.0704 C14H11O3+ 1 227.0703 0.57
228.0782 C14H12O3+ 1 228.0781 0.59
228.1017 C14H14NO2+ 1 228.1019 -0.86
240.1018 C15H14NO2+ 1 240.1019 -0.65
241.0855 C15H13O3+ 1 241.0859 -1.66
256.133 C16H18NO2+ 1 256.1332 -0.72
PK$NUM_PEAK: 149
PK$PEAK: m/z int. rel.int.
55.0179 152985.9 2
58.0288 116596.1 1
58.0652 1534822.4 25
65.0385 249964.4 4
67.0542 389644.2 6
68.0496 94743 1
70.0651 241235.8 4
77.0384 183187.1 3
79.0542 562660.4 9
80.0495 175873.1 2
82.0651 584479.8 9
83.049 123421.5 2
84.0807 744399.3 12
86.06 176424.6 2
91.0541 1503521.8 25
94.0411 139852.7 2
94.0651 606225.7 10
95.0491 480476.1 8
96.0808 183315.8 3
100.0758 148822.1 2
102.0463 224135.5 3
103.0542 1384730 23
104.0623 94784.7 1
105.0699 418990.6 6
106.0649 239304.5 3
110.06 948817.6 15
114.046 138614 2
115.0542 19494190 325
116.0619 1056783.4 17
117.0697 665420.1 11
118.065 175295.6 2
120.0809 247361.1 4
121.0648 95782.4 1
122.0362 220000.6 3
124.0754 122827.5 2
126.046 124753.8 2
127.054 1251359.9 20
128.062 49737468 830
129.0697 6364052 106
130.0777 209971.1 3
131.0492 1351864.8 22
131.0856 249962.5 4
132.057 448107.9 7
133.0648 120003.9 2
133.0886 175675.6 2
134.0963 648059 10
137.0597 1349687.8 22
139.0543 986908.4 16
140.0619 983447.6 16
141.0698 43020376 718
142.0412 648772.8 10
142.0777 3504030 58
143.0491 1263866 21
143.0856 2472542.5 41
144.057 5408881 90
145.0648 3360063.2 56
146.0363 136342.4 2
146.0601 121148.9 2
146.0728 230546.5 3
148.0757 406718.7 6
151.0541 186491.5 3
152.062 16167048 269
153.0698 40133476 669
154.0776 6784161 113
155.0491 6176067 103
155.06 2955792 49
155.0855 6491703 108
156.0569 19358620 323
157.0648 2485598 41
157.1013 164339.3 2
158.0726 2938782.8 49
159.0438 803566.2 13
159.0804 4081470.5 68
160.0518 155414.4 2
161.0598 1368375.9 22
162.0914 613505.1 10
164.0621 236421.9 3
165.0698 17706150 295
166.0777 1995033.5 33
167.0856 1539990 25
168.0569 5510530 91
169.0648 9105194 151
169.0754 1581258.9 26
170.0362 6229964.5 103
170.0725 10253507 171
171.0803 59847992 999
172.0519 1477136 24
172.0881 689322 11
173.0594 228294.5 3
173.0961 419580.2 7
174.0672 219510.9 3
175.0753 445919.5 7
176.0618 217855.6 3
177.07 484393.4 8
178.0778 952320.2 15
179.0602 423602.8 7
179.0854 629880.1 10
180.0567 1124841.8 18
181.0647 13295270 221
182.0726 5549074.5 92
183.044 18913900 315
183.0804 2622378.5 43
184.0519 8678277 144
184.0884 716171.8 11
185.0597 19047140 317
185.096 3433093 57
186.0676 1412698.1 23
187.0755 1392242.4 23
188.0828 127242.5 2
189.07 510386.6 8
189.0906 148019.5 2
190.0776 199460 3
191.0853 489953.8 8
193.0647 1585132.6 26
193.0754 242100.8 4
194.0726 1769746.8 29
195.0804 1662782.4 27
196.0515 425354.4 7
196.0762 173583.1 2
196.0881 203362.3 3
197.0597 3771621 62
197.0959 623875.9 10
198.0674 14028219 234
199.0752 37452104 625
200.0832 643967.1 10
201.0789 136045.5 2
201.0907 192525.3 3
202.0861 169062.1 2
207.0805 195562.1 3
208.052 588668.2 9
208.0882 181592.1 3
209.0597 638366.7 10
209.0958 165578.6 2
210.0677 1241806.5 20
210.0907 144334.2 2
211.0754 794244.9 13
212.0832 593505.2 9
213.0909 4019700.8 67
214.0862 169348.7 2
223.0753 425581.3 7
225.0912 732224.2 12
226.0618 237430.8 3
226.0857 143859.7 2
227.0704 155199.2 2
228.0782 235173.1 3
228.1017 647414 10
240.1018 183722.9 3
241.0855 969577.8 16
256.133 119802.8 1
//
