ACCESSION: MSBNK-Antwerp_Univ-METOX_P102102_EF88
RECORD_TITLE: N-ACETYLNEURAMINATE; LC-ESI-QTOF; MS2; CE: 20eV; R=5000; [M+H]+
DATE: 2021.12.14
AUTHORS: da Silva KM, Iturrospe E, van de Lavoir M, Robeyns R, University of Antwerp, Belgium
LICENSE: CC BY
COPYRIGHT: Copyright (c) 2021 by Toxicological Center, University of Antwerp, Wilrijk, Belgium
COMMENT: CONFIDENCE Standard compound
COMMENT: INTERNAL_ID 1021
CH$NAME: N-ACETYLNEURAMINATE
CH$NAME: 5-N-Acetyl-beta-D-neuraminic acid
CH$NAME: (2S,4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
CH$COMPOUND_CLASS: N/A; Metabolomics Standard
CH$FORMULA: C11H19NO9
CH$EXACT_MASS: 309.1060
CH$SMILES: CC(=O)N[C@@H]1[C@@H](O)C[C@](O)(O[C@H]1[C@H](O)[C@H](O)CO)C(O)=O
CH$IUPAC: InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11-/m0/s1
CH$LINK: CAS
131-48-6
CH$LINK: CHEBI
45744
CH$LINK: KEGG
C19910
CH$LINK: PUBCHEM
CID:445063
CH$LINK: INCHIKEY
SQVRNKJHWKZAKO-PFQGKNLYSA-N
CH$LINK: CHEMSPIDER
392810
CH$LINK: COMPTOX
DTXSID80864309
AC$INSTRUMENT: Agilent 6530 QTOF
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 20 eV
AC$MASS_SPECTROMETRY: RESOLUTION 5000
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 41-975
AC$CHROMATOGRAPHY: COLUMN_NAME N/A
AC$CHROMATOGRAPHY: FLOW_GRADIENT 50/50 isocratic
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 0.219 min
AC$CHROMATOGRAPHY: SOLVENT A 90/10 water with 10mM ammonium formate + 0.1% formic acid/methanol
AC$CHROMATOGRAPHY: SOLVENT B acetonitrile
MS$FOCUSED_ION: BASE_PEAK 121.0508
MS$FOCUSED_ION: PRECURSOR_M/Z 310.1133
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$FOCUSED_ION: PRECURSOR_INTENSITY 270849
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 3.4.0
PK$SPLASH: splash10-02mj-2910000000-def0afb3240323b20a13
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
41.0388 C3H5+ 1 41.0386 6.48
43.0181 C2H3O+ 1 43.0178 4.97
45.0332 C2H5O+ 1 45.0335 -7.11
46.0657 C2H8N+ 1 46.0651 12.99
55.0187 C3H3O+ 1 55.0178 15.45
56.0471 H8O3+ 1 56.0468 4.84
57.0321 C3H5O+ 1 57.0335 -24.2
60.045 C2H6NO+ 1 60.0444 10.71
61.0292 C2H5O2+ 1 61.0284 12.43
67.0527 C5H7+ 1 67.0542 -23.13
69.0332 C4H5O+ 1 69.0335 -4.49
71.0142 C3H3O2+ 1 71.0128 19.81
73.0272 C3H5O2+ 1 73.0284 -16.1
77.038 C6H5+ 1 77.0386 -7.97
77.0968 C4H13O+ 1 77.0961 9.26
78.0325 C5H4N+ 2 78.0338 -17.08
79.0546 C6H7+ 1 79.0542 4.64
80.0451 C2H8O3+ 1 80.0468 -20.69
81.0325 C5H5O+ 1 81.0335 -12.36
82.0648 C5H8N+ 1 82.0651 -4.02
84.0462 C4H6NO+ 1 84.0444 21.97
91.0376 C3H7O3+ 1 91.039 -14.89
96.0437 C5H6NO+ 2 96.0444 -7.64
97.03 C5H5O2+ 1 97.0284 16.32
98.0578 C2H10O4+ 2 98.0574 4.77
101.0325 H7NO5+ 1 101.0319 5.82
103.0393 C4H7O3+ 2 103.039 2.85
104.0464 C4H8O3+ 1 104.0468 -3.73
106.0665 C7H8N+ 1 106.0651 12.93
107.0469 C7H7O+ 1 107.0491 -20.75
108.0394 C3H8O4+ 1 108.0417 -21.32
109.0265 C6H5O2+ 1 109.0284 -17.68
110.0576 C3H10O4+ 2 110.0574 2.51
111.0456 C6H7O2+ 1 111.0441 14.07
112.0391 C5H6NO2+ 2 112.0393 -1.85
113.0244 C5H5O3+ 2 113.0233 9.46
114.0553 C5H8NO2+ 1 114.055 3.19
119.096 C5H13NO2+ 1 119.0941 16.35
120.0457 C7H6NO+ 1 120.0444 11.07
121.028 C7H5O2+ 1 121.0284 -3.3
122.057 C4H10O4+ 2 122.0574 -2.85
123.046 C7H7O2+ 1 123.0441 16.09
124.0415 C6H6NO2+ 1 124.0393 17.93
125.024 C6H5O3+ 2 125.0233 5.77
126.056 C6H8NO2+ 1 126.055 8.04
128.0372 C5H6NO3+ 1 128.0342 23.17
129.0207 C8H3NO+ 2 129.0209 -1.93
130.0474 C2H10O6+ 2 130.0472 1.65
131.0576 C5H9NO3+ 2 131.0577 -0.63
132.0513 CH10NO6+ 1 132.0503 7.76
133.0371 C4H7NO4+ 2 133.037 0.78
134.0572 C5H10O4+ 2 134.0574 -0.86
136.0427 H10NO7+ 2 136.0452 -18.44
137.022 C7H5O3+ 1 137.0233 -9.52
138.0508 C4H10O5+ 1 138.0523 -10.46
139.04 C7H7O3+ 2 139.039 7.71
140.0588 C11H8+ 2 140.0621 -22.97
142.0528 C6H8NO3+ 1 142.0499 20.75
144.0671 C6H10NO3+ 1 144.0655 10.95
150.058 CH12NO7+ 2 150.0608 -18.79
151.0406 C11H5N+ 2 151.0417 -6.69
152.0696 C8H10NO2+ 2 152.0706 -6.91
153.0364 C4H9O6+ 2 153.0394 -19.11
154.0488 C7H8NO3+ 2 154.0499 -6.84
155.0358 C10H5NO+ 2 155.0366 -4.91
156.0645 C7H10NO3+ 2 156.0655 -6.51
156.15 C10H20O+ 1 156.1509 -5.3
158.0259 C9H4NO2+ 2 158.0237 14.32
160.0435 C2H10NO7+ 1 160.0452 -10.25
161.0269 C2H9O8+ 2 161.0292 -14.48
162.0415 C5H8NO5+ 1 162.0397 11.16
163.0388 C9H7O3+ 1 163.039 -1.28
164.0709 C9H10NO2+ 2 164.0706 2
166.0487 C8H8NO3+ 2 166.0499 -6.96
167.0339 C8H7O4+ 2 167.0339 0.22
168.0631 C5H12O6+ 2 168.0628 1.69
168.1526 C11H20O+ 1 168.1509 10.22
169.0459 H11NO9+ 2 169.0428 18.15
170.0676 C4H12NO6+ 1 170.0659 9.71
170.1561 C10H20NO+ 1 170.1539 12.68
172.0615 C7H10NO4+ 2 172.0604 6.32
178.0562 C2H12NO8+ 1 178.0557 2.42
179.0349 C9H7O4+ 1 179.0339 5.76
180.053 C5H10NO6+ 1 180.0503 15.43
181.0587 C5H11NO6+ 2 181.0581 3.45
181.1479 C11H19NO+ 1 181.1461 9.84
182.0437 C8H8NO4+ 2 182.0448 -5.96
182.1351 C7H20NO4+ 1 182.1387 -19.88
183.0324 C11H5NO2+ 2 183.0315 4.86
184.0564 C5H12O7+ 2 184.0578 -7.18
185.0473 C11H7NO2+ 2 185.0471 1.08
186.0714 C5H14O7+ 1 186.0734 -10.61
188.0753 C4H14NO7+ 1 188.0765 -6.13
196.0599 C9H10NO4+ 2 196.0604 -2.78
197.0438 C9H9O5+ 1 197.0444 -3.38
202.0254 C11H6O4+ 1 202.0261 -3.12
202.0808 C9H14O5+ 1 202.0836 -13.59
202.1463 C10H20NO3+ 1 202.1438 12.39
203.0523 C8H11O6+ 1 203.055 -13.47
204.0822 C5H16O8+ 2 204.084 -8.88
208.058 C7H12O7+ 2 208.0578 1.11
214.0725 C9H12NO5+ 2 214.071 6.97
215.053 C9H11O6+ 1 215.055 -9.53
217.0903 C6H17O8+ 2 217.0918 -7.09
218.0772 C9H14O6+ 1 218.0785 -5.84
221.0353 C10H7NO5+ 1 221.0319 15.43
227.0306 C5H9NO9+ 1 227.0272 15.21
232.0805 C9H14NO6+ 2 232.0816 -4.53
246.089 C7H18O9+ 1 246.0945 -22.4
248.1303 C11H20O6+ 1 248.1254 19.49
250.0954 C9H16NO7+ 1 250.0921 13.14
256.0839 C11H14NO6+ 2 256.0816 9.16
274.0925 C11H16NO7+ 1 274.0921 1.23
292.1056 C11H18NO8+ 1 292.1027 10.08
PK$NUM_PEAK: 114
PK$PEAK: m/z int. rel.int.
41.0388 24.2 5
43.0181 244.5 53
45.0332 489.8 107
46.0657 63.2 13
55.0187 108.3 23
56.0471 274.9 60
57.0321 265.7 58
60.045 1815.8 397
61.0292 356.4 77
67.0527 97.4 21
69.0332 179.1 39
71.0142 38 8
73.0272 186.1 40
77.038 99.1 21
77.0968 7.1 1
78.0325 78 17
79.0546 221.4 48
80.0451 83.4 18
81.0325 198.1 43
82.0648 284.5 62
84.0462 1089.1 238
91.0376 55 12
96.0437 195 42
97.03 365.4 79
98.0578 232.5 50
101.0325 35 7
103.0393 711.8 155
104.0464 18 3
106.0665 315.7 69
107.0469 70.7 15
108.0394 281.1 61
109.0265 216.1 47
110.0576 329.1 71
111.0456 94.2 20
112.0391 1005.2 219
113.0244 97.1 21
114.0553 335 73
119.096 25.7 5
120.0457 490.1 107
121.028 4566.9 999
122.057 101.1 22
123.046 708 154
124.0415 436.9 95
125.024 176.8 38
126.056 580.2 126
128.0372 350.7 76
129.0207 43.1 9
130.0474 371.9 81
131.0576 29.8 6
132.0513 188.2 41
133.0371 56.2 12
134.0572 200.4 43
136.0427 525.3 114
137.022 126.8 27
138.0508 401 87
139.04 58.3 12
140.0588 219.3 47
142.0528 181 39
144.0671 113.7 24
150.058 627.3 137
151.0406 787.8 172
152.0696 187.2 40
153.0364 132.2 28
154.0488 611.2 133
155.0358 262.3 57
156.0645 225.2 49
156.15 32.1 7
158.0259 19.2 4
160.0435 180.4 39
161.0269 54.1 11
162.0415 40 8
163.0388 25.5 5
164.0709 68.3 14
166.0487 356.7 78
167.0339 1755.8 384
168.0631 1011 221
168.1526 63 13
169.0459 176.5 38
170.0676 108.2 23
170.1561 21 4
172.0615 439.2 96
178.0562 473.6 103
179.0349 774.1 169
180.053 56 12
181.0587 21.4 4
181.1479 9.1 1
182.0437 120.5 26
182.1351 12 2
183.0324 106.3 23
184.0564 294.5 64
185.0473 24 5
186.0714 287 62
188.0753 34.1 7
196.0599 815.9 178
197.0438 1539.9 336
202.0254 20 4
202.0808 86.1 18
202.1463 13 2
203.0523 11.2 2
204.0822 191.1 41
208.058 100.1 21
214.0725 759.7 166
215.053 206.1 45
217.0903 28 6
218.0772 9.2 2
221.0353 11.2 2
227.0306 32.1 7
232.0805 812.4 177
246.089 40 8
248.1303 13.3 2
250.0954 93 20
256.0839 128.1 28
274.0925 722.1 157
292.1056 138.4 30
//
