#METABOLOMICS WORKBENCH chadschaber_20171008_083120 DATATRACK_ID:1250 STUDY_ID:ST000883 ANALYSIS_ID:AN001440 PROJECT_ID:PR000612 VERSION 1 CREATED_ON October 30, 2017, 8:50 am #PROJECT PR:PROJECT_TITLE Breathprinting Reveals Malaria-Associated Biomarkers and Mosquito Attractants PR:PROJECT_SUMMARY Current evidence suggests that malaria infection could alter patient breath PR:PROJECT_SUMMARY metabolites, a phenomenon that could be exploited to create a breath-based PR:PROJECT_SUMMARY diagnostic test. Indications include the preferential attraction of the PR:PROJECT_SUMMARY Anopheles mosquito vector upon infection and a distinct breath profile with the PR:PROJECT_SUMMARY progression of experimental, sub-microscopic malaria. However, these PR:PROJECT_SUMMARY observations have yet to be extended to the clinic. To investigate whether PR:PROJECT_SUMMARY natural human malaria infection leads to a characteristic breath profile, we PR:PROJECT_SUMMARY performed a field study in Malawi. Breath volatiles from pediatric patients with PR:PROJECT_SUMMARY and without uncomplicated falciparum malaria were analyzed by thermal PR:PROJECT_SUMMARY desorption-gas chromatography/mass spectrometry. Using an unbiased, PR:PROJECT_SUMMARY correlation-based analysis, we find that children with malaria have a distinct PR:PROJECT_SUMMARY shift in overall breath composition. Leveraging these differences, highly PR:PROJECT_SUMMARY accurate classification of infection status was achieved with a suite of six PR:PROJECT_SUMMARY compounds. In addition, we find that malaria-infected children have PR:PROJECT_SUMMARY significantly higher breath levels of two mosquito-attractant terpenes, PR:PROJECT_SUMMARY α-pinene and 3-carene. Thus, our work attests to the viability of breath PR:PROJECT_SUMMARY analysis for malaria diagnosis, identifies candidate compounds for follow-up PR:PROJECT_SUMMARY studies, and identifies biologically plausible chemical mediators for increased PR:PROJECT_SUMMARY mosquito attraction to malaria-infected patients. PR:INSTITUTE Washington University, St. Louis PR:DEPARTMENT School of Medicine PR:LAST_NAME Schaber PR:FIRST_NAME Chad PR:ADDRESS 4938 Parkview Place, MPRB/FLoor 6, Entry 5, St. Louis, MO, 63110, USA PR:EMAIL chadschaber@wustl.edu PR:PHONE 3142862040 #STUDY ST:STUDY_TITLE Breathprinting Reveals Malaria-Associated Biomarkers and Mosquito Attractants ST:STUDY_SUMMARY Current evidence suggests that malaria infection could alter patient breath ST:STUDY_SUMMARY metabolites, a phenomenon that could be exploited to create a breath-based ST:STUDY_SUMMARY diagnostic test. Indications include the preferential attraction of the ST:STUDY_SUMMARY Anopheles mosquito vector upon infection and a distinct breath profile with the ST:STUDY_SUMMARY progression of experimental, sub-microscopic malaria. However, these ST:STUDY_SUMMARY observations have yet to be extended to the clinic. To investigate whether ST:STUDY_SUMMARY natural human malaria infection leads to a characteristic breath profile, we ST:STUDY_SUMMARY performed a field study in Malawi. Breath volatiles from pediatric patients with ST:STUDY_SUMMARY and without uncomplicated falciparum malaria were analyzed by thermal ST:STUDY_SUMMARY desorption-gas chromatography/mass spectrometry. Using an unbiased, ST:STUDY_SUMMARY correlation-based analysis, we find that children with malaria have a distinct ST:STUDY_SUMMARY shift in overall breath composition. Leveraging these differences, highly ST:STUDY_SUMMARY accurate classification of infection status was achieved with a suite of six ST:STUDY_SUMMARY compounds. In addition, we find that malaria-infected children have ST:STUDY_SUMMARY significantly higher breath levels of two mosquito-attractant terpenes, ST:STUDY_SUMMARY α-pinene and 3-carene. Thus, our work attests to the viability of breath ST:STUDY_SUMMARY analysis for malaria diagnosis, identifies candidate compounds for follow-up ST:STUDY_SUMMARY studies, and identifies biologically plausible chemical mediators for increased ST:STUDY_SUMMARY mosquito attraction to malaria-infected patients. ST:INSTITUTE Washington University School of Medicine ST:LAST_NAME Schaber ST:FIRST_NAME Chad ST:ADDRESS 4938 Parkview Place, MPRB/FLoor 6, Entry 5, St. Louis, MO, 63110, USA ST:EMAIL chadschaber@wustl.edu ST:PHONE 3142862040 #SUBJECT SU:SUBJECT_TYPE Human SU:SUBJECT_SPECIES Homo sapiens SU:TAXONOMY_ID 9606 #SUBJECT_SAMPLE_FACTORS: SUBJECT(optional)[tab]SAMPLE[tab]FACTORS(NAME:VALUE pairs separated by |)[tab]Additional sample data SUBJECT_SAMPLE_FACTORS - Patient 1 Malaria Infection Status:Negative SUBJECT_SAMPLE_FACTORS - Patient 2 Malaria Infection Status:Negative SUBJECT_SAMPLE_FACTORS - Patient 3 Malaria Infection Status:Negative SUBJECT_SAMPLE_FACTORS - Patient 4 Malaria Infection Status:Negative SUBJECT_SAMPLE_FACTORS - Patient 5 Malaria Infection Status:Negative SUBJECT_SAMPLE_FACTORS - Patient 6 Malaria Infection Status:Negative SUBJECT_SAMPLE_FACTORS - Patient 7 Malaria Infection Status:Negative SUBJECT_SAMPLE_FACTORS - Patient 8 Malaria Infection Status:Negative SUBJECT_SAMPLE_FACTORS - Patient 9 Malaria Infection Status:Negative SUBJECT_SAMPLE_FACTORS - Patient 10 Malaria Infection Status:Negative SUBJECT_SAMPLE_FACTORS - Patient 11 Malaria Infection Status:Negative SUBJECT_SAMPLE_FACTORS - Patient 12 Malaria Infection Status:Negative SUBJECT_SAMPLE_FACTORS - Patient 13 Malaria Infection Status:Negative SUBJECT_SAMPLE_FACTORS - Patient 14 Malaria Infection Status:Negative SUBJECT_SAMPLE_FACTORS - Patient 15 Malaria Infection Status:Negative SUBJECT_SAMPLE_FACTORS - Patient 16 Malaria Infection Status:Negative SUBJECT_SAMPLE_FACTORS - Patient 17 Malaria Infection Status:Negative SUBJECT_SAMPLE_FACTORS - Patient 18 Malaria Infection Status:Negative SUBJECT_SAMPLE_FACTORS - Patient 19 Malaria Infection Status:Positive SUBJECT_SAMPLE_FACTORS - Patient 20 Malaria Infection Status:Positive SUBJECT_SAMPLE_FACTORS - Patient 21 Malaria Infection Status:Positive SUBJECT_SAMPLE_FACTORS - Patient 22 Malaria Infection Status:Positive SUBJECT_SAMPLE_FACTORS - Patient 23 Malaria Infection Status:Positive SUBJECT_SAMPLE_FACTORS - Patient 24 Malaria Infection Status:Positive SUBJECT_SAMPLE_FACTORS - Patient 25 Malaria Infection Status:Positive SUBJECT_SAMPLE_FACTORS - Patient 26 Malaria Infection Status:Positive SUBJECT_SAMPLE_FACTORS - Patient 27 Malaria Infection Status:Positive SUBJECT_SAMPLE_FACTORS - Patient 28 Malaria Infection Status:Positive SUBJECT_SAMPLE_FACTORS - Patient 29 Malaria Infection Status:Positive SUBJECT_SAMPLE_FACTORS - Patient 30 Malaria Infection Status:Positive SUBJECT_SAMPLE_FACTORS - Patient 31 Malaria Infection Status:Positive SUBJECT_SAMPLE_FACTORS - Patient 32 Malaria Infection Status:Positive SUBJECT_SAMPLE_FACTORS - Patient 33 Malaria Infection Status:Positive SUBJECT_SAMPLE_FACTORS - Patient 34 Malaria Infection Status:Positive SUBJECT_SAMPLE_FACTORS - Patient 35 Malaria Infection Status:Positive #COLLECTION CO:COLLECTION_SUMMARY Breath collection was performed as previously reported with alterations detailed CO:COLLECTION_SUMMARY here (see PMID: 25810441). In brief, ≥ 1 L of exhaled breath was collected in CO:COLLECTION_SUMMARY a 3 L SamplePro Flexfilm sample bag (SKC Inc.). Using a set flow pump (ACTI-VOC, CO:COLLECTION_SUMMARY Markes International), exactly 1 L of breath was pumped through an inert CO:COLLECTION_SUMMARY stainless-steel sorbent tube with a triple bed sorbent composed of Tenax 60/80/ CO:COLLECTION_SUMMARY Carbograph 1 60/80/ Carboxen 1003 40/60 (Camsco). Sorbent tubes were stored at CO:COLLECTION_SUMMARY -20°C prior to shipment on black ice for later mass spectrometric analysis. #TREATMENT TR:TREATMENT_SUMMARY N/A #SAMPLEPREP SP:SAMPLEPREP_SUMMARY N/A #CHROMATOGRAPHY CH:CHROMATOGRAPHY_SUMMARY All samples were run with a TurboMatrix 650 ATD (Perkin Elmer) connected to a CH:CHROMATOGRAPHY_SUMMARY Leco Pegasus 4D GCxGC-TOFMS system. Before analysis, sorbent tubes were brought CH:CHROMATOGRAPHY_SUMMARY to room temperature and purged for 5 min with BiP N2 (Airgas) at 60 mL/min. A CH:CHROMATOGRAPHY_SUMMARY gaseous standard mixture (20.1 ng fluorobenzene, 18.6 ng toluene-D8, 21.7 ng CH:CHROMATOGRAPHY_SUMMARY bromofluorobenzene, 20.3 ng 1,2-dichlorobenzene-D4) was added to each tube by CH:CHROMATOGRAPHY_SUMMARY the TurboMatrix 650 immediately prior to analysis. Tubes were desorbed at CH:CHROMATOGRAPHY_SUMMARY 270°C, 40 mL/min He flow, with recollection on a secondary Tenax cold trap at CH:CHROMATOGRAPHY_SUMMARY 10°C. Analytes were released from the secondary trap by heating to 295°C with CH:CHROMATOGRAPHY_SUMMARY 20% transferred to the GC/MS. The GC had a 30 m length x 0.25 mm ID x 0.25 µm CH:CHROMATOGRAPHY_SUMMARY film thickness DB-5 column (Agilent). The GC oven was programmed to hold at CH:CHROMATOGRAPHY_SUMMARY 40°C for 3 min, ramp 5°C/min to 200°C, then ramp 10°C/min to 250°C, final CH:CHROMATOGRAPHY_SUMMARY ramp 25°C/min to 300°C, then hold at 300°C for 3 min. The TOFMS had a CH:CHROMATOGRAPHY_SUMMARY sampling frequency of 50 Hz and a mass recording range of 34-400 amu. CH:CHROMATOGRAPHY_TYPE GC CH:INSTRUMENT_NAME Leco Pegasus 4D GC CH:COLUMN_NAME Agilent DB5-MS (30m × 0.25mm, 0.25um) CH:FLOW_RATE 1.2 mL/min #ANALYSIS AN:ANALYSIS_TYPE MS #MS MS:MS_COMMENTS - MS:INSTRUMENT_NAME Leco Pegasus 4D GCxGC TOF MS:INSTRUMENT_TYPE GC x GC-TOF MS:MS_TYPE EI MS:ION_MODE POSITIVE #MS_METABOLITE_DATA MS_METABOLITE_DATA:UNITS raw abundance MS_METABOLITE_DATA_START Samples Patient 1 Patient 2 Patient 3 Patient 4 Patient 5 Patient 6 Patient 7 Patient 8 Patient 9 Patient 10 Patient 11 Patient 12 Patient 13 Patient 14 Patient 15 Patient 16 Patient 17 Patient 18 Patient 19 Patient 20 Patient 21 Patient 22 Patient 23 Patient 24 Patient 25 Patient 26 Patient 27 Patient 28 Patient 29 Patient 30 Patient 31 Patient 32 Patient 33 Patient 34 Patient 35 Factors Malaria Infection Status:Negative Malaria Infection Status:Negative Malaria Infection Status:Negative Malaria Infection Status:Negative Malaria Infection Status:Negative Malaria Infection Status:Negative Malaria Infection Status:Negative Malaria Infection Status:Negative Malaria Infection Status:Negative Malaria Infection Status:Negative Malaria Infection Status:Negative Malaria Infection Status:Negative Malaria Infection Status:Negative Malaria Infection Status:Negative Malaria Infection Status:Negative Malaria Infection Status:Negative Malaria Infection Status:Negative Malaria Infection Status:Negative Malaria Infection Status:Positive Malaria Infection Status:Positive Malaria Infection Status:Positive Malaria Infection Status:Positive Malaria Infection Status:Positive Malaria Infection Status:Positive Malaria Infection Status:Positive Malaria Infection Status:Positive Malaria Infection Status:Positive Malaria Infection Status:Positive Malaria Infection Status:Positive Malaria Infection Status:Positive Malaria Infection Status:Positive Malaria Infection Status:Positive Malaria Infection Status:Positive Malaria Infection Status:Positive Malaria Infection Status:Positive Cyclobutanol (44@1.33) 1 1 1 195836 1 1 230867 1 166556 1 1 1 1 1 61286 124992 95120 1 1 1 61650 1 1 80960 1 46740 50070 72111 1 122401 262755 1 1 1 1 Propane, 2-bromo-1-chloro- (77@1.36) 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 10748 22143 1 1 1 32814 1 1 1 1 1 1 1 1 Propane, 1-chloro-2-methyl- (77@1.37) 1 1 1 1 1 27070 1 1 1 1 1 38815 1 1 1 1 238570 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 78992 Formamide (45@1.41) 126554 1 75118 1 273520 85569 136309 258592 1 59978 1 71644 1 105251 50537 72196 1 77094 48691 54063 167238 82220 181334 1 1 146290 450305 1 1 47763 304374 135058 119377 143390 41441 Isopropyl Alcohol (45@1.46) 467803 292583 547123 457535 249607 269358 1071296 2395286 83093 661242 68842 646994 177894 594207 684374 236092 1 261328 295060 441864 625042 351277 127799 584059 230537 214198 305017 1 1 382774 3150733 450426 706784 976722 245897 Acetone (43@1.47) 3407029 4955740 22357518 1433295 5274652 2711273 1042492 46143232 1 8302463 957688 7010296 1650520 17133448 1650318 7493327 4603598 3192087 1937920 19225458 6796156 910112 1257977 2511097 3057637 4695992 1730248 37736864 3373965 9399523 36213148 4785746 18588224 22929892 2994313 2-Propanamine, 2-methyl- (58@1.48) 1 1 1 1 1 1 1 26930428 14333951 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 28222748 1 1 18456912 1 1 1 1 Isoprene(67@1.5) 149362 914323 688272 210803 259212 145193 1055319 62589 908753 741464 313314 713099 1420452 701816 527830 967454 1 408494 869324 115850 484067 302309 263078 1 1 378023 174985 1 1 651633 1 1158311 1054899 199392 181140 Sulfur dioxide (64@1.53) 268214 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 102608 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 Borane-methyl sulfide complex (47@1.54) 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 14278 1 1 1 1 1 1 1 1 1 1 1 102169 1 1 33896 1 1 1 1 Acetic acid, methyl ester (43@1.54) 1 1 1 1 1 1 1 1 1 1 62729 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 144425 4-Heptyn-2-ol (45@1.58) 1 1 1 1 1 1 1 1 1 1 1 1 1 1 89227 27036 430106 1 1 254090 1 1 1 1343966 835630 1 1 3876538 610995 1 1 1 1 417999 1 4,4'-Diisothiocyanatostilbene-2,2'-disulfonic acid (76@1.59) 1 1 1 302570 1 1 1 73449 1 1 1 1 1 1 1 1 1 1 1 1 1 55098 1 1 1 1 1 53913 1 1 1 1 99459 17942 14599 Methanesulfonyl chloride (79@1.61) 1 1 1 1 1 1 1 1 1 1 1 1 1 271529 1 1 1 223387 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 2-Propanol, 1,3-dichloro- (79@1.61) 1394354 925522 919236 921399 937407 252184 888856 1394757 949619 1150768 1137109 1241668 712916 440994 1109460 1103260 408533 966983 652102 940255 1147693 702899 1192192 444060 381966 814273 876412 449840 539493 1 1061912 708522 841357 1029941 1187519 2-Propanol, 2-methyl- (59@1.63) 1 1 1 1 1 1 34825 1 1 1 58390 1 1 1 1 1 1 1 1 1 54417 1 1 1 1 1 94557 1 1 1 259824 1 102595 1 1 3-Cyclohexylpropionamide (55@1.75) 40747 22075 19886 1 1 1 1 83504 83332 36839 1 1 1 1 1 24843 39151 1 13321 77652 1 1 16333 1 1 14046 19680 186981 1 88673 363839 1 118740 79984 24353 Benzene, 1,2-bis(hexyloxy)-4-nitro- (43@1.78) 1 1 1 105303 1 1 98603 398334 1 1 51259 1 93778 1 1 1 112052 1 1 1 1 97496 89850 86610 153733 1 1 1 232838 1 1 1 1 1 106933 Glutaraldehyde (44@1.79) 1 63847 119563 1 1 33310 55184 1 37152 16635 1 64637 38326 1 1 167911 1 1 1 72469 1 1 1 1 1 70594 1 1 1 75053 119629 64356 104550 24594 1 1-Methoxy-5-trifluoroacetoxyhexane (45@1.85) 1 28003 1 1 1 1 1 1 1 1 30615 1 1 11120 1 1 1 1 1 1 1 1 1 1 1 58636 1 78749 1 1 1 1 1 18822 1 Difluorophosphoric acid (43@1.9) 1 1 1 1 1 1 1 104895 1 1 1 1 36539 1 1 1 1 1 1 1 1 1 1 54308 18558 1 12602 1 1 1 1 1 1 1 12299 Methane, dichloronitro- (83@1.95) 1 1 1 20065 1 1 1 15585 1 1 1 1 21482 1 1 1 44958 1 1 10034 26478 11916 1 1 1 1 1 46129 35678 1 1 1 1 1 1 Di(n-hexyl)sulfone (42@1.99) 1 1 15027 1 1 1 14426 1 1 1 30615 1 69080 38927 1 36287 10736 22907 1 1 1 1 11879 43579 28680 1 1 12787 28095 1 18557 1 1 1 1 1,3-Hexadien-5-yne (78@2.22) 56443 119860 98634 83544 66288 102494 66051 83161 94422 116186 50757 61184 147652 179917 32569 126531 335425 65075 97280 129259 70352 64756 50449 125122 73224 192977 63956 280359 80754 114239 180471 63757 53746 122928 126356 O-Butylisourea (41@2.26) 1 151700 109038 87568 1 225818 300167 154656 119936 93340 112123 118909 260842 128460 61364 121517 45082 123422 116890 93178 102317 86181 94783 275551 184179 97148 121487 1 116023 1 198870 108717 122386 1 144914 5-Hexen-1-ol (41@2.46) 1 1 1 1 1 1 1 29681 1 1 1 1 1 1 1 41866 1 17209 1 1 25145 1 1 1 1 1 1 1 1 1 1 32876 1 1 1 2-Butanone, 3-methyl- (43@2.48) 1 76223 138516 27574 35775 45902 30200 234441 95474 66381 28189 55950 54598 108390 17731 1 1 1 41457 61608 1 28580 26576 1 114835 1 39645 231474 83323 59156 168111 1 58503 109628 55124 Hydroxylamine, O-(2-methylpropyl)- (41@2.62) 22041 1 38400 25384 92647 62112 29009 27903 20384 48241 1 1 110506 85746 11516 40974 1 1 1 21692 1 10041 38739 76618 64421 46840 1 84789 54806 1 84253 1 26521 27877 47272 Methyl methacrylate (41@2.77) 52212 58464 70063 60225 40340 1 76819 28510 94435 92550 32666 65931 91039 24271 58626 63956 115962 72982 30099 57919 67485 94383 47565 92065 92053 56869 71300 129133 70928 74394 67302 85019 54221 64278 61698 1-Nonen-4-ol (43@3) 1 15336 1 16950 1 1 1 1 1 1 1 1 17389 1 1 10962 25142 1 1 1 1 1 1 13190 22687 1 1 39685 1 21156 1 1 10131 1 1 Butane (43@3.26) 1 1 12900 1 1 1 1 12358 1 1 1 1 33376 12903 1 1 17632 1 1 1 10333 1 1 1 242386 1 1 46726 1 1 12057 1 1 1 1 L-Cysteine sulfinic acid (64@3.38) 1 1 1 1 1 85847 1 1 1 1 1 1 52122 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 3,6-Dimethoxy-1,6-dimethyl-1,4-cyclohexadiene (153@3.57) 1 1 80889 10915 1 20132 58712 11474 13670 1 20073 20756 29848 29294 1 12435 10446 1 1 10779 15967 1 1 28277 1 34333 1 17273 14613 1 30025 1 1 14792 1 1,3,5-Cycloheptatriene (91@3.75) 53875 169569 216560 63411 48017 57486 102548 145789 73592 140725 109720 67649 391912 247721 39127 57544 106288 53145 136987 57410 74467 50732 45043 261359 167324 98523 53281 426775 139751 54045 165799 64737 78542 68883 192572 Acetic acid (46@3.85) 1 1 1 1 1 116337 19618 1 1 1 1 1 2898430 67544 1 1 1 1 1 1 1 1 1 47370 1 1 1 1 1 1 1 1 63049 1 1 Ethylene oxide (44@3.87) 1 1 1 1 1 1 1 96281 1 1 1 88662 1 1 1 1 1 1 1 1 1 1 1 1 1 1 89997 1 1 1 1 1 56680 1 1 N-Methyltaurine (44@4.03) 1 1 226165 1 209384 1 1 1 1 1 1 1 1 1 1 1 1 150642 38822 1 1 93000 1 1 1 1 1 1 1 1 1 1 1 1 1 Acetic acid (45@4.1) 1 199552 1 1 1 1 395722 1 1 1 1 17037 1 344206 1 1 1 1 1 1 1 1 1 568979 1 206720 1 1 1 1 1 84366 10420 1 1 1,3-Dioxolane, 2-ethyl-4-methyl- (87@4.18) 1 1 1 1 1 1 1 1 1 1 1 1 22056 1 1 1 1 1 1 1 1 1 1 1 1 1 1 29103 1 1 1 1 1 1 1 Acetic acid (45@4.24) 1 1 1 1 1 1 1 411369 1 1 1 714999 1 1 1 1 1 1 351002 1 1 1 1 1 1 1 184474 1 1 1 1 1 228501 1 1 4-Ethylbenzamide (133@4.34) 120283 152491 275536 322722 119355 129133 234597 196879 183831 133166 158221 267420 250700 254053 76470 192844 258963 183875 181565 121413 234431 97728 79680 403186 127994 209172 187200 363286 202290 161046 287879 160440 167162 186342 177282 Pentanoic acid, 4-methyl- (45@4.46) 1 1 203488 1 1 11005 1 10157 1 1 1 14358 125301 1 1 1 1 133858 1 1 1 370079 1 1 14099 1 1 1 1 1 1 1 1 1 1 3-Hexen-2-one (83@4.49) 1 1 1 1 1 18822 1 1 1 1 1 1 1 1 1 37607 57931 1 1 1 15353 1 1 1 1 1 1 1 43638 1 1 1 1 1 1 3-Hexene-2,5-diol (44@4.52) 1 1 1 79047 1 1 1 1 1 1 1 1 1 1 1 87388 1 43309 1 51552 89928 1 68693 1 235220 1 1 36092 1 14599 16856 1 1 1 18391 Hexanal (44@4.58) 1 1 73460 238663 1 79571 68180 137803 41389 184437 66290 64207 702027 263718 28114 715336 112194 156005 180709 241144 114566 1 270821 153572 22605 85747 63277 1 229434 1 70655 38722 49047 74093 87338 Propanedioic acid, propyl- (45@4.74) 101125 21762 1 1 1 1 1 21516 1 305323 1 1 14355 1 1 1 1 1 34746 1 1 1 1 50003 1 17124 11317 31641 1 1 1 1 1 1 1 Heptane, 2,3-dimethyl- (43@4.88) 1 1 1 1 1 1 1 1 1 1 1 1 31903 1 1 1 1 35912 19858 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 Ethanol, 2-nitro-, propionate (ester) (44@4.88) 1 1 1 1 1 1 1 42885 1 1 25299 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 48715 1 1 1 1 1 1 1 2-Hexanol, 3,4-dimethyl- (43@4.92) 1 162017 1 1 20282 1 1 226808 22129 62879 217061 67396 136403 486071 1 1 17310 37382 317479 1 13774 14428 14438 1 211279 24054 1 1 1 1 1 1 48589 1 1 Hexane, 2,3,4-trimethyl- (43@5.06) 153218 188572 157458 124391 125764 143899 271297 230245 142942 118458 608909 365915 535291 122621 115433 254071 267886 348191 333061 106798 210601 116356 139290 277197 478906 133794 176659 501621 260153 113759 88360 154805 143585 213013 169395 Hexane, 2,3,4-trimethyl- (43@5.07) 1 1 1 1 1 1 1 1 1 1 213488 1 567113 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 Ethanol, 2-nitro-, propionate (ester) (45@5.26) 1 1 1 1 1 1 168811 1 1 18237 1 1 1 171888 1 1 1 1 1 1 1 1 10850 371392 2867051 1 1 1423115 1 1 1 1 1 426497 1 4-Pyridazinamine (39@5.39) 1 1 1 1 1 1 22565 1 1 11998 1 1 25252 60336 17863 1 1 1 1 1 1 1 1 34520 14675 1 1 1 1 1 1 1 1 1 1 Propanamide, 2-hydroxy- (45@5.4) 1 168111 1 1 1 1 1 1 1 1 1 175283 1 1 46381 1 1 1 1 1 1 1 1 1 1 1 111700 1 1 1 1 1 1 1 1 Formic acid, 3-methylbut-2-yl ester (45@5.55) 1 1 102650 1 52756 1 14935 150283 1 1 1 1 48490 1 337524 1 1 135504 1 1 1 1 1 1 99435 31681 1 103911 1 193834 3184643 18675 1 12037 3091642 Propane, 2-methoxy-2-methyl- (73@5.6) 1 14526 1 1 1 1 1 22409 1 1 17932 33601 1 14089 1 13947 1 1 1 16369 23255 1 1 42812 1 1 1 1 43702 1 25154 23607 1 1 1 Pentanoic acid (73@5.63) 15981 1 1 1 1 31590 1 192417 1 1 1 1 1 1 1 1 58148 1 1 1 1 1 19547 1 1 1 1 1 1 1 1 1 26716 1 1 Propanoic acid (45@5.72) 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 241068 1 1 101053 1 1 1 1 1 1 1 Butanoic acid (43@5.79) 46424 78429 1 1 1 1 22457 196509 836703 1 1 1 50764 46113 1 59291 1 1 15812 45914 1 1 1 19251 86554 10426 1 97692 1 1 1 11443 20322 1 1 2,4,6-Trimethyl-1-nonene (43@6.05) 1 17982 1 11862 15071 1 33365 1 1 1 1 40602 49333 1 1 28285 1 37851 1 10722 26135 16894 12094 33799 46050 11846 18926 1 23732 1 48875 1 11976 29983 1 Ethanol, 2-nitro-, propionate (ester) (45@6.06) 1 1 1 1 1 1 1 1 1 1 323515 1 1 1 12591 1 46252 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 Ethylbenzene (91@6.16) 1 21803 15708 10023 1 1 1 1 1 11956 1 1 90869 1 24975 14454 21774 1 35183 1 1 1 1 48456 1 14041 1 1 75679 1 1 1 10112 1 22889 Hexane, 2,3,4-trimethyl- (43@6.27) 144905 154489 134879 105445 128928 135905 251059 178282 201998 120752 176142 269891 327022 92265 170760 215931 1146634 277388 251288 103894 179791 103093 129943 217227 591032 1 158532 449582 458984 150818 1 142616 1 217632 143387 Hexane, 2,3,4-trimethyl- (43@6.28) 1 154489 1 1 1 1 1 1 1 1 1 1 1 1 1 1 295199 1 1 1 1 1 1 1 452872 1 1 453036 1 1 1 1 1 1 1 Argon (40@6.4) 1 1 1 1 1 1 1 1 1 1 1 1 60279 1 1 74827 1 108921 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 112461 1 p-Xylene (91@6.43) 42932 184877 69072 69573 1 92102 118540 144995 13512 1 187208 101824 204182 189417 97173 24805 1 164743 185844 63648 140901 20228 26648 88473 250843 1 101698 42529 76071 15234 1 1 72279 166751 115123 1,3-Cyclopentadiene, 5-(1-methylethylidene)- (43@6.46) 39381 1 182235 1 32298 15750 32309 651305 1 204664 50064 1 1 194247 311953 17125 173894 1 1 178935 1 21865 1 1 34846 35279 1 329881 1724441 182174 252554 49926 1 53517 207035 p-Xylene (43@6.51) 32804 1 1 1 1 1 1 1 1 1 1 1 126713 1 1 1 1 1 1 1 1 1 10960 52296 1 1 1 23361 1 1 268455 1 1 1 66917 Propanedioic acid, propyl- (45@6.65) 1 1 1 1 1 1 1 1 260342 1 1 1 1 1 1 1 44597 1 1 1 1 1 1 1 1 1 1 88762 1 1 1 1 1 1 1 (S)-(+)-1,2-Propanediol (45@6.99) 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 187745 1 1 1 1 1 1 1 1 1 1 16462 41672 1 1 1 1 1 1 Acetic acid, 2-phenylethyl ester (91@7.11) 25805 40139 34739 35456 17676 23550 44542 13657 17092 19689 46484 1 136166 1 23641 37818 65421 22136 27838 14371 45422 21206 31799 89281 138510 31386 1 121986 137342 21263 41182 26976 1 51376 1 Acetic acid, 2-phenylethyl ester (43@7.11) 1 460238 72458 1 1 1 1 1530162 1 1 1 151018 1 1 1 1 1 1 54968 1 1 1 1 1 1 1 40502 17953 1 1 1 1 126929 1 111629 Cyclohexanone (55@7.26) 1 55848 32501 29304 50205 24162 38850 168915 39968 73170 1 1 55609 1 62589 27494 42535 1 86923 46788 25982 44691 1 1 1 1 1 127610 92448 1 46944 1 1 1 61330 Cyclohexanone (43@7.34) 49239 1 1 1 1 1 1 1 1 103725 1 1 1 1 1 39405 1 1 1 1 1 1 1 1 1 1 1 1 90214 1 1 1 1 1 1 Hexanal, 3-methyl- (41@7.51) 1 1 1 1 1 1 1 1 1 1 161613 1 27326 23046 1 14531 18423 1 21474 1 1 1 1 1 1 1 1 16474 34162 1 1 1 1 15523 1 Heptanal (41@7.53) 1 1 1 1 1 1 1 1 1 1 16017 1 42044 1 1 1 18423 1 1 1 1 1 1 1 1 1 1 41316 1 1 1 1 1 1 12802 Propanoic acid, 2,2-dimethyl- (57@7.71) 29174 62877 19468 1 28650 1 1 59697 28016 1 1 79228 1 1 1 22680 1 1 77634 38044 1 1 26702 1 18344 1 80634 1 1 1 64749 1 45222 54693 1 2-Pentanone, 4-hydroxy-4-methyl- (43@7.72) 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 10137 1 1 115524 1 24357 1 1 1 1 168009 ?-Pinene(93@8.46) 21217 29790 1 1 1 24415 37960 30795 44153 23158 1 36022 48778 33553 20662 31565 48058 36459 1 28227 40162 20660 1 103244 50295 40974 35879 88162 51183 61925 38817 39876 24689 40173 31039 Pentane, 2,2,3-trimethyl- (57@9.39) 43390 42794 62476 112644 1 46884 69359 1 1 51319 88874 66848 93767 39655 42734 74295 81144 1 1 1 85172 33408 1 212513 1 77993 96786 145957 108471 71323 114282 51707 44425 1 61262 Acetophenone (77@9.42) 33285 37070 1 1 28717 1 42246 53596 1 1 1 32428 62211 1 1 41816 64910 53584 49558 1 1 1 1 82113 13274 1 1 101544 73436 1 1 27886 1 54374 1 Butane, 2,2-dimethyl- (43@9.55) 1 1 1 1 1 1 1 1 1 1 1 1 16120 1 1 1 1 1 1 1 1 1 1 1 23288 1 1 1 23883 1 1 1 1 1 1 Pentane, 2,2,3,4-tetramethyl- (57@9.82) 18875 11342 1 27910 16903 22196 30325 1 27475 22143 1 30043 42312 22034 19625 30602 48872 20470 1 23004 32943 15406 17881 96882 40578 1 27577 69648 1 26413 28549 22742 20416 39742 25260 Carbamic acid, methyl-, phenyl ester (94@10.1) 1 1 1 1 1 13878 17401 25653 1 15737 1 1 72924 1 10973 10658 1 15317 1 33294 1 16291 1 1 60215 1 16026 14267 1 15859 1 1 13565 1 10527 Propane, 2-methyl-1-nitro- (57@10.16) 11504 1 1 21025 1 1 1 19943 28382 1 1 44549 16158 1 1 1 16890 36641 44384 1 1 1 1 1 1 13646 29077 32340 27915 25618 1 1 1 36290 14001 Acetophenone (105@10.48) 14918 30022 31075 45383 1 1 1 38940 37888 1 1 32833 90766 1 11531 1 1 67098 37502 1 44829 1 1 1 88641 35476 29137 154543 1 32838 1 12049 20473 1 38358 Hexane, 2,3-dimethyl- (44@10.68) 1 25037 1 1 1 1 27375 1 1 1 1 28918 15391 21894 1 1 1 1 34152 1 1 1 1 20743 1 1 1 1 1 1 1 1 1 1 1 2,4,6-Trimethyl-1-nonene (43@10.8) 1 1 1 33030 21053 29092 32179 44240 27400 24005 1 30746 71486 31554 16745 43507 41494 1 1 1 1 17612 22045 93847 1 1 36750 73790 77745 21750 1 1 15279 1 1 3-carene(41@10.91) 1 1 1 1 1 11112 33838 65274 27542 33088 84963 1 78219 14186 22321 1 54197 11134 70000 1 1 1 20048 74032 118704 23912 33512 138863 86254 30080 46181 1 16286 43111 40352 5-Methyl-1,5-hexadien-3-ol (57@11.06) 1 1 13390 25363 1 1 19535 16378 1 10976 15208 19504 1 1 1 1 1 26828 15854 1 27577 1 1 1 23354 20718 20298 30176 21689 24248 58345 11342 1 38088 19657 Benzene, 1,4-dichloro- (146@11.17) 1 1 1 1 1 1 1 1 1 1 1 1 63550 1 1 1 13997 1 1 1 1 1 1 1 46939 1 1 13007 50696 1 1 1 1 1 1 Heptane, 2,2,4,6,6-pentamethyl- (57@11.51) 94346 119913 138167 200891 85922 127004 154874 143604 145688 116383 143303 151476 184358 120962 100293 188448 191888 231559 153948 154069 233487 81232 1 540333 311738 180055 191385 288500 260290 160529 330482 110748 1 269231 148013 Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (S)- (68@11.69) 170303 335613 162670 1 213105 239566 278074 196031 246791 193055 272066 221709 606298 202259 170534 206860 259950 291370 207157 1 113678 262851 176037 167548 597585 1 154286 494731 624758 151494 1 285989 215682 138103 167301 1-Hexanol, 2-ethyl- (57@11.75) 1175304 1437390 1056292 1030780 1296401 1008309 1283908 1733727 1380457 1278258 1333233 1177451 1086098 1061353 1346359 1311180 1424731 1606487 1418700 1024326 1089767 1107376 1312154 969022 1531918 979507 1340185 2345168 1533290 926814 545084 1086295 911166 1373132 1354133 Decane, 3,7-dimethyl(57@11.83) 240800 289152 323334 438679 231493 270498 396154 381811 342749 284657 304267 353391 339727 256799 226702 392144 418679 467751 330180 334600 484801 225376 223196 1014844 488366 376322 412628 721805 459212 339594 559631 264264 248149 552480 347130 Decane, 2,5,9-trimethyl- (57@11.96) 39145 48193 58312 86031 1 60117 65048 71788 1 48920 1 49286 1 56903 48918 57257 72279 1 55452 69649 94166 53330 46888 170345 1 72146 84314 154214 89574 1 1 1 46954 115195 64382 2-Hexanol, 3,4-dimethyl- (43@12.17) 1 1 1 1 1 1 1 1 1 1 1 1 1 81849 1 1 1 1 1 1 1 1 1 42586 30696 1 1 1 1 1 1 1 1 1 1 Octane, 2,3,6,7-tetramethyl- (43@12.34) 1 1 1 45987 21097 28029 1 44622 1 24428 1 44322 33274 1 1 1 1 51207 1 32287 52960 20524 22245 96611 1 35926 1 78034 55086 1 56068 22985 17394 65411 1 Pentane, 2,2,3,4-tetramethyl- (57@12.47) 126004 160185 182616 287525 120428 117360 213054 204412 193029 157727 176022 204045 218485 169401 20158 226506 234309 282422 212218 217748 331891 117110 123870 807595 133222 249604 274536 411766 287117 206450 466809 148467 20139 382947 200902 Hexane, 2,2,3-trimethyl- (57@12.53) 1 23971 1 1 1 23509 34359 1 1 23506 26567 1 1 1 1 34716 234309 44492 35015 1 52943 1 1 167193 1 39932 1 1 1 30029 79212 1 1 1 1 Hexane, 2,3,4-trimethyl- (43@12.6) 1 196261 189237 215481 174085 189116 302032 240662 256043 158671 217695 283040 246793 30741 204536 272198 262350 357993 306940 82355 292450 148911 155394 289084 379133 188989 247142 455969 355641 268708 162409 188468 149651 305699 208801 (S)-(+)-3-Methyl-1-pentanol (57@12.65) 20508 1 10398 1 1 1 11353 1 1 1 1 1 26936 1 16957 1 18859 24310 1 18970 1 1 1 1 31866 67260 16246 1 1 1 1 1 1 1 1 Oxalic acid, allyl nonyl ester (43@12.78) 47175 62300 59751 1 1 1 98348 71725 83209 50545 70627 83044 1 55101 77779 86488 87315 120356 95369 56719 101770 45454 1 1 140983 63914 1 141611 118619 1 76909 57905 1 1 65120 Hexane, 2,2,3-trimethyl- (57@12.88) 1 155039 163988 252751 89649 26211 173886 204318 155403 117017 176599 167719 181951 163653 1 168074 157954 240010 195154 195886 291777 77016 119230 629260 250214 218414 254744 343588 219796 164946 375783 116372 44522 335467 183854 Acetophenone (105@12.9) 1 1 1 1 1 1 1 1 22402 1 1 1 1 1 26142 16953 29093 1 1 1 1 26486 1 1 1 1 1 1 1 1 1 1 15077 1 44964 Pentane, 3-methyl- (57@12.96) 1 11001 11891 1 1 1 15573 1 1 1 1 1 17655 1 1 1 1 14799 1 1 36533 1 1 1 21820 26859 1 29667 22721 1 49546 1 1 1 12725 1-Propanol, 2,2-dimethyl- (57@13.09) 1 1 1 1 1 1 1 1 12113 1 1 1 1 1 1 1 1 1 11568 1 15844 1 1 82846 1 1 1 1 14475 1 1 1 1 20582 1 Pentane, 2,2,3,4-tetramethyl- (57@13.34) 39282 1 1 109622 1 46941 68561 1 65611 30308 60798 68476 1 1 46605 1 69278 18199 97069 80713 1 1 35273 1 92683 99403 17701 33696 97775 65561 181663 40940 1 1 1 Pentane, 2,2,3,4-tetramethyl- (57@13.44) 1 1 1 1 1 1 11399 16724 1 1 1 1 12902 1 1 12487 1 1 15268 1 1 1 1 71508 1 20793 18597 1 21694 1 12817 1 1 1 1 Pentane, 2,2,3,4-tetramethyl- (43@13.61) 13982 33693 1 16485 12482 13002 28374 42279 18095 20000 1 29112 1 28910 1 26807 1 35129 12820 14462 46093 12861 1 58838 30777 37449 17370 37287 43794 24749 36381 1 18065 52192 24357 Pentane, 2,2,3,4-tetramethyl- (43@13.65) 1 1 1 1 1 1 1 22405 17712 1 1 1 1 1 1 1 1 44618 1 11661 26768 1 1 58838 1 17577 1 1 15629 1 53382 1 1 1 1 Octane, 2,3,6,7-tetramethyl- (43@13.82) 1 43371 1 1 1 1 63277 1 1 34319 1 56304 45641 35131 30422 53919 1 71409 66225 43266 74763 1 1 117281 1 1 1 99770 1 54631 66228 1 31850 1 1 3-Ethyl-3-methylheptane (43@14.01) 1 28041 1 46970 19703 1 1 1 32083 1 27745 33007 28929 27196 24842 33543 33220 46994 1 33614 56161 16534 14692 56463 1 1 48261 1 83979 31496 1 1 1 1 1 Octane, 3,5-dimethyl- (43@14.08) 1 250345 206359 248438 203290 205285 344578 296468 297334 179162 243765 297922 264562 214386 234341 274379 282856 378449 366836 186450 319535 168889 168494 406851 417393 40396 293909 503143 393918 261707 200995 210604 1 370843 239486 Nonanal(41@14.25) 93175 514595 346217 383613 291563 357018 446807 515498 424697 341116 518677 396469 606894 592370 296907 393478 554120 589298 624640 1 467763 259475 239175 541507 727724 316085 492901 996501 827589 1 272491 1 1 533333 400757 Undecane, 4-methyl(43@14.52) 26176 41892 27766 54406 1 1 1 64710 52686 24980 35601 1 42012 35473 1 39323 16148 1 58606 34207 24711 22156 1 86345 71792 38726 61851 83787 61573 39621 47116 28952 27306 19787 35889 Pentane, 2,2,3,4-tetramethyl- (43@14.57) 1 1 1 19283 1 1 1 1 1 1 10658 1 42012 1 1 1 1 1 29291 1 1 1 1 1 13453 14030 16832 27511 1 1 10229 1 27306 1 1 1-Propanol, 2,2-dimethyl- (57@14.81) 1 1 1 18111 1 1 1 1 1 1 11598 1 1 1 1 1 1 1 12761 1 24150 1 1 45013 1 61544 17289 22280 10067 1 1 1 1 1 1 DL-3-Methyl-2-butanol, pentafluoropropionate (43@15.61) 1 26662 1 30263 1 1 1 28492 13854 11091 20253 1 16602 22261 1 14436 1 14792 43020 1 31073 1 1 1 1 21660 49591 56620 25466 17361 43898 1 12798 1 1 Butane, 2,2-dimethyl- (41@15.87) 1 12584 1 11231 1 1 1 1 1 1 1 1 1 12745 1 1 1 1 1 1 11796 1 1 34652 1 10267 1 24976 1 1 1 1 1 1 1 2,5-Octadiyne, 4,4-diethyl- (41@16.02) 1 1 1 1 27603 1 1 1 1 1 1 1 1 1 1 1 1 12694 21015 1 1 1 1 99590 21153 13782 1 1 1 1 25500 1 1 34190 1 Propanoic acid, 2-hydroxy-, pentyl ester (41@16.03) 14376 34284 1 51973 31678 14374 56360 20110 29613 32770 31094 11113 79998 1 12052 27027 1 65863 42781 1 53315 19183 1 60468 49314 39841 32386 110624 1 22154 35375 1 17408 1 29738 Cyclobutane-1,1-dicarboxamide, N,N'-di-benzoyloxy- (105@16.15) 1 1 1 1 1 1 1 1 61990 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 15857 1 1 32740 1 1 1 1 Butane, 2,2-dimethyl- (41@16.35) 1 12324 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 24728 1 1 1 1 1 1 1 12769 28930 1 1 1 1 1 1 1 Naphthalene (128@16.68) 1 16917 1 1 1 18513 16333 16563 10854 1 18056 1 1 23803 1 1 24685 12745 26697 1 1 1 1 30952 37969 1 16180 42365 1 1 1 1 1 1 1 Octane, 3,5-dimethyl- (43@17.27) 84363 182386 110601 86558 79952 1 134847 214960 144193 87928 205614 111611 149549 227767 83471 1 113230 126053 243132 70056 96307 68413 1 245720 192902 85655 122793 338473 164533 91041 112869 1 92509 1 110413 2,3-Epoxyhexanol (73@17.42) 30179 53048 42901 64948 1 82293 59271 1 54690 1 132612 60899 79502 67579 61228 28100 68758 73062 90500 42683 69276 24758 20405 123068 88873 22746 77794 246103 84030 38309 64099 67311 42144 52893 41639 Z-2-Dodecenol (41@17.45) 1 81425 1 1 1 1 57832 1 1 1 1 1 68238 84237 42785 43115 1 72711 1 1 1 1 1 48826 103533 1 1 1 1 1 15089 1 24810 1 40093 Hexane, 2,3,4-trimethyl- (43@19.49) 59628 1 75794 83807 60993 62712 108813 85244 99526 50377 72421 98686 1 60006 62839 103112 130507 1 116478 46961 106021 1 49054 118826 197417 1 73751 188996 152022 104131 49648 60913 1 1 91231 1,3-Dioxolane-2-methanol (73@19.66) 1 1 1 1 1 1 1 1 1 1 1 1 12914 1 1 1 13025 12489 1 1 1 1 1 12604 16500 1 1 22003 13864 21733 1 1 1 10203 1 Tridecane(43@20.26) 45029 88203 57564 43411 49421 60693 71379 109398 75445 42031 105530 62236 87748 94763 46685 54001 83861 78915 118178 1 46045 1 33773 109439 124867 37800 64797 171508 99774 49322 41363 46218 49637 1 54575 Pentane, 2,2,3,4-tetramethyl- (43@20.67) 1 1 11304 1 1 1 1 1 1 1 1 1 28303 1 1 1 22691 1 1 1 1 1 1 1 35761 1 1 49235 34463 1 1 1 1 1 1 Pentane, 2,2,3,4-tetramethyl- (57@20.69) 1 19205 17918 14486 1 12042 15030 15525 18490 1 10729 14742 21183 19494 1 13913 21960 22387 19778 1 31455 1 1 1 36248 19058 23149 68356 31525 1 19576 1 1 26321 1 Hexane, 2,3,4-trimethyl- (43@20.85) 1 59787 72370 81511 49702 61201 1 1 79243 45063 62854 82550 122291 1 1 84032 123136 118704 1 1 101026 46619 1 109547 197932 45827 62922 199789 140924 1 39916 1 52443 1 86557 3,4-Hexanedione, 2,2,5-trimethyl- (43@21.12) 11352 1 1 16383 1 12332 20069 1 1 1 1 1 31057 11855 1 17209 30622 28799 1 1 1 1 1 29469 47242 1 13320 46166 1 17889 1 1 1 15636 17598 Pentane, 3,3-dimethyl- (43@21.36) 1 1 1 13584 1 10325 1 1 12710 1 11317 1 25968 1 1 14757 25069 24146 18499 1 15903 1 1 17639 34362 1 1 1 30278 14190 1 1 1 1 1 Pentane, 2,2,3,4-tetramethyl- (43@23.07) 19907 45814 25743 1 1 1 1 1 40441 15823 48160 1 43305 44641 21980 1 40834 40865 1 14494 27280 1 15192 52151 65273 18663 1 80662 57119 24722 16432 21298 22421 1 1 Nonane, 1-iodo- (43@25.37) 1 1 1 1 1 1 13971 1 1 1 1 1 22031 1 1 1 1 12942 12268 1 11122 1 1 1 1 1 1 28621 25217 1 1 1 1 1 1 3,4-Hexanedione, 2,2,5-trimethyl- (43@26.54) 1 1 1 10414 1 1 1 1 1 1 1 1 20651 1 1 1 13714 11992 1 1 1 1 1 1 23426 1 1 24317 22059 10189 1 1 1 1 1 Formamide, N,N-dimethyl- (44@36.18) 10795 1 1 1 1 1 1 11686 1 1 258695 1 1 48462 133428 1 1 201689 49091 17310 1 1 1 1 1 1 261743 1 1 13308 52833 1 10265 141897 1 Decane, 2,5,9-trimethyl- (57@38.35) 1 1 1 1 1 1 14226 1 34230 1 12914 1 1 1 1 1 140920 1 1 1 1 1 1 1 1 1 1 10699 110340 1 152073 12042 1 1 72186 Sulfurous acid, 2-ethylhexyl isohexyl ester (57@39.45) 1 1 1 1 57866 1 1 1 1 1 1 1 1 1 1 1 13556 1 1 1 1 1 48408 27773 1 57767 1 1 1 1 1 541793 1 1 70104 Nonadecane (57@39.61) 45720 1 1 16404 1 1 29478 1 52075 1 19168 22595 46114 14457 12588 1 365332 1 28233 1 1 1 1 51044 14717 1 24879 28180 91340 25306 540873 1 5921113 31888 1 1,4-Dichlorobenzene-D4(150@11.67) 538965 868495 690585 658560 581250 914040 1045260 707559 886474 573420 800704 660550 1597533 963072 534783 661540 1661631 839829 956332 601049 773567 505586 515138 1205181 1228726 703190 824372 2363894 1337044 593074 758451 617014 606200 804477 548715 Benzene, fluoro-(96@2.35) 600118 651113 796477 807961 623300 806832 960471 569505 829115 630599 651606 690650 1256920 709975 566734 775649 1386534 740944 640369 625635 864697 580194 634889 1014301 804907 763452 664618 1776010 925490 772106 621073 728702 653941 795620 750324 Benzene, 1-bromo-3-fluoro-(95@8.24) 484502 643718 677172 679589 481480 759169 818979 612816 792299 538084 645637 595804 1277208 719109 497298 659408 1271951 803051 750715 522158 764004 465482 465739 963998 1038985 664057 658136 1755169 1073070 637050 623381 573677 534932 770716 579754 Toluene-D8(98@3.66) 396990 454508 486031 550741 414511 678104 608657 367582 590191 413096 450398 435529 1109062 502818 400301 512904 1002255 533289 456745 432388 561445 372104 426754 1091017 616873 532353 464412 1295329 682778 531796 465299 490072 447169 537194 488982 MS_METABOLITE_DATA_END #METABOLITES METABOLITES_START metabolite_name retention index quantified m/z Cyclobutanol (44@1.33) 1.33 44 Propane, 2-bromo-1-chloro- (77@1.36) 1.36 77 Propane, 1-chloro-2-methyl- (77@1.37) 1.37 77 Formamide (45@1.41) 1.41 45 Isopropyl Alcohol (45@1.46) 1.46 45 Acetone (43@1.47) 1.47 43 2-Propanamine, 2-methyl- (58@1.48) 1.48 58 Isoprene(67@1.5) 1.5 67 Sulfur dioxide (64@1.53) 1.53 64 Borane-methyl sulfide complex (47@1.54) 1.54 47 Acetic acid, methyl ester (43@1.54) 1.54 43 4-Heptyn-2-ol (45@1.58) 1.58 45 4,4'-Diisothiocyanatostilbene-2,2'-disulfonic acid (76@1.59) 1.59 76 Methanesulfonyl chloride (79@1.61) 1.61 79 2-Propanol, 1,3-dichloro- (79@1.61) 1.61 79 2-Propanol, 2-methyl- (59@1.63) 1.63 59 3-Cyclohexylpropionamide (55@1.75) 1.75 55 Benzene, 1,2-bis(hexyloxy)-4-nitro- (43@1.78) 1.78 43 Glutaraldehyde (44@1.79) 1.79 44 1-Methoxy-5-trifluoroacetoxyhexane (45@1.85) 1.85 45 Difluorophosphoric acid (43@1.9) 1.9 43 Methane, dichloronitro- (83@1.95) 1.95 83 Di(n-hexyl)sulfone (42@1.99) 1.99 42 1,3-Hexadien-5-yne (78@2.22) 2.22 78 O-Butylisourea (41@2.26) 2.26 41 5-Hexen-1-ol (41@2.46) 2.46 41 2-Butanone, 3-methyl- (43@2.48) 2.48 43 Hydroxylamine, O-(2-methylpropyl)- (41@2.62) 2.62 41 Methyl methacrylate (41@2.77) 2.77 41 1-Nonen-4-ol (43@3) 3 43 Butane (43@3.26) 3.26 43 L-Cysteine sulfinic acid (64@3.38) 3.38 64 3,6-Dimethoxy-1,6-dimethyl-1,4-cyclohexadiene (153@3.57) 3.57 153 1,3,5-Cycloheptatriene (91@3.75) 3.75 91 Acetic acid (46@3.85) 3.85 46 Ethylene oxide (44@3.87) 3.87 44 N-Methyltaurine (44@4.03) 4.03 44 Acetic acid (45@4.1) 4.1 45 1,3-Dioxolane, 2-ethyl-4-methyl- (87@4.18) 4.18 87 Acetic acid (45@4.24) 4.24 45 4-Ethylbenzamide (133@4.34) 4.34 133 Pentanoic acid, 4-methyl- (45@4.46) 4.46 45 3-Hexen-2-one (83@4.49) 4.49 83 3-Hexene-2,5-diol (44@4.52) 4.52 44 Hexanal (44@4.58) 4.58 44 Propanedioic acid, propyl- (45@4.74) 4.74 45 Heptane, 2,3-dimethyl- (43@4.88) 4.88 43 Ethanol, 2-nitro-, propionate (ester) (44@4.88) 4.88 44 2-Hexanol, 3,4-dimethyl- (43@4.92) 4.92 43 Hexane, 2,3,4-trimethyl- (43@5.06) 5.06 43 Hexane, 2,3,4-trimethyl- (43@5.07) 5.07 43 Ethanol, 2-nitro-, propionate (ester) (45@5.26) 5.26 45 4-Pyridazinamine (39@5.39) 5.39 39 Propanamide, 2-hydroxy- (45@5.4) 5.4 45 Formic acid, 3-methylbut-2-yl ester (45@5.55) 5.55 45 Propane, 2-methoxy-2-methyl- (73@5.6) 5.6 73 Pentanoic acid (73@5.63) 5.63 73 Propanoic acid (45@5.72) 5.72 45 Butanoic acid (43@5.79) 5.79 43 2,4,6-Trimethyl-1-nonene (43@6.05) 6.05 43 Ethanol, 2-nitro-, propionate (ester) (45@6.06) 6.06 45 Ethylbenzene (91@6.16) 6.16 91 Hexane, 2,3,4-trimethyl- (43@6.27) 6.27 43 Hexane, 2,3,4-trimethyl- (43@6.28) 6.28 43 Argon (40@6.4) 6.4 40 p-Xylene (91@6.43) 6.43 91 1,3-Cyclopentadiene, 5-(1-methylethylidene)- (43@6.46) 6.46 43 p-Xylene (43@6.51) 6.51 43 Propanedioic acid, propyl- (45@6.65) 6.65 45 (S)-(+)-1,2-Propanediol (45@6.99) 6.99 45 Acetic acid, 2-phenylethyl ester (91@7.11) 7.11 91 Acetic acid, 2-phenylethyl ester (43@7.11) 7.11 43 Cyclohexanone (55@7.26) 7.26 55 Cyclohexanone (43@7.34) 7.34 43 Hexanal, 3-methyl- (41@7.51) 7.51 41 Heptanal (41@7.53) 7.53 41 Propanoic acid, 2,2-dimethyl- (57@7.71) 7.71 57 2-Pentanone, 4-hydroxy-4-methyl- (43@7.72) 7.72 43 ?-Pinene(93@8.46) 8.46 93 Pentane, 2,2,3-trimethyl- (57@9.39) 9.39 57 Acetophenone (77@9.42) 9.42 77 Butane, 2,2-dimethyl- (43@9.55) 9.55 43 Pentane, 2,2,3,4-tetramethyl- (57@9.82) 9.82 57 Carbamic acid, methyl-, phenyl ester (94@10.1) 10.1 94 Propane, 2-methyl-1-nitro- (57@10.16) 10.16 57 Acetophenone (105@10.48) 10.48 105 Hexane, 2,3-dimethyl- (44@10.68) 10.68 44 2,4,6-Trimethyl-1-nonene (43@10.8) 10.8 43 3-carene(41@10.91) 10.91 41 5-Methyl-1,5-hexadien-3-ol (57@11.06) 11.06 57 Benzene, 1,4-dichloro- (146@11.17) 11.17 146 Heptane, 2,2,4,6,6-pentamethyl- (57@11.51) 11.51 57 Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (S)- (68@11.69) 11.69 68 1-Hexanol, 2-ethyl- (57@11.75) 11.75 57 Decane, 3,7-dimethyl(57@11.83) 11.83 57 Decane, 2,5,9-trimethyl- (57@11.96) 11.96 57 2-Hexanol, 3,4-dimethyl- (43@12.17) 12.17 43 Octane, 2,3,6,7-tetramethyl- (43@12.34) 12.34 43 Pentane, 2,2,3,4-tetramethyl- (57@12.47) 12.47 57 Hexane, 2,2,3-trimethyl- (57@12.53) 12.53 57 Hexane, 2,3,4-trimethyl- (43@12.6) 12.6 43 (S)-(+)-3-Methyl-1-pentanol (57@12.65) 12.65 57 Oxalic acid, allyl nonyl ester (43@12.78) 12.78 43 Hexane, 2,2,3-trimethyl- (57@12.88) 12.88 57 Acetophenone (105@12.9) 12.9 105 Pentane, 3-methyl- (57@12.96) 12.96 57 1-Propanol, 2,2-dimethyl- (57@13.09) 13.09 57 Pentane, 2,2,3,4-tetramethyl- (57@13.34) 13.34 57 Pentane, 2,2,3,4-tetramethyl- (57@13.44) 13.44 57 Pentane, 2,2,3,4-tetramethyl- (43@13.61) 13.61 43 Pentane, 2,2,3,4-tetramethyl- (43@13.65) 13.65 43 Octane, 2,3,6,7-tetramethyl- (43@13.82) 13.82 43 3-Ethyl-3-methylheptane (43@14.01) 14.01 43 Octane, 3,5-dimethyl- (43@14.08) 14.08 43 Nonanal(41@14.25) 14.25 41 Undecane, 4-methyl(43@14.52) 14.52 43 Pentane, 2,2,3,4-tetramethyl- (43@14.57) 14.57 43 1-Propanol, 2,2-dimethyl- (57@14.81) 14.81 57 DL-3-Methyl-2-butanol, pentafluoropropionate (43@15.61) 15.61 43 Butane, 2,2-dimethyl- (41@15.87) 15.87 41 2,5-Octadiyne, 4,4-diethyl- (41@16.02) 16.02 41 Propanoic acid, 2-hydroxy-, pentyl ester (41@16.03) 16.03 41 Cyclobutane-1,1-dicarboxamide, N,N'-di-benzoyloxy- (105@16.15) 16.15 105 Butane, 2,2-dimethyl- (41@16.35) 16.35 41 Naphthalene (128@16.68) 16.68 128 Octane, 3,5-dimethyl- (43@17.27) 17.27 43 2,3-Epoxyhexanol (73@17.42) 17.42 73 Z-2-Dodecenol (41@17.45) 17.45 41 Hexane, 2,3,4-trimethyl- (43@19.49) 19.49 43 1,3-Dioxolane-2-methanol (73@19.66) 19.66 73 Tridecane(43@20.26) 20.26 43 Pentane, 2,2,3,4-tetramethyl- (43@20.67) 20.67 43 Pentane, 2,2,3,4-tetramethyl- (57@20.69) 20.69 57 Hexane, 2,3,4-trimethyl- (43@20.85) 20.85 43 3,4-Hexanedione, 2,2,5-trimethyl- (43@21.12) 21.12 43 Pentane, 3,3-dimethyl- (43@21.36) 21.36 43 Pentane, 2,2,3,4-tetramethyl- (43@23.07) 23.07 43 Nonane, 1-iodo- (43@25.37) 25.37 43 3,4-Hexanedione, 2,2,5-trimethyl- (43@26.54) 26.54 43 Formamide, N,N-dimethyl- (44@36.18) 36.18 44 Decane, 2,5,9-trimethyl- (57@38.35) 38.35 57 Sulfurous acid, 2-ethylhexyl isohexyl ester (57@39.45) 39.45 57 Nonadecane (57@39.61) 39.61 57 1,4-Dichlorobenzene-D4(150@11.67) 11.67 150 Benzene, fluoro-(96@2.35) 2.35 96 Benzene, 1-bromo-3-fluoro-(95@8.24) 8.24 95 Toluene-D8(98@3.66) 3.66 98 METABOLITES_END #END