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Trends of PCB isomeric patterns in Japanese environmental media, food, breast milk and blood in view of risk assessmentTakeshi Nakano1, Yoshimasa Konishi2, Rie Masho3 and Chiharu Tohyama4
,,,,PeCDF,,,,Co-PCB,,,TCDD,,,,,HxCN congeners congenerscongeners congeners
Trend of PCB Use in JapanTotal 58,000tAmount of PCB use (t)
PCB product use in JapanAr-1242 1248 1254 12601969-1971KC-300 400 500 600
KC300KC400KC500KC600JapanJapanHomologue patternreflects product use
Graph1
0
8.0308016321
26.7672437811
26.8077485563
22.4548453783
12.1968409665
2.9985865653
0.6297989168
0.0514895281
0.0014413042
Sheet1
1962196319641965196619671968196919701971
KC300KC400KC500KC600KC300KC400KC500KC600KC300KC400KC500KC600%KC300KC400KC500KC600
0000000010001001000100100010200.10300030
1001010204040030200501603010020050302001004301.121090500350
570480730850910710890720400590301,7401,0904001,050602,600420470500301,4209,160242,2301,2702,1401205,760
10010102050130208040014090260300380902107003709802.62005501400890
9060100160230340560790120650501,6101,0803808101802,45064040660701,4105,400142,5105402,1203005,470
1,3901,1601,7701,7002,5602,3202,6502,420620400903,5303,0104704501004,0301,620390440502,50020,080537,0501,4801,29024010,060
0009070140280508080021070501100230802010002001,0102.72001502900640
000010150200500050090009002000202900.8016000160
201010201010200000014010000240108000904301.115018000330
2,0901,7102,6302,8403,8303,7604,5904,0001,3901,7801707,3405,6401,7902,46034010,2302,9101,2701,7901506,12037,80012,5504,4506,03066023,690
KC300KC400KC500KC600
010000
60.025.714.30
38.722.037.22.1
22.561.815.70
45.99.938.85.5
70.114.712.82.4
31.323.445.30
010000
45.554.500
53.018.8253
Sheet1
Sheet2
Sheet3
0
0
0
0
0
0
0
0
0
0
0
0
0
0
0
0
()
%
PCB1969-1971
(t)
(1969-1971)
(t)
JapanHokkaidoTohokuKantoHokurikuTokaiKinkiChugokuShikokuKyusyu
D2CBs8.03080163211.23671482289.11303390696.01701449854.08351104596.919662701710.44666837154.96266241611.23671482287.3111572594
T3CBs26.767243781115.993511406530.83911308321.117657744820.019426338222.375062767433.530618987318.127786109815.993511406528.8398391406
T4CBs26.807748556347.588828633331.1654805225.199091247837.420030585921.676616672428.77958565124.375912625247.588828633339.3359573952
P5CBs22.454845378326.90772438419.012861957127.973982199426.372837922326.422234682316.375677518331.632689258526.90772438418.4014963762
H6CBs12.19684096655.77681562447.776407753515.60768959839.39065690617.17378725077.997129915117.27125075195.77681562444.3045587663
H7CBs2.99858656531.82265567541.63797506483.31329181362.09802288334.40210969162.26037288492.98354133071.82265567541.3235181246
O8CBs0.62979891680.58666708920.3494473020.66492593360.52185460220.9083879030.49148272140.550805080.58666708920.3818963792
N9CBs0.05148952810.07295376250.03723158050.05568429310.05858138630.06522542190.04128062410.05072437270.07295376250.0469271417
D10CB0.00144130420.00501763430.00148002270.00171999090.00330974970.00132643810.00104608710.0017779470.00501763430.0027368915
MCB0000000000
D2CBs8.01.29.16.04.16.910.45.01.27.3
T3CBs26.816.030.821.120.022.433.518.116.028.8
T4CBs26.847.631.225.237.421.728.824.447.639.3
P5CBs22.526.919.028.026.426.416.431.626.918.4
H6CBs12.25.87.815.69.417.28.017.35.84.3
H7CBs3.01.81.63.32.14.42.33.01.81.3
O8CBs0.60.60.30.70.50.90.50.60.60.4
N9CBs0.10.10.00.10.10.10.00.10.10.0
D10CB0.00.00.00.00.00.00.00.00.00.0
PCBHomologue DistributionandSource Estimation
Source estimationKCKCKCKCSediment ASediment BShip paintN.C.P.InsulatorInsulatorcapacitorcapacitor
To evaluate environmental risk
Daily variation of PCDD/Fsand PCBs in ambient air
Daily variation of Dioxin Concentration
Time trend of PCDD/F levels in ambient air
Time trend of PCDDs/PCDFsTEQMatsumura et al, symposium of J.Env.Chem, 2003.6Dioxin Emission Reduction Plan
0.000.100.200.300.400.50010002000300040005000600070008000Emission inventry (g-TEQ/yearPCDDs/PCDFspg-TEQ/m3)19971998199920002001Emission inventry vs Level in airMatsumura et al, symposium of J.Env.Chem, 2003.6
Matsumura et al, symposium of J.Env.Chem, 2003.6Time trend of Co-PCBsTEQ
Time trend of Co-PCBsTEQ
Time trend of PCB levels in ambient air
(log scale)
Ambient air
Low volume air sampler
Time trend of PCB levels in breast milk
Time trend of breast milk levels DioxinsPCBpg TEQ/g-fatg g-fat
60
40
20
0
Year (1973-2000)Konishi et al. (2003)Konishi et al (2003) Organohalogen compdspg TEQ/g-fatg / g-fatYear (1973-2000)
60
40
20
0
0.3
0.2
0.1
0
Development of congener specific analysis for PCBs using HT8-PCB
Congener number number of isomerof peakmono 3 3di 12 10tri 24 23tetra 42 39penta 46 38hexa 42 40hepta 24 23octa 12 12nona 3 3deca 1 1 total 209 192
Matsumura et al, J. Env. Chem. (2002)GC/MS-SIM chromatogram of TrCB (HT8-PCB)PCB product13C-TrCB
Matsumura et al, J. Env. Chem. (2002)GC/MS-SIM chromatogram of PeCB (HT8-PCB)13C-PeCBPCB product
Congener profiles of PCBsin environmental samples
Congener profiles of PCBs(Di-, Tri-) in environmental samples
Congener profiles of PCBsin environmental and human samples
Congener profiles of PCBs(Hexa-) in environmental and human samples
Congener profiles of PCBs(Hepta-) in environmental and human samples
Congener profiles of PCBsin human samples(breast milk)
Isomer profiles of TeCBPCB product mother milk#74#66#74#66#70#52#44#60#60#5625-2525-2325-34245-424-34234-423-34245-4
Isomer profiles of PeCBPCB product mother milk#118#118#105#105#99#99#110#101245-24245-34234-34245-25245-24236-34236-25#95
Isomer profiles of HxCBPCB product mother milk#153#153#138#149#138236-245234-245234-245245-245245-245
Isomer profiles of HpCBPCB product breast milk#180#180#170#170#187#187234-2345234-2345245-2345245-2345245-2356245-2356
Congener profiles of PCBsin human samples(pooled blood)
2831748099118153138163/164187180170Tri-CBsTetra-CBsPenta-CBsHexa-CBsHepta-CBsChromatogram of PCB in human blood 3~7ClHirai et al, (2003) Organohalogen compounds#187#180#153#138#74#99#118#28245-2345245-245245-234245-34245-2356245-4245-2424-4
Levels of the predominant PCB congeners in human bloodHirai et al, (2003) Organohalogen compounds245-23452345-234245-245245-234245-4245-24245-34245-2356245-2352345-34
22.334.142.449.054.559.663.467.070.373.375.6cumulative(%)
human milk/adipose tissue #74 (2,4,4',5-)#99 (2,2,4,4',5-)#118 (2,3,4,4',5-)#153(2,2',4,4',5,5'-)#138(2,2',3,4,4',5'-)#187(2,2',3,4,5,5,6-)PCB congeners predominant in human samples
PCB levels andHomologue profiles in Environmental samples
PCB levels in air, water, sediment and biota (2002, MOE Japan)AirSedimentWaterBiota0.1-10ng/m30.1-10ng/L0.05-800ng/g-dry0.1-800ng/g-wet
Homologue profiles of PCBsin human samples
AirWaterBirdHuman bloodBreast milk
Congener profiles of TrCB,TeCBin human and combustion sample (A)
PCB congeners predominant in human samples (TrCB, TeCB)PCB productCombustionBreast milkCombustionPCB productBreast milk
Graph12
0.2521362922
0
3.8553943236
1.1804652803
1.1188671759
0.9913795665
3.090930818
2.2161453055
1.0284836765
0
0.0989663006
1.2892687915
0.3956011163
1.3119141826
7.5799999604
4.7246340261
3.4849474171
5.4313946986
3.7206443439
2.0699075764
4.3878581091
2.9854283841
0
0
0.0084507582
0.0740101554
KC400
KC
KC300KC400KC500KC600
_10.100.010.020.00
_20.000.000.000.00
_30.000.000.000.00
_100.120.000.000.00
_45.990.390.080.05
_90.280.020.010.00
_70.070.010.000.00
_61.040.090.020.01
_8_57.070.700.130.05
_140.000.000.000.00
_110.000.000.000.00
_13_120.000.000.000.00
_150.030.020.010.00
_191.750.250.030.02
_300.010.000.000.00
_1814.253.860.280.16
_175.501.180.110.09
_240.210.030.000.00
_270.880.170.020.01
_323.881.120.080.04
_164.490.990.100.06
_230.010.000.000.00
_340.020.010.000.00
_290.030.010.000.00
_260.730.290.030.02
_250.310.090.010.00
_313.903.090.190.06
_283.542.220.150.07
_210.020.010.000.00
_20_332.751.560.130.04
_221.931.030.070.03
_360.000.000.000.00
_390.000.000.000.00
_380.000.000.000.00
_350.000.000.000.00
_370.040.100.010.00
_540.040.020.000.00
_500.030.020.000.00
_531.061.290.070.03
_510.370.400.010.00
_451.181.310.040.03
_460.490.500.020.01
_52_694.417.584.280.42
_730.000.000.000.00
_43_493.514.720.600.10
_650.000.000.000.00
_750.000.000.000.00
_48_472.913.480.120.05
_620.000.000.000.00
_443.455.431.120.09
_590.450.450.020.01
_421.411.720.060.02
_642.243.720.300.04
_720.000.000.000.00
_711.341.970.080.02
_410.810.810.020.02
_680.010.000.020.00
_400.760.900.050.01
_570.010.020.000.00
_670.070.120.010.00
_630.110.220.020.00
_580.000.000.000.00
_610.000.000.000.00
_740.682.070.250.02
_701.394.391.220.05
_760.040.060.010.00
_800.000.000.000.00
_661.072.990.260.02
_550.060.090.070.03
_600.561.150.070.00
_560.962.070.160.01
_790.000.000.000.00
_780.000.000.000.00
_810.000.010.010.00
_770.010.070.010.00
_1040.000.000.000.00
_960.040.200.040.00
_1030.010.040.030.00
_1000.000.030.010.00
_940.010.050.020.00
_102_930.110.280.120.00
_98_951.313.909.776.80
_880.010.030.000.00
_910.281.030.930.07
_1210.000.000.000.00
_920.290.461.560.51
_840.471.862.670.25
_890.060.210.030.00
_90_1011.373.469.816.20
_1130.010.020.000.01
_990.652.302.610.18
_112_1190.050.130.080.00
_830.080.220.320.02
_1080.000.000.000.00
_86_117_970.521.732.330.16
_125_1160.000.000.000.00
_87_1150.692.003.860.52
_1110.000.000.000.00
_850.341.190.810.07
_120_1101.164.059.001.76
_820.260.790.490.03
_1240.020.070.200.00
_109_1070.030.180.290.06
_1230.010.040.040.00
_1060.000.000.000.00
_1180.241.523.840.24
_1140.030.100.120.05
_1220.000.040.020.00
_105_1270.140.981.230.04
_1260.000.000.010.01
_1550.000.000.000.00
_1500.000.010.020.00
_1520.000.000.020.00
_1450.000.000.000.00
_1360.120.271.706.31
_1480.000.000.000.00
_1540.000.010.060.01
_1510.090.271.347.67
_1350.060.130.942.35
_1440.030.060.421.65
_1470.020.040.170.00
_149_1390.420.995.6920.32
_1400.000.000.030.00
_1430.000.010.030.00
_1340.030.080.550.61
_1420.000.000.000.00
_1310.010.040.160.08
_1330.000.010.100.09
_1650.000.000.000.00
_1460.050.150.811.40
_1320.250.513.305.09
_1610.000.000.000.00
_1530.400.865.5016.33
_1680.000.000.000.07
_1410.090.191.173.20
_1370.030.080.400.03
_1300.030.080.420.21
_164_1630.160.351.943.98
_1380.430.925.347.10
_1600.000.000.000.00
_1580.090.150.890.87
_1290.040.100.390.07
_1660.010.020.040.10
_1590.000.000.000.09
_1280.130.261.140.06
_1620.000.010.010.09
_1670.010.020.180.13
_1560.030.100.520.07
_1570.000.020.100.09
_1690.000.000.000.11
_1880.000.000.000.07
_1840.000.000.000.11
_1790.060.110.370.10
_1760.020.040.130.11
_1860.000.000.000.10
_1780.020.030.110.06
_1750.010.010.030.05
_182_1870.100.230.640.16
_1830.040.140.380.10
_1850.010.020.060.05
_1740.100.210.630.06
_1810.000.000.020.06
_1770.060.110.360.07
_1710.040.060.240.08
_1730.000.010.030.05
_1720.010.040.110.07
_1920.000.000.000.07
_1800.120.471.120.10
_1930.000.020.030.05
_1910.010.010.040.08
_1700.090.230.660.06
_1900.030.070.160.10
_1890.000.010.030.12
_2020.010.020.030.08
_2010.000.020.030.10
_2040.000.000.000.09
_1970.000.000.010.09
_2000.000.020.030.07
_198_1990.040.150.200.14
_1960.010.060.100.05
_2030.020.100.130.07
_1950.020.070.100.06
_1940.030.130.190.07
_2050.000.000.010.07
_2080.000.010.010.10
_2070.000.010.010.08
_2060.020.050.050.07
_2090.000.010.000.09
BZ38M41M25F37F31M25F37M36M31M25F43F37M32F41F33F25M42F29M48M28F35M44M40F38M41M25F37F31M25F37M36M31M25F43F37M32F41F33F25M42F29M48M28F35M44M40F
_1100000.36000.14000000000.2400.8200.140000000.101545752000.0222388131000000000.023637635100.073312472100.011141529300
_2815.49.21.64.24.94.34.36.87.64.51.98.55.83.84.726.27.17.36.61484.61.03565616220.899201470.4894313420.33106057621.38215051340.7782805431.0721855131.08017092121.07226501881.3548095740.27935425061.28552199750.67083820080.68796958451.13337673930.56175041430.61063890561.7796716380.65265981221.25709496781.11415292540.52735662490.4674369214
_310.650.420000.1700.180.130.160.160.2100.160.1400.160.160.170.470.160.1500.04371276010.04105050190000.030769230800.02859275970.01834137530.04817100710.02352456850.031759955200.02896714040.033760158200.01575842340.04010527640.01519892710.08952039920.01273317630.00988793670
_441.71.10.250.320.280.370.220.860.410.750.160.460.240.560.360.220.271.20.550.50.620.440.190.11432568020.10751321920.07647364720.02522366290.07898002930.06696832580.0548560030.13660985180.0578458760.22580159570.02352456850.06956942570.02775882210.10138499140.08681183530.06179254560.02659233940.30078957260.04917299960.09523446730.04934105810.02900461440.0193071772
_52_6911110.590.8311.50.624.61.54.70.41.60.754.71.10.70.68.21.43.22.11.30.620.73975440151.07513219240.18047780730.06542387580.28207153330.27149321270.15459419030.73070385840.21163125371.41502333280.05881142120.24198061130.08674631910.85090974930.26525838580.1966126450.05909408762.0553954130.12516763520.60950059050.16712293880.08569545150.0630023677
_47_4842.11.21.710.740.631.81.90.910.430.8110.921.50.790.8111.50.912.21.90.510.26900160060.20525250950.36707350650.13400070940.28207153330.13393665160.15708764490.28592759680.26806625470.27397260270.06322227780.12250268450.11566175880.16656105730.36171598060.22189141360.07977701830.25065797720.13410818060.17332673040.1750811740.12524719840.0518245282
_605.32.70.631.41.31.20.862.22.110.62.22.511.30.52.11.92.81.8031.40.35642712070.26389608360.19271359090.11035352540.36669299330.21719457010.21443710260.34946706270.29628375520.30106879420.08821713180.33272334050.28915439690.18104462750.31348718320.14043760360.20682930670.47625015670.25033527050.342844082100.19775873430.1422634109
_631.120.76000000000000.33000.250.420.350.340.970.530.280.07532044820.0742818606000000000000.0597447271000.02462253650.10527635040.03129190880.06475943770.07719488130.03493737640.0284526822
_700.850.500.180.160.170.190.320.260.20.140.350.190.160.20.150.310.230.340.20.360.250.220.05716284010.048869645100.01418831040.04513144530.03076923080.04737563890.05083157280.03668275060.06021375880.02058399740.05293325870.02197573420.02896714040.04822879740.04213128110.03053194530.05765133480.03039785430.03809378690.02864964670.01647989450.0223556789
_721.10.50.1300000.10000000000000000.07397544020.04886964510.039766296500000.0158848665000000000000000
_681.10.7400.280.260.220.20.440.30.3600.340.310.30.240.210.310.310.30.340.670.440.220.07397544020.072327074800.02207070510.07333859870.03981900450.04986909360.06989341250.04232625070.108384765900.05142087990.03585514520.05431338830.05787455690.05898379350.03053194530.07770397290.02682163610.06475943770.05332017570.02900461440.0223556789
_743830153211191319151031264218128.9411753295040532.55551520532.93217870654.58841883092.52236629493.10278686673.43891402713.24149108593.01812463272.1163125373.01068794224.55788514133.93218493374.85779386763.2588032952.89372784492.49978934364.03809598854.26118561224.73848904785.5235991013.97911759092.63678312465.3856862685
_6620122.15.59.44.23.188.43.11.686.445.827.55.57.1717114.21.34500800281.17287148260.64237863630.43353170692.65147241340.76018099550.77297095131.2707893191.18513502070.93331326210.23524568471.20990305650.7402352560.724178511.3986351250.56175041430.73867609551.37861887450.63477872151.33328254161.35289998090.72511535930.4267902326
_10521133.49.36.1124.79.19.293.810.710.55.65.23.19.85.217816168.21.41225840291.27061077281.04004160170.73306270441.72063635342.17194570141.17192370031.44552285041.29800502272.7096191480.55870850121.61824533811.21444846691.0138499141.25394873280.87071314220.96520343141.30342148141.51989271351.52375147611.27331762911.05471324980.8332571208
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_18322135.1235.77.65.28.6124.68.98.8137.36.64.8114.7175.51523161.47950880311.27061077281.56006240251.81295077441.607807741.37556561091.29659643441.36609851791.69305002961.38491645341.30855412121.33089336221.50360286381.32162578081.59155031471.34820099431.08339160671.17809249281.51989271351.04757913981.19373527731.51615029661.6258675528
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_2050.940.880.2210.330.340.310.460.560.260.580.530.680.410.360.360.880.250.630.320.991.10.550.06321537610.08601057540.06729680950.07882394670.0930836060.06153846150.07729709510.07307038580.07900900140.07827788650.08527656070.08015607750.0786499960.07422829730.08681183530.10111507460.08667132850.06266449430.05632543590.0609500590.07878652830.07251153590.0558891971
_19423163.2234.45.96.67.3122.913910106.75.7214.3145.41829121.54675920321.56382864350.97886268391.81295077441.24111474671.06787330321.64568008981.15959525361.69305002960.87309950321.91137118831.36114093861.15661758751.8104462751.61566471341.60098868072.06829306731.07782930191.25167635231.02853224641.43248233271.91166776531.2194006646
_1954.81.10.914.90.791.11.521.90.952.81.92.821.81.24.113.31.54.35.93.40.32280192070.10751321920.27836407570.38623733890.22283651130.19909502260.37401820220.31769732980.26806625470.28601535450.41167994820.28735197590.32385292450.3620892550.43405917670.33705024860.40380959880.25065797720.29503799730.28570340180.34220411280.38892551090.345496855
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_1970000.50.110.110.110.20.270.10.150.230.330.140.190.120.1400.370.1200.460.220000.03941197340.03102786870.01990950230.02742800150.0317697330.03809362570.03010687940.02205428290.03478471290.03816838040.02534624790.04581735750.03370502490.013788620400.03308001790.022856272100.03032300590.0223556789
_2011.81.20.371.70.360.430.380.90.890.420.480.611.20.557.77.4244.7166.12234170.12105072030.11728714830.11318099780.13400070940.1015457520.07782805430.09475127790.14296379840.12556787720.12644889360.07057370540.09225510810.13879411050.09957454511.85680870052.07847653292.36376350551.17809249281.43048725971.16186050061.750811742.24126565591.7274842748
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_2065.141.14.61.51.522.62.61.13.13.35.22.92.31.54.91.44.31.55.26.82.80.34297704070.39095716090.33648404760.36259015490.42310730.27149321270.49869093630.41300652870.36682750640.33117567360.45578851410.49908501080.60144114550.52502941980.55463117030.42131281070.48260171570.35092116810.38444345110.28570340180.41382822950.44825313120.2845268217
_2082.11.50.421.60.610.60.6911.10.391.31.32.31.20.850.61.90.471.80.5123.21.20.14122584030.14660893530.12847572730.12611831470.17206363530.10859728510.1720483730.15884866490.15519625270.11741682970.19113711880.19660924670.26602204510.2172535530.2049723890.16852512430.18713127750.11780924930.16092981670.09713915660.15916470360.210942650.1219400665
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1486.981023.13326.911268.65354.52552.5401.05629.53708.78332.15680.14661.21864.59552.35414.69356.031015.33398.951118.5525.021256.561517984.09100100100100100100100100100100100100100100100100100100100100100100100
Y-MWGeo-TOGeoPlsm-1PlsmVT-alklVT-trp-1VT-trp-2VTR
_1901666.2149.925.56.13.1661.4
_3006.400.50.70001.3
_183.9147.5626.2123.981.9204.476.975.4832.4
_172.5116.1246.445.935.774.828.426.9281.5
_241.711.6102.22.46.52.30.75.8
_271.41446.410.67.118.37.77.724.7
_323.149.6164.539.22659.326.631105.6
_162.247.6140.840.224.972.933.319.80
_231.513.63.91.51.40.80.70.40
_341.87.21.71.83.11.21.80
_292.916.69.42.71.85.93.81.90
_267.166.814928.919.665.656.380.51.8
_256.462.260.81311.424.122.633.30.7
_3114.6214.1495.5145.687159.4179.4269.65.6
_2815201.1381.9136.578.6107.8126.8203.94.3
_214.867.822.21.13.52.10.30
_20_3317.5168.2258.1114.463.9133.3163.7160.53
_2211.874.2118.359.433.455.384.495.11.9
_369.824.24.92.31.91.52.54.30
_390151.13.122.40.31.72.60
_3813.620.502.42.31.64.72.50
_3551.830.617.111.43.76.766.875.60
_3762.659.738.825.313.518.5168.1212.60.6
_548.52.50.60.6
_504.92.92.40.40.3
_534.4266.728.212.877.334.729.9
_51269.392.113.85.717.610.19.2
_453.4178.629.313.156.837.422
_461.474.314.15.627.817.214.3
_52_69222.61023.3168.961.3224.9209.2208.2
_73, _43_491.395.5676.4103.845123.5137.5135.9
_65, _751.1965.7508.91004581.1105.195.6
_441.714.2564.212346.6141.4222.3235.3
_590.85.575.541.711.232.581.7111.6
_421.19.418940.814.53768.874
_642.78306.172.231.961.3123.8134.1
_722.37.2230.346.227.1459390.9
_71, _4171.923.910.419.737.328.2
_682.7300.995.92.82.51.91.8
_401.32.569.421.68.223.556.944
_571.56.32.21.22.24.75.1
_672.21.832.55.557.12729.1
_632.5121.65.33.4515.117.8
_586.42.61.11.45.35.2
_615.47.9216.957.332.529.4156.1184.9
_74, _70918.2513.9124.266.788.2511.6475.2
_762.915.4293.8614.372.4
_808.930.8338.399.843.155.6291.4429.5
_668.9254.577.547.4276.8393.9
_554.11.29.13.82.71.718.221.9
_6014.14.962.733.716.519.9239.4233.9
_5612.78.5147.756.431.630.2290.9371.3
_7917.11.911.93.85.5
_7817.11.83.23.1
_8117.11.11.95.27.4
_7745.94.39.919.45.43.1132.5169.5
_2021.336.411.7
_20146.94.59.2
_2042.34.910.8
_1972.141.53.4
_2002.86.84.99
_198_1993.35.418.556.4
_19675.413.139.5
_2033.14.812.425.8
_1952.63.49.722.9
_1949.44.239.4143.4
_2057.76.75.97.3
_208137.996.30.61.98.5
_207178.394.52.50.78.8
_206234.278.32.11255.7
_209693.24224.53.418.6
ng/g-lipidStructurering-1ring-2
#190.0465517241
#300.0581896552
#180.3336206897
#170.2017241379
#16, #320.3413793103
#260.124137931
#280.19784482762,4',4-424
#311.0241379312,4',5-425
#220.1396551724
#350.0465517241
#370.0892241379
TrCB2.7
#530.0533216235
#510.0263471551
#450.1417727872
#73, #520.4755034189
#43, #490.3130292955
#47, #48, #750.6291951571
#440.3600777868
#59, #420.1486732325
#41, #64, #680.3745059908
#400.0677498275
#630.0784141522
#743.85734897432,4,4',5-4245
#70, #760.2659808042
#80, #661.9553352989
#56, #600.7508939213
#790.3883068816
#810.0815507183
#770.0319929741
TeCB10
#102, #98, #93, #95, #121, #880.3553240741
#920.3333333333
#84, #101, #90, #891.1851851852
#996.11805555562,2',4,4',5-24245
#97, #86, #125, #111, #87, #117, #116, #1150.5555555556
#120, #850.3310185185
#1100.400462963
#124, #107, #1090.6631944444
#1189.64351851852,3',4,4',5-34245
#114, #1220.5474537037
#105, #1271.7662037037
#1260.1006944444
PeCB22
#1510.6407624633
#135, #1440.2668621701
#1470.1730205279
#139, #149, #1400.4780058651
#143, #134, #133, #1310.5747800587
#142, #165, #146, #1614.1158357771
#15329.88563049852,2',4,4',5,5'-245245
#141, #1370.6818181818
#1300.6099706745
#13817.71700879772,2',3,4,4',5'-234245
#166, #1590.9882697947
#1620.3431085044
#128, #1671.4105571848
#1562.5527859238
#1570.5469208211
#1690.0146627566
HxCB61
#1790.2823889405
#186, #1781.7649308781
#1879.34167531832,2',3,4',5,5',6-2356245
#1832.3982296049
#1850.116277799
#174, #1810.564777881
#1771.7919239386
#1710.5938473307
#173, #192, #1721.0174307415
#18013.66887055352,2',3,4,4',5,5'-2345245
#193, #1910.905305721
#1705.11207037872,2',3,3',4,4',5-2345234
#1890.4422709142
HpCB38
#2020.5056674338
#2010.1099539701
#2040
#1970.0277905639
#2000.0181242808
#1980.0652474108
#1991.27232451092,2',3,3',4,5,5',6'-23452356
#196, #2031.11403912542,2',3,3',4,4',5',6-23452346
#1950.2543440736
#1940.8004890679
#2050.0320195627
OcCB4.2
#2080.0846428571
#2070.0664285714
#2060.14892857142,2',3,3',4,4',5,5',6-234562345
NoCB0.3
#2090.1
198219851986198719881992199319941995199619971998199920002001
18_1735.273358455751.011673274736.32386741611.78306860330.383363545610.54088424136.20637004498.978390570511.196043053811.70384529317.91126995365.92006824252.640150813750.8819286853.9234657556
31_2887.698293275273.070568976776.749610326134.662151285661.687985970335.994336741318.241597536627.47620441235.643555342424.079688918933.571665578133.084999451414.250569333474.341222528117.627689696
5286.6059563124106.631378212679.042468353339.295105974364.199947856528.527087543118.911456697525.8844012129.980653073520.839554109735.748812805845.545800818315.685781920546.704001903416.0429980157
4966.8471193417113.747279483770.275254047728.779785231341.199585977427.260529586212.738072745530.184519541423.314379318219.78828391739.852616505649.49769352112.006271632642.669988518515.8951139955
47_4852.528423856972.551450583947.01210473717.911244999625.496651508118.69792086849.188658039222.627067167616.750693060413.006998040126.577262587534.1037572978.401747193224.057261630710.6208657281
4448.317501921958.446640841642.746940912719.178999204929.787377777115.78396548889.454540300712.778910614213.233093100511.282428096515.443239310917.86683144357.897861773912.65771591446.9301351442
41_6453.902291282760.233278697242.548737468728.627204373428.959815267315.16271680869.35907117112.842230195317.707936364411.8882047817.551934504520.5286214969.27706890818.45980074639.2415971244
7457.490795530668.35435165548.163585900232.75274739334.161865771618.26454894610.873765481718.617492743519.062944764112.439443912827.109237566934.139818892711.305454770319.74828334211.8258659427
7080.00173148264.671966188260.288265855637.425737031649.099041615422.612547690613.460349534420.393060304824.444382318215.938427999930.033504341131.82206853713.70850767419.362699354612.2650423654
6696.896025867141.161492956775.289677868540.601354787950.642069971335.760300165917.406275076927.704407478730.45531620923.418524307452.292581357662.021394837818.073654563632.184562355122.2702794618
60_5644.188205328347.975592204129.868509976520.215825601624.961372385412.61940670367.56420415019.30003685814.66783598528.684687836116.890397651215.8128607528.173948727814.3107559297.8825999447
9581.1898141643105.416437080471.392545568543.447111499851.729393779230.546109667419.561010865525.825375645120.286935196919.599420489536.806880000541.474866789520.554548692719.517532004417.280885061
90_101158.5101892379239.4757139963168.936032509694.6942505853118.138004280364.451891858946.046881262573.845656510463.968042938751.1230589042105.2869514801106.311717448251.016100889851.280069036349.3601186706
9997.6871890622184.7764077691120.225627937966.693364708577.935043971850.427388597930.178966377373.098054124650.028428136342.035249889694.0612855968106.176457137936.588350338340.673857560444.2406531739
9728.426838054843.343222350627.66148933617.301897982822.149438956911.11015327757.879975442310.6192946199.08360774238.064689283715.211551665115.66891645647.6027333597.79257887487.8523007874
8753.55437161967.135303493150.444505514335.326787725543.488624665820.051677205515.306598619418.668350864116.935940786614.012887484624.73655086824.74021463215.57897658716.117454938613.6167867167
8525.234269542639.867788840125.99016021116.691429256720.05257039710.15505757887.218201528211.40730344119.84121179697.895368506215.175747397215.39272821227.979035238.92411174028.3431983388
110106.3890892576135.301229829899.477341839368.153960590576.148992499939.368711927328.795941634334.586507783234.536719046328.134718651353.217683360550.849133949728.995187250429.662882152128.2018316805
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cement
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10-12
IUPAC10-198210-198510-198610-198710-198810-199210-199310-199410-199510-199610-199710-199810-199910-200010-200111-198211-198511-198611-198711-198811-199211-199311-199411-199511-199611-199711-199811-199911-200011-200112-198212-198512-198612-198712-198812-199212-199312-199412-199512-199612-199712-199812-199912-200012-200110-12_198210-12_198510-12_198610-12_198710-12_198810-12_199210-12_199310-12_199410-12_199510-12_199610-12_199710-12_199810-12_199910-12_200010-12_2001
190.631.931.130.390.860.150.000.100.220.320.000.000.002.950.190.000.000.000.070.000.000.000.000.000.000.000.000.000.000.000.070.040.030.000.030.000.020.000.000.000.000.000.000.000.000.711.961.170.460.890.150.020.100.220.320.000.000.002.950.19
18_1732.7849.6533.1511.2428.699.764.918.458.1210.847.355.511.7250.493.652.151.302.880.541.460.781.300.533.080.860.360.410.410.390.160.340.060.290.000.240.000.000.000.000.000.200.000.520.000.1135.2751.0136.3211.7830.3810.546.218.9811.2011.707.915.922.6450.883.92
24_271.833.252.390.731.740.650.270.540.630.710.310.210.002.970.160.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.020.030.000.000.000.000.000.000.000.000.030.000.060.000.001.853.282.390.731.740.650.270.540.630.710.340.210.062.970.16
16_3212.4820.3213.256.069.283.811.163.353.253.731.380.000.0013.620.130.980.611.450.210.720.420.470.361.740.420.140.150.210.160.170.000.000.000.000.000.000.000.000.000.000.000.000.000.000.0013.4620.9314.706.2710.004.221.633.715.004.151.520.150.2113.780.30
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1933.459.554.162.822.812.221.053.393.722.204.626.982.612.171.970.661.070.780.400.440.180.270.370.460.160.190.200.330.310.290.060.030.030.000.030.000.000.000.000.000.000.000.000.000.004.1710.654.973.233.282.401.323.764.182.354.817.182.932.482.26
1910.771.480.800.660.690.400.150.450.660.360.891.070.500.350.340.000.230.000.000.110.000.000.000.000.000.000.000.000.000.000.030.030.000.030.030.000.000.000.000.000.000.000.000.000.000.811.740.800.690.820.400.150.450.660.360.891.070.500.350.34
170_19027.6352.8129.4221.5023.5014.117.2718.8123.1013.4728.8735.8917.4913.8113.285.628.747.833.774.281.272.312.513.650.781.821.052.392.351.711.370.860.930.820.940.410.240.270.270.110.260.100.150.200.0734.6262.4238.1826.1028.7115.799.8221.5927.0314.3630.9537.0420.0316.3515.06
1890.871.781.171.320.980.580.280.861.050.571.251.730.800.580.750.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.050.030.030.030.030.000.000.000.000.000.000.000.000.000.000.931.811.201.351.000.580.280.861.050.571.251.730.800.580.75
2553.184096.942678.571621.421932.431158.73698.211405.751218.13922.011847.902224.17872.151174.67885.64256.85267.79241.14163.45162.3557.7380.1868.72147.6951.8188.0052.4889.2891.6089.0741.1428.6526.2926.2526.9612.658.819.979.844.8310.855.3610.269.525.882851.174393.372946.011811.132121.731229.11787.201484.441375.66978.661946.752282.00971.681275.80980.60
10-12 (2)
IUPAC10-198210-198510-198610-198710-198810-199210-199310-199410-199510-199610-199710-199810-199910-200010-200111-198211-198511-198611-198711-198811-199211-199311-199411-199511-199611-199711-199811-199911-200011-200112-198212-198512-198612-198712-198812-199212-199312-199412-199512-199612-199712-199812-199912-200012-200110-12_198210-12_198510-12_198610-12_198710-12_198810-12_199210-12_199310-12_199410-12_199510-12_199610-12_199710-12_199810-12_199910-12_200010-12_2001
153215.52393.20276.39167.52182.99130.2868.60200.81160.55114.67255.10341.96111.91115.63117.9940.7245.8233.0926.2026.928.1714.6810.2215.497.2813.228.5117.4018.4118.386.935.144.495.115.332.241.661.771.791.021.270.880.991.430.67263.17444.16313.97198.83215.24140.6984.95212.80177.84122.97269.59351.35130.31135.47137.04
138194.94341.15228.04161.31169.63101.7860.93130.55112.9587.15170.57192.3688.1592.8686.0435.6644.1334.5424.8125.528.3612.669.0414.427.1912.136.5614.3715.5016.066.865.334.475.065.142.211.521.701.650.971.230.720.981.450.63237.46390.60267.05191.19200.30112.3675.11141.30129.0295.31183.92199.64103.50109.81102.74
(90_)101153.37235.80163.2089.04116.4863.5945.0272.9461.5949.95104.30104.6549.6950.2048.784.833.505.565.521.540.760.970.832.211.150.941.671.271.030.580.310.170.170.130.120.100.060.070.170.030.050.000.050.040.00158.51239.48168.9494.69118.1464.4546.0573.8563.9751.12105.29106.3151.0251.2849.36
149127.35220.64142.2092.8196.6065.0036.7379.1867.6147.5199.17126.0352.7747.3452.835.3010.6210.486.833.141.182.191.772.820.752.772.042.072.541.900.250.150.120.130.140.060.040.050.090.030.030.000.040.040.00132.90231.41152.7999.7799.8966.2438.9681.0070.5248.30101.97128.0754.8849.9254.73
118123.25205.62139.0895.11108.7959.9236.4069.4454.8247.1793.8297.0444.3648.6847.3820.0217.9913.8311.2614.014.185.133.726.373.766.292.865.996.548.216.445.303.974.554.272.221.541.791.320.931.310.790.921.520.60149.72228.90156.87110.91127.0766.3243.0774.9562.5151.87101.42100.7051.2756.7456.19
110102.74131.6096.2965.6174.4038.5728.0133.8632.7227.1652.2450.1328.2728.7627.713.463.623.082.491.680.730.740.671.680.970.980.720.690.900.500.190.080.100.050.070.070.040.050.130.000.000.000.030.000.00106.39135.3099.4868.1576.1539.3728.8034.5934.5428.1353.2250.8529.0029.6628.20
6687.72134.8170.8937.3345.5433.6415.6325.7625.1521.8448.1460.4016.1730.0019.948.525.933.982.924.721.871.601.705.011.533.951.481.741.982.240.660.420.410.350.380.250.170.240.290.050.210.140.160.200.0996.90141.1675.2940.6050.6435.7617.4127.7030.4623.4252.2962.0218.0732.1822.27
9982.09172.41111.7157.1668.5947.2726.0570.1345.5239.3190.18103.3031.6235.8738.7612.9110.356.997.567.572.263.492.253.922.293.402.524.604.225.202.692.021.521.971.780.900.640.720.590.430.480.350.370.590.2897.69184.78120.2366.6977.9450.4330.1873.1050.0342.0494.06106.1836.5940.6744.24
5282.06104.5674.2435.5762.6227.7918.1225.0426.5419.7135.2644.7115.0646.2116.044.342.044.633.701.480.730.730.823.341.130.480.830.630.490.000.200.030.170.030.110.000.060.030.100.000.000.000.000.000.0086.61106.6379.0439.3064.2028.5318.9125.8829.9820.8435.7545.5515.6946.7016.04
31_2879.5968.4168.1032.3255.0431.9215.8224.2420.9321.5124.2330.508.9371.7814.437.754.667.942.346.654.072.433.2414.712.577.641.773.301.802.020.360.000.710.000.000.000.000.000.000.001.700.812.020.761.1887.7073.0776.7534.6661.6935.9918.2427.4835.6424.0833.5733.0814.2574.3417.63
9577.53101.9666.3540.2050.6430.0519.0425.2118.7218.9835.9640.8719.8318.9216.883.533.424.973.251.050.470.480.621.490.620.850.610.730.580.400.130.040.070.000.040.030.030.000.080.000.000.000.000.020.0081.19105.4271.3943.4551.7330.5519.5625.8320.2919.6036.8141.4720.5519.5217.28
7076.6063.2558.4536.6447.7621.7612.9419.4520.2815.0029.5031.1113.1218.9511.753.111.301.630.681.210.770.470.833.940.930.420.710.500.340.480.290.120.210.110.130.090.050.110.220.000.110.000.080.080.0480.0064.6760.2937.4349.1022.6113.4620.3924.4415.9430.0331.8213.7119.3612.27
4964.65112.9868.7327.7240.3326.8712.3129.7320.9819.1239.5148.7711.7442.2915.622.040.731.451.010.790.350.360.422.250.670.320.730.240.380.280.160.030.090.040.070.050.070.040.090.000.030.000.030.000.0066.85113.7570.2828.7841.2027.2612.7430.1823.3119.7939.8549.5012.0142.6715.90
18064.26123.0464.7846.9151.9731.1616.4643.6056.0330.4067.6383.8338.8328.7028.3313.9917.4215.828.819.472.674.995.468.042.094.472.475.485.764.892.761.611.861.611.880.820.500.580.560.260.530.260.340.440.1781.01142.0782.4657.3363.3334.6521.9649.6364.6432.7472.6486.5644.6534.9033.39
18756.36157.0970.8043.1944.5236.3215.8361.8156.4635.8074.49127.1738.8833.0735.938.9910.3510.366.465.331.593.383.244.881.182.882.514.324.463.960.130.070.070.060.080.040.020.000.040.000.000.000.000.020.0065.49167.5181.2349.7249.9337.9419.2365.0561.3836.9877.37129.6943.2037.5539.89
41_6451.1959.1840.9227.9427.8114.568.7312.1614.6410.9116.9019.958.7117.978.742.450.991.470.651.050.510.550.622.930.970.510.490.460.410.440.260.070.150.040.100.090.080.070.140.000.140.080.110.070.0653.9060.2342.5528.6328.9615.169.3612.8417.7111.8917.5520.539.2818.469.24
8750.5164.8848.4032.8442.1819.3614.5918.1515.6413.3024.1924.2214.8815.4513.062.722.041.882.331.150.590.670.451.200.670.500.520.650.620.560.330.210.170.150.160.100.050.080.100.040.050.000.050.050.0053.5567.1450.4435.3343.4920.0515.3118.6716.9414.0124.7424.7415.5816.1213.62
7449.8362.8444.0528.8129.8616.399.2616.7215.3510.9824.2532.869.5417.9210.116.124.403.212.903.451.331.251.403.321.282.531.061.481.421.561.541.120.911.050.850.540.370.500.390.190.330.220.280.410.1657.4968.3548.1632.7534.1618.2610.8718.6219.0612.4427.1134.1411.3119.7511.83
772.785.353.112.022.081.650.802.261.731.413.194.691.331.341.700.520.480.310.280.380.210.240.280.520.270.580.180.000.280.370.020.000.000.000.000.000.000.000.000.000.000.000.000.000.003.325.833.422.302.451.871.042.542.251.683.764.871.331.622.07
1261.745.032.031.331.561.170.581.791.721.082.263.411.361.021.030.310.390.370.180.180.090.130.140.110.000.120.090.160.160.120.000.000.000.000.000.000.000.000.000.000.000.000.000.000.002.055.432.401.521.731.260.711.931.831.082.383.501.521.181.15
811.692.041.501.271.430.600.460.520.270.390.780.730.420.610.330.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.001.692.041.501.271.430.600.460.520.270.390.780.730.420.610.33
1890.871.781.171.320.980.580.280.861.050.571.251.730.800.580.750.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.050.030.030.030.030.000.000.000.000.000.000.000.000.000.000.931.811.201.351.000.580.280.861.050.571.251.730.800.580.75
1690.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.00
IUPAC10-198210-198510-198610-198710-198810-199210-199310-199410-199510-199610-199710-199810-199910-200010-200111-198211-198511-198611-198711-198811-199211-199311-199411-199511-199611-199711-199811-199911-200011-200112-198212-198512-198612-198712-198812-199212-199312-199412-199512-199612-199712-199812-199912-200012-