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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_1791.80.810.330.940.680.330.230.851.10.370.180.550.450.390.690.320.390.681.30.351.110.250.12105072030.07916882510.10094521430.07409450990.19180864270.05972850680.05734945770.13502136510.15519625270.11139545390.02646513950.08318083510.05204779140.07060740470.16638935110.08988006630.0384111570.17044742450.11622708990.06666412710.0875405870.06591957810.0254041805

_18016610730180416748619628977991644650149361135014519612411.163566423210.45810405329.176837661714.188310408711.56493286712.126696832611.9685824719.689768557513.5444002378.429926238114.261769635711.947792683110.525220046511.5868561611.092623405414.043760357314.67503176319.023687178810.10281627189.523446725811.539441013612.920237310512.6004735339

_182_187927415972139254060204539514328266722702584109706.18703681297.23270747614.58841883097.64592283145.92350220027.05882352946.23363670376.35394659518.46525014816.02137588446.61628488255.89827740055.89874969647.78491898256.75203163817.30275538586.59883978615.51447549826.25838176134.76172336296.68491755277.18523401457.1131705433

_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

_190106.92.2112.43.73.44.35.126.64.96.74.13.339.22.37.73.99.5138.40.67250400140.67440110250.67296809520.86706341390.676971680.66968325790.84777459170.6830492590.71954626260.60213758840.97038844940.74106562210.77493378360.74228297280.79577515730.84262562140.90610934380.57651334750.68842199370.74282884460.75603234230.85695451550.8535804652

_1912.41.40.672.80.620.890.580.921.30.51.211.50.90.790.671.60.541.50.761.82.61.80.16140096030.13683500630.20494937440.22070705080.17488435070.16108597290.14462037150.14614077170.18341375320.15053439710.17643426350.15123788210.17349263810.16294016480.19050374980.18818638880.15758423370.13535530770.13410818060.14475639020.14324823330.17139090310.1829100997

_2028.76.81.28.21.72.62.63.35.21.54.945.94.42.92.67.71.762.18.9126.20.58507848120.66462717350.36707350650.64635636310.47952160670.47058823530.64829821720.52420059410.73365501280.45160319130.72043990940.60495152830.68240437660.7965963610.69931756250.73027553860.75837412470.42611856120.53643272240.39998476250.70828293120.79103493740.6300236767

_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

_19924183.7223.867.59.4113.9141115110000000001.61400960341.75930722391.13180997831.73412682771.07187182671.08597285071.87009101111.49317744981.55196252721.17416829752.05839974121.66361670271.73492638131.9914909025000000000

_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

_196_20323164233.756.48.29.23.612.39.1139.485.6194.515.29.318.729151.54675920321.56382864351.22357835491.81295077441.04366467340.90497737561.59581099611.3025590521.29800502271.08384765921.80845120121.37626472681.50360286381.70181949851.92915189661.572901161.87131277521.12796089741.35896289671.7713610911.4881899791.91166776531.5242508307

_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

_2071.40.850.320.870.330.260.420.660.510.30.540.641.10.60.610.370.740.30.960.390.961.60.60.09415056020.08307839670.09788626840.06857683360.0930836060.04705882350.10472509660.10484011880.07195462630.09032063830.07939541860.09679224450.12722793460.10862677650.14709783210.10392382660.07288270810.07519739320.08582923560.07428288450.07639905770.1054713250.0609700332

_2093.62.812.41.51.21.312.11.1233.722131.31.31.13.24.31.70.24210144050.27367001260.30589458870.18917747210.42310730.21719457010.32414910860.15884866490.29628375520.33117567360.29405710590.45371364620.42794850740.3620892550.48228797410.28087520710.29547043820.32585537030.11622708990.2095158280.25466352580.28345418590.1727484275

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

118149.71933967228.9042427392156.8716975056110.9127587537127.066344586366.319073150443.068000720174.952573927962.514837726651.867762121101.4179133087100.695715704851.266285538256.736570086256.1907559555

10548.109111362569.068851916446.438008350834.198799567639.089068034919.408631641313.162237308719.593703878618.306720377614.318375536125.526779649626.356969907614.739111277817.222205828717.4413326774

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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

269.6510.439.263.088.823.301.572.622.493.023.083.660.8421.142.030.400.190.610.100.300.180.140.161.040.220.000.120.000.000.110.060.000.080.000.030.000.000.000.000.000.090.000.190.050.1110.1110.619.953.189.143.481.712.783.533.243.173.781.0321.192.24

254.645.673.761.303.761.510.690.980.911.141.701.530.6211.211.020.260.000.360.000.100.100.060.100.520.000.000.000.000.000.100.080.000.090.000.070.080.000.080.060.000.080.120.000.000.004.995.674.211.303.931.680.751.161.491.141.781.650.6211.211.12

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

3313.6014.8212.265.059.664.682.822.923.933.833.271.211.385.022.311.890.652.500.271.620.750.600.874.300.760.270.250.280.350.270.150.000.260.000.030.000.000.000.000.000.580.000.690.180.4415.6315.4715.025.3211.325.433.413.798.234.594.121.472.365.543.02

229.658.596.165.037.093.382.411.862.932.542.131.680.355.341.320.860.371.260.170.920.440.280.392.390.480.130.220.000.150.140.000.000.030.000.000.000.000.000.000.000.540.120.840.300.4210.518.967.445.208.013.822.692.255.323.012.802.021.195.781.88

372.943.482.042.352.150.650.230.450.220.240.490.380.000.640.001.010.321.070.150.720.500.230.402.890.470.760.220.350.180.110.090.040.250.070.030.000.000.000.000.000.180.000.340.210.264.043.843.362.572.911.150.460.843.110.711.430.600.691.040.37

540.000.150.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.150.000.000.000.000.000.000.000.000.000.000.000.000.00

501.281.491.190.190.680.690.240.820.000.240.160.090.000.140.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.001.281.491.190.190.680.690.240.820.000.240.160.090.000.140.00

534.318.345.312.273.331.980.862.051.391.431.712.000.823.061.170.000.000.190.080.070.000.080.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.004.318.345.502.353.401.980.942.051.391.431.712.000.823.061.17

512.946.353.842.041.651.330.472.171.051.211.401.720.792.221.320.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.030.000.000.000.000.000.000.000.000.000.000.000.000.000.002.976.353.842.041.651.330.472.171.051.211.401.720.792.221.32

453.935.073.561.732.621.060.650.890.730.820.860.970.521.070.510.170.000.140.000.000.000.000.000.000.000.000.000.000.000.000.040.000.000.000.000.000.030.000.000.000.000.000.000.000.004.145.073.701.732.621.060.680.890.730.820.860.970.521.070.51

69_460.101.030.180.320.310.090.030.120.150.150.000.150.140.210.140.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.101.030.180.320.310.090.030.120.150.150.000.150.140.210.14

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

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

47_4848.7670.2845.1516.2323.5817.828.2521.6614.3212.2025.3033.347.4923.039.583.262.031.621.451.700.690.790.802.280.741.180.690.810.890.970.510.240.250.230.210.200.140.170.160.070.100.080.100.140.0752.5372.5547.0117.9125.5018.709.1922.6316.7513.0126.5834.108.4024.0610.62

4445.8357.6841.1518.3128.9715.368.9812.0710.8010.3214.9817.467.2612.386.932.260.691.430.800.720.360.380.652.320.960.410.410.600.280.000.230.080.170.070.100.070.090.060.110.000.060.000.040.000.0048.3258.4542.7519.1829.7915.789.4512.7813.2311.2815.4417.877.9012.666.93

59_4217.9124.2915.917.689.915.253.114.603.933.506.218.002.925.432.600.500.000.420.090.150.000.000.190.800.000.000.000.000.000.000.090.030.060.040.050.040.040.040.050.000.050.050.030.000.0318.5024.3216.397.8110.115.293.164.834.783.506.268.052.955.432.63

72_711.852.672.150.921.240.880.401.030.680.651.471.580.400.850.510.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.001.852.672.150.921.240.880.401.030.680.651.471.580.400.850.51

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

406.338.015.492.203.141.720.781.431.010.941.631.650.551.110.610.170.000.270.000.000.000.000.000.000.000.000.000.000.000.000.030.000.020.000.000.000.000.000.000.000.000.000.000.000.006.548.015.782.203.141.720.781.431.010.941.631.650.551.110.61

634.598.445.041.833.011.881.002.291.701.282.193.791.081.551.030.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.004.598.445.041.833.011.881.002.291.701.282.193.791.081.551.03

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

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

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

60_5640.9445.6827.9419.3423.0911.696.958.3711.457.6715.3115.287.4713.697.222.942.151.750.791.730.840.560.823.050.971.440.430.610.530.580.310.140.170.090.130.090.060.100.170.040.140.110.100.090.0944.1947.9829.8720.2224.9612.627.569.3014.678.6816.8915.818.1714.317.88

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

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

674.352.712.591.841.842.021.090.941.250.941.911.901.652.281.870.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.004.352.712.591.841.842.021.090.941.250.941.911.901.652.281.87

1040.000.100.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.100.000.000.000.000.000.000.000.000.000.000.000.000.00

1031.414.342.330.711.021.040.241.690.850.712.142.850.580.840.880.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.000.001.414.342.330.711.021.040.241.690.850.712.142.850.580.840.88

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17716.8542.1020.6413.9613.2610.464.9115.1713.128.6918.8223.1710.278.509.662.373.713.501.721.670.501.011.351.820.350.900.601.061.000.980.090.050.060.040.050.000.000.000.000.000.000.000.000.000.0019.3145.8524.2115.7214.9810.965.9316.5214.949.0419.7223.7711.339.5010.64

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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

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-