Registration Dossier

Data platform availability banner - registered substances factsheets

Please be aware that this old REACH registration data factsheet is no longer maintained; it remains frozen as of 19th May 2023.

The new ECHA CHEM database has been released by ECHA, and it now contains all REACH registration data. There are more details on the transition of ECHA's published data to ECHA CHEM here.

Diss Factsheets

Administrative data

Endpoint:
adsorption / desorption: screening
Type of information:
experimental study
Adequacy of study:
supporting study
Reliability:
1 (reliable without restriction)
Rationale for reliability incl. deficiencies:
guideline study

Data source

Reference
Reference Type:
study report
Title:
Unnamed
Year:
2013
Report date:
2013

Materials and methods

Test guidelineopen allclose all
Qualifier:
according to guideline
Guideline:
OECD Guideline 106 (Adsorption - Desorption Using a Batch Equilibrium Method)
Deviations:
no
Qualifier:
according to guideline
Guideline:
other: OPPTS 835.1230 Adsorption/Desorption (Batch Equilibrium)
Deviations:
no
GLP compliance:
yes
Type of method:
batch equilibrium method
Media:
soil

Test material

Constituent 1
Chemical structure
Reference substance name:
(3S,6S,7R,8R)-8-benzyl-3-(3-hydroxy-4-methoxypyridine-2-amido)-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl 2-methylpropanoate
Cas Number:
167173-85-5
Molecular formula:
C26H30N2O9
IUPAC Name:
(3S,6S,7R,8R)-8-benzyl-3-(3-hydroxy-4-methoxypyridine-2-amido)-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl 2-methylpropanoate
Specific details on test material used for the study:
Substance ID: XDE-777-Ph-UL-14C
Lot#: DE3-119193-31
Radiochemical purity: 98.2%
Specific activity: 30.8 mCi/mmol

Substance ID: UK-2A-Ph-UL-14C
Lot#: DE3-103875-13
Radiochemical purity: 97.8%
Specific activity: 29.4 mCi/mmol

Radiolabelling:
yes

Study design

Test temperature:
20°C

Batch equilibrium or other method

Analytical monitoring:
yes
Matrix propertiesopen allclose all
Matrix no.:
#1
Matrix type:
silt loam
% Clay:
19
% Silt:
61
% Sand:
20
% Org. carbon:
1
pH:
5.5
CEC:
11 meq/100 g soil d.w.
Bulk density (g/cm³):
1.03
Matrix no.:
#2
Matrix type:
silt loam
% Clay:
25
% Silt:
65
% Sand:
10
% Org. carbon:
0.9
pH:
5.9
CEC:
15.7 meq/100 g soil d.w.
Bulk density (g/cm³):
1.09
Matrix no.:
#3
Matrix type:
loamy sand
% Clay:
9
% Silt:
12
% Sand:
79
% Org. carbon:
1.3
pH:
7.4
CEC:
8 meq/100 g soil d.w.
Bulk density (g/cm³):
1.33
Matrix no.:
#4
Matrix type:
clay loam
% Clay:
31
% Silt:
26
% Sand:
43
% Org. carbon:
0.8
pH:
6.9
CEC:
19.2 meq/100 g soil d.w.
Bulk density (g/cm³):
1.19
Matrix no.:
#5
Matrix type:
loam
% Clay:
19
% Silt:
35
% Sand:
46
% Org. carbon:
4.4
pH:
7.2
CEC:
26.6 meq/100 g soil d.w.
Bulk density (g/cm³):
1.14
Matrix no.:
#6
Matrix type:
clay
% Clay:
41
% Silt:
23
% Sand:
36
% Org. carbon:
1.7
pH:
7.6
CEC:
9.2 meq/100 g soil d.w.
Bulk density (g/cm³):
1.13
Matrix no.:
#7
Matrix type:
silt loam
% Clay:
15
% Silt:
55
% Sand:
30
% Org. carbon:
3.9
pH:
5.8
CEC:
23 meq/100 g soil d.w.
Bulk density (g/cm³):
1
Matrix no.:
#8
Matrix type:
silt loam
% Clay:
17
% Silt:
57
% Sand:
26
% Org. carbon:
3.9
pH:
5.8
CEC:
14.5 meq/100 g soil d.w.
Bulk density (g/cm³):
0.95
Matrix no.:
#9
Matrix type:
sand
% Clay:
3
% Silt:
4
% Sand:
93
% Org. carbon:
0.8
pH:
3.9
CEC:
4.3 meq/100 g soil d.w.
Bulk density (g/cm³):
1.42
Duration of adsorption equilibrationopen allclose all
Duration:
2 h
pH:
7.3
Temp.:
20 °C
Remarks:
XDE-777 Adsorption Phase;
Tier 3 concentration: 0.15, 0.5, 1.5, 5.0 and 15 ng a.i./mL solution
Duration:
4 h
pH:
7.3
Temp.:
20 °C
Remarks:
X642188 Adsorption Phase;
Tier 3 concentration: 2, 10, 20, 100, 200 ng a.i./mL solution
Duration of desorption equilibration
Duration:
2 h
Temp.:
20 °C
Remarks:
XDE-777 Desorption Phase

Results and discussion

Adsorption coefficientopen allclose all
Sample No.:
#4
Type:
Kd
Value:
729 other: mL/g
pH:
6.9
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
0.8
Remarks on result:
other: Adsorption Constants of XDE-777
Sample No.:
#7
Type:
Kd
Value:
349 other: mL/g
pH:
5.8
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
3.9
Remarks on result:
other: Adsorption Constants of XDE-777
Sample No.:
#5
Type:
Kd
Value:
736 other: mL/g
pH:
7.2
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
4.4
Remarks on result:
other: Adsorption Constants of XDE-777
Sample No.:
#6
Type:
Kd
Value:
779 other: mL/g
pH:
7.6
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
1.7
Remarks on result:
other: Adsorption Constants of XDE-777
Sample No.:
#8
Type:
Kd
Value:
1 278 other: mL/g
pH:
5.8
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
3.9
Remarks on result:
other: Adsorption Constants of XDE-777
Sample No.:
#1
Type:
Kd
Value:
426 other: mL/g
pH:
5.5
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
1
Remarks on result:
other: Adsorption Constants of XDE-777
Sample No.:
#2
Type:
Kd
Value:
1 208 other: mL/g
pH:
5.9
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
0.9
Remarks on result:
other: Adsorption Constants of XDE-777
Sample No.:
#4
Type:
Koc
Value:
91 109 other: mL/g
pH:
6.9
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
0.8
Remarks on result:
other: Adsorption Constants of XDE-777
Sample No.:
#7
Type:
Koc
Value:
8 961 other: mL/g
pH:
5.8
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
3.9
Remarks on result:
other: Adsorption Constants of XDE-777
Sample No.:
#5
Type:
Koc
Value:
16 718 other: mL/g
pH:
7.2
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
4.4
Remarks on result:
other: Adsorption Constants of XDE-777
Sample No.:
#6
Type:
Koc
Value:
45 842 other: mL/g
pH:
7.6
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
1.7
Remarks on result:
other: Adsorption Constants of XDE-777
Sample No.:
#8
Type:
Koc
Value:
32 758 other: mL/g
pH:
5.8
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
3.9
Remarks on result:
other: Adsorption Constants of XDE-777
Sample No.:
#1
Type:
Koc
Value:
42 553 other: mL/g
pH:
5.5
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
1
Remarks on result:
other: Adsorption Constants of XDE-777
Sample No.:
#2
Type:
Koc
Value:
134 270 other: mL/g
pH:
5.9
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
0.9
Remarks on result:
other: Adsorption Constants of XDE-777
Sample No.:
#4
Type:
Kd
Value:
219 other: mL/g
pH:
6.9
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
0.8
Remarks on result:
other: Adsorption Constants of X642188
Sample No.:
#7
Type:
Kd
Value:
96 other: mL/g
pH:
5.8
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
3.9
Remarks on result:
other: Adsorption Constants of X642188
Sample No.:
#5
Type:
Kd
Value:
127 other: mL/g
pH:
7.2
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
4.4
Remarks on result:
other: Adsorption Constants of X642188
Sample No.:
#6
Type:
Kd
Value:
156 other: mL/g
pH:
7.6
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
1.7
Remarks on result:
other: Adsorption Constants of X642188
Sample No.:
#9
Type:
Kd
Value:
34 other: mL/g
pH:
3.9
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
0.8
Remarks on result:
other: Adsorption Constants of X642188
Sample No.:
#8
Type:
Kd
Value:
139 other: mL/g
pH:
5.8
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
3.9
Remarks on result:
other: Adsorption Constants of X642188
Sample No.:
#1
Type:
Kd
Value:
45 other: mL/g
pH:
5.5
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
1
Remarks on result:
other: Adsorption Constants of X642188
Sample No.:
#2
Type:
Kd
Value:
259 other: mL/g
pH:
5.9
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
0.9
Remarks on result:
other: Adsorption Constants of X642188
Sample No.:
#3
Type:
Kd
Value:
58 other: mL/g
pH:
7.4
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
1.3
Remarks on result:
other: Adsorption Constants of X642188
Sample No.:
#4
Type:
Koc
Value:
27 400 other: mL/g
pH:
6.9
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
0.8
Remarks on result:
other: Adsorption Constants of X642188
Sample No.:
#7
Type:
Koc
Value:
2 471 other: mL/g
pH:
5.8
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
3.9
Remarks on result:
other: Adsorption Constants of X642188
Sample No.:
#5
Type:
Koc
Value:
2 878 other: mL/g
pH:
7.2
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
4.4
Remarks on result:
other: Adsorption Constants of X642188
Sample No.:
#6
Type:
Koc
Value:
9 154 other: mL/g
pH:
7.6
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
1.7
Remarks on result:
other: Adsorption Constants of X642188
Sample No.:
#9
Type:
Koc
Value:
7 113 other: mL/g
pH:
3.9
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
0.8
Remarks on result:
other: Adsorption Constants of X642188
Sample No.:
#8
Type:
Koc
Value:
3 556 other: mL/g
pH:
5.8
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
3.9
Remarks on result:
other: Adsorption Constants of X642188
Sample No.:
#1
Type:
Koc
Value:
4 523 other: mL/g
pH:
5.5
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
1
Remarks on result:
other: Adsorption Constants of X642188
Sample No.:
#2
Type:
Koc
Value:
28 825 other: mL/g
pH:
5.9
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
0.9
Remarks on result:
other: Adsorption Constants of X642188
Sample No.:
#3
Type:
Koc
Value:
4 444 other: mL/g
pH:
7.4
Temp.:
20 °C
Matrix:
Soil
% Org. carbon:
1.3
Remarks on result:
other: Adsorption Constants of X642188
Partition coefficientsopen allclose all
Sample No.:
#4
Type:
other: Kd
Value:
459 other: mL/g
Temp.:
20 °C
pH:
6.9
Matrix:
Soil
% Org. carbon:
0.8
Remarks on result:
other: Desorption Constants of XDE-777
Sample No.:
#7
Type:
other: Kd
Value:
1 988 other: mL/g
Temp.:
20 °C
pH:
5.8
Matrix:
Soil
% Org. carbon:
3.9
Remarks on result:
other: Desorption Constants of XDE-777
Sample No.:
#5
Type:
other: Kd
Value:
1 151 other: mL/g
Temp.:
20 °C
pH:
7.2
Matrix:
Soil
% Org. carbon:
4.4
Remarks on result:
other: Desorption Constants of XDE-777
Sample No.:
#6
Type:
other: Kd
Value:
2 415 other: mL/g
Temp.:
20 °C
pH:
7.6
Matrix:
Soil
% Org. carbon:
1.7
Remarks on result:
other: Desorption Constants of XDE-777
Sample No.:
#8
Type:
other: Kd
Value:
2 207 other: mL/g
Temp.:
20 °C
pH:
5.8
Matrix:
Soil
% Org. carbon:
3.9
Remarks on result:
other: Desorption Constants of XDE-777
Sample No.:
#4
Type:
other: Koc
Value:
57 360 other: mL/g
Temp.:
20 °C
pH:
6.9
Matrix:
Soil
% Org. carbon:
0.8
Remarks on result:
other: Desorption Constants of XDE-777
Sample No.:
#7
Type:
other: Koc
Value:
50 964 other: mL/g
Temp.:
20 °C
pH:
5.8
Matrix:
Soil
% Org. carbon:
3.9
Remarks on result:
other: Desorption Constants of XDE-777
Sample No.:
#5
Type:
other: Koc
Value:
26 169 other: mL/g
Temp.:
20 °C
pH:
7.2
Matrix:
Soil
% Org. carbon:
4.4
Remarks on result:
other: Desorption Constants of XDE-777
Sample No.:
#6
Type:
other: Koc
Value:
142 066 other: mL/g
Temp.:
20 °C
pH:
7.6
Matrix:
Soil
% Org. carbon:
1.7
Remarks on result:
other: Desorption Constants of XDE-777
Sample No.:
#8
Type:
other: Koc
Value:
56 581 other: mL/g
Temp.:
20 °C
pH:
5.8
Matrix:
Soil
% Org. carbon:
3.9
Remarks on result:
other: Desorption Constants of XDE-777

Results: Batch equilibrium or other method

Adsorption and desorption constants:
Adsorption Freundlich constants of XDE-777 were calculated on seven soils. Between 73.9% and 99.1% of XDE-777 was sorbed to the soils. Adsorption Koc values (unit: mL/g) of XDE-777 ranged from 8961 to 134270 with a geomean of 38217. Adsorption KFoc values (unit: μg1-1/n mL1/ng-1 ) of XDE-777 ranged from 936 to 63394 with a geomean of 5777. The linear correlation coefficients (r2) ranged from 0.898 to 0.995. The 1/n values ranged from 0.608 to 1.066 with an average of 0.819, indicating some concentration dependent sorption behavior.
Desorption Freundlich constants of XDE-777 were calculated on five soils. Less than 20% of the sorbed XDE-777 was desorbed. Desorption Koc values of XDE-777 ranged from 26169 to 142066 with a geomean of 57249. Desorption KFoc values of XDE-777 ranged from 344 to 28871 with a geomean of 3570. The linear correlation coefficients (r2) ranged from 0.694 to 0.988. The 1/n values ranged from 0.517 to 1.037 with an average of 0.755, indicating some concentration dependent sorption behavior.
Adsorption Freundlich constants of X642188 were calculated on nine soils. The percentage of X642188 sorbed to the soil ranged from 45.9% to 92.4%. Adsorption Koc values of X642188 ranged from 2878 to 28825 with a geomean of 6670. Adsorption KFoc values of X642188 ranged from 1626 to 33614 with a geomean of 4518. The linear correlation coefficients (r2) ranged from 0.972 to 0.999 with an average of 0.988. The 1/n values ranged from 0.823 to 1.027 with an average of 0.934 indicating some concentration dependent sorption behavior.
Recovery of test material:
The average mass balance for XDE-777 Tier 3 adsorption samples was 92.4% ± 4.6% (range 81.9-103.6%). The average mass balance for XDE-777 Tier 3 desorption samples was 97.8 ± 6.4% (range 86.3-111.1%). The average mass balance for X642188 Tier 3 adsorption samples was 97.2 ± 4.2% (range 82.7-104.0%).

Applicant's summary and conclusion

Validity criteria fulfilled:
yes
Conclusions:
Adsorption Freundlich constants of XDE-777 were calculated on seven soils. Between 73.9% and 99.1% of XDE-777 was sorbed to the soils. Adsorption Koc values (unit: mL/g) of XDE-777 ranged from 8961 to 134270 with a geomean of 38217. Adsorption KFoc values (unit: μg1-1/n mL1/ng-1 ) of XDE-777 ranged from 936 to 63394 with a geomean of 5777. The linear correlation coefficients (r2) ranged from 0.898 to 0.995. The 1/n values ranged from 0.608 to 1.066 with an average of 0.819, indicating some concentration dependent sorption behavior.
Desorption Freundlich constants of XDE-777 were calculated on five soils. Less than 20% of the sorbed XDE-777 was desorbed. Desorption Koc values of XDE-777 ranged from 26169 to 142066 with a geomean of 57249. Desorption KFoc values of XDE-777 ranged from 344 to 28871 with a geomean of 3570. The linear correlation coefficients (r2) ranged from 0.694 to 0.988. The 1/n values ranged from 0.517 to 1.037 with an average of 0.755, indicating some concentration dependent sorption behavior.
Adsorption Freundlich constants of X642188 were calculated on nine soils. The percentage of X642188 sorbed to the soil ranged from 45.9% to 92.4%. Adsorption Koc values of X642188 ranged from 2878 to 28825 with a geomean of 6670. Adsorption KFoc values of X642188 ranged from 1626 to 33614 with a geomean of 4518. The linear correlation coefficients (r2) ranged from 0.972 to 0.999 with an average of 0.988. The 1/n values ranged from 0.823 to 1.027 with an average of 0.934 indicating some concentration dependent sorption behavior.
No correlation was observed between soil pH and the sorption coefficients of XDE-777 and X642188.
Executive summary:

The adsorption characteristics of XDE-777 were studied in seven soils, Yolo sandy clay (pH 6.9, 0.8% organic carbon) from California/USA, Site K Woodside Farm clay loam (pH 7.2, 4.4% organic carbon) from Rutland/UK, Site J3 Hareby House light clay (pH 7.6, 1.7% organic carbon) from Lincolnshire/UK, Site E1 Farditch farms loam (pH 5.8, 3.9% organic carbon) from Derbyshire/UK, RefSol 03G clay loam (pH5.8, 3.9% organic carbon) from Westphalia/Germany, Montmorenci clay loam (pH 5.5, 1.0% organic carbon) from Indiana/USA, and Fayette clay loam (pH 5.9, 0.9% organic carbon) from Iowa/USA. The desorption characteristics of XDE-777 were studies in the first five soils of the seven soils. The adsorption characteristics of X642188 were determined in Site I2 – Longwoods Quarry sandy loam (pH 7.4, 1.3% organic carbon) from Lincolnshire/UK and Site A1 – UK Acid sand (pH 3.9, 0.8% organic carbon) from Nottinghamshire/UK in addition to the seven soils used in the XDE-777 adsorption. No desorption tests were conducted for X642188.


Soil samples were sterilized by gamma irradiation prior to treatment with test material to minimize microbial degradation during the sorption tests.


The experiment was conducted in accordance with the US EPA Subdivision N. Section 163-1 and Canada PMRA DACO Number 8.2.4.2 - Adsorption/Desorption or OECD Guideline for the Testing of Chemicals –Adsorption/Desorption-106. Sorptive characteristics of the test materials were determined in a batch equilibrium experiment.


The adsorption test of XDE-777 was carried out by equilibrating sterilized soil with the test material at concentrations of 0.15, 0.5, 1.5, 5.0 and 15.0 ng/mL. Equilibration was conducted in the dark at 20°C. The equilibrating solution used was 0.01 M CaCl2, with a soil: solution ratio of 1:25. Due to the rapid degradation of XDE-777 in aqueous solutions, samples were equilibrated only for 0.5 – 2 hours. The desorption phase of XDE-777 was carried out by equilibrating the samples in the dark at 20 °C. The samples were desorbed once, equilibrating for 0.5-2 hours depending on the soil types depending on the soil type.


The adsorption test of X642188 was carried out by equilibrating sterilized soil with the test material at concentrations of 2, 10, 20, 100 and 200 ng/mL. Equilibration was conducted in the dark at 20 °C. The equilibrating solution used was 0.01 M CaCl2, with a soil: solution ratio of 1:25. Due to the rapid degradation of X642188 in aqueous solutions, samples were equilibrated only for 4 hours only.


Soil and aqueous phases were separated by centrifugation after the adsorption or desorption steps. Soils samples were extracted three times with 80:20 acetonitrile: water containing 0.5% formic acid, centrifuged, and the extracts decanted and combined. XDE-777 and X642188 residues in aqueous solution and organic extracts were assayed by both LSC and LCMS. 14C residue remaining in the soil pellet after extraction was determined by oxidative combustion. Adsorption and desorption parameters were calculated using the Freundlich adsorption and desorption isotherms. Only Freundlich adsorption isotherms were calculated for X642188.


Adsorption Freundlich constants of XDE-777 were calculated on seven soils. Between 73.9% and 99.1% of XDE-777 was sorbed to the soils. Adsorption Koc values (unit: mL/g) of XDE-777 ranged from 8961 to 134270 with a geomean of 38217. Adsorption KFoc values (unit: μg1-1/n mL1/ng-1 ) of XDE-777 ranged from 936 to 63394 with a geomean of 5777. The linear correlation coefficients (r2) ranged from 0.898 to 0.995. The 1/n values ranged from 0.608 to 1.066 with an average of 0.819, indicating some concentration dependent sorption behavior.


Desorption Freundlich constants of XDE-777 were calculated on five soils. Less than 20% of the sorbed XDE-777 was desorbed. Desorption Koc values of XDE-777 ranged from 26169 to 142066 with a geomean of 57249. Desorption KFoc values of XDE-777 ranged from 344 to 28871 with a geomean of 3570. The linear correlation coefficients (r2) ranged from 0.694 to 0.988. The 1/n values ranged from 0.517 to 1.037 with an average of 0.755, indicating some concentration dependent sorption behavior.


Adsorption Freundlich constants of X642188 were calculated on nine soils. The percentage of X642188 sorbed to the soil ranged from 45.9% to 92.4%. Adsorption Koc values of X642188 ranged from 2878 to 28825 with a geomean of 6670. Adsorption KFoc values of X642188 ranged from 1626 to 33614 with a geomean of 4518. The linear correlation coefficients (r2) ranged from 0.972 to 0.999 with an average of 0.988. The 1/n values ranged from 0.823 to 1.027 with an average of 0.934 indicating some concentration dependent sorption behavior.


No correlation was observed between soil pH and the sorption coefficients of XDE-777 and X642188.