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Administrative data

Endpoint:
partition coefficient
Type of information:
experimental study
Adequacy of study:
key study
Study period:
2008-09-11 to 2008-12-02
Reliability:
1 (reliable without restriction)
Rationale for reliability incl. deficiencies:
other: GLP, guideline study

Data source

Referenceopen allclose all

Reference Type:
study report
Title:
Unnamed
Year:
2009
Report date:
2009
Reference Type:
study report
Title:
Unnamed
Year:
2009
Report date:
2010

Materials and methods

Test guidelineopen allclose all
Qualifier:
according to guideline
Guideline:
OECD Guideline 107 (Partition Coefficient (n-octanol / water), Shake Flask Method)
Version / remarks:
, 1995
Deviations:
no
Qualifier:
according to guideline
Guideline:
EU Method A.8 (Partition Coefficient)
Version / remarks:
, 1992
Deviations:
no
GLP compliance:
yes (incl. QA statement)
Remarks:
signed 2006-06-01
Type of method:
shake-flask method to: flask method
Partition coefficient type:
octanol-water

Test material

Constituent 1
Chemical structure
Reference substance name:
1-(4-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-2,6-dihydroxyphenyl)-3-(4-hydroxyphenyl)propan-1-one
EC Number:
700-320-7
Cas Number:
18916-17-1
Molecular formula:
C27H34O14
IUPAC Name:
1-(4-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-2,6-dihydroxyphenyl)-3-(4-hydroxyphenyl)propan-1-one
Constituent 2
Reference substance name:
1-[4-[[2-O-(6-Deoxy-L-mannopyranosyl)-D-glucopyranosyl]oxy]-2,6-dihdroxyphenyl]-3(4-hydroxyphenyl)-1-propanone
IUPAC Name:
1-[4-[[2-O-(6-Deoxy-L-mannopyranosyl)-D-glucopyranosyl]oxy]-2,6-dihdroxyphenyl]-3(4-hydroxyphenyl)-1-propanone
Details on test material:
- Name of test material (as cited in study report): Naringin Dihydrochalcone (DHC)
- Physical state: solid, whitish powder
- Storage condition of test material: dark and dry at room temperature
No further details are given.

Study design

Analytical method:
high-performance liquid chromatography

Results and discussion

Partition coefficientopen allclose all
Type:
log Pow
Partition coefficient:
1.01
Temp.:
22.6 °C
pH:
5
Type:
log Pow
Partition coefficient:
0.853
Temp.:
22.6 °C
pH:
7
Type:
log Pow
Partition coefficient:
-0.703
Temp.:
22.6 °C
pH:
9
Details on results:
The partition coefficient (n-octanol/water) of the reference item Benzophenone was determined to be 1508, corresponding to a decadic lagarithm of 3.18 (logPow), being in good correspondence with the literature value of 3.2.

Any other information on results incl. tables

Validity criterion was fulfilled: The six logPow values (3 x 2 replicates) should fall within a range of +/- 0.3 units.

Method validation: SANCO 3029/99 rev.4 (200)

Applicant's summary and conclusion

Conclusions:
The partition coefficient (n-octanol/water) of the test item Naringin Dihydrochalcone (DHC) was determined to be:
logPow = 1.01 at pH 5;
logPow = 0.85 at pH 7;
logPow = -0.70 at pH 9.
The drop of the partition coefficient at pH 9 could be explained by deprotonation of the phenolic hydroxyl groups of Naringin dihydrochalcone.