Paraffin waxes and Hydrocarbon waxes, oxidized, lithium salts

Partition coefficient

Link to relevant study record(s)

Reference

Endpoint:

partition coefficient

Type of information:

(Q)SAR

Adequacy of study:

key study

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a valid (Q)SAR model and falling into its applicability domain, with adequate and reliable documentation / justification

Justification for type of information:

SMILES : CCCCCCCCCCCCCCCCCCCCCC(=O)O([Li])
CHEM : Paraffin waxes and Hydrocarbon waxes, oxidized, lithium salts
MOL FOR: C22 H43 O2 Li1
MOL WT : 346.53
------------------------------ EPI SUMMARY (v4.11) --------------------------
Physical Property Inputs:
Log Kow (octanol-water): ------
Boiling Point (deg C) : ------
Melting Point (deg C) : ------
Vapor Pressure (mm Hg) : ------
Water Solubility (mg/L): ------
Henry LC (atm-m3/mole) : ------

KOWWIN Program (v1.68) Results:
===============================

Log Kow(version 1.68 estimate): 6.10

SMILES : CCCCCCCCCCCCCCCCCCCCCC(=O)O([Li])
CHEM : Paraffin waxes and Hydrocarbon waxes, oxidized, lithium salts
MOL FOR: C22 H43 O2 Li1
MOL WT : 346.53
-------+-----+--------------------------------------------+---------+--------
TYPE | NUM | LOGKOW FRAGMENT DESCRIPTION | COEFF | VALUE
-------+-----+--------------------------------------------+---------+--------
Frag | 1 | -CH3 [aliphatic carbon] | 0.5473 | 0.5473
Frag | 20 | -CH2- [aliphatic carbon] | 0.4911 | 9.8220
Frag | 1 | -C(=O)O [ester, aliphatic attach] |-0.9505 | -0.9505
Factor| 1 | C(=O)-O-{Na,K,Li} [coef*(1+0.5*(NUM-1))]|-3.5500 | -3.5500
Const | | Equation Constant | | 0.2290
-------+-----+--------------------------------------------+---------+--------
Log Kow = 6.0978
1. SOFTWARE
EPI Suite v 4.11

2. MODEL (incl. version number)
Log Kow(version 1.68

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL
SMILES : CCCCCCCCCCCCCCCCCCCCCC(=O)O([Li])
CHEM : Paraffin waxes and Hydrocarbon waxes, oxidized, lithium salts
MOL FOR: C22 H43 O2 Li1
MOL WT : 346.53

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL
KOWWIN uses a "fragment constant" methodology to predict log P.  In a "fragment constant" method, a structure is divided into fragments (atom or larger functional groups) and coefficient values of each fragment or group are summed together to yield the log P estimate.   KOWWIN’s methodology is known as an Atom/Fragment Contribution (AFC) method.  Coefficients for individual fragments and groups were derived by multiple regression of 2447 reliably measured log P values. KOWWIN’s "reductionist" fragment constant methodology (i.e. derivation via multiple regression) differs from the "constructionist" fragment constant methodology of Hansch and Leo (1979) that is available in the CLOGP Program (Daylight, 1995). See the Meylan and Howard (1995) journal article for a more complete description of KOWWIN’s methodology.

5. APPLICABILITY DOMAIN
To be effective an estimation method must be capable of making accurate predictions for chemicals not included in the training set.  Currently, KOWWIN has been tested on an external validation dataset of 10,946 compounds (compounds not included in the training set).  The validation set includes a diverse selection of chemical structures that rigorously test the predictive accuracy of any model.  It contains many chemicals that are similar in structure to chemicals in the training set, but also many chemicals that are different from and structurally more complex than chemicals in the training set.  The average molecular weight of compounds in the validation set is 258.98 versus 199.98 for the training set.

6. ADEQUACY OF THE RESULT
To estimate log P, KOWWIN initially separates a molecule into distinct atom/fragments.  In general, each non-hydrogen atom (e.g. carbon, nitrogen, oxygen, sulfur, etc.) in a structure is a "core" for a fragment; the exact fragment is determined by what is connected to the atom.  Several functional groups are treated as core "atoms"; these include carbonyl (C=O), thiocarbonyl (C=S), nitro (-NO2), nitrate (ONO2), cyano (-C/N), and isothiocyanate (-N=C=S).  Connections to each core "atom" are either general or specific; specific connections take precedence over general connections.  For example, aromatic carbon, aromatic oxygen and aromatic sulfur atoms have nothing but general connections; i.e., the fragment is the same no matter what is connected to the atom.  In contrast, there are 5 aromatic nitrogen fragments: (a) in a five-member ring, (b) in a six-member ring, (c) if the nitrogen is an oxide-type {i.e. pyridine oxide}, (d) if the nitrogen has a fused ring location {i.e. indolizine}, and (e) if the nitrogen has a +5 valence {i.e. N-methyl pyridinium iodide}; since the oxide-type is most specific, it takes precedence over the other four.  The aliphatic carbon atom is another example; it does not matter what is connected to -CH3, -CH2-, or -CH< , the  fragment is the same; however, an aliphatic carbon with no hydrogens has two possible fragments: (a) if there are four single bonds with 3 or more carbon connections and (b) any other not meeting the first criteria.

Qualifier:

no guideline required

Principles of method if other than guideline:

- Software tool(s) used including version: EPISuite v4.11
- Model(s) used: KOWWIN v1.68
- Method description: Log Pow is calculated using a "fragment constant" methodology. the test substance structure is divided into fragments (atom or larger functional groups) and coefficient values of each fragment or group are summed together to yield the log P estimate.
- Justification of QSAR prediction: see field 'Justification for type of information'

Type of method:

calculation method (fragments)

Partition coefficient type:

octanol-water

Key result

Type:

log Pow

Partition coefficient:

6.1

Temp.:

25 °C

Remarks on result:

other: calculated (KOWWIN v1.68)

SMILES : CCCCCCCCCCCCCCCCCCCCCC(=O)O([Li])

CHEM   : Paraffin waxes and Hydrocarbon waxes, oxidized, lithium salts

MOL FOR: C22 H43 O2 Li1

MOL WT : 346.53

-------+-----+--------------------------------------------+---------+--------

TYPE  | NUM |        LOGKOW FRAGMENT DESCRIPTION         |  COEFF  |  VALUE

-------+-----+--------------------------------------------+---------+--------

Frag  |  1  |  -CH3    [aliphatic carbon]                | 0.5473  |  0.5473

Frag  | 20  |  -CH2-   [aliphatic carbon]                | 0.4911  |  9.8220

Frag  |  1  |  -C(=O)O  [ester, aliphatic attach]        |-0.9505  | -0.9505

Factor|  1  |  C(=O)-O-{Na,K,Li}   [coef*(1+0.5*(NUM-1))]|-3.5500  | -3.5500

Const |     |  Equation Constant                         |         |  0.2290

-------+-----+--------------------------------------------+---------+--------

Log Kow   =   6.0978

Conclusions:

The estimated logKow (calculation based on fragment contribution) was 6.1. The KOWWIN predicted partition coefficient value is considered valid and fit for purpose.

Executive summary:

Log Kow for Waxes, oxidized, Li-salts was calculated using the Atom/Fragment Contribution (AFC) method. With the program KOWWIN v1.68 (part of US EPA EPI Suite v4.11), a log Kow of 6.1 was

determined.

Key value for chemical safety assessment

Log Kow (Log Pow):

6.1

at the temperature of:

25 °C

Additional information

Log Kow for Waxes, oxidized, Li-salts was calculated using the Atom/Fragment Contribution (AFC) method. With the program KOWWIN v1.68 (part of US EPA EPI Suite v4.11), a log Kow of 6.1 was

determined.