Reaction mass of diethyl hydrogen 2-hydroxypropane-1,2,3-tricarboxylate and ethyl dihydrogen 2-hydroxypropane-1,2,3-tricarboxylate and triethyl citrate

Long-term toxicity to aquatic invertebrates

Administrative data

Endpoint:

long-term toxicity to aquatic invertebrates

Type of information:

(Q)SAR

Adequacy of study:

weight of evidence

Study period:

January 18, 2018

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a (Q)SAR model, with limited documentation / justification, but validity of model and reliability of prediction considered adequate based on a generally acknowledged source

Justification for type of information:

This SAR may be used to estimate toxicity for the following esters:
 
1. Acetates
2. Benzoates
3. Dicarboxylic aliphatics
4. Phthalates derived from aliphatic alcohols and phenol.

Data source

Reference

Reference 1

Reference Type:

other: software

Title:

Unnamed

Year:

2012

Reference 2

Reference Type:

other company data

Title:

Unnamed

Year:

2018

Report date:

2018

Materials and methods

Test guideline

Guideline:

other: ECHA Guidance on information requirements and chemical safety assessment - Chapter R.06: QSARs and grouping of chemicals

Principles of method if other than guideline:

SARs have been used by the U.S. Environmental Protection Agency since 1981 to predict the aquatic toxicity of new industrial chemicals in the absence of test data. The acute toxicity of a chemical to fish (both fresh and saltwater), water fleas (daphnids), and green algae has been the focus of the development of SARs, although for some chemical classes SARs are available for other effects (e.g, chronic toxicity and bioconcentration factor) and terrestrial organisms (e.g., earthworms). SARs are developed for chemical classes based on measured test data that have been submitted by industry or they are developed by other sources for chemicals with similar structures, e.g., phenols. Using the measured aquatic toxicity values and estimated Kow values, regression equations can be developed for a class of chemicals. Toxicity values for new chemicals may then be calculated by inserting the estimated Kow into the regression equation and correcting the resultant value for the molecular weight of the compound.

The structure-activity relationships (SARs) presented in ECOSAR are used to predict the aquatic toxicity of chemicals based on their similarity of structure to chemicals for which the aquatic toxicity has been previously measured. Most SAR calculations in the ECOSAR Class Program are based upon the octanol/water partition coefficient (Kow). Various surfactant SAR calculations are based upon the average length of carbon chains or the number of ethoxylate units.

Test material

Test material information

Constituent 1

Reference substance name:

5-ethoxy-3-ethoxycarbonyl-3-hydroxy-5-oxopentanoic acid

Cas Number:

19958-02-2

Molecular formula:

C10H16O7

IUPAC Name:

5-ethoxy-3-ethoxycarbonyl-3-hydroxy-5-oxopentanoic acid

Test organisms

Test organisms (species):

other: not specified

Details on test organisms:

Phylum: Arthropoda (arthropods)
Class: Branchiopoda (branchiopods)

Study design

Water media type:

freshwater

Results and discussion

Effect concentrations

Dose descriptor:

NOEC

Effect conc.:

23 387 mg/L

Nominal / measured:

estimated

Conc. based on:

test mat.

Basis for effect:

mortality

Remarks on result:

other: duration not determined

Any other information on results incl. tables

ECOSAR Version 1.11 Results Page

SMILES : CCOC(=O)CC(CC(=O)O)(C(=O)OCC)O

CHEM  : 1,2-DEC

MOL FOR: C10 H16 O7

MOL WT : 248.23

Log Kow: -0.444    (EPISuite Kowwin v1.68 Estimate)

Wat Sol: 4.65E+005 (mg/L, EPISuite WSKowwin v1.43 Estimate)

-------------------------------------

Values used to Generate ECOSAR Profile

--------------------------------------

Log Kow: -0.444    (EPISuite Kowwin v1.68 Estimate)

Wat Sol: 4.65E+005 (mg/L, EPISuite WSKowwin v1.43 Estimate)

--------------------------------------

ECOSAR v1.11 Class-specific Estimations

--------------------------------------

Esters-acids

--> Acid moeity found: Predicted values multiplied by 10

 

ECOSAR Class	Organism	Duration	End Pt	Predicted (mg/L)	NOEC (mg/L)
Esters-acids	Fish	32/33-d	ChV= MATC	1114.587	788
Esters-acids	Daphnid	21-day	ChV= MATC	33073.688	23387
Esters-acids	Green Algae		ChV= MATC	1740.880	1231

------------------------------

Class Specific LogKow Cut-Offs

------------------------------

If the log Kow of the chemical is greater than the endpoint specific cut-offs presented below, then no effects at saturation are expected for those endpoints.

 

Esters:

------

Maximum LogKow: 5.0 (Fish 96-hr LC50; Daphnid LC50, Mysid LC50)

Maximum LogKow: 6.0 (Earthworm LC50)

Maximum LogKow: 6.4 (Green Algae EC50)

Maximum LogKow: 8.0 (ChV)

 

 

Chronic Value (ChV) definition:

------------------------------

The ChV, or Chronic Value, is defined as the geometric mean of the no observed effect concentration (NOEC) and the lowest observed effect concentration (LOEC). One way to represent the ChV value mathematically is:

ChV = 10^([log (LOEC x NOEC)]/2)

According to the ECHA “Guidance on information requirements and chemical safety assessment” Chapter R.10, the MATC (Maximal Acceptable Toxicant Concentration) is defined as equivalent to the above ChV.

If in the test report only the MATC is presented, the MATC can be divided by √2 to derive a NOEC.

Applicant's summary and conclusion

Validity criteria fulfilled:

yes

Conclusions:

The ECOSAR model is a reliable and appropriate QSAR model to apply to 1,2-diethyl citrate, as it is based on a chemical dataset that calculates the toxicity of esters, which exhibit excess toxicity in addition to narcosis.
The predicted long-term (21-d) toxicity NOEC for daphnid is 23387 mg/L.

Executive summary:

The predicted long-term (21-d) toxicity NOEC for daphnid is 23387 mg/L.