Sodium 2-[(1-oxododecyl)amino]ethanesulphonate

Endpoint summary

Description of key information

Skin Irritation:

The dermal irritation potential of Sodium 2-[(1-oxododecyl)amino]ethanesulphonate was estimated using OECD QSAR toolbox v3.3 with logPow as the primary descriptor.

Sodium 2-[(1-oxododecyl)amino]ethanesulphonate was estimated to be not irritating to the skin of New Zealand White rabbits.

Based on the estimated results, Sodium 2-[(1-oxododecyl)amino]ethanesulphonate can be considered to be not irritating to skin and can be classified under the category “Not Classified” as per CLP regulation.

Eye Irritation:

The ocular irritation potential of Sodium 2-[(1-oxododecyl)amino]ethanesulphonate was estimated using OECD QSAR toolbox v3.3 with logPow as the primary descriptor.

Sodium 2-[(1-oxododecyl)amino]ethanesulphonate was estimated to be not irritating to the eyes of New Zealand White rabbits.

Based on the estimated results, Sodium 2-[(1-oxododecyl)amino]ethanesulphonate can be considered to be not irritating to eyes and can be classified under the category “Not Classified” as per CLP regulation

Key value for chemical safety assessment

Skin irritation / corrosion

Link to relevant study records

Reference

Endpoint:

skin irritation: in vivo

Type of information:

(Q)SAR

Adequacy of study:

weight of evidence

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 limited documentation / justification

Justification for type of information:

data is from OECD QSAR toolbox v and the QMRF report has been attached

Qualifier:

according to guideline

Guideline:

other: estimated data

Principles of method if other than guideline:

Prediction was done using OECD QSAR toolbox v3.3

GLP compliance:

not specified

Specific details on test material used for the study:

- Name of the test material: sodium 2-[(1-oxododecyl)amino]ethanesulphonate / Sodium lauroyl taurate
- IUPAC name: sodium 2-[(1-oxododecyl)amino]ethanesulphonate
- Molecular formula: C14H29NO4S.Na
- Molecular weight: 329.4342 g/mol
- Smiles: CCCCCCCCCCCC(=O)NCCS(=O)(=O)[O-].[Na+]
- Inchi : 1S/C14H29NO4S.Na/c1-2-3-4-5-6-7-8-9-10-11-14(16)15-12-13-20(17,18)19;/h2-13H2,1H3,(H,15,16)(H,17,18,19);/q;+1/p-1
- Substance type: Organic
- Physical state : Solid white powder

Species:

rabbit

Strain:

New Zealand White

Details on test animals or test system and environmental conditions:

no data available

Type of coverage:

semiocclusive

Preparation of test site:

shaved

Vehicle:

unchanged (no vehicle)

Controls:

not specified

Amount / concentration applied:

0.5g

Duration of treatment / exposure:

4 hours

Observation period:

72 hours

Number of animals:

3

Details on study design:

no data available

Other effects / acceptance of results:

no data available

Irritation parameter:

overall irritation score

Basis:

mean

Time point:

72 h

Reversibility:

not specified

Remarks on result:

no indication of irritation

Irritant / corrosive response data:

no signs of irritation were observed

Estimation method: Takes mode value from the 9 nearest neighbours
Domain  logical expression:Result: In Domain

(((((((((("a" or "b" )  and ("c" and ( not "d") )  )  and ("e" and ( not "f") )  )  and "g" )  and "h" )  and ("i" and ( not "j") )  )  and "k" )  and "l" )  and "m" )  and ("n" and "o" )  )

Domain logical expression index: "a"

Referential boundary: The target chemical should be classified as Acylation AND Acylation >> Ester aminolysis AND Acylation >> Ester aminolysis >> Amides by Protein binding by OASIS v1.3

Domain logical expression index: "b"

Referential boundary: The target chemical should be classified as Acid moiety OR Amides OR Salt OR Surfactants-Anionic by Aquatic toxicity classification by ECOSAR ONLY

Domain logical expression index: "c"

Referential boundary: The target chemical should be classified as No alert found by DNA binding by OASIS v.1.3

Domain logical expression index: "d"

Referential boundary: The target chemical should be classified as AN2 OR AN2 >> Shiff base formation after aldehyde release OR AN2 >> Shiff base formation after aldehyde release >> Specific Acetate Esters OR Non-covalent interaction OR Non-covalent interaction >> DNA intercalation OR Non-covalent interaction >> DNA intercalation >> DNA Intercalators with Carboxamide Side Chain OR Radical OR Radical >> Radical mechanism via ROS formation (indirect) OR Radical >> Radical mechanism via ROS formation (indirect) >> Nitro Azoarenes OR Radical >> Radical mechanism via ROS formation (indirect) >> Nitroarenes with Other Active Groups OR Radical >> Radical mechanism via ROS formation (indirect) >> Nitrophenols, Nitrophenyl Ethers and Nitrobenzoic Acids OR Radical >> Radical mechanism via ROS formation (indirect) >> p-Substituted Mononitrobenzenes OR Radical >> Radical mechanism via ROS formation (indirect) >> Single-Ring Substituted Primary Aromatic Amines OR SN1 OR SN1 >> Alkylation after metabolically formed carbenium ion species OR SN1 >> Alkylation after metabolically formed carbenium ion species >> Polycyclic Aromatic Hydrocarbon Derivatives OR SN1 >> Nucleophilic attack after carbenium ion formation OR SN1 >> Nucleophilic attack after carbenium ion formation >> Specific Acetate Esters OR SN1 >> Nucleophilic attack after diazonium or carbenium ion formation OR SN1 >> Nucleophilic attack after diazonium or carbenium ion formation >> Nitroarenes with Other Active Groups OR SN1 >> Nucleophilic attack after metabolic nitrenium ion formation OR SN1 >> Nucleophilic attack after metabolic nitrenium ion formation >> Single-Ring Substituted Primary Aromatic Amines OR SN1 >> Nucleophilic attack after reduction and nitrenium ion formation OR SN1 >> Nucleophilic attack after reduction and nitrenium ion formation >> Nitro Azoarenes OR SN1 >> Nucleophilic attack after reduction and nitrenium ion formation >> Nitroarenes with Other Active Groups OR SN1 >> Nucleophilic attack after reduction and nitrenium ion formation >> Nitrophenols, Nitrophenyl Ethers and Nitrobenzoic Acids OR SN1 >> Nucleophilic attack after reduction and nitrenium ion formation >> p-Substituted Mononitrobenzenes OR SN2 OR SN2 >> Acylation OR SN2 >> Acylation >> Specific Acetate Esters OR SN2 >> Alkylation, direct acting epoxides and related after P450-mediated metabolic activation OR SN2 >> Alkylation, direct acting epoxides and related after P450-mediated metabolic activation >> Polycyclic Aromatic Hydrocarbon Derivatives OR SN2 >> Direct acylation involving a leaving group OR SN2 >> Direct acylation involving a leaving group >> Acyl Halides OR SN2 >> DNA alkylation OR SN2 >> DNA alkylation >> Alkylphosphates, Alkylthiophosphates and Alkylphosphonates OR SN2 >> Nucleophilic substitution at sp3 Carbon atom OR SN2 >> Nucleophilic substitution at sp3 Carbon atom >> Specific Acetate Esters OR SN2 >> SN2 attack on activated carbon Csp3 or Csp2 OR SN2 >> SN2 attack on activated carbon Csp3 or Csp2 >> Nitroarenes with Other Active Groups by DNA binding by OASIS v.1.3

Domain logical expression index: "e"

Referential boundary: The target chemical should be classified as Acylation AND Acylation >> Ester aminolysis AND Acylation >> Ester aminolysis >> Amides by Protein binding by OASIS v1.3

Domain logical expression index: "f"

Referential boundary: The target chemical should be classified as Acylation >> Direct acylation involving a leaving group OR Acylation >> Direct acylation involving a leaving group >> Azlactones and unsaturated lactone derivatives  OR Michael Addition OR Michael Addition >> Michael addition on conjugated systems with electron withdrawing group OR Michael Addition >> Michael addition on conjugated systems with electron withdrawing group >> alpha,beta-Carbonyl compounds with polarized double bonds  OR Michael Addition >> Quinoide type compounds OR Michael Addition >> Quinoide type compounds >> Quinone methide(s)/imines; Quinoide oxime structure; Nitroquinones, Naphthoquinone(s)/imines  OR No alert found OR Nucleophilic addition OR Nucleophilic addition >> Addition to carbon-hetero double bonds OR Nucleophilic addition >> Addition to carbon-hetero double bonds >> Ketones OR SN2 OR SN2 >> Nucleophilic substitution at sp3 carbon atom OR SN2 >> Nucleophilic substitution at sp3 carbon atom >> Alkyl halides  OR SN2 >> Nucleophilic substitution at sp3 carbon atom >> alpha-Activated haloalkanes  OR SN2 >> SN2 Reaction at a sp3 carbon atom OR SN2 >> SN2 Reaction at a sp3 carbon atom >> Activated alkyl esters and thioesters  by Protein binding by OASIS v1.3

Domain logical expression index: "g"

Referential boundary: The target chemical should be classified as High (Class III) by Toxic hazard classification by Cramer (with extensions) ONLY

Domain logical expression index: "h"

Referential boundary: The target chemical should be classified as Bioavailable by Lipinski Rule Oasis ONLY

Domain logical expression index: "i"

Referential boundary: The target chemical should be classified as Alkali Earth AND Non-Metals by Groups of elements

Domain logical expression index: "j"

Referential boundary: The target chemical should be classified as Halogens by Groups of elements

Domain logical expression index: "k"

Similarity boundary:Target: CCCCCCCCCCCC(=O)NCCS(=O)(=O)O{-}.[Na]{+}
Threshold=10%,
Dice(Atom centered fragments)
Atom type; Count H attached; Hybridization

Domain logical expression index: "l"

Similarity boundary:Target: CCCCCCCCCCCC(=O)NCCS(=O)(=O)O{-}.[Na]{+}
Threshold=30%,
Dice(Atom centered fragments)
Atom type; Count H attached; Hybridization

Domain logical expression index: "m"

Similarity boundary:Target: CCCCCCCCCCCC(=O)NCCS(=O)(=O)O{-}.[Na]{+}
Threshold=60%,
Dice(Atom centered fragments)
Atom type; Count H attached; Hybridization

Domain logical expression index: "n"

Parametric boundary:The target chemical should have a value of log Kow which is >= -3.18

Domain logical expression index: "o"

Parametric boundary:The target chemical should have a value of log Kow which is <= 0.384

Interpretation of results:

other: not irritating

Conclusions:

Sodium 2-[(1-oxododecyl)amino]ethanesulphonate was estimated to be not irritating to the skin of New Zealand White rabbits.

Executive summary:

The dermal irritation potential of Sodium 2-[(1-oxododecyl)amino]ethanesulphonate was estimated using OECD QSAR toolbox v3.3 with logPow as the primary descriptor.

Sodium 2-[(1-oxododecyl)amino]ethanesulphonate was estimated to be not irritating to the skin of New Zealand White rabbits.

Based on the estimated results, Sodium 2-[(1-oxododecyl)amino]ethanesulphonate can be considered to be not irritating to skin and can be classified under the category “Not Classified” as per CLP regulation.

Endpoint conclusion

Endpoint conclusion:

no adverse effect observed (not irritating)

Eye irritation

Link to relevant study records

Reference

Endpoint:

eye irritation: in vivo

Type of information:

(Q)SAR

Adequacy of study:

weight of evidence

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 limited documentation / justification

Justification for type of information:

data is from OECD QSAR toolbox v3.3 and the QMRF report has been attached

Qualifier:

according to guideline

Guideline:

other: estimated data

Principles of method if other than guideline:

Prediction was done using OECD QSAR toolbox v3.3

GLP compliance:

not specified

Specific details on test material used for the study:

- Name of the test material: Sodium 2-[(1-oxododecyl)amino]ethanesulphonate
-Common Name: Sodium Lauroyl Taurate
- Molecular formula: C14H29NO4S.Na
- Molecular weight: 329.4342 g/mol
- Smiles: CCCCCCCCCCCC(=O)NCCS(=O)(=O)[O-].[Na+]
- Inchi : 1S/C14H29NO4S.Na/c1-2-3-4-5-6-7-8-9-10-11-14(16)15-12-13-20(17,18)19;/h2-13H2,1H3,(H,15,16)(H,17,18,19);/q;+1/p-1
- Substance type: Organic
- Physical state: Solid white powder

Species:

rabbit

Strain:

New Zealand White

Details on test animals or tissues and environmental conditions:

no data available

Vehicle:

unchanged (no vehicle)

Controls:

not specified

Amount / concentration applied:

0.1ml

Duration of treatment / exposure:

single exposure

Observation period (in vivo):

72 hours

Duration of post- treatment incubation (in vitro):

no data available

Number of animals or in vitro replicates:

3

Details on study design:

no data available

Other effects / acceptance of results:

no data available

Irritation parameter:

overall irritation score

Basis:

mean

Time point:

72 h

Reversibility:

not specified

Remarks on result:

no indication of irritation

Irritant / corrosive response data:

No signs of irritation observed

Interpretation of results:

other: not irritating

Conclusions:

Sodium 2-[(1-oxododecyl)amino]ethanesulphonate was estimated to be not irritating to the eyes of New Zealand White rabbits.

Executive summary:

The ocular irritation potential of Sodium 2-[(1-oxododecyl)amino]ethanesulphonate was estimated using OECD QSAR toolbox v3.3 with logPow as the primary descriptor.

Sodium 2-[(1-oxododecyl)amino]ethanesulphonate was estimated to be not irritating to the eyes of New Zealand White rabbits.

Based on the estimated results, Sodium 2-[(1-oxododecyl)amino]ethanesulphonate can be considered to be not irritating to eyes and can be classified under the category “Not Classified” as per CLP regulation

Endpoint conclusion

Endpoint conclusion:

no adverse effect observed (not irritating)

Respiratory irritation

Endpoint conclusion

Endpoint conclusion:

no study available

Additional information

Skin Irritation:

In different studies,Sodium 2-[(1-oxododecyl)amino]ethanesulphonatehas been investigated for potential for dermal irritation to a greater or lesser extent. The studies are based on in vivo experiments in rabbits along with predicted data for target chemical and its structurally similar read across substances,Sodium 2-(methyloleoylamino)ethane-1-sulphonate [CAS: 138-20-2], Sodium 2-(methylamino)ethane-1-sulfonate [CAS: 4316-74-9] and Palmitic Acid [CAS: 57-10-3].The predicted data using the OECD QSAR toolbox has also been compared with the experimental data.

In a prediction done by SSS (2017) using the OECD QSAR toolbox with log kow as the primary descriptor, the skin irritation potential was estimated forSodium 2-[(1-oxododecyl)amino]ethanesulphonate.Sodium 2-[(1-oxododecyl)amino]ethanesulphonate was estimated to be not irritating to skin of New Zealand White rabbits.

This result is supported by the experimental study summarized in EPA-HQ-OPPT-2005-0055, NTRL Report - submitted by Clairant Corp., last updated 2006, for thestructurally similar read across substance,Sodium 2-(methyloleoylamino)ethane-1-sulphonate [CAS: 138-20-2].An irritation screening test was performed in Himalayan spotted guinea pigs to determine the irritation concentration of Sodium 2-(methyloleoylamino)ethane-1-sulphonate prior to sensitization study according to OECD 406 Guidelines. 4 female Himalayan spotted guinea pigs were used for the study.0.5 ml of four different concentrations of test chemical dissolved in vehicle [PEG300] i.e 10,15,25 and 50% [w/v] were placed in 25mm Hill Top Chamber at 4 different sites on the trunk of the guinea pigs. The Hill Top Chamber was firmly secured by an elastic plaster wrapped around the trunk of the animal and secured with an impervious adhesive tape. The occlusive dressing was left in place for 6 hours. 3 hours prior to 24-hour reading both the flanks were depilated. The grading for erythema and edema was performed 24 hours after patch removal and repeated 24 hours later(48 hour grades). The test animals were also observed for changes in body weights, clinical signs. No symptoms of systemic toxicity were observed in the animals. No changes in body weights were observed. The mean erythema and edema scores after 24 and 48 hours of patch removal were 0.0 for all the tested concentrations.

Hence, Sodium 2-(methyloleoylamino)ethane-1-sulphonate can be considered to be not irritating to the skin of female Himalayan spotted guinea pigs.

These results are ably supported by the experimental study summarized in Cosmetic Ingredient Review Expert Panel, 2016; for thestructurally similar read across substance, Sodium 2 -(methylamino)ethane-1-sulfonate [CAS: 4316-74-9]. The test was performed according to OECD 404 Guidelines. 0.5 ml of 35%-37% mg test chemical in saline was dermally administered to the shaved skin of 3 New Zealand White rabbits under semi-occlusive conditions for 4 hours. The test sites were observed and scored for erythema and edema at 0.5-1, 24, 48, and 72 hours. No signs of dermal irritation or corrosion were observed. The edema score was 0 of 4 at all observation times. 

Hence, sodium-N-methyl taurinate can be considered not irritating to New Zealand White rabbit skin.

The above results are also supported by the experimental study summarized in Journal of American College of Toxicology, 6(3):321-401, 1987; for the structurally similar read across substance, Palmitic Acid [CAS: 57-10-3]. 0.5ml undiluted Palmitic acid was dermally administered to the intact and abraded skin of 6 albino rabbits in an occlusive patch for 24 hours. The rabbits were observed for signs of irritation and scored. No signs of dermal irritation were observedand the Primary Irritation Index after 24 hours was 0.0.

Based on the scores and observations, Palmitic acid can be considered to be not irritating to skin.

Based on the available data for the target as well as read across substances and applying the weight of evidence approach,Sodium 2-(methyloleoylamino)ethane-1-sulphonatewas not irritating to skin.Comparing the above annotations with the criteria of CLP regulation, test chemical can be classified under the category “Not Classified”.

Eye Irritation:

In different studies, Sodium 2-(methyloleoylamino)ethane-1-sulphonate has been investigated for potential for ocular irritation to a greater or lesser extent. The studies are based on in vivo experiments in rabbits along with predicted data for target chemical and its structurally similar read across substances, PalmiticAcid [CAS: 57-10-3] and Dodecane-12-lactam [CAS: 947-04 -6].The predicted data using the OECD QSAR toolbox has also been compared with the experimental data.

In a prediction done by SSS (2017) using the OECD QSAR toolbox with log kow as the primary descriptor, the ocular irritation potential was estimated for Sodium 2-(methyloleoylamino)ethane-1-sulphonate.Sodium 2-(methyloleoylamino)ethane-1-sulphonate was estimated to be not irritating to the eyes ofNew Zealand Whiterabbits.

This result is supported by the experimental study summarizedin Journal of American College of Toxicology, 6(3):321-401, 1987; for the structurally similar read across substance, Palmitic Acid [CAS: 57-10-3].The study was performed according to Draize method. 0.1ml undiluted Palmitic acid was instilled in to one eye of 6 albino rabbits and the untreated eye served as control. The rabbits were observed for signs of irritation (duration not mentioned). No signs of ocular irritation were observed in the treated eyes.

Based on the observations, Palmitic acid can be considered to be not irritating to eyes.

The above results are ably supported by the experimental study summarized in SIDS Initial Assessment Report For SIAM 17; OECD SIDS; 2003; for the structurally similar read across substance,Dodecane-12-lactam [CAS: 947-04-6]. The test was performed according to OECD 405 Guidelines. 0.1 g undiluted dodecane-12-lactam was instilled into the eyes of 6 (3 male and 3 females) Small white Russian, Chbb-SPF rabbits. The left eye served as control. The treated eyes were observed for signs of irritation at1, 24, 48, 72 hours, 6 days after treatment and scored according to Draize (1959); Appendix VI of 79/831/EEC methods. The overall observation period was 3 weeks.

A slight corneal opacity was noted in one female at 24 hours, that diminished in severity at 48 hrs already, and was completely reversible at 72 hours. 5/6 animals showed a slight reddening of parts of the iris at 24 hours; this effect was completely resolved at 48 hours. Very slight to slight conjunctival redness started at 1 hour after instillation, and was most prominent at 24 hours (grades 1-3 for redness, 0-2 for swelling), diminished in severity by 48 hours (grades 0-2 for redness, 0-1 for swelling) and was only seen in 2/6 animals at 72 hours (grade 1 redness, no swelling). Conjunctival effects were completely reversible within 6 days.

The average scores for Cornea, iris, conjunctivae (redness) and conjunctivae (chemosis) were 0.11, 0.28, 1.17 and 0.56 respectively. The overall irritation score was 7.17/110.

Hence, dodecane-12-lactam can be considered to be not irritating to rabbit eyes.

Based on the available data for the target as well as read across substances and applying the weight of evidence approach,Sodium 2-(methyloleoylamino)ethane-1-sulphonatewas not irritating to eyes.Comparing the above annotations with the criteria of CLP regulation, test chemical can be classified under the category “Not Classified”.

Justification for classification or non-classification

Based on the available information, Sodium 2-[(1-oxododecyl)amino]ethanesulphonate is not likely to cause any irritation to eyes and skin. Hence, Sodium 2-[(1-oxododecyl)amino]ethanesulphonate can be classified under the category “Not Classified” as per CLP regulation.