3676
T3D3623
Sodium cocoyl sarcosinate
Sodium cocoyl sarcosinate is an sodium salt of an acyl derivative of sarcosine, which is a natural amino acid found in muscles and other body tissues. Acyl sarcosines are considered modifiĊ½ed fatty acids in which the hydrocarbon chains are interrupted by an amidomethyl group in the alpha position. They are used as hair-conditioning agents and surfactant-cleansing agents in cosmetics, as well as to improve wetting and penetration of topical pharmaceutical products. Acyl sarcosines and their sodium salts are also used in the metal finishing and processing industries for their crystal modifying, anti-rust, and anti-corrosion properties. (L1892, A2881)
61791-59-1
23687235
C17H32NNaO3
White powder.
Oral (A2881) ; inhalation (A2881) ; dermal (A2881)
While acyl sarcosines themselves are not toxic, they are nitrosating agents. Nitrosating agents may decompose and/or react to cause nitrosamine contamination. Nitrosamines are produced from secondary amines and amides in the presence of nitrite ions and are believed to be carcinogenic. The particular nitrosamine produced by acyl sarcosines is N-nitrososarcosine. Once in the body, nitrosamines are activated by cytochrome P-450 enzymes. They are then believed to induce their carcinogenic effects by forming DNA adducts at the N- and O-atoms. (L1889, L1890, A2878, A2879, A2880, A2881)
Acyl sarcosines can be absorbed following oral or dermal contact, while nitrosamines can enter the body via ingestion, inhalation, or dermal contact. Once in the body, nitrosamines are metabolized by cytochrome P-450 enzymes, which essentially activates them into carcinogens. Sarcosine is metabolized to glycine by the enzyme sarcosine dehydrogenase. (A2878, A2879, L1892)
LD50: 4.2 g/kg (Oral, Rat) (A2881)
No indication of carcinogenicity (not listed by IARC). (L135)
Acyl sarcosines are used as hair-conditioning agents and surfactant-cleansing agents in cosmetics, as well as to improve wetting and penetration of topical pharmaceutical products. Acyl sarcosines and their sodium salts are also used in the metal finishing and processing industries for their crystal modifying, anti-rust, and anti-corrosion properties. (A2881)
Acyl sarcosines may cause irritation to the skin and eyes. They may also react to produce N-nitrososarcosine, which is believed to be carcinogenic. (A2881)
Acyl sarcosines may cause irritation to the skin and eyes. (A2881)
2009-11-20T01:11:44Z
2014-12-24T20:26:14Z
true
Cytochrome P450 2A1 (P11711)
Cytochrome P450 2A6 (P11509)
Cytochrome P450 2E1 (P05181)
NAD(P)H dehydrogenase [quinone] 1 (P15559)
Sarcosine dehydrogenase, mitochondrial (Q9UL12)
(A2878, A2879, A2881)
CCCCCCCCCCCCCC(=O)N(C)CC(=O)O[Na]
C17H32NNaO3
InChI=1S/C17H33NO3.Na/c1-3-4-5-6-7-8-9-10-11-12-13-14-16(19)18(2)15-17(20)21;/h3-15H2,1-2H3,(H,20,21);/q;+1/p-1
InChIKey=KHCOJQDJOCNUGV-UHFFFAOYSA-M
321.4306
321.22798857
Exogenous
Solid
108568