Basic information
- CAS
97-78-9- Standard SMILES
CCCCCCCCCCCC(=O)N(C)CC(=O)O- InChIKey
BACYUWVYYTXETD-UHFFFAOYSA-N- Molecular formula
- C15H29NO3
- Average molar mass
- 271.4 g/mol
- Monoisotopic mass
- 271.21474379
Overview
N-Lauroylsarcosine is a N-acyl-amino acid.
Names & identifiers
- Preferred name
- Lauroylsarcosine
- IUPAC
- 2-[dodecanoyl(methyl)amino]acetic acid
- English name
- N-LAUROYLSARCOSINE
- Molecular formula
- C15H29NO3
- Molecular weight
- 271.4
Names & synonyms
N-LAUROYLSARCOSINE97-78-9Lauroyl sarcosineGlycine, N-methyl-N-(1-oxododecyl)-LauroylsarcosineHamposyl LMaprosyl LSarcosyl LN-LaurylsarcosineN-Lauroyl sarcosinateCrodasinic L2-(N-methyldodecanamido)acetic acid
Show more names
N-DODECANOYL-N-METHYLGLYCINEN-LAURYL SARCOSINESARKOSYL LSarcosinate LHN-Lauroylsarkosin
Nikkol sarcosinate LHN-Lauroyl-N-methylaminoacetic acidLIJ19P3L6FNSC-96994LOWENOL L ACIDSarkosyn-lauroyl sarcosinen-lauroylsarcosinate
Database identifiers
- CAS
97-78-9- PubChem CID
- 7348
- DTXSID
DTXSID7042011- ChEMBL
CHEMBL1907464- ChEBI
CHEBI:183705- UNII
- LIJ19P3L6F
- EC Number
- 202-608-3
- Nikkaji
- J110.239G
Properties
Computed structural properties
- XLogP
- 4.5
- Topological polar surface area
- 57.6 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 12
- Heavy atoms
- 19
- Formal charge
- 0
- Complexity
- 254
Experimental & physicochemical properties
Chemical ClassesBiological Agents -> Amino Acids and Derivatives
Cosmetics
Cosmetic ingredients (Lauroyl Sarcosine) -> CIR (Cosmetic Ingredient Review)
Cleansing; Surfactant; Antistatic; Hair conditioning
SurfactantsSurfactant
Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Physical Description
Liquid
White hygroscopic powder; [Sigma-Aldrich MSDS]
Collision Cross Section170.1 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID7042011]
Physicochemical properties
- Melting point
- 45 · 45-49 °C
- Boiling point
- 413.2 · 413.2±28.0 °C(Predicted)
- Density
- 0.97 · 0.97
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H315 (90.2%): Causes skin irritation [Warning Skin corrosion/irritation]
P260, P261, P264, P264+P265, P271, P280, P284, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P320, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 173 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Glycine, N-methyl-N-(1-oxododecyl)-
Glycine, N-methyl-N-(1-oxododecyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Glycine, N-methyl-N-(1-oxododecyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
REACH registered substance: N-lauroylsarcosine (EC: 202-608-3)
Glycine, N-methyl-N-(1-oxododecyl)-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryA skin and strong eye irritant; [Sigma-Aldrich MSDS] See Sarcosine hydrochloride.
Hazard Classes and CategoriesSkin Irrit. 2 (90.2%)
Toxicology
Health EffectsAcyl sarcosines may cause irritation to the skin and eyes. They may also react to produce N-nitrososarcosine, which is believed to be carcinogenic. (A2881)
Exposure Routes
Chemistry & industry
Pharmacology
Metabolism/Metabolites
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)
MeSH Pharmacological Classification
Purifying or cleansing agents, usually salts of long-chain aliphatic bases or acids, that exert cleansing (oil-dissolving) and antimicrobial effects through a surface action that depends on possessing both hydrophilic and hydrophobic properties.
Uses & manufacturing
Uses
CIR ingredient: Lauroyl Sarcosine
Permitted for use as an inert ingredient in non-food pesticide products; [EPA]
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)
U.S. Production2023: 88,531 lb
Industry UsesSurfactant (surface active agent)
Household ProductsInformation on 25 consumer products that contain Lauroyl sarcosine in the following categories is provided:
Use ClassificationCosmetics -> Cleansing; Surfactant; Antistatic; Hair conditioning
General Manufacturing Information
Soap, Cleaning Compound, and Toilet Preparation Manufacturing
Related reactions
3 records
Compound notes
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