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Lauroyl Lysine

HCID 104151
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
52315-75-0
Standard SMILES
CCCCCCCCCCCC(=O)NCCCC[C@H](N)C(=O)O
InChIKey
GYDYJUYZBRGMCC-INIZCTEOSA-N
Molecular formula
C18H36N2O3
Average molar mass
328.5 g/mol
Monoisotopic mass
328.27259301

Overview

The panel concluded that the 115 amino acid alkyl amides listed below are safe in the present practices of use and concentration in cosmetics, when formulated to be non-irritating...Lauroyl Lysine...

Names & identifiers

Preferred name
Lauroyl Lysine
IUPAC
(2S)-2-amino-6-(dodecanoylamino)hexanoic acid
English name
N'-Laruoyl-L-lysine
Molecular formula
C18H36N2O3
Molecular weight
328.49

Names & synonyms

Lauroyl lysine52315-75-0L-Lysine, N6-(1-oxododecyl)-N6-Lauroyl-L-lysine(2S)-2-amino-6-(dodecanoylamino)hexanoic acidORISTAR LOLAMIHOPE LLlauroyllysineN6-(1-Oxododecyl)-L-lysineFAMEX L 12CORUM 5105LYSINE, N6-LAUROYL-, L-
Show more names
Laruoyl LysineN6-LauroyllysineNε-Lauroyllysine-Laruoyl-L-lysineN-LAUROYL-L-LYSINELysine Impurity 40N-Lauroyi-L-IysineNε-Lauroyl-L-Lys-OH
113171Q70BDTXSID80885998EINECS 257-843-4RefChem:798579LAUROYL LYSINE [INCI]DTXCID901025349n6-dodecanoyl-l-lysine(S)-2-Amino-6-dodecanamidohexanoic acid

Database identifiers

CAS
52315-75-0
PubChem CID
104151
DTXSID
DTXSID80885998
UNII
113171Q70B
EC Number
257-843-4

Properties

Computed structural properties

XLogP
2.2
Topological polar surface area
92.4 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
4
Rotatable bonds
16
Heavy atoms
23
Formal charge
0
Complexity
309

Experimental & physicochemical properties

LipidsFatty Acyls [FA] -> Fatty amides [FA08] -> N-acyl amines [FA0802]
Cosmetics · 2 items

Cosmetic ingredients (Lauroyl Lysine) -> CIR (Cosmetic Ingredient Review)

Hair conditioning; Skin conditioning; Viscosity controlling

Physicochemical properties

Melting point
229 · 229-231 °C
Boiling point
528 · 528.0±45.0 °C(Predicted)
Density
0.994 · 0.994±0.06 g/cm3(Predicted)
vapor pressure
0 · 0-0Pa at 20-50℃
storage temp.
2 · 2-8°C
pka
2.53 · 2.53±0.24(Predicted)
form
Powder
color
White to off-white
Cosmetics Ingredients Functions
HAIR CONDITIONINGVISCOSITY CONTROLLINGSKIN CONDITIONING
Cosmetic Ingredient Review (CIR)

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 · 3 items

This chemical does not meet GHS hazard criteria for 100% (151 of 151) of all reports.

Not Classified

Aggregated GHS information provided per 151 reports by companies from 1 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 4 items

Chemical: L-lysine, N(6) - (1-oxododecyl)

PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

REACH registered substance: N6-(1-oxododecyl)-L-lysine (EC: 257-843-4)

L-Lysine, N6-(1-oxododecyl)-: Non hazardous

Hazard Classes and CategoriesNot Classified

Toxicology

Toxicity Summary · 2 items

The panel concluded that the 115 amino acid alkyl amides listed below are safe in the present practices of use and concentration in cosmetics, when formulated to be non-irritating...Lauroyl Lysine...

Safe for use in cosmetics, with qualifications

Safety data

F
3-10
wgk
3
tsca
TSCA listed
Signal word
Warning
Symbol(GHS)
GHS07
safety_code
22-24/25
Hazard statements
H315-H319-H335

Chemistry & industry

Uses & manufacturing

UsesCIR ingredient: Lauroyl Lysine
Household ProductsInformation on 37 consumer products that contain Lauroyl lysine in the following categories is provided:
Use ClassificationCosmetics -> Hair conditioning; Skin conditioning; Viscosity controlling
General Manufacturing InformationL-Lysine, N6-(1-oxododecyl)-: ACTIVE

Applications

UsesLauroyl lysine (N6-Lauroyl-L-lysine) is a compound that can be synthesized by recombinant enzymes. After the synthase is cloned and expressed, it can be used to synthesize lauroyl lysine from specific raw materials with high yield.

Preparation methods · 1 item

PreparationThe preparation of N'-Laruoyl-L-lysine is mainly achieved through a condensation reaction. In this process, amino acids and lauric acid are typically used as substrates, and the condensation reaction is carried out under enzymatic catalysis. The specific preparation process is as follows: First, amino acids and lauric acid are mixed in a certain proportion, and appropriate amounts of solvent and catalyst are added. Then, the reaction is carried out under suitable temperature and pH conditions. During the reaction, the ε-amino group of lysine undergoes a condensation reaction with the carboxyl group of lauric acid to generate N'-Laruoyl-L-lysine.

Upstream & downstream products

Downstream products

N-ALPHA-LAUROYL-L-LYSINE

Suppliers100 total

Related reactions

2 records
New reaction record
HRID 1363912 reaction equation
HRID 1363912As productuspto-grants-2011_02
HRID 1496665 reaction equation
HRID 1496665As reactantuspto-grants-2015_12

Compound notes

Loading…

On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Nikkaji
J94.766K
N'-Laruoyl-L-lysine (52315-75-0)
InChI
InChI=1S/C18H36N2O3/c1-2-3-4-5-6-7-8-9-10-14-17(21)20-15-12-11-13-16(19)18(22)23/h16H,2-15,19H2,1H3,(H,20,21)(H,22,23)/t16-/m0/s1
InChIKey
GYDYJUYZBRGMCC-INIZCTEOSA-N
SMILES
C(O)(=O)[C@H](CCCCNC(=O)CCCCCCCCCCC)N
LogP
1.9 at · 1.9 at 20℃ and pH6.4
FDA UNII
113171 Q70B · 113171Q70B
EPA Substance Registry System
Lauroyl lysine (52315-75-0)
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
315 · H315-H319-H335
Precautionary statements
261 · P261-P305+P351+P338
Safety Statements
22 · 22-24/25
WGK Germany
3 · 3
F
3 · 3-10
TSCA
TSCA listed
REACH Registrations
Active
REACH Registrations
Active
Precautionary statements
P261-P305+P351+P338
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