14246-53-8

Basic information

• Product Name: Caprylylglycine
• Synonyms: Glycine, N-(1-oxooctyl)-;2-octanoylaminoacetic acid;CAPRYLYLGLYCINE;N-Capryloylglycine;Einecs 238-122-3;N-Octanoylglycine-d2;N-Octanoylglycine;CAPRYLOYL GLYCIN
• CAS NO: 14246-53-8
• Molecular Formula: C₁₀H₁₉NO₃
• Molecular Weight: 201.26
• EINECS: 238-122-3
• Mol File: 14246-53-8.mol
• Article Data: 26

Chemical Properties

• Melting Point: 102-103 °C
• Boiling Point: 403.868 °C at 760 mmHg
• Flash Point: 198.052 °C
• Appearance: White crystalline powder
• Density: 1.037 g/cm³
• Vapor Pressure: 0.000448mmHg at 25°C
• Refractive Index: 1.455
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 3.62±0.10(Predicted)
• Water Solubility: 1.557g/L at 20℃
• CAS DataBase Reference: Caprylylglycine(CAS DataBase Reference)
• NIST Chemistry Reference: Caprylylglycine(14246-53-8)
• EPA Substance Registry System: Caprylylglycine(14246-53-8)

Safety Data

• Hazardous Substances Data: 14246-53-8(Hazardous Substances Data)

Usage

Uses

N-Octanoylglycine is a derivative of Glycine (G615990) and is an amphiphilic lipoamino acid commonly used in cosmetics for its antibacterial properties. N-Octanoylglycine is the active ingredient in products designed to treat seborrheic dermatitis on the scalp and acne prone skin.

Definition

ChEBI: An N-acylglycine with an acyl group that is octanoyl.

InChI:InChI=1/C10H21NO2/c1-2-3-4-5-6-7-8-11-9-10(12)13/h11H,2-9H2,1H3,(H,12,13)

Upstream product

• 124-07-2 Octanoic acid 
• 56-40-6 glycine 
• 111-64-8 n-octanoic acid chloride 
• 1264-52-4 octanoyl coenzyme A 
• 623-66-5 octanoic acid anhydride 
• 544-31-0 2-(palmitoylamino)ethanol 
• 111-57-9 N-stearoylethanolamine 
• 142-78-9 N-(2-hydroxyethyl)dodecanamide 
• 142-58-5 myristic monoethanolamide 
• 7112-02-9 N‐(2‐hydroxyethyl)octanamide 
• 7726-08-1 decanoic acid monoethanolamide 

Downstream Products

• 335097-74-0 C₁₈H₂₈N₂O₂ 
• 1190867-32-3 C₁₉H₃₀N₂O₂ 
• 1190851-42-3 C₁₈H₃₄N₂O₂ 
• 1190851-39-8 C₂₀H₃₂N₂O₂ 
• 1100753-83-0 N-(((S)-4-phenylbutan-2-ylcarbamoyl)methyl)octanamide 
• 937-52-0 (R)-1-methyl-3-phenylpropylamine 
• 1190867-98-1 C₂₁H₃₄N₂O₃ 

Relevant articles and documents

NMR-based assignment of isoleucine: Vs. allo -isoleucine stereochemistry

A simple 1H and 13C NMR spectrometric analysis is demonstrated that permits differentiation of isoleucine and allo-isoleucine residues by inspection of the chemical shift and coupling constants of the signals associated with the proton and carbon at the α-stereocentre. This is applied to the estimation of epimerisation during metal-free N-arylation and peptide coupling reactions.

A modular approach towards drug delivery vehicles using oxanorbornane-based non-ionic amphiphiles

The self-assembly of non-ionic amphiphiles with a hydroxylated oxanorbornane head-group was controlled using amino acid units as spacers between hydrophilic and lipophilic domains to get spherical supramolecular aggregates. The ability of these systems to harbour therapeutic agents like ibuprofen, and their drug-release profiles were evaluated. Apart from directing the assembly, the intervening amino acid unit was found to help in drug entrapment as well. The presence of cholesterol improved their drug-loading ability, and an encapsulation efficiency of up to 66% was shown by the formulation containing the phenylalanine residue as the spacer (NC1c). There was no burst release, and 45% drug release was observed at the end of 24 h in this case (cf. soyaphosphatidylcholine based formulation = 49%). The results from SEM, Cryo-TEM, PXRD and confocal microscopic studies with some insights into molecular packing in this class of aggregates are also included.

Antimicrobial Preservative Compositions for Personal Care Products

A personal product antimicrobial preservative composition for preservation of topical personal care formulations is provided and includes [A] one or more undecylenic acid derivatives depicted by Formula (I), [B] one or more octanoic acid derivatives depicted by Formula (II), and [C] 2-phenoxy ethanol or 2-ethyl hexyl glyceryl ether or mixture of these two ‘liquid alcohol ethers’; wherein, each of the two components [A] and [B] is present in the range of 5 to 20% by weight and together [A] and [B] constitute 10 to 30% by weight and the ‘liquid alcohol ether’, component [C], is present 70 to 90% by weight of the total preservative composition. A method for preserving personal care product from microbial attack is provided containing an aqueous phase comprising three component composition from about 0.5 to 2.5% by weight of the total personal care formulation.