EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

ceramide 3
octadecanamide, N-(1,3,4-trihydroxy-2-octadecyl)- (ceramide 3)

Supplier Sponsors

CAS Number: 100403-19-8Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:309-560-3
FDA UNII:4370DF050B
XlogP3-AA:13.90 (est)
Molecular Weight:565.96647000
Formula:C36 H71 N O3
NMR Predictor:Predict (works with chrome or firefox)
Category:cosmetic ingredient for skin conditioning
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 694.52 °C. @ 760.00 mm Hg (est)
Flash Point: 705.00 °F. TCC ( 373.80 °C. ) (est)
logP (o/w): 13.577 (est)
Soluble in:
 water, 1.111e-009 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: skin conditioning
skin protecting agents
 
Suppliers:
American International Chemical, LLC.
CERAMIDE 3
BOC Sciences
For experimental / research use only.
Ceramide 95%
Jiangyin Healthway
Ceramide
New functional food ingredients
Lipo Chemicals
Orgasol® Restore
Odor: characteristic
Use: Green and Natural Product Name INCI Name BenefitAnti-AcneAnti-AgingAnti-IrritantCooling EffectDetanglingEven Skin ToneGlossGreen & NaturalImmediate EffectMildnessMoisturizationProtectionRepairSebum ControlSkin BrighteningSmoothingSoft FocusSofteningTan EnhancingVisual EffectWarming Effect ApplicationAP/DEOBaby CareBath & ShowerColor CosmeticsGreen & NaturalHair CareSkin CareSun Care FunctionAnti-InflammatoryAnti-IrritantBinderBodying AgentColor EnhancingConditioning AgentDelivery SystemDispersing AgentEmollientEmulsifierEmulsion StabilizerExfoliantFilm FormerFoam BoosterGloss AgentHair SofteningHumectantMild SurfactantMoisturizerOil AbsorptionPearlizing AgentPigment WettingSensorial ModifierSensory AgentSkin RepairSkin ReplenishingSkin WhiteningSolubilizerThickening AgentWater Dispersible Emollient Market SectorColor CosmeticsGreen and NaturalHair CareSkin CareSun Care Chemical TypeActive IngredientEmollient EsterEmollient WaxEntrapmentExfoliantFatty AcidFatty AlcoholFilm Forming PolymerFunctional EsterHumectantHydrocarbonLanolinNatural ButterNatural OilPolymerPolymeric PolyesterPowderProteinQuaternary CompoundSensateSpecialty BlendSurfactant AnionicSurfactant NonionicSynthetic WaxTriglyceride . Formulation Search Title ApplicationSkin CareHair CareSun CareColor CosmeticsCleansing ProductsToiletriesNatural Theme Sub Application Orgasol® Restore INCI Name: Nylon 6/12 (and) OIive Glycerides (and) Ceramide 3 . Orgasol® Restore replaces the missing ceramides in the lipid components of the skin that function like mortar, binding together the skin cells. It restores the hydrolipidic film and decreases transepidermal water loss. Orgasol® Restore is a delivery system for Ceramide 3. Orgasol® Restore improves skin moisturization and smoothes the skin, reducing the appearance of fine lines and wrinkles thus providing an anti-aging effect.
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
cosmetic ingredient for skin conditioning
Recommendation for ceramide 3 usage levels up to:
 not for fragrance use.
 
Recommendation for ceramide 3 flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
ClinicalTrials.gov:search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5283565
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]octadecanamide (ceramide 3)
Chemidplus:0100403198
 
References:
 N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]octadecanamide (ceramide 3)
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5283565
Pubchem (sid):135335258
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
KEGG (GenomeNet):C00195
HMDB (The Human Metabolome Database):HMDB04950
FooDB:FDB023537
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
(2S,3R,4E)-2-acylamino-1,3-octadec-4-enediol (ceramide 3)
(2S,3R,4E)-2-acylaminooctadec-4-ene-1,3-diol (ceramide 3)
 ceramide (d18:1/18:0)
N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]octadecanamide (ceramide 3)
N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]octadecanamide (ceramide 3)
N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecenyl]-octadecanamide (ceramide 3)
 octadecanamide, N-(1,3,4-trihydroxy-2-octadecyl)- (ceramide 3)
 octadecanamide, N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]- (ceramide 3)
 orgasol restore
 

Articles:

PubMed:A pilot study investigating the efficacy of botanical anti-inflammatory agents in an OTC eczema therapy.
PubMed:Safety and risk assessment of ceramide 3 in cosmetic products.
PubMed:Identification of the Molecular and Genetic Basis of PX2, a Glycosphingolipid Blood Group Antigen Lacking on Globoside-deficient Erythrocytes.
PubMed:Characterization of genes involved in ceramide metabolism in the Pacific oyster (Crassostrea gigas).
PubMed:Characterizing the composition of underarm and forearm skin using confocal raman spectroscopy.
PubMed:Crucial role of alkaline sphingomyelinase in sphingomyelin digestion: a study on enzyme knockout mice.
PubMed:Respiratory and cutaneous water loss of temperate-zone passerine birds.
PubMed:FTIR spectroscopic analyses of the temperature and pH influences on stratum corneum lipid phase behaviors and interactions.
PubMed:Ceramide 1 and ceramide 3 act synergistically on skin hydration and the transepidermal water loss of sodium lauryl sulfate-irritated skin.
PubMed:Isolation and structure of a monomethylated ganglioside possessing neuritogenic activity from the ovary of the sea urchin Diadema setosum.
PubMed:Lipids and skin barrier function--a clinical perspective.
PubMed:Inhibition of suicidal erythrocyte death by nitric oxide.
PubMed:Effect of ceramide on the contractility of pregnant rat uterus.
PubMed:Synthesis of 7-oxasphingosine and -ceramide analogues and their evaluation in a model for apoptosis.
PubMed:Novel synthesis of alpha-galactosyl-ceramides and confirmation of their powerful NKT cell agonist activity.
PubMed:Constituents of Holothuroidea, 17. Isolation and structure of biologically active monosialo-gangliosides from the sea cucumber Cucumaria echinata.
PubMed:Structural organisation and phase behaviour of a stratum corneum lipid analogue: ceramide 3A.
PubMed:Effect of lipid-containing, positively charged nanoemulsions on skin hydration, elasticity and erythema--an in vivo study.
PubMed:Substrate specificity of human ceramide kinase.
PubMed:ATR-FTIR spectroscopy: a chemometric approach for studying the lipid organisation of the stratum corneum.
PubMed:Polymorphism of ceramide 3. Part 2: a vibrational spectroscopic and X-ray powder diffraction investigation of N-octadecanoyl phytosphingosine and the analogous specifically deuterated d(35) derivative.
PubMed:Ceramide in rafts (detergent-insoluble fraction) mediates cell death in neurotumor cell lines.
PubMed:Polymorphism of ceramide 3. Part 1: an investigation focused on the head group of N-octadecanoylphytosphingosine.
PubMed:Effect of a lipid-rich emollient containing ceramide 3 in experimentally induced skin barrier dysfunction.
PubMed:Deficiency of epidermal protein-bound omega-hydroxyceramides in atopic dermatitis.
PubMed:Ceramide promotes the death of human cervical tumor cells in the absence of biochemical and morphological markers of apoptosis.
PubMed:Constituents of ophiuroidea. 1. Isolation and structure of three ganglioside molecular species from the brittle star Ophiocoma scolopendrina.
PubMed:Evaluation of efficacy of a skin lipid mixture in patients with irritant contact dermatitis, allergic contact dermatitis or atopic dermatitis: a multicenter study.
PubMed:Vitamin C stimulates sphingolipid production and markers of barrier formation in submerged human keratinocyte cultures.
PubMed:Structural requirements of ceramide and sphingosine based inhibitors of mitochondrial ceramidase.
PubMed:Mouse anti-ceramide antiserum: a specific tool for the detection of endogenous ceramide.
PubMed:Effect of the structure of natural sterols and sphingolipids on the formation of ordered sphingolipid/sterol domains (rafts). Comparison of cholesterol to plant, fungal, and disease-associated sterols and comparison of sphingomyelin, cerebrosides, and ceramide.
PubMed:Molecular cloning and expression of a novel human beta-Gal-3-O-sulfotransferase that acts preferentially on N-acetyllactosamine in N- and O-glycans.
PubMed:Constituents of holothuroidea. 10. Isolation and structure of a biologically active ganglioside molecular species from the sea cucumber Holothuria leucospilota.
PubMed:X-ray diffraction study on ordered, disordered and reconstituted intercellular lipid lamellar structure in stratum corneum.
PubMed:Preparation of liposomes containing Ceramide 3 and their membrane characteristics.
PubMed:Structure-related aspects on water diffusivity in fatty acid-soap and skin lipid model systems.
PubMed:Indications for an active process underlying spontaneous and radiation-induced micronucleation in L929 cells.
PubMed:Stratum corneum lipid composition and structure in cultured skin substitutes is restored to normal after grafting onto athymic mice.
PubMed:Ceramide and cholesterol composition of the skin of patients with atopic dermatitis.
PubMed:Studies on selectin blockers. 4. Structure-function relationships of sulfated sialyl Lewis X hexasaccharide ceramides toward E-, P-, and L-selectin binding.
PubMed:Retinoblastoma gene product as a downstream target for a ceramide-dependent pathway of growth arrest.
PubMed:Synthesis of neoglycolipids containing a mucin-type core unit.
PubMed:Age- and sex-dependent change in stratum corneum sphingolipids.
PubMed:Sphingolipid metabolism in organotypic mouse keratinocyte cultures.
PubMed:New ganglioside analogs that inhibit influenza virus sialidase.
PubMed:Sialidase activities of cultured human fibroblasts and the metabolism of GM3 ganglioside.
PubMed:Identification of a subset of normal B cells with a Burkitt's lymphoma (BL)-like phenotype.
PubMed:Properties of immunotoxins against a glycolipid antigen associated with Burkitt's lymphoma.
PubMed:Ultrastructural and biochemical liver analyses in Fabry's disease.
PubMed:Characterization of glycosphingolipids by direct inlet chemical ionization mass spectrometry.
PubMed:Glycolipids in human lung carcinoma of histologically different types.
PubMed:[Study on glycolipids in human lung carcinoma of histologically different types (author's transl)].
PubMed:Factors affecting the hydrolysis of ceramide-3 by alpha-galactosidase A from human liver.
PubMed:Properties of immobilized fig alpha-galactosidase and effect on ceramide-3 content of plasma from patients with Fabry's disease.
PubMed:Effect of detergents on ceramide-3 hydrolysis by alpha-galactosidase A.
 
Notes:
Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides. [HMDB]
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