ceramide 2

1-stearoyl-C18-sphingosine

CAS: 100403-19-8 C36 H71 N O3 MW: 565.96647000

Identification

Nameceramide 2
CAS Number100403-19-8
EINECS309-560-3
FDA UNIISearch
Molecular FormulaC36 H71 N O3
Molecular Weight565.96647000

Regulatory

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)

Cosmetic Information

CosIngcosmetic data
Cosmetic Useshair conditioning

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorycosmetic ingredient for skin and hair conditioning
Recommendation for ceramide 2 usage levels up tonot for fragrance use.
Recommendation for ceramide 2 flavor usage levels up tonot for flavor use.

No supplier data available

Potential Uses

None Found

Natural Occurrence

not found in nature

Synonyms

(2S,3R,4E)-2- acylamino-1,3-octadec-4-enediol (2S,3R,4E)-2- acylaminooctadec-4-ene-1,3-diol N- acylsphingosine N-((2S,3R,E)-1,3- dihydroxyoctadec-4-en-2-yl)stearamide N-[(2S,3R,4E)-1,3- dihydroxyoctadec-4-en-2-yl]octadecanamide N-[(E,2S,3R)-1,3- dihydroxyoctadec-4-en-2-yl]octadecanamide N-[(1S,2R,3E)-2- hydroxy-1-(hydroxymethyl)-3-heptadecenyl]-octadecanamide (ceramide 2) octadecanamide, N-((2S,3R,E)-1,3-dihydroxyoctadec-4-en-2-yl)- octadecanamide, N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]- octadecanamide, N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecenyl]- N-( octadecanoyl)-sphing-4-enine 1- stearoyl-C18-sphingosine N- stearoyl-D-sphingosine PubMed: New ceramide from the aerial part of Tinospora oblongifolia with cytotoxic activities. PubMed: Skin lipids from Saudi Arabian birds. PubMed: Development of aceclofenac nanovesicular system using biomaterial for transdermal delivery: physical characterization, ex vivo, in vivo, and anti-inflammatory studies. PubMed: Development of a new nanovesicle formulation as transdermal carrier: Formulation, physicochemical characterization, permeation studies and anti-inflammatory activity. PubMed: Development and characterization of stable nanovesicular carrier for drug delivery. PubMed: The effect of a hydrocolloid dressing containing ceramide-2 on split-thickness wounds in a laser-induced erosion model. PubMed: Ceramide-2 nanovesicles for effective transdermal delivery: development, characterization and pharmacokinetic evaluation. PubMed: Preparation, characterization and permeation studies of a nanovesicular system containing diclofenac for transdermal delivery. PubMed: Neurons and oligodendrocytes recycle sphingosine 1-phosphate to ceramide: significance for apoptosis and multiple sclerosis. PubMed: Ceramides and cerebrosides from the marine bryozoan Bugula neritina inhabiting South China Sea. PubMed: Stratum corneum lipids, skin barrier function and filaggrin mutations in patients with atopic eczema. PubMed: Identification of compounds in adlay (Coix lachryma-jobi L. var. ma-yuen Stapf) seed hull extracts that inhibit lipopolysaccharide-induced inflammation in RAW 264.7 macrophages. PubMed: Effect of l-menthol on the thermotropic behavior of ceramide 2/cholesterol mixtures as a model for the intercellular lipids in stratum corneum. PubMed: Lipid domain morphologies in phosphatidylcholine-ceramide monolayers. PubMed: Saturated fatty acid-mediated inflammation and insulin resistance in adipose tissue: mechanisms of action and implications. PubMed: Role of ceramides 2 and 5 in the structure of the stratum corneum lipid barrier. PubMed: Synthesis and biological activities of glycosphingolipid analogues from marine sponge Aplysinella rhax. PubMed: Evaluation of a new pressure ulcer preventive dressing containing ceramide 2 with low frictional outer layer. PubMed: The permeability enhancing mechanism of DMSO in ceramide bilayers simulated by molecular dynamics. PubMed: Role of ceramide structure and its microenvironment on the conformational order of model stratum corneum lipids mixtures: an approach by FTIR spectroscopy. PubMed: Thermotropic behavior of ceramides and their isolation from wool. PubMed: Anticancer activity of a ceramide analog containing a disulfide linkage. PubMed: A concise synthesis of tetrahydroxy-LCB, alpha-galactosyl ceramide, and 1,4-dideoxy-1,4-imino-L-ribitol via D-allosamines as key building blocks. PubMed: Synthesis of a novel ceramide analogue via Tebbe methylenation and evaluation of its antiproliferative activity. PubMed: Heterologous desensitization of the sphingosine-1-phosphate receptors by purinoceptor activation in renal mesangial cells. PubMed: The human FA2H gene encodes a fatty acid 2-hydroxylase. PubMed: Sphingophosphonolipid molecular species from edible mollusks and a jellyfish. PubMed: Recapitulation of oral mucosal tissues in long-term organotypic culture. PubMed: Isolation and structure of monomethylated GM3-type ganglioside molecular species from the starfish Luidia maculata. PubMed: Inhibition of EGF-mediated receptor activity and cell proliferation by HK1-ceramide, a stable analog of the ganglioside GM3-lactone. PubMed: N-(4-hydroxyphenyl)retinamide increases ceramide and is cytotoxic to acute lymphoblastic leukemia cell lines, but not to non-malignant lymphocytes. PubMed: Apoptosis--new opportunities for novel therapeutics for heart diseases. PubMed: Constituents of ophiuroidea. 1. Isolation and structure of three ganglioside molecular species from the brittle star Ophiocoma scolopendrina. PubMed: Interleukin 1 upregulates ovarian prostaglandin endoperoxide synthase-2 expression: evidence for prostaglandin-dependent/ceramide-independent transcriptional stimulation and for message stabilization. PubMed: Vitamin C stimulates sphingolipid production and markers of barrier formation in submerged human keratinocyte cultures. PubMed: Mouse anti-ceramide antiserum: a specific tool for the detection of endogenous ceramide. PubMed: Effect of cholesterol on miscibility and phase behavior in binary mixtures with synthetic ceramide 2 and octadecanoic acid. Infrared studies. PubMed: Constituents of holothuroidea. 10. Isolation and structure of a biologically active ganglioside molecular species from the sea cucumber Holothuria leucospilota. PubMed: Sphingosine derivatives from the seeds of Allium tuberosum. PubMed: Effect of phloretin on the percutaneous absorption of lignocaine across human skin. PubMed: Fourier transform infrared spectroscopy and differential scanning calorimetry studies of fatty acid homogeneous ceramide 2. PubMed: Mitochondrial free calcium levels (Rhod-2 fluorescence) and ultrastructural alterations in neuronally differentiated PC12 cells during ceramide-dependent cell death. PubMed: Ceramide 2 (N-acetyl sphingosine) is associated with reduction in Bcl-2 protein levels by Western blotting and with apoptosis in cultured human keratinocytes. PubMed: Insights into the molecular organization of lipids in the skin barrier from infrared spectroscopy studies of stratum corneum lipid models. PubMed: The polar-lipid composition of the sphingolipid-producing bacterium Flectobacillus major. PubMed: Normal ultrastructure, but altered stratum corneum lipid and protein composition in a mouse model for epidermolytic hyperkeratosis. PubMed: Stratum corneum lipid composition and structure in cultured skin substitutes is restored to normal after grafting onto athymic mice. PubMed: A novel sulfonic-acid analogue of ceramide is the major extractable lipid of the gram-negative marine bacterium Cyclobacterium marinus WH. PubMed: Studies on selectin blockers. 4. Structure-function relationships of sulfated sialyl Lewis X hexasaccharide ceramides toward E-, P-, and L-selectin binding. PubMed: The effect of a synthetic ceramide-2 on transepidermal water loss after stripping or sodium lauryl sulfate treatment: an in vivo study. PubMed: The role of ceramides 1 and 2 in the stratum corneum lipid organisation. PubMed: C2-ceramide primes specifically for the superoxide anion production induced by N-formylmethionylleucyl phenylalanine (fMLP) in human neutrophils. PubMed: Synthesis of 2-N-oleoylamino-octadecane-1,3-diol: a new ceramide highly effective for the treatment of skin and hair. PubMed: Phosphatidylethanolamine: ceramide-ethanolaminephosphotransferase activity in synaptic plasma membrane vesicles. Influence of some cations and phospholipid environment on transferase activity. Further proof of its location. 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: Characterization and comparison of lipids in different squid nervous tissues. PubMed: Lipid metabolism in various regions of squid giant nerve fiber. PubMed: Selective recovery of deranged water-holding properties by stratum corneum lipids. PubMed: Analysis of phospho- and phosphonosphingolipids by high-performance liquid chromatography. PubMed: Temperature-induced changes in the hydroxy and non-hydroxy fatty acid-containing sphingolipids abundant in the surface membrane of Tetrahymena pyriformis NT-1. PubMed: Characteristics of phospholipids in microvillar membranes of octopus photoreceptor cells. PubMed: Structural components of sphingophosphonolipids from the ciliated protozoan, Tetrahymena pyriformis WH-14. PubMed: Biochemical studies of the excitable membrane of Paramecium tetraurelia. II. Phospholipids of ciliary and other membranes. PubMed: Neutral glycosphingolipids containing mannose from the bivalve Corbicula sandai. PubMed: Identification of molecular species of ceramide 2-N-methyl-aminoethylphosphonates containing normal fatty acids and dihydroxy long chain bases from Turbo cornutus. PubMed: Biochemistry of shellfish lipids. IX. Enzymatic hydrolysis of ceramide 2-aminoethylphosphonate and sphingoethanolamine. PubMed: Distribution of ceramide 2-aminoethylphosphonate and ceramide aminoethylphosphate (sphingoethanolamine) in some aquatic animals.