| Identification | More | [Name]
Ceramides | [CAS]
100403-19-8 | [Synonyms]
CAPROYL SPHINGOSINE
CERAMIDE 1
CERAMIDE 2
CERAMIDE 3
CERAMIDE 4
CERAMIDE 5
CERAMIDE 1 A
CERAMIDE 6 II
HYDROXYCAPROYL PHYTOSPHINGOSINE
HYDROXYCAPRYLOYL PHYTOSPHINGOSINE
HYDROXYLAUROYL PHYTOSPHINGOSINE
LACTOYL PHYTOSPHINGOSINE
PHYTOSPHINGOSINE LACTATE
PHYTOSPHINGOSINE PCA | [EINECS(EC#)]
309-560-3 | [Molecular Formula]
C24H47NO3 | [MDL Number]
MFCD00282862 | [Molecular Weight]
397.635 | [MOL File]
100403-19-8.mol |
| Questions And Answer | Back Directory | [Preparation]
Ceramides can be synthesized via three different pathways: de novo synthesis, the sphingomyelinase pathway, and the salvage pathway. In the de novo pathway, serine palmitoyltransferase catalyzes the formation of 3-ketosphinganine from serine and palmitoyl-CoA on the cytoplasmic surface of the endoplasmic reticulum, which then forms dihydrosphingosine. Ceramide synthase then acylates dihydrosphingosine to generate dihydroceramide, which is finally dehydrogenated to form ceramide. In the salvage pathway, glycosylated sphingolipids and sphingomyelin in lysosomes form sphingosine, which is then acylated by ceramide synthase in the endoplasmic reticulum to form ceramide. Additionally, ceramides can also be generated by the hydrolysis of sphingomyelinase on the cell membrane via the sphingomyelinase (SMase) pathway. |
| Chemical Properties | Back Directory | [storage temp. ]
Store at -20°C | [solubility ]
Methanol: 25 mg/mL | [form ]
A crystalline solid | [color ]
Off-white to light yellow | [Cosmetics Ingredients Functions]
HAIR CONDITIONING
SKIN CONDITIONING - MISCELLANEOUS
SKIN CONDITIONING | [LogP]
13.577 (est) | [Uses]
ceramides is a family of naturally occurring lipids that act primarily in the skin’s uppermost layer, forming a protective barrier and reducing natural transepidermal water loss. Ceramides repair the stratum corneum layer in cases of dry skin, improve skin hydration, and increase the feeling of softness. They are beneficial for stressed, sensitive, scaly, rough, dry, aged, and sun-damaged skin. Ceramides play an essential role in the structure of superficial epidermal layers and form an integral part of the intercellular membrane network. They help generate and sustain the skin’s barrier function. This is extremely important: if the stratum corneum’s hydration is maintained, then it functions more normally in terms of flexibility and desquamation, its integrity is upheld, and the skin is less susceptible to irritation. Ceramide production decreases with age, accentuating any tendency to dry skin. When incorporated into a skin care preparation, the topical application of ceramides could benefit the stratum corneum if the ceramides manage to fill the intercellular spaces and if they are hydrolyzed by the correct extracellular enzymes on the skin. Such application also can stimulate ceramide production in the skin, thereby increasing the skin’s natural lipid content and reinforcing the skin’s protective barrier, measured through transepidermal water loss. Topically applied ceramides have been shown to capture and bind water, necessary for the skin to remain supple, smooth, and hydrated. natural ceramides are obtained from animals and plants. While ceramides can be synthetically manufactured, it is hard to obtain an identical equivalent to those found in nature, making them expensive raw materials. | [CAS DataBase Reference]
100403-19-8(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Description]
The ceramides mixture consists of hydroxy and non-hydroxy fatty acid-containing ceramides. Ceramides are generated from sphingomyelin through activation of sphingomyelinases or through the de novo synthesis pathway, which requires the coordinated action of serine palmitoyl transferase and ceramide synthase. They have been shown to mediate antiproliferative responses such as apoptosis, growth arrest, differentiation, and senescence.1 [Matreya, LLC. Catalog No. 1056] | [Mechanism of action]
Ceramides, fatty acid and cholesterol constitute the extracellular lipid matrix of epidermal barrier in an approximately equimolar ratio and are assembled in a dense orthorhombic lateral packing within SC interstices. Among them, ceramides are central to the permeability barrier structure and function. Epidermal ceramides account for approximately 50 % of total epidermal lipid by weight. In addition, ceramides also act as an active second messenger, regulate keratinocyte proliferation and differentiation, enhance proinflammatory cytokines production, and modulate immune responses. Aberrant metabolism and function of ceramides is involved in the pathogenesis of several inflammatory skin diseases, including psoriasis, atopic dermatitis (AD) and ichthyosis[1-2].
| [References]
[1] Li, Qingyang , et al. "The Role of Ceramides in Skin Homeostasis and Inflammatory Skin Diseases." Journal of Dermatological Science 97.1(2019).
[2] Koenig, David W., and B. Minerath. "Ceramidase control: An approach to improving skin health."Journal of cosmetic science 59.4(2008):354-355. |
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