Tetraacetylphytosphingosine
- Product Name
- Tetraacetylphytosphingosine
- CAS No.
- 13018-48-9
- Chemical Name
- Tetraacetylphytosphingosine
- Synonyms
- TETRAACETYLPHYTOSPHINGOSINE;Tetraacetylphytosphingosine >Tetraacetyl-D-ribo-Phytosphingosine;Tetraacetylphytosphingosine >=98% (HPLC);Acetamide, N-[(1S,2S,3R)-2,3-bis(acetyloxy)-1-[(acetyloxy)methyl]heptadecyl]-
- CBNumber
- CB35550091
- Molecular Formula
- C26H47NO7
- Formula Weight
- 485.65
- MOL File
- 13018-48-9.mol
Tetraacetylphytosphingosine Property
- Melting point:
- 46 °C
- Boiling point:
- 594.3±50.0 °C(Predicted)
- Density
- 1.021±0.06 g/cm3(Predicted)
- storage temp.
- -20°C
- solubility
- ethanol: ≤25mg/mL
- form
- solid
- pka
- 14.72±0.46(Predicted)
- Cosmetics Ingredients Functions
- SKIN CONDITIONING
HAIR CONDITIONING - InChI
- 1S/C26H47NO7/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-25(33-22(4)30)26(34-23(5)31)24(27-20(2)28)19-32-21(3)29/h24-26H,6-19H2,1-5H3,(H,27,28)/t24-,25+,26-/m0/s1
- InChIKey
- SGTYQWGEVAMVKB-NXCFDTQHSA-N
- SMILES
- C(N[C@@H](COC(C)=O)[C@H](OC(C)=O)[C@H](OC(C)=O)CCCCCCCCCCCCCC)(=O)C
Safety
- WGK Germany
- WGK 3
- Storage Class
- 11 - Combustible Solids
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H318Causes serious eye damage
H400Very toxic to aquatic life
H410Very toxic to aquatic life with long lasting effects
- Precautionary statements
-
P273Avoid release to the environment.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P310Immediately call a POISON CENTER or doctor/physician.
P391Collect spillage. Hazardous to the aquatic environment
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- SMB00703
- Product name
- Tetraacetylphytosphingosine
- Purity
- ≥98% (HPLC)
- Packaging
- 5 mg
- Price
- $123
- Updated
- 2025/07/31
- Product number
- SMB00703
- Product name
- Tetraacetylphytosphingosine
- Purity
- ≥98% (HPLC)
- Packaging
- 25 mg
- Price
- $496
- Updated
- 2025/07/31
Tetraacetylphytosphingosine Chemical Properties,Usage,Production
Description
Tetraacetylphytosphingosine (TAPS) is a sphingolipid metabolite produced by Wickerhamomyces ciferrii (also known as Hansenula ciferrii). It exerts an inhibitory action on angiogenesis through inhibition of the mitogen-activated protein kinase (MAPK) pathway and intracellular calcium increase. Therefore, TAPS was suggested as a potential treatment for angiogenesis related disorders such as arthritis, cancer and psoriasis.
Uses
Tetraacetylphytosphingosine(TAPS) is a modified form of phytoshingosine, which is a component found in the lipid layer of the skin and known for Moisturizing and Repairing the Skin. TAPS functions as a lipid source, contributing to the water-locking barrier of the skin's outer layer, the stratum corneum. This helps to increase the overall ceramide content in the skin, which is crucial for maintaining skin hydration and preventing dehydration by bolstering the skin's barrier function. Improving Dark Circles, TAPS has been found to inhibit the formation and leakage of capillaries. This action can be beneficial in improving the appearance of dark circles under the eyes. Promoting Skin Cell Regeneration and Repair, TAPS is also known to promote the regeneration and repair of skin cells. It stimulates the synthesis of critical structural proteins like collagen and elastic fibers, vital for maintaining skin elasticity and firmness.
Biological Activity
Tetraacetylphytosphingosine was found to induce apoptosis in HaCaT human keratinocyte cells. In addition, it was demonstrated that TAPS synergistically increases UVB-induced apoptosis via caspase activation by regulating the level of pro-apoptotic Bax and anti-apoptotic Bcl-2 in HaCaT cells.
in vitro
Tetraacetylphytosphingosine (TAPS; 5 μM; 24 h) markedly decreases VEGF-induced chemotactic migration and capillary-like tube formation in HUVEC. It significantly inhibits VEGF-induced proteolytic enzyme production, including MMP-2, urokinase-type plasminogen activator (uPA) and plasminogen activator inhibitor-1 (PAI-1). It also suppresses VEGF-induced phosphorylation of p42/44 extracellular signal-regulated kinase and c-JNK. In addition, Tetraacetylphytosphingosine abolished VEGF-induced intracellular calcium increase. In HaCaT cells, Tetraacetylphytosphingosine co-treatment synergistically increases the level of UVB-induced apoptosis via caspase activation by regulating pro-apoptotic Bax and anti-apoptotic Bcl-2 levels.
Tetraacetylphytosphingosine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Tetraacetylphytosphingosine manufacturers
- Product
- Tetraacetyl-D-ribo-Phytosphingosine 13018-48-9
- Price
- US $0.00-0.00/kg
- Min. Order
- 0.1kg
- Purity
- 92.5%
- Supply Ability
- 2000kgs
- Release date
- 2024-07-14
- Product
- Tetraacetylphytosphingosine 13018-48-9
- Price
- US $0.00-0.00/kg
- Min. Order
- 0.10000000149011612kg
- Purity
- 96.8%HPLC
- Supply Ability
- 2000kgs
- Release date
- 2025-03-02