Introduction：Basic information about Phytosphingosine CAS 554-62-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Phytosphingosine Basic information
| Product Name: | Phytosphingosine |
| Synonyms: | PHYTOSPHINGOSINE HYDROCHLORIDE;(2S, 3S, 4R)-2-AMINO-1,3,4-OCTADECANETRIOL 4-HYDROXYSPHINGANINE;4-HYDROXYSPHINGANINE;1,3,4-Octadecanetriol,2-amino-, (2S, 3S, 4R) -;(2S,3S,4R)-2-Amino-1,3,4-octadecanetriol;(4R)-4-Hydroxysphinganine;D-ribo-Phytosphingosine;D-threo-Phytosphingosine |
| CAS: | 554-62-1 |
| MF: | C18H39NO3 |
| MW: | 317.51 |
| EINECS: | 439-210-6 |
| Product Categories: | Intermediates & Fine Chemicals;Pharmaceuticals;Amines;Chiral Reagents;cosmestic;554-62-1 |
| Mol File: | 554-62-1.mol |
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Phytosphingosine Chemical Properties
| Melting point | 102 °C |
| Boiling point | 483.7±40.0 °C(Predicted) |
| density | 0.983 |
| vapor pressure | 0.2Pa at 20℃ |
| refractive index | 9 ° (C=1, Pyridine) |
| storage temp. | −20°C |
| solubility | Soluble in Ethanol (up to 2 mg/ml). |
| pka | 11.91±0.45(Predicted) |
| form | White to off-white solid. |
| color | White |
| Water Solubility | 2.6mg/L at 20℃ |
| Stability: | Stable for 1 year from date of purchase as supplied. Solutions in ethanol may be stored at -20°C for up to 1 month. |
| Cosmetics Ingredients Functions | SKIN CONDITIONING
HAIR CONDITIONING |
| InChI | InChI=1S/C18H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(21)18(22)16(19)15-20/h16-18,20-22H,2-15,19H2,1H3/t16-,17+,18-/m0/s1 |
| InChIKey | AERBNCYCJBRYDG-KSZLIROESA-N |
| SMILES | C(O)[C@H](N)[C@H](O)[C@H](O)CCCCCCCCCCCCCC |
| LogP | 6.2 at 22℃ |
Safety Information
| WGK Germany | 1 |
| HS Code | 29221990 |
| Storage Class | 11 - Combustible Solids |
Phytosphingosine Usage And Synthesis
| Description | Phytosphingosine is a sphingolipid with a hydroxyl group at the C4 position that is found mainly in fungi and plants but also in animals, including humans. It is metabolized to odd-numbered fatty acids with 2-hydroxy palmitic acid as an intermediate. Phytosphingosine dose-dependently induces cell death of CHO cells and inhibits carbachol-induced activation of phospholipase D (PLD) in CHO cells transfected with C. elegans muscarinic acetylcholine receptors. It is essential in the heat stress response in S. cerevisiae. [Matreya, LLC. Catalog No. 1330] |
| Chemical Properties | Off-White Solid |
| Uses | phytosphingosine is a sphingolipid that can improve the overall condition of skin and hair. Some sources site anti-microbial and anti-inflammatory properties. Research indicates similar activity to retinoic acid, in which case it may be particularly beneficial for aging and photo-aging skin. |
| Uses | Phytosphingosine is a natural anti-microbial compound and it is involved in several cellular processes such as cell differentiation and anti-inflammation. |
| Definition | ChEBI: Phytosphingosine is a sphingoid, an amino alcohol and a triol. It has a role as a Saccharomyces cerevisiae metabolite and a mouse metabolite. It is functionally related to a N-acyl-beta-D-galactosylphytosphingosine and a sphinganine. It is a conjugate base of a phytosphingosine(1+). |
| Origin | In 1884, chemist J.L.W coined the word phytosphingosine, which was taken from the term “sphingoid”, a major component in all biological membranes. There are four types of sphingoid bases and phytosphingosine is one of them. Phytosphingosine is a widely distributed natural sphingoid base and found in fungi, plants, and animals. |
| Flammability and Explosibility | Not classified |
| Veterinary Drugs and Treatments | Phytosphingosine is a unique topical antiseborrheic compound. It is in a class called ceramides which are waxy materials meant to meantto mimic the normal lipid composition of the stratum corneum. It may also have some antiinflammatory and antimicrobial properties. |
| References | [1] CAROL L FISCHER. Antibacterial activity of sphingoid bases and fatty acids against Gram-positive and Gram-negative bacteria.[J]. Antimicrobial Agents and Chemotherapy, 2012: 1157-1161. DOI:10.1128/aac.05151-11
[2] C L FISCHER. Sphingoid bases are taken up by Escherichia coli and Staphylococcus aureus and induce ultrastructural damage.[J]. Skin Pharmacology and Physiology, 2013, 26 1: 36-44. DOI:10.1159/000343175 |
Phytosphingosine Preparation Products And Raw materials
| Preparation Products | N-hexacosanoylphytosphingosine-->N-tert-Butyloxycarbonyl-D-ribo-phytosphingosine-->salicyloyl phytosphingosine |
