Phytosphingosine
Grundinformationen
- CAS
554-62-1- Standard-SMILES
CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@@H](N)CO- InChIKey
AERBNCYCJBRYDG-KSZLIROESA-N- Summenformel
- C18H39NO3
- Durchschnittliche Molmasse
- 317,5 g/mol
- Monoisotopische Masse
- 317,29299411
Überblick
Phytosphingosine is an amino alcohol, a triol and a sphingoid. It has a role as a mouse metabolite and a Saccharomyces cerevisiae metabolite. It is functionally related to a N-acyl-beta-D-galactosylphytosphingosine and a sphinganine. It is a conjugate base of a phytosphingosine(1+).
Namen und Bezeichner
- Bevorzugter Name
- Phytosphingosine
- IUPAC
- (2S,3S,4R)-2-aminooctadecane-1,3,4-triol
- Englischer Name
- Phytosphingosine
- Summenformel
- C18H39NO3
- Molmasse
- 317.51
Namen und Synonyme
phytosphingosine554-62-1(2S,3S,4R)-2-aminooctadecane-1,3,4-triol4-D-HydroxysphinganineD-Ribo-phytosphingosineC18-PhytosphingosineDS-phytosphingosine4R-hydroxysphinganine(+)-D-ribo-Phytosphingosine1,3,4-Octadecanetriol, 2-amino-, (2S,3S,4R)-GIN46U9Q2QCYTOMIDE PGS
Weitere Namen anzeigen
4-HYDROXYSPHINGANINEGlycolipidPhytospingosineSalicyl phytosphingosinePHYTOSPHINGOSINE HYDROCHLORIDEPhyto-Shytosphingosine
BIOMIDE PSDTXSID802039514-R-hydroxyoctadecasphinganineCHEBI:469611,3,4-Octadecanetriol, 2-amino-, (2S-(2R*,3R*,4S*))-RefChem:56427DTXCID10126442439-210-6
Datenbank-Bezeichner
- CAS
554-62-1- PubChem CID
- 122121
- DTXSID
DTXSID80203951- ChEMBL
CHEMBL236036
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 4,6
- Polarare Oberfläche (TPSA)
- 86,7 Ų
- H-Brücken-Donoren
- 4
- H-Brücken-Akzeptoren
- 4
- Frei drehbare Bindungen
- 16
- Schwere Atome
- 22
- Formalladung
- 0
- Komplexität
- 226
Experimentelle und physikochemische Eigenschaften
DrugsPharmaceuticals -> Listed in ZINC15
LipidsLipids -> Sphingolipids [SP] -> Sphingoid bases [SP01] -> 4-Hydroxysphinganines (Phytosphingosines) [SP0103]
CosmeticsSkin conditioning; Hair conditioning
Melting Point102 - 103 °C
Physical DescriptionSolid
Collision Cross Section180.68 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
Physikochemische Eigenschaften
- Schmelzpunkt
- 102 °C · 102 °C
- Siedepunkt
- 483.7 · 483.7±40.0 °C(Predicted)
- Dichte
- 0.983 · 0.983
- Dampfdruck
- 0.2 Pa · 0.2Pa at 20℃
- Brechungsindex
- 9 ° · 9 ° (C=1, Pyridine)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Danger
H318 (99.2%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
P264+P265, P273, P280, P305+P354+P338, P317, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 122 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Chemical: 1,3,4-Octadecanetriol, 2-amino-, (2S, 3S, 4R)-
Status: Active Update: 19-08-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/27327
(2S,3S,4R)-2-aminooctadecane-1,3,4-triol: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazard Classes and CategoriesEye Dam. 1 (99.2%)
Sicherheitsdaten
- wgk
- 1
- hs_code
- 29221990
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
Tissue LocationsEpidermis
Cellular LocationsExtracellular
Verwendung und Herstellung
Household ProductsInformation on 1 consumer products that contain Phytosphingosine in the following categories is provided:
Use ClassificationCosmetics -> Skin conditioning; Hair conditioning
Anwendungen
BeschreibungPhytosphingosine 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]
VerwendenPhytosphingosine is a natural anti-microbial compound and it is involved in several cellular processes such as cell differentiation and anti-inflammation.
Vor- und nachgelagerte Produkte
Nachgelagerte Produkte
Zugehörige Reaktionen
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