Phytosphingosine - Moligand™, ≥98% , CAS No.554-62-1

CAS: 554-62-1 Cat. No.: D136389 Summenformel: C₁₈H₃₉NO₃ Molekulargewicht: 317.51 Beilstein Registry Number: 4(4)1906 EG-Nummer: 439-210-6

GRADE & PURITY Moligand™, ≥98%

Synonyms

4-D-Hydroxysphinganine | 4-D-hydroxy-Sphinganine | D-Ribo-1,3,4-trihydroxy-2-aminooctadecane | Hidroc Clora | 1,3,4-OCTADECANETRIOL, 2-AMINO-, D-RIBO- | PHYTOSPHINGOSINE [INCI] | SCHEMBL20110 | SR-05000002328-2 | UNII-GIN46U9Q2Q | D-ribo-Phytosphingosine,

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Übersicht

Phytosphingosine is a phospholipid with anti-inflammatory, antibacterial, and anti-cancer activities, which can induce apoptosis. Phytosphingosine is an immune regulator and can be used in the study of inflammatory skin diseases. Phytosphingosine is also an activator of GPR120 with an IC50 value of 33.4 μM and can be used in the study of type II diabetes.

Specifications

Synonyme

4-D-Hydroxysphinganine | 4-D-hydroxy-Sphinganine | D-Ribo-1,3,4-trihydroxy-2-aminooctadecane | Hidroc Clora | 1,3,4-OCTADECANETRIOL, 2-AMINO-, D-RIBO- | PHYTOSPHINGOSINE [INCI] | SCHEMBL20110 | SR-05000002328-2 | UNII-GIN46U9Q2Q | D-ribo-Phytosphingosine,

Spezifikationen & Reinheit

Moligand™, ≥98%

Storage

Store at -20°C

Verschickt in

Ice chest + Ice pads

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Note

Moligand™

Aktionsart

INHIBITOR

Reinheit

≥98%

Namen und Kennungen

• Pubchem Sid: 488187666
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488187666
• Kanonisches Lächeln: CCCCCCCCCCCCCCC(C(C(CO)N)O)O
• IUPAC Name: (2S,3S,4R)-2-aminooctadecane-1,3,4-triol
• InChIKey: AERBNCYCJBRYDG-KSZLIROESA-N
• 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
• Isomere SMILES: CCCCCCCCCCCCCC[C@H]([C@H]([C@H](CO)N)O)O
• Molekulargewicht: 317.51
• Beilstein: 4(4)1906
• Reaxy-Rn: 1725300
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1725300&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic nitrogen compounds
    • Klasse Organonitrogen compounds
      • Subclass Amines
        • Ebene5 Alkanolamines
          • Ebene6 1,3-aminoalcohols

• Kingdom: Organic compounds
• Superclass: Organic nitrogen compounds
• Klasse: Organonitrogen compounds
• Subclass: Amines
• Intermediate Tree Nodes: Alkanolamines
• Direct Parent: 1,3-aminoalcohols
• Alternative Parents: Secondary alcohols 1,2-aminoalcohols Polyols Primary alcohols Organopnictogen compounds Monoalkylamines Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: 1,3-aminoalcohol - Secondary alcohol - 1,2-aminoalcohol - Polyol - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Primary amine - Primary alcohol - Organooxygen compound - Primary aliphatic amine - Alcohol - Aliphatic acyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as 1,3-aminoalcohols. These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C3 atom.
• External Descriptors: 4-Hydroxysphinganines (Phytosphingosines)

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

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VDR Tclin Vitamin D receptor (26531 Activities)

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ACHE Tclin Acetylcholinesterase (18204 Activities)

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Jurkat (10389 Activities)

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POLK Tbio DNA polymerase kappa (8653 Activities)

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Hdac6 Histone deacetylase 6 (222 Activities)

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Candida albicans (78123 Activities)

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Nakaseomyces glabratus (9108 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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BCHE Cholinesterase (8742 Activities)

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ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

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Endoglycoceramidase II (93 Activities)

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Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Löslichkeit: DMSO (Slightly, Heated), Methanol (Slightly), Pyridine (Slightly)
• Spezifische Drehung [α]: 9° (C=1,Pyridine)
• Schmelzpunkt (°C): 102°C(lit.)
• Molekulargewicht: 317.500 g/mol
• XLogP3: 4.600
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 16
• Exact Mass: 317.293 Da
• Monoisotopic Mass: 317.293 Da
• Topological Polar Surface Area: 86.700 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 226.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referenzen

1. Yang Zhang, Xiaowen Liu, Guojing Yu, Hongzhe Gui, Jingteng Chi, Shuhan Liu, Liang Fang, Mingzhe Liu.  (2023)  Innovative insight into the mechanism of enantioselective skin permeation for chiral drugs.  Expert Opinion on Drug Delivery,      [PMID:38112192] [10.1080/17425247.2023.2294877]

2. Li Lingru, Li Tianxing, Liang Xue, Zhu Linghui, Fang Yini, Dong Ling, Zheng Yi, Xu Xiaoxue, Li Mingrui, Cai Tianqi, Zhao Fufangyu, Xin Meiling, Shao Mingyan, Guan Yuanyuan, Liu Meiyi, Li Fangli, Zhang Chenhong, Wang Qi, Sun Wenlong, Zheng Yanfei.  (2025)  A decrease in Flavonifractor plautii and its product, phytosphingosine, predisposes individuals with phlegm-dampness constitution to metabolic disorders.  Cell Discovery,  11  (1): (1-21).  [PMID:40097405] [10.1038/s41421-025-00789-x]