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

CAS: 554-62-1 Cat. No.: D136389 Formula: C₁₈H₃₉NO₃ Molecular Weight: 317.51 Beilstein Registry Number: 4(4)1906 EC Number: 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]|D-ribo-Phytosphingosine, 4-hydroxysphinganine (Saccharomyces Cerevisiae), powder|1,3,4-Octadecanetriol, 2-amino-, (2S,3S,4R)-|N-Dodecanoyl-NBD-phytosphingosine|phytosphingosine|t18:0|C18-Phytosphingosine|D-ribo-4-hydroxysphinganine (C18)|(2S,3S,4R)-2-aminooctadecane-1,3,4-triol|DS-phytosphingosine|SPHINGANINE, 4-D-HYDROXY|CYTOMIDE PGS|4R-hydroxasphinganine|4-R-hydroxyoctadecasphinganine|1,3,4-Octadecanetriol, 2-amino-, (2S-(2R*,3R*,4S*))-|C18-PHS|BIOMIDE PS|D-ribo-2-amino-1,3,4-Octadecanetriol|4R-hydroxysphinganine|PHYTOSPHINGOSINE [WHO-DD]|Phytosphingosin|Ahr 10282b;AHR-10282; AHR10282; AHR 10282;sodium bromfenac|phytosphingosine (C18)|D-Ribo-phytosphingosine|[2S-(2R*,3R*,4S*)]-2-amino-1,3,4-Octadecanetriol|4R-hydroxysphinganine (C18)|4D-Hydroxysphinganine

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

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

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] | D-ribo-Phytosphingosine, 4-hydroxysphinganine (Saccharomyces Cerevisiae), powder | 1,3,4-Octadecanetriol, 2-amino-, (2S,3S,4R)- | N-Dodecanoyl-NBD-phytosphingosi Show more

Specifications & Purity

Moligand™, ≥98%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Purity

≥98%

Names and Identifiers

Pubchem Sid

488187666

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/488187666

Canonical Smiles

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

Isomeric SMILES

CCCCCCCCCCCCCC[C@H]([C@H]([C@H](CO)N)O)O

Molecular Weight

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
    • Class Organonitrogen compounds
      • Subclass Amines
        • Level5 Alkanolamines
          • Level6 1,3-aminoalcohols

• Kingdom: Organic compounds
• Superclass: Organic nitrogen compounds
• Class: 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
• Description: 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

Associated Targets(Human)

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)

Discover Target: POLK

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Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

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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)

Discover Target: BCHE

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ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

Discover Target: ffp

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Endoglycoceramidase II (93 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO (Slightly, Heated), Methanol (Slightly), Pyridine (Slightly)
• Specific Rotation[α]: 9° (C=1,Pyridine)
• Melt Point(°C): 102°C(lit.)
• Molecular Weight: 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