N-[12-[(7-nitro-2-1,3-benzoxadiazol-4-yl)amino]dodecanoyl]-phytosphingosine - ≥99% , CAS No.388566-94-7

CAS: 388566-94-7 Cat. No.: N130256 Molecular Weight: 677.91

GRADE & PURITY ≥99%

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

Overview

product description：

C12-NBD Phytosphingosine is a fluorescent derivative of the naturally occurring lipid compound, phytosphingosine which is localised in skin, kidney and intestines.

Phytosphingosine is a ceramide molecule localized to the stratum corneum.

application：

C12-NBD phytosphingosine has been used as a substrate to assay ceramidase activity.

C12-NBD Phytosphingosine has been used as a substrate in ceramidase activity assay to study enzyme activity.

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] | SCHEMBL20110 | SR-05000002328-2 | UNII-GIN46U9Q2Q | D-ribo-Phytosphingosine,

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Phytosphingosine (PHS) is a sphingoid lipid molecule which is known to exhibit antimicrobial and anti-inflammatory action. PHS can has the ability to increase the production of keratinocyte differentiation marker proteins, such as transglutaminase 1 and i

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.

Purity

≥99%

Names and Identifiers

• 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: 677.91
• 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)

Discover Target: VDR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ACHE Tclin Acetylcholinesterase (18204 Activities)

Discover Target: ACHE

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Jurkat (10389 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

POLK Tbio DNA polymerase kappa (8653 Activities)

Discover Target: POLK

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Candida albicans (78123 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Nakaseomyces glabratus (9108 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

BCHE Cholinesterase (8742 Activities)

Discover Target: BCHE

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

Discover Target: ffp

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Endoglycoceramidase II (93 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• 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

References

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]