Lipoxamycin hemisulfate - ≥98% , CAS No.11075-87-9

CAS: 11075-87-9 Cat. No.: L650344 Peso molecular: 421.54 PubChem CID: 165905

GRADE & PURITY ≥98%

Synonyms

(S)-2-amino-N,3-dihydroxy-N-(14-methyl-3,10-dioxopentadecyl)propanamide hemisulfate | Lipoxamycin | Sulfuric acid--N-hydroxy-N-(14-methyl-3,10-dioxopentadecyl)serinamide (1/2) | U-26146D | Lipoxamycin, sulfate (2:1) | AKOS040747563 | Lipoxamycin hemisulfa

Storage

Store at 2-8°C,Desiccated

Shipped In

Wet ice

Descripción general

Lipoxamycin hemisulfate is an antifungal antibiotic and a potent serine palmitoyltransferase inhibitor with an IC 50 of 21 nM

In Vitro

Lipoxamycin has antifungal activity against a panel of humanpathogenic fungi with better potency against some of the Candida species (MIC values, 0.25-16 µg/mL). Cryptococcus neoformans is the most sensitive organism, followed by various species of Candida . Other filamentous fungi are sensitive to the Lipoxamycin in disk diffusion assays. Lipoxamycin has a long alkyl chain and an amino-containing polar head group. Lipoxamycin is on the same order of potency as the sphingofungins and also have potent activity against the mammalianenzyme. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Lipoxamycin is highly toxic in mice when applied subeutaneously or topically. Toxicity may be mechanism based, since studies with a Chinese hamster ovary cell mutant have shown that the serine palmitoyltransferase is an essential enzymein mammalian cells . MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:Serine palmitoyltransferase

Specifications

Sinónimos

(S)-2-amino-N, 3-dihydroxy-N-(14-methyl-3, 10-dioxopentadecyl)propanamide hemisulfate | Lipoxamycin | Sulfuric acid--N-hydroxy-N-(14-methyl-3, 10-dioxopentadecyl)serinamide (1/2) | U-26146D | Lipoxamycin, sulfate (2:1) | AKOS040747563 | Lipoxamycin hemisulfa

Especificaciones y pureza

≥98%

Mecanismos bioquímicos y fisiológicos

Lipoxamycin hemisulfate is an antifungal antibiotic and a potent serine palmitoyltransferase inhibitor with an IC 50 of 21 nM.

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C, Desiccated

Enviado en

Wet ice

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Tipo de acción

INHIBITOR

Pureza

≥98%

Nombres e identificadores

• Sonrisas canónicas: CC(C)CCCC(=O)CCCCCCC(=O)CCN(C(=O)C(CO)N)O.CC(C)CCCC(=O)CCCCCCC(=O)CCN(C(=O)C(CO)N)O.OS(=O)(=O)O
• IUPAC Name: (2S)-2-amino-N,3-dihydroxy-N-(14-methyl-3,10-dioxopentadecyl)propanamide;sulfuric acid
• InChIKey: LQVOFMWEPHCSIY-IJBYHFJWSA-N
• INCHI: 1S/2C19H36N2O5.H2O4S/c2*1-15(2)8-7-11-16(23)9-5-3-4-6-10-17(24)12-13-21(26)19(25)18(20)14-22;1-5(2,3)4/h2*15,18,22,26H,3-14,20H2,1-2H3;(H2,1,2,3,4)/t2*18-;/m00./s1
• Isómeros SMILES: CC(C)CCCC(=O)CCCCCCC(=O)CCN(C(=O)[C@H](CO)N)O.CC(C)CCCC(=O)CCCCCCC(=O)CCN(C(=O)[C@H](CO)N)O.OS(=O)(=O)O
• CAS alternativo: 11075-87-9
• PubChem CID: 165905
• Términos de entrada MeSH: lipoxamycin
• Peso molecular: 421.54

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Alpha amino acid amides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Alpha amino acid amides
• Alternative Parents: Serine and derivatives Organic sulfuric acids Ketones Hydroxamic acids Primary alcohols Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives
• Molecular Framework: Not available
• Substituents: Serine or derivatives - Alpha-amino acid amide - Sulfuric acid - Organic sulfuric acid or derivatives - Ketone - Hydroxamic acid - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Primary amine - Primary alcohol - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Carbonyl group - Amine - Alcohol - Aliphatic acyclic compound
• Descripción: This compound belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids.
• External Descriptors: Not available

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

Propiedades químicas y físicas

• Solubilidad: DMSO : 40 mg/mL (94.89 mM; ultrasonic and warming and heat to 60°C)
• Peso molecular: 843.100 g/mol
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 32
• Exact Mass: 842.492 Da
• Monoisotopic Mass: 842.492 Da
• Topological Polar Surface Area: 325.000 Ų
• Heavy Atom Count: 57
• Formal Charge: 0
• Complexity: 507.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• 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: 3

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