Nikkomycin Z - Moligand™, ≥90%(HPLC) , CAS No.59456-70-1

CAS: 59456-70-1 Cat. No.: N463180 Fórmula: C₂₀H₂₅N₅O₁₀ Peso molecular: 495.44 Número EC: 637-378-7

GRADE & PURITY Moligand™, ≥90%(HPLC)

Synonyms

β-D-Allofuranuronic acid 5-[[(2S,3S,4S)-2-amino-4-hydroxy-4-(5-hydroxy-2-pyridinyl)-3-methyl1-oxobutyl]amino]-1,5-dideoxy-1-(3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl)-

Storage

Store at 2-8°C

Shipped In

Wet ice

Descripción general

Description

Chemical structure: peptidyl nucleosideNikkomycin Z is used as a selective competitive inhibitor of chitin synthetase 3 in studies on fungal cell wall development. It is a potential treatment for humanEncephalitozoon hellem, a microsporidian species and is used to study the changes of chitin and β--glucan under Nikkomycin Z exposure.

Specifications

Sinónimos

β-D-Allofuranuronic acid 5-[[(2S,3S,4S)-2-amino-4-hydroxy-4-(5-hydroxy-2-pyridinyl)-3-methyl1-oxobutyl]amino]-1,5-dideoxy-1-(3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl)-

Especificaciones y pureza

Moligand™, ≥90%(HPLC)

Mecanismos bioquímicos y fisiológicos

Nikkomycin Z, a nucleoside-peptide, is a selective competitive chitin synthesis inhibitor. Nikkomycin Z has antifungal effects and acts as a competitive analogue of the chitin synthase substrate UDP-N-acetylglucosamine.

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C

Enviado en

Wet ice

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

Grado

Moligand™

Tipo de acción

INHIBITOR

Pureza

≥90%(HPLC)

Nombres e identificadores

• Pubchem Sid: 528771505
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/528771505
• Sonrisas canónicas: CC(C(C1=NC=C(C=C1)O)O)C(C(=O)NC(C2C(C(C(O2)N3C=CC(=O)NC3=O)O)O)C(=O)O)N
• IUPAC Name: (2S)-2-[[(2S,3S,4S)-2-amino-4-hydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutanoyl]amino]-2-[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]acetic acid
• InChIKey: WWJFFVUVFNBJTN-VHDFTHOZSA-N
• INCHI: 1S/C20H25N5O10/c1-7(13(28)9-3-2-8(26)6-22-9)11(21)17(31)24-12(19(32)33)16-14(29)15(30)18(35-16)25-5-4-10(27)23-20(25)34/h2-7,11-16,18,26,28-30H,21H2,1H3,(H,24,31)(H,32,33)(H,23,27,34)/t7-,11-,12-,13-,14-,15+,16+,18+/m0/s1
• Isómeros SMILES: C[C@H]([C@@H](C1=NC=C(C=C1)O)O)[C@@H](C(=O)N[C@@H]([C@@H]2[C@H]([C@H]([C@@H](O2)N3C=CC(=O)NC3=O)O)O)C(=O)O)N
• Peso molecular: 495.44
• Reaxy-Rn: 873216
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=873216&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Peptides
          • Level6 Dipeptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Peptides
• Direct Parent: Dipeptides
• Alternative Parents: 5'-deoxyribonucleosides N-acyl-L-alpha-amino acids Alpha amino acid amides Glycosylamines Pyrimidones Hydroxypyridines Aralkylamines Hydropyrimidines N-acyl amines Vinylogous amides Heteroaromatic compounds Tetrahydrofurans 1,3-aminoalcohols Lactams Amino acids Secondary alcohols Secondary carboxylic acid amides Ureas Oxacyclic compounds Monocarboxylic acids and derivatives Azacyclic compounds Carboxylic acids Aromatic alcohols Monoalkylamines Organic oxides Carbonyl compounds Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Alpha-dipeptide - 5'-deoxyribonucleoside - N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - N-acyl-l-alpha-amino acid - Alpha-amino acid amide - Glycosyl compound - N-glycosyl compound - Alpha-amino acid or derivatives - Hydroxypyridine - Pyrimidone - Aralkylamine - Fatty amide - Hydropyrimidine - N-acyl-amine - Pyridine - Pyrimidine - Fatty acyl - Tetrahydrofuran - Heteroaromatic compound - Vinylogous amide - 1,3-aminoalcohol - Urea - Secondary carboxylic acid amide - Secondary alcohol - Amino acid or derivatives - Carboxamide group - Amino acid - Lactam - Azacycle - Oxacycle - Organoheterocyclic compound - Carboxylic acid - Monocarboxylic acid or derivatives - Amine - Alcohol - Organic oxide - Organopnictogen compound - Primary aliphatic amine - Organic nitrogen compound - Hydrocarbon derivative - Carbonyl group - Aromatic alcohol - Organonitrogen compound - Organooxygen compound - Primary amine - Organic oxygen compound - Aromatic heteromonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
• External Descriptors: nikkomycin

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

Objetivos asociados (humanos)

Homo sapiens (32628 Activities)

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Objetivos asociados (no humanos)

CHS1 Chitin synthase 1 (112 Activities)

Discover Target: CHS1

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

Saccharomyces cerevisiae (19171 Activities)

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Pichia kudriavzevii (7448 Activities)

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Aspergillus fumigatus (16427 Activities)

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Cryptococcus neoformans (21258 Activities)

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Candida albicans (78123 Activities)

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Nakaseomyces glabratus (9108 Activities)

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Candida parapsilosis (8521 Activities)

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Candida tropicalis (8381 Activities)

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Fusarium oxysporum (3998 Activities)

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Mucor mucedo (338 Activities)

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Benjaminiella poitrasii (79 Activities)

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Cutaneotrichosporon cutaneum (20 Activities)

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Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: H2O: soluble 5mg/mL
• Peso molecular: 495.400 g/mol
• XLogP3: -5.600
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 8
• Exact Mass: 495.16 Da
• Monoisotopic Mass: 495.16 Da
• Topological Polar Surface Area: 245.000 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 871.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 8
• 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