Leucomycin A5 - ≥85% , CAS No.18361-45-0

CAS: 18361-45-0 Cat. No.: L329419 Molecular Weight: 771.9 Beilstein Registry Number: 1678481 PubChem CID: 5282324

GRADE & PURITY ≥85%

Synonyms

CHEBI:34815 | Leukomycin A5 | Leucomycin A(5) | [(2S,3S,4R,6S)-6-[(2R,3S,4R,5R,6S)-6-[[(4R,5S,6S,7R,9R,10R,11E,13E,16R)-4,10-dihydroxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-6-yl]oxy]-4-(dimethylamino)-5-hydroxy-2-methy

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Leucomycin A5 is a major metabolite of the leucomycin complex, a family of closely related macrocyclic lactone antibiotics produced by|Streptomyces kitasatoensis|and discovered in 1953. Leucomycin A5 is one of the more potent antibiotics of the complex. Leucomycin complex (kitasamycin) is used as an animal health product for control of Gram positive bacteria, Gram negative cocci,|leptospira|and|mycoplasma|. Little is known about the activity of individual analogues within the complex as their limited availability has restricted investigation.

Specifications

Synonyms

CHEBI:34815 | Leukomycin A5 | Leucomycin A(5) | [(2S, 3S, 4R, 6S)-6-[(2R, 3S, 4R, 5R, 6S)-6-[[(4R, 5S, 6S, 7R, 9R, 10R, 11E, 13E, 16R)-4, 10-dihydroxy-5-methoxy-9, 16-dimethyl-2-oxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11, 13-dien-6-yl]oxy]-4-(dimethylamino)-5-hydroxy-2-methy

Specifications & Purity

≥85%

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

≥85%

Names and Identifiers

• Pubchem Sid: 504763417
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763417
• Canonical Smiles: CCCC(=O)OC1C(OC(CC1(C)O)OC2C(OC(C(C2N(C)C)O)OC3C(CC(C(C=CC=CCC(OC(=O)CC(C3OC)O)C)O)C)CC=O)C)C
• IUPAC Name: [(2S,3S,4R,6S)-6-[(2R,3S,4R,5R,6S)-6-[[(4R,5S,6S,7R,9R,10R,11E,13E,16R)-4,10-dihydroxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-6-yl]oxy]-4-(dimethylamino)-5-hydroxy-2-methyloxan-3-yl]oxy-4-hydroxy-2,4-dimethyloxan-3-yl] butanoate
• InChIKey: JZVYPSLDMXOITF-MJRCUCNNSA-N
• INCHI: 1S/C39H65NO14/c1-10-14-29(44)52-37-25(5)50-31(21-39(37,6)47)53-34-24(4)51-38(33(46)32(34)40(7)8)54-35-26(17-18-41)19-22(2)27(42)16-13-11-12-15-23(3)49-30(45)20-28(43)36(35)48-9/h11-13,16,18,22-28,31-38,42-43,46-47H,10,14-15,17,19-21H2,1-9H3/b12-11+,16-13+/t22-,23-,24-,25+,26+,27+,28-,31+,32-,33-,34-,35+,36+,37+,38+,39-/m1/s1
• Isomeric SMILES: CCCC(=O)O[C@H]1[C@@H](O[C@H](C[C@@]1(C)O)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2N(C)C)O)O[C@H]3[C@H](C[C@H]([C@H](/C=C/C=C/C[C@H](OC(=O)C[C@H]([C@@H]3OC)O)C)O)C)CC=O)C)C
• RTECS: OH4726170
• PubChem CID: 5282324
• Molecular Weight: 771.9
• Beilstein: 1678481

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Aminosaccharides
          • Level6 Aminoglycosides

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Aminosaccharides
• Direct Parent: Aminoglycosides
• Alternative Parents: Macrolides and analogues O-glycosyl compounds Disaccharides Fatty acid esters Oxanes Dicarboxylic acids and derivatives Tertiary alcohols Alpha-hydrogen aldehydes Trialkylamines Secondary alcohols 1,2-aminoalcohols Amino acids and derivatives Lactones Carboxylic acid esters Oxacyclic compounds Acetals Dialkyl ethers Organic oxides Hydrocarbon derivatives Organopnictogen compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Aminoglycoside core - Macrolide - Disaccharide - Glycosyl compound - O-glycosyl compound - Fatty acid ester - Fatty acyl - Dicarboxylic acid or derivatives - Oxane - Alpha-hydrogen aldehyde - Tertiary alcohol - Amino acid or derivatives - Carboxylic acid ester - Tertiary aliphatic amine - 1,2-aminoalcohol - Tertiary amine - Lactone - Secondary alcohol - Ether - Oxacycle - Dialkyl ether - Carboxylic acid derivative - Acetal - Organoheterocyclic compound - Aldehyde - Hydrocarbon derivative - Carbonyl group - Organic nitrogen compound - Organic oxide - Organopnictogen compound - Alcohol - Organonitrogen compound - Amine - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as aminoglycosides. These are molecules or a portion of a molecule composed of amino-modified sugars.
• External Descriptors: butyrate ester - macrolide

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(non-human)

Klebsiella pneumoniae (43867 Activities)

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

Staphylococcus aureus (210822 Activities)

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

Bacillus spizizenii (1898 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in ethanol, methanol, DMF, DMSO, and water (limited).
• Refractive Index: n20D1.54 (Predicted)
• Boil Point(°C): 871.36° C at 760 mmHg (Predicted)
• Molecular Weight: 771.900 g/mol
• XLogP3: 1.900
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 12
• Exact Mass: 771.441 Da
• Monoisotopic Mass: 771.441 Da
• Topological Polar Surface Area: 200.000 Ų
• Heavy Atom Count: 54
• Formal Charge: 0
• Complexity: 1250.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 16
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 1