Oleandomycin - Moligand™,≥95% , CAS No.3922-90-5

CAS: 3922-90-5 Cat. No.: O329477 Molecular Weight: 687.86

GRADE & PURITY Moligand™, ≥95%

Synonyms

3-Methoxy-2-(1-methylethyl)-7H-furo(3,2-g)(1)benzopyran-7-one | AB00513809 | Oleandomicina | SCHEMBL3717 | Seradix | Matromycin | Romicil | Iodohippurate | DB11442 | OLEANDOMYCIN [MI] | BSPBio_000284 | Amimycin | NCGC00179617-01 | OLEANDOMYCIN [WHO-DD] |

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Oleandomycin is a macrolide antibiotic structurally closely related to Erythromycin. Oleandomycin is similar to Erythromycin with antimicrobial activity. Oleandomycin inhibits protein synthesis by interference with translation of activated amino acids to nascent peptide chains on the ribosomes.

Specifications

Synonyms

3-Methoxy-2-(1-methylethyl)-7H-furo(3, 2-g)(1)benzopyran-7-one | AB00513809 | Oleandomicina | SCHEMBL3717 | Seradix | Matromycin | Romicil | Iodohippurate | DB11442 | OLEANDOMYCIN [MI] | BSPBio_000284 | Amimycin | NCGC00179617-01 | OLEANDOMYCIN [WHO-DD] |

Specifications & Purity

Moligand™, ≥95%

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™

Purity

≥95%

Names and Identifiers

• Canonical Smiles: O=C1[C@@H]([C@H]([C@H]([C@H](OC([C@@H]([C@H]([C@@H]([C@H]([C@H](C[C@@]12CO2)C)O[C@]3([C@@H]([C@H](C[C@H](O3)C)N(C)C)O)[H])C)O[C@@]4(O[C@H]([C@@H]([C@H](C4)OC)O)C)[H])C)=O)C)C)O)C
• IUPAC Name: (3R,5S,6S,7R,8S,9R,12R,13R,14S,15R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-hydroxy-8-[(2R,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-5,7,9,12,13,15-hexamethyl-1,11-dioxaspiro[2.13]hexadecane-10,16-dione
• InChIKey: RZPAKFUAFGMUPI-QESOVKLGSA-N
• INCHI: 1S/C35H61NO12/c1-16-14-35(15-43-35)32(40)19(4)27(37)18(3)22(7)46-33(41)21(6)31(47-26-13-25(42-11)28(38)23(8)45-26)20(5)30(16)48-34-29(39)24(36(9)10)12-17(2)44-34/h16-31,34,37-39H,12-15H2,1-11H3/t16-,17+,18-,19+,20+,21+,22+,23-,24-,25-,26-,27-,28-,29+,30-,31-,34-,35+/m0/s1
• Isomeric SMILES: C[C@@H]1C[C@@H]([C@H]([C@@H](O1)O[C@H]2[C@H](C[C@@]3(CO3)C(=O)[C@@H]([C@H]([C@H]([C@H](OC(=O)[C@@H]([C@H]([C@@H]2C)O[C@H]4C[C@@H]([C@H]([C@@H](O4)C)O)OC)C)C)C)O)C)C)O)N(C)C
• RTECS: RJ9220000
• Molecular Weight: 687.86
• Reaxy-Rn: 1361196
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1361196&ln=

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 Oxanes Monosaccharides Trialkylamines Secondary alcohols 1,2-aminoalcohols Amino acids and derivatives Carboxylic acid esters Ketones Lactones Oxacyclic compounds Acetals Dialkyl ethers Monocarboxylic acids and derivatives Epoxides Organic oxides Hydrocarbon derivatives Organopnictogen compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Aminoglycoside core - Macrolide - Glycosyl compound - O-glycosyl compound - Monosaccharide - Oxane - 1,2-aminoalcohol - Amino acid or derivatives - Carboxylic acid ester - Ketone - Lactone - Secondary alcohol - Tertiary amine - Tertiary aliphatic amine - Acetal - Organoheterocyclic compound - Oxacycle - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Dialkyl ether - Oxirane - Ether - Organonitrogen compound - Alcohol - Carbonyl group - Hydrocarbon derivative - Organic nitrogen compound - Organopnictogen compound - Amine - Organic oxide - Aliphatic heteropolycyclic 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: Macrolides and lactone polyketides

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)

Homo sapiens (32628 Activities)

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F2RL1 Tchem Proteinase-activated receptor 2 (703 Activities)

Discover Target: F2RL1

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

Associated Targets(non-human)

Pasteurella multocida (1166 Activities)

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Escherichia coli (133304 Activities)

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Mus musculus (284745 Activities)

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Burkholderia pseudomallei (576 Activities)

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oleD Oleandomycin glycosyltransferase (79 Activities)

Discover Target: oleD

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in ethanol, methanol, DMSO, DMF, and water (slightly).
• Refractive Index: n20D1.53 (Predicted)
• Boil Point(°C): 802.56° C at 760 mmHg (Predicted)
• Molecular Weight: 687.900 g/mol
• XLogP3: 2.600
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 6
• Exact Mass: 687.419 Da
• Monoisotopic Mass: 687.419 Da
• Topological Polar Surface Area: 166.000 Ų
• Heavy Atom Count: 48
• Formal Charge: 0
• Complexity: 1090.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 18
• 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