Dirithromycin - 10mM in DMSO , CAS No.62013-04-1

CAS: 62013-04-1 Cat. No.: D425135 Formula: C₄₂H₇₈N₂O₁₄ Molecular Weight: 835.07 EC Number: 624-080-7

GRADE & PURITY 10mM in DMSO

Synonyms

LY-237216 | cid_6473883 | DIRITHROMYCIN [USAN] | BSPBio_000633 | KBioSS_001956 | 2-flurobenzaldehyde | AMY36997 | Dynabac | Prestwick3_000557 | BDBM59397 | (1S,2R,3R,6R,7S,8S,9R,10R,12R,13S,15R,17S)-9-[(2S,3R,4S,6R)-4-(Dimethylamino)-3-hydroxy-6-methyloxa

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Dirithromycin is a macrolide glycopeptide antibiotic by binding to the 50S subunit of the 70S bacterial ribosome to inhibit the translocation of peptides.
A semi-synthetic derivative of Erythromycin that acts as an antibacterial.

Specifications

Synonyms

LY-237216 | cid_6473883 | DIRITHROMYCIN [USAN] | BSPBio_000633 | KBioSS_001956 | 2-flurobenzaldehyde | AMY36997 | Dynabac | Prestwick3_000557 | BDBM59397 | (1S,2R,3R,6R,7S,8S,9R,10R,12R,13S,15R,17S)-9-[(2S,3R,4S,6R)-4-(Dimethylamino)-3-hydroxy-6-methyloxa

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

Dirithromycin is a semi-synthetic derivative of Erythromycin, and an antibacterial.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

Pubchem Sid

528771156

Canonical Smiles

CCC1C(C2C(C(C(CC(C(C(C(C(C(=O)O1)C)OC3CC(C(C(O3)C)O)(C)OC)C)OC4C(C(CC(O4)C)N(C)C)O)(C)O)C)NC(O2)COCCOC)C)(C)O

IUPAC Name

(1R,2R,3R,6R,7S,8S,9R,10R,12R,13S,15R,17S)-9-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-3-ethyl-2,10-dihydroxy-7-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-15-(2-methoxyethoxymethyl)-2,6,8,10,12,17-hexamethyl-4,16-dioxa-14-azabicyclo[11.3.1]heptadecan-5-one

InChIKey

WLOHNSSYAXHWNR-DWIOZXRMSA-N

INCHI

1S/C42H78N2O14/c1-15-29-42(10,49)37-24(4)32(43-30(56-37)21-52-17-16-50-13)22(2)19-40(8,48)36(58-39-33(45)28(44(11)12)18-23(3)53-39)25(5)34(26(6)38(47)55-29)57-31-20-41(9,51-14)35(46)27(7)54-31/h22-37,39,43,45-46,48-49H,15-21H2,1-14H3/t22-,23-,24+,25+,26-,27+,28+,29-,30-,31+,32+,33-,34+,35+,36-,37-,39+,40-,41-,42-/m1/s1

Isomeric SMILES

CC[C@@H]1[C@@]([C@H]2[C@H]([C@H]([C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)O)(C)OC)C)O[C@H]4[C@@H]([C@H](C[C@H](O4)C)N(C)C)O)(C)O)C)N[C@H](O2)COCCOC)C)(C)O

WGK Germany

3

Molecular Weight

835.07

Reaxy-Rn

604832

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=604832&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 1,3-oxazinanes Monosaccharides Tertiary alcohols Trialkylamines Secondary alcohols Amino acids and derivatives 1,2-aminoalcohols Carboxylic acid esters Lactones Hemiaminals Acetals Dialkylamines Dialkyl ethers Monocarboxylic acids and derivatives Oxacyclic compounds Azacyclic compounds Carbonyl compounds Hydrocarbon derivatives Organic oxides Organopnictogen compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Aminoglycoside core - Macrolide - O-glycosyl compound - Glycosyl compound - Monosaccharide - 1,3-oxazinane - Oxane - Oxazinane - Tertiary alcohol - Tertiary amine - Lactone - Secondary alcohol - Tertiary aliphatic amine - Hemiaminal - Carboxylic acid ester - Amino acid or derivatives - 1,2-aminoalcohol - Acetal - Carboxylic acid derivative - Oxacycle - Dialkyl ether - Secondary aliphatic amine - Ether - Azacycle - Organoheterocyclic compound - Secondary amine - Monocarboxylic acid or derivatives - Organic nitrogen compound - Alcohol - Amine - Organic oxide - Hydrocarbon derivative - Carbonyl group - Organonitrogen compound - Organopnictogen compound - 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: macrolide antibiotic

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

Chemical and Physical Properties

• Sensitivity: Heat Sensitive
• Specific Rotation[α]: -88° (C=1,MeOH)
• Melt Point(°C): 188 °C
• Molecular Weight: 835.100 g/mol
• XLogP3: 4.200
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 12
• Exact Mass: 834.545 Da
• Monoisotopic Mass: 834.545 Da
• Topological Polar Surface Area: 196.000 Ų
• Heavy Atom Count: 58
• Formal Charge: 0
• Complexity: 1300.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 20
• 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