4-Epioxytetracycline - ≥95% , CAS No.14206-58-7

CAS: 14206-58-7 Cat. No.: E337836 Molecular Weight: 460.44

GRADE & PURITY ≥95%

Synonyms

Hydroxyquatrimycin; 4-epi-Oxytetracycline; [4R-(4alpha,4abeta,5beta,5abeta,6alpha,12abeta)]-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide; Oxytetracycline Hydrochloride Impurity A

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

4-Epioxytetracycline is a metabolite of Oxytetracycline (OTC) that is also a Tetracycline analogue which inhibits amyloid fibrils.

Specifications

Synonyms

Hydroxyquatrimycin; 4-epi-Oxytetracycline; [4R-(4alpha, 4abeta, 5beta, 5abeta, 6alpha, 12abeta)]-4-(Dimethylamino)-1, 4, 4a, 5, 5a, 6, 11, 12a-octahydro-3, 5, 6, 10, 12, 12a-hexahydroxy-6-methyl-1, 11-dioxo-2-naphthacenecarboxamide; Oxytetracycline Hydrochloride Impurity A

Specifications & Purity

≥95%

Storage

Protected from light, Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

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

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 504771348
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504771348
• Canonical Smiles: CC1(C2C(C3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O)O
• IUPAC Name: (4R,4aR,5S,5aR,6S,12aR)-4-(dimethylamino)-1,5,6,10,11,12a-hexahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide
• InChIKey: OWFJMIVZYSDULZ-DVJPNYBFSA-N
• INCHI: 1S/C22H24N2O9/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29/h4-6,12-14,17,25-26,28,30,32-33H,1-3H3,(H2,23,31)/t12-,13-,14-,17+,21-,22+/m1/s1
• Isomeric SMILES: C[C@@]1([C@H]2[C@@H]([C@H]3[C@H](C(=O)C(=C([C@]3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O)O
• Molecular Weight: 460.44
• Reaxy-Rn: 33487456
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=33487456&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Tetracyclines

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Tetracyclines
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Tetracyclines
• Alternative Parents: Anthracenecarboxylic acids and derivatives Naphthols and derivatives 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Aralkylamines Cyclohexenones Vinylogous acids Tertiary alcohols Trialkylamines Cyclic alcohols and derivatives Amino acids and derivatives Primary carboxylic acid amides Secondary alcohols Enols Polyols Organopnictogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Tetracycline - Anthracene carboxylic acid or derivatives - 1-naphthol - Naphthalene - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Cyclohexenone - Aralkylamine - Benzenoid - Cyclic alcohol - Tertiary alcohol - Vinylogous acid - Tertiary aliphatic amine - Amino acid or derivatives - Tertiary amine - Cyclic ketone - Secondary alcohol - Primary carboxylic acid amide - Carboxamide group - Ketone - Polyol - Carboxylic acid derivative - Enol - Organic oxide - Organic oxygen compound - Organopnictogen compound - Alcohol - Organonitrogen compound - Organooxygen compound - Carbonyl group - Organic nitrogen compound - Amine - Hydrocarbon derivative - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as tetracyclines. These are polyketides having an octahydrotetracene-2-carboxamide skeleton, substituted with many hydroxy and other groups.
• 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

Chemical and Physical Properties

• Solubility: DMSO and Water
• Sensitivity: Hygroscopic；Light sensitive
• Melt Point(°C): 184-186°C (lit.)(dec.)
• Molecular Weight: 460.400 g/mol
• XLogP3: -1.600
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 2
• Exact Mass: 460.148 Da
• Monoisotopic Mass: 460.148 Da
• Topological Polar Surface Area: 202.000 Ų
• Heavy Atom Count: 33
• Formal Charge: 0
• Complexity: 1000.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 6
• 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