4-Epianhydrotetracycline (hydrochloride) (Standard) , CAS No.4465-65-0

CAS: 4465-65-0 Cat. No.: E1416321 Molecular Weight: 462.88 Beilstein Registry Number: 3840711 PubChem CID: 54682545

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

4-Epianhydrotetracycline (hydrochloride) (Standard) is the analytical standard of 4-Epianhydrotetracycline (hydrochloride). This product is intended for research and analytical applications. 4-Epianhydrotetracycline hydrochloride is a major intermediate product of Tetracycline. 4-Epianhydrotetracycline hydrochloride shows lethal effects and induces cell apoptosis of zebrafish embryos. 4-Epianhydrotetracycline hydrochloride inhibits Shewanella, E. coli and P. aeruginosa with MIC values of 2, 1 and 64 mg/L, respectively.

Specifications

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.

Action Type

INHIBITOR

Names and Identifiers

• Canonical Smiles: CC1=C2C=CC=C(C2=C(C3=C1CC4C(C(=O)C(=C(C4(C3=O)O)O)C(=O)N)N(C)C)O)O.Cl
• IUPAC Name: (4R,4aS,12aR)-4-(dimethylamino)-1,10,11,12a-tetrahydroxy-6-methyl-3,12-dioxo-4a,5-dihydro-4H-tetracene-2-carboxamide;hydrochloride
• InChIKey: SPFAOPCHYIJPHJ-MOMXNFOMSA-N
• INCHI: 1S/C22H22N2O7.ClH/c1-8-9-5-4-6-12(25)13(9)17(26)14-10(8)7-11-16(24(2)3)18(27)15(21(23)30)20(29)22(11,31)19(14)28;/h4-6,11,16,25-26,29,31H,7H2,1-3H3,(H2,23,30);1H/t11-,16+,22-;/m0./s1
• Isomeric SMILES: CC1=C2C=CC=C(C2=C(C3=C1C[C@H]4[C@H](C(=O)C(=C([C@]4(C3=O)O)O)C(=O)N)N(C)C)O)O.Cl
• PubChem CID: 54682545
• Molecular Weight: 462.88
• Beilstein: 3840711

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 Butyrophenones Tetralins Aryl alkyl ketones Cyclohexenones 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Gamma-amino ketones Fatty amides Beta-hydroxy ketones Alpha-branched alpha,beta-unsaturated ketones Acyloins Vinylogous acids Tertiary alcohols Enones Alpha-hydroxy ketones Alpha-amino ketones Acryloyl compounds 1,3-aminoalcohols Trialkylamines Amino acids and derivatives Polyols Carboxylic acid amides Organopnictogen compounds Organic oxides Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Tetracycline - Anthracene carboxylic acid or derivatives - 1-naphthol - Butyrophenone - Tetralin - Naphthalene - Aryl alkyl ketone - Aryl ketone - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Cyclohexenone - Fatty acyl - Alpha-branched alpha,beta-unsaturated-ketone - Benzenoid - Gamma-aminoketone - Fatty amide - Beta-hydroxy ketone - Acyloin - Vinylogous acid - Alpha,beta-unsaturated ketone - Tertiary alcohol - Enone - Alpha-hydroxy ketone - Alpha-aminoketone - Acryloyl-group - 1,3-aminoalcohol - Cyclic ketone - Tertiary aliphatic amine - Tertiary amine - Ketone - Carboxamide group - Amino acid or derivatives - Polyol - Carboxylic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Hydrochloride - Organooxygen compound - Organonitrogen compound - Amine - Alcohol - 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