tetracycline - Moligand™, ≥96% , CAS No.60-54-8

CAS: 60-54-8 Cat. No.: T501080 Formula: C₂₂H₂₄N₂O₈ Molecular Weight: 444.44 EC Number: 200-481-9 PubChem CID: 54675776

GRADE & PURITY Moligand™, ≥96%

Synonyms

Piracaps (base) | Spectrum4_000352 | Sumycin (TN) | Tetracycl | (1S,2R)-(+)-Phenylpropanolamine | Liquamycin | Cyclomycin | Democracin | Lexacycline | Vetacyclinum | Copharlan | E701 | HSDB 3188 | SPBio_002159 | Vetquamycin-324 (free base) | 2-Naphthacene

Storage

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

Shipped In

Ice chest + Ice pads

Overview

Tetracycline (TC) is a broad-spectrum antibiotic that exhibits activity against a wide range of microorganisms including gram-positive and gram-negative bacteria, chlamydiae, mycoplasmas, rickettsiae, and protozoan parasites. Tetracycline-induced CK2 expression significantly increases the non–small cell lung cancer (NSCLC) invasion in cells expressing BRMS1 wild-type, but not the S30A mutant. 

Applications：

Tetracycline is a compound that has been shown to induce apoptosis in various cells. Tetracycline was a useful compound to study drug resistance of pathogens of infections in patients with severe liver disease.

Specifications

Synonyms

Piracaps (base) | Spectrum4_000352 | Sumycin (TN) | Tetracycl | (1S,2R)-(+)-Phenylpropanolamine | Liquamycin | Cyclomycin | Democracin | Lexacycline | Vetacyclinum | Copharlan | E701 | HSDB 3188 | SPBio_002159 | Vetquamycin-324 (free base) | 2-Naphthacene

Specifications & Purity

Moligand™, ≥96%

Biochemical and Physiological Mechanisms

Tetracycline passively diffuses through the pro in channel in the cell membrane, binds to the 30S ribosome, and inhibits protein synthesis by preventing aminoacyl tRNA from entering the receptor site on the mRNA ribosome complex. It also binds to the 50S

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.

Grade

Moligand™

Action Type

INHIBITOR

Purity

≥96%

Names and Identifiers

Pubchem Sid

504771338

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504771338

Canonical Smiles

CC1(C2CC3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O

IUPAC Name

(4S,4aS,5aS,6S,12aR)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide

InChIKey

NWXMGUDVXFXRIG-WESIUVDSSA-N

INCHI

1S/C22H24N2O8/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28/h4-6,9-10,15,25-26,29,31-32H,7H2,1-3H3,(H2,23,30)/t9-,10-,15-,21+,22-/m0/s1

Isomeric SMILES

C[C@@]1([C@H]2C[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

PubChem CID

54675776

Molecular Weight

444.44

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: Naphthols and derivatives Cyclohexenones Aralkylamines 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Vinylogous acids Tertiary alcohols Trialkylamines Cyclic alcohols and derivatives Polyols Enols Carboximidic acids Organopnictogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Tetracycline - 1-naphthol - Naphthalene - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Cyclohexenone - Aralkylamine - Benzenoid - Cyclic alcohol - Tertiary alcohol - Vinylogous acid - Ketone - Cyclic ketone - Tertiary aliphatic amine - Tertiary amine - Carboximidic acid - Carboximidic acid derivative - Enol - Polyol - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Amine - Alcohol - Organonitrogen compound - Organooxygen compound - Carbonyl group - 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: Soluble in 1M HCl with heating；≥74.9 mg/mL in DMSO； insoluble in EtOH
• Sensitivity: Hygroscopic；Light sensitive；Heat sensitive
• Melt Point(°C): 172-174℃
• Molecular Weight: 444.400 g/mol
• XLogP3: -2.000
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 2
• Exact Mass: 444.153 Da
• Monoisotopic Mass: 444.153 Da
• Topological Polar Surface Area: 182.000 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 971.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• 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