CAS 606-58-6

Toyocamycin

Description:

Toyocamycin is a naturally occurring nucleoside antibiotic that is primarily produced by the fermentation of certain strains of the bacterium Streptomyces. It is characterized by its unique structure, which includes a purine base and a ribose sugar, making it a member of the nucleoside antibiotic class. Toyocamycin exhibits potent antiviral and antitumor activities, primarily by inhibiting RNA synthesis in susceptible cells. Its mechanism of action involves the interference with nucleic acid metabolism, which can lead to the disruption of cellular processes in pathogens. The compound is typically soluble in polar solvents and has a relatively low molecular weight. Due to its biological activity, toyocamycin has been the subject of research for potential therapeutic applications, although its clinical use is limited. Safety and handling precautions are necessary when working with this compound, as with many antibiotics, due to potential toxicity and environmental impact. Overall, toyocamycin represents an interesting area of study in the field of medicinal chemistry and antibiotic development.

Formula: C₁₂H₁₃N₅O₄

InChI: InChI=1/C12H13N5O4/c13-1-5-2-17(11-7(5)10(14)15-4-16-11)12-9(20)8(19)6(3-18)21-12/h2,4,6,8-9,12,18-20H,3H2,(H2,14,15,16)/t6-,8-,9-,12-/m1/s1

InChI key: InChIKey=XOKJUSAYZUAMGJ-WOUKDFQISA-N

SMILES: O[C@H]1[C@H](N2C=3C(C(C#N)=C2)=C(N)N=CN3)O[C@H](CO)[C@H]1O

Synonyms:

• 4-Amino-5-cyano-7-(β-<span class="text-smallcaps">D</span>-ribofuranosyl)pyrrolo[2,3-d]pyrimidine
• 4-Amino-7-b-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
• 4-Amino-7-β-<span class="text-smallcaps">D</span>-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
• 606-58-6
• 7-Cyano-7-deazaadenosine
• 7H-Pyrrolo(2,3-d)pyrimidine-5-carbonitrile, 4-amino-7-beta-D-ribofuranosyl-
• 7H-Pyrrolo[2,3-d]pyrimidine-5-carbonitrile, 4-amino-7-β-<span class="text-smallcaps">D</span>-ribofuranosyl-
• Antibiotic 1037
• Antibiotic E 212
• Mt 1155
• NSC 63701
• NSC 99843
• Sipi 763-1
• Toyocamycin
• Toyocamycin nucleoside
• Toyokamycin
• Unamycin B
• Vengicide
• 4-Amino-7-(beta-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
• 7H-Pyrrolo[2,3-d]pyrimidine-5-carbonitrile, 4-amino-7-β-D-ribofuranosyl-
• 3-d)pyrimidine-5-carbonitrile,4-amino-7-beta-d-ribofuranosyl-7h-pyrrolo(
• a-399-y4
• 4-Aminopyrrolo[2,3-d]pyrimidine-5-carbonitrile 7-(β-D-ribofuranoside)
• Cyanotubercidin, UnaMycin B, Vengicide, E 212, 1037, E 212, Anhygroscopin B, Naritheracin
• naritheracin
• antibiotice212
• e-212-1
• cyanotubericidin
• 7-CYANO-7-DEZXAADENOSINE
• e-212
• 4-Amino-5-cyano-7-(beta-D-ribofuranosyl)-7H-pyrrolo[2.3-d]pyrimidine
• TOYOCAMYCIN (VENGICIDE)
• antibiotic1037
• siromycin
• 7-Deaza-7-cyanoadenosine
• uramycinb
• 4-AMINO-5-CYANO-7-(BETA-D-RIBOFURANOSYL)PYRROLO[2,3-D]PYRIMIDINE
• 4-amino-5-cyano-7-(d-ribofuranosyl)-7h-pyrrolo(2,3-d)pyrimidine
• ahygroscopin-b
• toyocamycinnucleoside
• antibiotica-399-y4
• Neuro 000027

4-Amino-7-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

CAS: 606-58-6

Formula: C₁₂H₁₃N₅O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 291.2627

Ref: IN-DA019FWH

Toyocamycin

CAS: 606-58-6

Toyocamycin

Purity: ≥98%

Molecular weight: 291.26g/mol

Ref: 54-BUP10217

Toyocamycin

CAS: 606-58-6

Formula: C₁₂H₁₃N₅O₄

Molecular weight: 291.3

Ref: 7W-GA0718

Toyocamycin

CAS: 606-58-6

Toyocamycin (Vengicide) is an adenosine analog produced by Actinomycete, acts as an XBP1 inhibitor, inhibits IRE1α-induced ATP-dependent XBP1 mRNA cleavage (

Formula: C₁₂H₁₃N₅O₄

Purity: 98.1% - 98.17%

Color and Shape: Solid

Molecular weight: 291.26

Ref: TM-T17143

Toyocamycin

Controlled Product

CAS: 606-58-6

Applications Toyocamycin Improves antibiotic production and silent gene activation in streptomyces diastatochromogenes by ribosome engineering, Preparation of tricyclic chromenone-based inhibitors of IRE-1 RNase activity.
References Shentu, X., et al.: J. Antibiot., 69, 406 (2016), Ranatunga, S., et al.: J. Med. Chem., 57, 4289 (2014)

Formula: C₁₂H₁₃N₅O₄

Color and Shape: Neat

Molecular weight: 291.26

Ref: TR-T700003