CAS 58944-73-3

Sinefungin

Description:

Sinefungin is a naturally occurring compound classified as an adenosine analog, primarily known for its role as an antiviral and antifungal agent. It is produced by certain strains of the fungus *S. griseus*. The chemical structure of sinefungin features a purine base, which contributes to its biological activity by inhibiting the activity of various methyltransferases, enzymes that play crucial roles in cellular processes such as gene expression and protein synthesis. Sinefungin exhibits a broad spectrum of activity against various pathogens, making it of interest in both medical and agricultural applications. It is typically characterized by its stability under physiological conditions, although it may be sensitive to extreme pH levels and certain environmental factors. Additionally, sinefungin's mechanism of action involves interference with RNA and DNA methylation, which can disrupt the normal functioning of cells. Due to its unique properties, sinefungin has been studied for potential therapeutic uses, particularly in the context of viral infections and cancer treatment.

Formula: C₁₅H₂₃N₇O₅

InChI: InChI=1S/C15H23N7O5/c16-6(1-2-7(17)15(25)26)3-8-10(23)11(24)14(27-8)22-5-21-9-12(18)19-4-20-13(9)22/h4-8,10-11,14,23-24H,1-3,16-17H2,(H,25,26)(H2,18,19,20)/t6-,7-,8+,10+,11+,14+/m0/s1

InChI key: InChIKey=LMXOHSDXUQEUSF-YECHIGJVSA-N

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

Synonyms:

• (2S)-2,5-diamino-6-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]hexanoic acid (non-preferred name)
• (2S,5S)-2,5-diamino-6-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]hexanoic acid (non-preferred name)
• 2,5-diamino-6-[5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]hexanoic acid (non-preferred name)
• 32232Rp
• 6,9-Diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxy-<span class="text-smallcaps">D</smallcap>-glycero-α-<smallcap>L</span>-talo-decofuranuronic acid
• 6,9-Diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxy-beta-D-ribo-decofuranuronic acid
• 6,9-Diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxydecofuranuronic acid
• <span class="text-smallcaps">D</smallcap>-glycero-α-<smallcap>L</span>-talo-Decofuranuronic acid, 6,9-diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxy-
• A 9145
• Adenosyl-Ornithine
• Antibiotic 32232 RP
• Antibiotic 32232RP
• Antibiotic A 9145
• Brn 3574678
• Compound 57926
• D-glycero-alpha-L-talo-Decofuranuronic acid, 6,9-diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxy-
• Decofuranuronic acid, 6,9-diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxy-
• Decofuranuronic acid, 6,9-diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxy-, (beta-D-ribo)-
• Ly 57926
• Rp 32232
• Sinefungin [USAN:INN]
• Sinefungina
• Sinefungina [INN-Spanish]
• Sinefungine
• Sinefungine [INN-French]
• Sinefunginum
• Sinefunginum [INN-Latin]
• Unii-W2U467Ciil
• 6,9-Diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxy-D-glycero-α-L-talo-decofuranuronic acid
• D-glycero-α-L-talo-Decofuranuronic acid, 6,9-diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxy-

6,9-Diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxy-D-glycero-α-L-talo-decofuranuronic acid

CAS: 58944-73-3

Formula: C₁₅H₂₃N₇O₅

Purity: 95%

Color and Shape: Solid

Molecular weight: 381.3870

Ref: IN-DA003753

Sinefungin

CAS: 58944-73-3

Sinefungin

Formula: C₁₅H₂₃N₇O₅

Purity: By hplc: 96.42% (Typical Value in Batch COA)

Color and Shape: slightly yellow powder

Molecular weight: 381.39g/mol

Ref: 54-BIS1400

Sinefungin

Controlled Product

CAS: 58944-73-3

Applications Sinefungin is a natural nucleoside analog of S-adenosylmethionine and inhibits Streptococcus pneumoniae biofilm growth. Its derivatives can be used as inhibitors and structure probes for human protein lysine methyltransferase SETD2.
References Yadav, M.K., et al.: BioMed Res. Int., 156987, 11 (2014); Zheng, W., et al.: J. Am. Chem. Soc., 134, 18004 (2012)

Formula: C₁₅H₂₃N₇O₅

Color and Shape: Neat

Molecular weight: 381.387

Ref: TR-S487100

Sinefungin

CAS: 58944-73-3

Inhibitor of O-methyl-transferases

Formula: C₁₅H₂₃N₇O₅

Purity: Min. 95 Area-%

Color and Shape: Yellow Powder

Molecular weight: 381.39 g/mol

Ref: 3D-BS162746

Sinefungin

CAS: 58944-73-3

Sinefungin (Adenosyl-Ornithine) is an effective inhibitor of virion mRNA(guanine-7-)-methyltransferase, mRNA(nucleoside-2'-)-methyltransferase, and viral

Formula: C₁₅H₂₃N₇O₅

Purity: 98.12%

Color and Shape: Solid

Molecular weight: 381.39

Ref: TM-T16886