Sinefungin

CAS: 58944-73-3

Ref. TR-S487100

Product Information

• Name: Sinefungin
• Synonyms: (2S,5S)-2,5-diamino-6-[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]hexanoic acid, (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-

Description

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)

• Brand: TRC

Chemical properties

• Molecular weight: 381.387
• Formula: C₁₅H₂₃N₇O₅
• Color/Form: Neat
• 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: Nc1ncnc2c1ncn2[C@@H]1O[C@H](C[C@@H](N)CC[C@H](N)C(=O)O)[C@@H](O)[C@H]1O