MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 561331 | Name: Sinefungin
Featured

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Sinefungin is an inhibitor of DNA methyltransferase. Sinefungin is a nucleoside related to S-adenosylmethionine and has antifungal, antiviral, and antiparasitic activities.

Chemical Structure

Sinefungin
Sinefungin
CAS#58944-73-3 (free base)

Theoretical Analysis

MedKoo Cat#: 561331

Name: Sinefungin

CAS#: 58944-73-3 (free base)

Chemical Formula: C15H23N7O5

Exact Mass: 381.1761

Molecular Weight: 381.39

Elemental Analysis: C, 47.24; H, 6.08; N, 25.71; O, 20.97

Price and Availability

Size Price Availability Quantity
1mg USD 500.00 2 weeks
5mg USD 700.00 2 weeks
10mg USD 1,050.00 2 Weeks
25mg USD 1,900.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
Sinefungin (trifluoroacetate salt) 58944-73-3 (free base)
Synonym
Sinefungin; Adenosylornithine; Antibiotic A 9145;Antibiotic A 9145; Antibiotic 32232RP; RP32232; RP-32232; RP 32232;
IUPAC/Chemical Name
(2S,5S)-2,5-Diamino-6-[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]hexanoic acid
InChi Key
LMXOHSDXUQEUSF-YECHIGJVSA-N
InChi Code
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
SMILES Code
O=C(O)[C@@H](N)CC[C@H](N)C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C23)[C@H](O)[C@@H]1O
Appearance
Solid powder
Purity
>95% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in water
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Sinefungin is a potent inhibitor of virion mRNA(guanine-7-)-methyltransferase, mRNA(nucleoside-2'-)-methyltransferase, and viral multiplication. Sinefungin ameliorates renal fibrosis by inhibiting H3K4 methylation.
In vitro activity:
Sinefungin can potentially offer a highly effective treatment for feline herpesvirus type 1 (FHV-1). Sinefungin inhibited in vitro growth of FHV-1 most significantly over other animal viruses, such as feline infectious peritonitis virus, equine herpesvirus, pseudorabies virus and feline calicivirus. Sinefungin specifically suppressed the replication of FHV-1 after its adsorption to the host feline kidney cells in a dose-dependent manner, without obvious cytotoxicity to the host cells. Reference: J Antibiot (Tokyo). 2019 Dec;72(12):981-985. https://pubmed.ncbi.nlm.nih.gov/31534199/
In vivo activity:
S-adenosylmethionine (SAM) inhibitors, such as sinefungin could be used as lead compounds for the development of novel antibiofilm agents against pneumococci. Sinefungin significantly reduced pneumococcal colonization in rat middle ear, decreases AI-2 production, and downregulates luxS, pfs, and speE gene expressions. Reference: Biomed Res Int. 2014;2014:156987. https://pubmed.ncbi.nlm.nih.gov/25050323/
Solvent mg/mL mM comments
Solubility
Water 100.0 262.20
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 381.39 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Kuroda Y, Yamagata H, Nemoto M, Inagaki K, Tamura T, Maeda K. Antiviral effect of sinefungin on in vitro growth of feline herpesvirus type 1. J Antibiot (Tokyo). 2019 Dec;72(12):981-985. doi: 10.1038/s41429-019-0234-4. Epub 2019 Sep 18. PMID: 31534199. 2. Niitsuma M, Hashida J, Iwatsuki M, Mori M, Ishiyama A, Namatame M, Nishihara-Tsukashima A, Matsumoto A, Takahashi Y, Yamada H, Otoguro K, Shiomi K, Omura S. Sinefungin VA and dehydrosinefungin V, new antitrypanosomal antibiotics produced by Streptomyces sp. K05-0178. J Antibiot (Tokyo). 2010 Nov;63(11):673-9. doi: 10.1038/ja.2010.102. Epub 2010 Sep 22. PMID: 20859291. 3. Sasaki K, Doi S, Nakashima A, Irifuku T, Yamada K, Kokoroishi K, Ueno T, Doi T, Hida E, Arihiro K, Kohno N, Masaki T. Inhibition of SET Domain-Containing Lysine Methyltransferase 7/9 Ameliorates Renal Fibrosis. J Am Soc Nephrol. 2016 Jan;27(1):203-15. doi: 10.1681/ASN.2014090850. Epub 2015 Jun 4. PMID: 26045091; PMCID: PMC4696564. 4. Yadav MK, Park SW, Chae SW, Song JJ. Sinefungin, a natural nucleoside analogue of S-adenosylmethionine, inhibits Streptococcus pneumoniae biofilm growth. Biomed Res Int. 2014;2014:156987. doi: 10.1155/2014/156987. Epub 2014 Jun 23. PMID: 25050323; PMCID: PMC4094849.
In vitro protocol:
1. Kuroda Y, Yamagata H, Nemoto M, Inagaki K, Tamura T, Maeda K. Antiviral effect of sinefungin on in vitro growth of feline herpesvirus type 1. J Antibiot (Tokyo). 2019 Dec;72(12):981-985. doi: 10.1038/s41429-019-0234-4. Epub 2019 Sep 18. PMID: 31534199. 2. Niitsuma M, Hashida J, Iwatsuki M, Mori M, Ishiyama A, Namatame M, Nishihara-Tsukashima A, Matsumoto A, Takahashi Y, Yamada H, Otoguro K, Shiomi K, Omura S. Sinefungin VA and dehydrosinefungin V, new antitrypanosomal antibiotics produced by Streptomyces sp. K05-0178. J Antibiot (Tokyo). 2010 Nov;63(11):673-9. doi: 10.1038/ja.2010.102. Epub 2010 Sep 22. PMID: 20859291.
In vivo protocol:
1. Sasaki K, Doi S, Nakashima A, Irifuku T, Yamada K, Kokoroishi K, Ueno T, Doi T, Hida E, Arihiro K, Kohno N, Masaki T. Inhibition of SET Domain-Containing Lysine Methyltransferase 7/9 Ameliorates Renal Fibrosis. J Am Soc Nephrol. 2016 Jan;27(1):203-15. doi: 10.1681/ASN.2014090850. Epub 2015 Jun 4. PMID: 26045091; PMCID: PMC4696564. 2. Yadav MK, Park SW, Chae SW, Song JJ. Sinefungin, a natural nucleoside analogue of S-adenosylmethionine, inhibits Streptococcus pneumoniae biofilm growth. Biomed Res Int. 2014;2014:156987. doi: 10.1155/2014/156987. Epub 2014 Jun 23. PMID: 25050323; PMCID: PMC4094849.
1: Meshnick SR. Recent studies on inhibitors of macromolecular synthesis and function in trypanosomes. Pharmacol Ther. 1984;25(2):239-54. Review. PubMed PMID: 6209734.