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Sinefungin

CAT: 0804-HY-101938-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-101938-02Size:10 mM - 1 mL
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Sinefungin is a potent inhibitor of virion mRNA (guanine-7-) -methyltransferase, mRNA (nucleoside-2'-) -methyltransferase, and viral multiplication[1]. Sinefungin, a SET7/9 inhibitor, ameliorates renal fibrosis by inhibiting H3K4 methylation[2].
CAS Number
58944-73-3
Product Name Alternative
Adenosyl-Ornithine; A-9145; Antibiotic 32232RP
UNSPSC
12352005
Hazard Statement
H302
Target
Antibiotic; Fungal; Histone Methyltransferase; Parasite
Type
Reference compound
Related Pathways
Anti-infection; Epigenetics
Applications
COVID-19-anti-virus
Field of Research
Infection; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/sinefungin.html
Purity
99.79
Solubility
DMSO : 100 mg/mL (ultrasonic) |H2O : 100 mg/mL (ultrasonic)
Smiles
O[C@H]([C@@H]1O)[C@@H](O[C@@H]1C[C@@H](N)CC[C@H](N)C(O)=O)N2C(N=CN=C3N)=C3N=C2
Molecular Formula
C15H23N7O5
Molecular Weight
381.39
Precautions
H302
References & Citations
[1]Pugh CS, et al. Sinefungin, a potent inhibitor of virion mRNA (guanine-7-) -methyltransferase, mRNA (nucleoside-2'-) -methyltransferase, and viral multiplication. J Biol Chem. 1978 Jun 25;253 (12) :4075-7.|[2]Sasaki K, et al. Inhibition of SET Domain-Containing Lysine Methyltransferase 7/9 Ameliorates Renal Fibrosis. J Am Soc Nephrol. 2016 Jan;27 (1) :203-15.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Sinefungin

Sinefungin is an adenosine that is the the delta-(5'-adenosyl) derivative of ornithine. It has a role as an antimicrobial agent and an antifungal agent. It is a member of adenosines and a non-proteinogenic alpha-amino acid. It is functionally related to a L-ornithine.

CAS Number58944-73-3
PubChem CID65482
IUPAC Name(2S,5S)-2,5-diamino-6-[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]hexanoic acid
Molecular FormulaC15H23N7O5
Molecular Weight381.39
XLogP-4.3
Topological Polar Surface Area209
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count11
Rotatable Bond Count7
Heavy Atom Count27
Formal Charge0
Complexity529
SMILES
C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)C[C@H](CC[C@@H](C(=O)O)N)N)O)O)N
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
InChIKey
LMXOHSDXUQEUSF-YECHIGJVSA-N
Chemical Structure
2D Structure
2D structure of Sinefungin
CAS: 58944-73-3
CID: 65482
Formula: C15H23N7O5
MW: 381.39
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight381.39
XLogP3-4.3
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count11
Rotatable Bond Count7
Exact Mass381.17606686
Monoisotopic Mass381.17606686
Topological Polar Surface Area209 Ų
Heavy Atom Count27
Formal Charge0
Complexity529
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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