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Valacyclovir

CAT: 0804-HY-17425-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-17425-01Size:5 mg
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Description
Valacyclovir (Valaciclovir) is an orally active antiviral agent for herpes simplex, herpes zoster, and herpes B. Valacyclovir inhibits HSV-1 W (50=2.9 μg/ml). Valacyclovir is a proagent of Aciclovir[2][3][4][5].
CAS Number
124832-26-4
Product Name Alternative
Valaciclovir
UNSPSC
12352005
Hazard Statement
H315-H319-H320
Target
Antibiotic; Bacterial; HSV
Type
Reference compound
Related Pathways
Anti-infection
Applications
COVID-19-anti-virus
Field of Research
Infection; Cancer
Assay Protocol
https://www.medchemexpress.com/valacyclovir.html
Solubility
10 mM in DMSO
Smiles
N[C@@H](C(C)C)C(OCCOCN1C=NC2=C1N=C(N)NC2=O)=O
Molecular Formula
C13H20N6O4
Molecular Weight
324.34
Precautions
P264-P280-P302+P352-P305+P351+P338-P362
References & Citations
[1]Valacyclovir. New indication: for genital herpes, simpler administration. Can Fam Physician. 1999 Jul;45:1698-700, 1703-5.|[2]Lycke J, et al. Acyclovir levels in serum and cerebrospinal fluid after oral administration of valacyclovir. Antimicrob Agents Chemother. 2003 Aug;47 (8) :2438-41.|[3]Comparison of efficacies of famciclovir and valaciclovir against herpes simplex virus type 1 in a murineimmunosuppression model. Antimicrob Agents Chemother. 1995 May;39 (5) :1114-9.|[4]Dhaliwal DK, Romanowski EG, Yates KA, Valacyclovir inhibits recovery of ocular HSV-1 after experimental reactivation by excimer laser keratectomy. Cornea. 1999 Nov;18 (6) :693-9.|[5]Guo A, Hu P, Balimane PV, Interactions of a nonpeptidic drug, valacyclovir, with the human intestinal peptide transporter (hPEPT1) expressed in a mammalian cell line.J Pharmacol Exp Ther. 1999 Apr;289 (1) :448-54.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
HSV-1

Chemical Information

Valacyclovir

Valacyclovir is a L-valyl ester. It has a role as an antiviral drug. It is functionally related to a guanine. It is a conjugate base of a valacyclovir(1+).

CAS Number124832-26-4
PubChem CID135398742
IUPAC Name2-[(2-amino-6-oxo-1H-purin-9-yl)methoxy]ethyl (2S)-2-amino-3-methylbutanoate
Molecular FormulaC13H20N6O4
Molecular Weight324.34
XLogP-0.9
Topological Polar Surface Area147
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count8
Heavy Atom Count23
Formal Charge0
Complexity483
SMILES
CC(C)[C@@H](C(=O)OCCOCN1C=NC2=C1N=C(NC2=O)N)N
InChI
InChI=1S/C13H20N6O4/c1-7(2)8(14)12(21)23-4-3-22-6-19-5-16-9-10(19)17-13(15)18-11(9)20/h5,7-8H,3-4,6,14H2,1-2H3,(H3,15,17,18,20)/t8-/m0/s1
InChIKey
HDOVUKNUBWVHOX-QMMMGPOBSA-N
Chemical Structure
2D Structure
2D structure of Valacyclovir
CAS: 124832-26-4
CID: 135398742
Formula: C13H20N6O4
MW: 324.34
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight324.34
XLogP3-0.9
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count8
Exact Mass324.15460314
Monoisotopic Mass324.15460314
Topological Polar Surface Area147 Ų
Heavy Atom Count23
Formal Charge0
Complexity483
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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