Valganciclovir HCl - 10mM in DMSO , Human herpesvirus 1 DNA polymerase inhibitor, CAS No.175865-59-5, Human herpesvirus 1 DNA polymerase inhibitor

CAS: 175865-59-5 Cat. No.: V422149 Molecular Weight: 390.82 EC Number: 641-360-4 PubChem CID: 135413534

GRADE & PURITY 10mM in DMSO

Synonyms

NCGC00168779-01 | DTXSID9046784 | ZORWARFPXPVJLW-MTFPJWTKSA-N | 2-((2-amino-6-oxo-3,6-dihydro-9h-purin-9-yl)methoxy)-3-hydroxypropyl l-valinate hcl | RS-79070 | VALGANCICLOVIR HYDROCHLORIDE (USP-RS) | J-011142 | Valganciclovir hydrochloride [USAN:USP] | R

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Specifications

Synonyms

NCGC00168779-01 | DTXSID9046784 | ZORWARFPXPVJLW-MTFPJWTKSA-N | 2-((2-amino-6-oxo-3, 6-dihydro-9h-purin-9-yl)methoxy)-3-hydroxypropyl l-valinate hcl | RS-79070 | VALGANCICLOVIR HYDROCHLORIDE (USP-RS) | J-011142 | Valganciclovir hydrochloride [USAN:USP] | R

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

Antiviral agent. Orally active prodrug of Ganciclovcir ( Asc 1467 ). Undergoes rapid conversion to Ganciclovir by esterases in vivo. Competitively inhibits the incorporation of dGTP by viral DNA polymerase.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Mechanism of action

Human herpesvirus 1 DNA polymerase inhibitor

Names and Identifiers

• Canonical Smiles: CC(C)C(C(=O)OCC(CO)OCN1C=NC2=C1N=C(NC2=O)N)N.Cl
• IUPAC Name: [2-[(2-amino-6-oxo-1H-purin-9-yl)methoxy]-3-hydroxypropyl] (2S)-2-amino-3-methylbutanoate;hydrochloride
• InChIKey: ZORWARFPXPVJLW-MTFPJWTKSA-N
• INCHI: 1S/C14H22N6O5.ClH/c1-7(2)9(15)13(23)24-4-8(3-21)25-6-20-5-17-10-11(20)18-14(16)19-12(10)22;/h5,7-9,21H,3-4,6,15H2,1-2H3,(H3,16,18,19,22);1H/t8?,9-;/m0./s1
• Isomeric SMILES: CC(C)[C@@H](C(=O)OCC(CO)OCN1C=NC2=C1N=C(NC2=O)N)N.Cl
• PubChem CID: 135413534
• Molecular Weight: 390.82

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Alpha amino acid esters

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Alpha amino acid esters
• Alternative Parents: Valine and derivatives 6-oxopurines Hypoxanthines Aminopyrimidines and derivatives Fatty acid esters Glycerolipids Pyrimidones N-substituted imidazoles Heteroaromatic compounds Vinylogous amides Carboxylic acid esters Monocarboxylic acids and derivatives Azacyclic compounds Monoalkylamines Carbonyl compounds Hydrochlorides Hydrocarbon derivatives Organic oxides Organopnictogen compounds Primary alcohols
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alpha-amino acid ester - Valine or derivatives - 6-oxopurine - Hypoxanthine - Purine - Imidazopyrimidine - Aminopyrimidine - Pyrimidone - Glycerolipid - Fatty acid ester - Pyrimidine - Fatty acyl - N-substituted imidazole - Imidazole - Vinylogous amide - Azole - Heteroaromatic compound - Carboxylic acid ester - Azacycle - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Organic nitrogen compound - Organonitrogen compound - Primary aliphatic amine - Organooxygen compound - Primary alcohol - Primary amine - Hydrochloride - Hydrocarbon derivative - Carbonyl group - Organic oxide - Organopnictogen compound - Amine - Organic oxygen compound - Alcohol - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Melt Point(°C): 162-164°C
• Molecular Weight: 390.820 g/mol
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 9
• Exact Mass: 390.142 Da
• Monoisotopic Mass: 390.142 Da
• Topological Polar Surface Area: 167.000 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 528.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Weiwei Tao, Jie Ruan, Ruyan Wu, Min Zhao, Tong Zhao, Mingming Qi, Sonata S.Y. Yau, Guangda Yao, Hongru Zhang, Yue Hu, Gang Chen.  (2022)  A natural carotenoid crocin exerts antidepressant action by promoting adult hippocampal neurogenesis through Wnt/β-catenin signaling.  Journal of Advanced Research,      [PMID:36585110] [10.1016/j.jare.2022.02.015]