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3-Deazaadenosine (hydrochloride)

3-Deazaadenosine (hydrochloride) is an inhibitor of S-adenosylhomocysteine hydrolase, with a Ki of 3.9 μM; 3-Deazaadenosine has anti-inflammatory, anti-proliferative and anti-HIV activity.

Product Specifications

CAS Number

[86583-19-9]

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

HIV; S-adenosylhomocysteine hydrolase (SAHH)

Type

Reference compound

Related Pathways

Anti-infection; Epigenetics; Metabolic Enzyme/Protease

Applications

COVID-19-anti-virus

Field of Research

Infection; Inflammation/Immunology

Assay Protocol

https://www.medchemexpress.com/3-Deazaadenosine_hydrochloride.html

Purity

99.67

Solubility

DMSO : 41.67 mg/mL (ultrasonic) |H2O : ≥ 100 mg/mL

Smiles

O[C@H]1[C@@H](O[C@H](CO)[C@H]1O)N2C3=C(C(N)=NC=C3)N=C2.Cl

Molecular Formula

C11H15ClN4O4

Molecular Weight

302.72

Precautions

H302, H315, H319, H335

References & Citations

[1]Gordon RK, et al. Anti-HIV-1 activity of 3-deaza-adenosine analogs. Inhibition of S-adenosylhomocysteine hydrolase and nucleotide congeners. Eur J Biochem. 2003 Sep;270 (17) :3507-17.|[2]Jeong SY, et al. 3-deazaadenosine, a S-adenosylhomocysteine hydrolase inhibitor, has dual effects on NF-kappaB regulation. Inhibition of NF-kappaB transcriptional activity and promotion of IkappaBalpha degradation. J Biol Chem. 1999 Jul 2;274 (27) :18981-8.|[3]Sedding DG, et al. 3-Deazaadenosine prevents smooth muscle cell proliferation and neointima formation by interfering with Ras signaling. Circ Res. 2009 May 22;104 (10) :1192-200.

Shipping Conditions

Room Temperature

Storage Conditions

4°C (Powder, sealed storage, away from moisture)

Scientific Category

Reference compound1

Clinical Information

No Development Reported

Isoform

HIV-1

Citation 01

BioRxiv. 2024 May 18.|J Clin Invest. 2025 July 22.|Water Biol Secur. 2025 Apr 18.|Am J Physiol Cell Physiol. 2024 Mar 1;326 (3) :C684-C697.|Arch Toxicol. 2021 Jan;95 (1) :299-309.|Biomolecules. 2025 Aug 18;15 (8) :1188.|BMC Biol. 2024 May 3;22 (1) :104.|Cancer Cell Int. 2023 Dec 18;23 (1) :330.|Cancer Res. 2021 Sep 15;81 (18) :4778-4793.|Cell Biol Int. 2025 Jun;49 (6) :674-691.|Cell Death Dis. 2025 Oct 27;16 (1) :767.|Cell Mol Biol Lett. 2024 Jul 3;29 (1) :97.|Cell Rep. 2021 Jan 5;34 (1) :108580.|Cell Signal. 2025 Jan 22:111623.|Environ Pollut. 2023 Aug 15;331 (Pt 2) :121798.|Eur J Pharmacol. 2024 Dec 31:177247.|Exp Cell Res. 2024 Aug 27:114226.|Exp Cell Res. 2025 Mar 25:114538.|Genomics. 2022 Jul;114 (4) :110424.|Inflammation. 2025 Nov 7.|Int J Biol Sci. 2023 Jan 1;19 (2) :593-609.|J Cancer. 2023 Apr 17;14 (7) :1117-1131.|J Neurosci. 2023 Mar 1;43 (9) :1456-1474.|Oncogene. 2024 Apr;43 (17) :1288-1302.|Research Square Print. 2022 May.|Transpl Immunol. 2024 Jul 10:102083.

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