S-(4-Nitrobenzyl)-6-thioinosine - 10mM in DMSO, high purity , CAS No.38048-32-7

  • 10mM in DMSO
Item Number
S423750
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S423750-1ml
1ml
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$172.90

Equilibrative nucleoside transporter (ENT1) inhibitor.

Basic Description

Synonyms38048-32-7 | NBMPR | 4-Nitrobenzylthioinosine | S-(4-Nitrobenzyl)-6-thioinosine | NBTI | Nitrobenzylthioinosine | (2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(6-((4-nitrobenzyl)thio)-9H-purin-9-yl)tetrahydrofuran-3,4-diol | 6-[(4-Nitrobenzyl)thio]-9-beta-D-ribofuranosylpurine | GV
Specifications & Purity10mM in DMSO
Biochemical and Physiological MechanismsNucleoside analog that competitively inhibits equilibrative nucleoside transporter 1 (ENT1) (IC 50 s = 4.6 and 3.6 nM for rat and human, respectively).
Storage TempStore at -80°C
Shipped InIce chest + Ice pads
Product Description

S-(4-Nitrobenzyl)-6-thioinosine (NBTI, NBMPR) is a small molecule inhibitor of equilibrative nucleoside transporter (ENT) proteins. These transport proteins are described in relation to their sensitivity to NBMPR, designated as either es (NBMPR-sensitive) or ei (NBMPR-insensitive). They provide good research tools anticancer, antiviral, cardioprotective, and neuroprotective agents. Inhibition of ENT1 by NBMPR blocks the uptake and transport of adenosine, which affects the regulation of extracellular adenosine levels and the cardiac system signaling associated with adenosine.
An inhibitor of ENTs with potential anticancer, cardio-, and neuro- protective properties

Associated Targets(Human)

SLC29A1 Tclin Equilibrative nucleoside transporter 1 (10 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
VDR Tclin Vitamin D receptor (26531 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC29A1 Tclin Equilibrative nucleoside transporter 1 (1711 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADK Tchem Adenosine kinase (1481 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC28A1 Tbio Sodium/nucleoside cotransporter 1 (13 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC28A2 Tchem Sodium/nucleoside cotransporter 2 (91 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC28A3 Tchem Solute carrier family 28 member 3 (29 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GMNN Tbio Geminin (128009 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ATAD5 Tbio ATPase family AAA domain-containing protein 5 (122566 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

ampC Beta-lactamase AmpC (62480 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
pfk 6-phospho-1-fructokinase (7870 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

IUPAC Name (2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-[(4-nitrophenyl)methylsulfanyl]purin-9-yl]oxolane-3,4-diol
INCHI InChI=1S/C17H17N5O6S/c23-5-11-13(24)14(25)17(28-11)21-8-20-12-15(21)18-7-19-16(12)29-6-9-1-3-10(4-2-9)22(26)27/h1-4,7-8,11,13-14,17,23-25H,5-6H2/t11-,13-,14-,17-/m1/s1
InChi Key DYCJFJRCWPVDHY-LSCFUAHRSA-N
Canonical SMILES C1=CC(=CC=C1CSC2=NC=NC3=C2N=CN3C4C(C(C(O4)CO)O)O)[N+](=O)[O-]
Isomeric SMILES C1=CC(=CC=C1CSC2=NC=NC3=C2N=CN3[C@H]4[C@@H]([C@@H]([C@H](O4)CO)O)O)[N+](=O)[O-]
PubChem CID 65407
Molecular Weight 419.412

Certificates

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Related Documents

Citations of This Product

1. Hongjun Chen, Chunhu Yu, Zeyang Xue, Pengxiang Wang, Zi Wang, Qianmin Cong, Lizhai Pei, Chuangang Fan.  (2020)  Synthesis of Li-doped bismuth oxide nanoplates, Co nanoparticles modification, and good photocatalytic activity toward organic pollutants.  TOXICOLOGICAL AND ENVIRONMENTAL CHEMISTRY,      [PMID:] [10.1080/02772248.2020.1798448]
2. Yubin Xiang, Xue Lu, Jiangtao Yue, Yan Zhang, Xiaoyue Sun, Guilong Zhang, Dongqing Cai, Zhengyan Wu.  (2020)  Stimuli-responsive hydrogel as carrier for controlling the release and leaching behavior of hydrophilic pesticide.  SCIENCE OF THE TOTAL ENVIRONMENT,  722  (137811).  [PMID:32179301] [10.1016/j.scitotenv.2020.137811]

References

1. Hongjun Chen, Chunhu Yu, Zeyang Xue, Pengxiang Wang, Zi Wang, Qianmin Cong, Lizhai Pei, Chuangang Fan.  (2020)  Synthesis of Li-doped bismuth oxide nanoplates, Co nanoparticles modification, and good photocatalytic activity toward organic pollutants.  TOXICOLOGICAL AND ENVIRONMENTAL CHEMISTRY,      [PMID:] [10.1080/02772248.2020.1798448]
2. Yubin Xiang, Xue Lu, Jiangtao Yue, Yan Zhang, Xiaoyue Sun, Guilong Zhang, Dongqing Cai, Zhengyan Wu.  (2020)  Stimuli-responsive hydrogel as carrier for controlling the release and leaching behavior of hydrophilic pesticide.  SCIENCE OF THE TOTAL ENVIRONMENT,  722  (137811).  [PMID:32179301] [10.1016/j.scitotenv.2020.137811]

Solution Calculators