S-(4-Nitrobenzyl)-6-thioinosine - ≥98%, high purity , CAS No.38048-32-7

  • ≥98%
Item Number
S133827
Grouped product items
SKUSizeAvailabilityPrice Qty
S133827-5mg
5mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$37.90
S133827-20mg
20mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$113.90
S133827-25mg
25mg
In stock
$118.90
S133827-100mg
100mg
In stock
$395.90
S133827-250mg
250mg
In stock
$891.90

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 & Purity≥98%
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 2-8°C
Shipped InWet ice
NoteWherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
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
ABCC4 Tchem Multidrug resistance-associated protein 4 (785 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

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

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Certificate of Analysis(COA)

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4 results found

Lot NumberCertificate TypeDateItem
C23021232Certificate of AnalysisJan 10, 2023 S133827
C23021233Certificate of AnalysisJan 10, 2023 S133827
C23021242Certificate of AnalysisJan 10, 2023 S133827
C2303005Certificate of AnalysisJan 10, 2023 S133827

Chemical and Physical Properties

SolubilitySoluble in water (Partly miscible), DMSO, methanol, and DMF. Insoluble in hexane.

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