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N6-(4-Hydroxybenzyl) adenine riboside

SIGMA/SML1967 - ≥98% (HPLC)

Synonym: N-[(4-Hydroxyphenyl)methyl]adenosine; N6-(4-Hydroxybenzyl)-adenosine; NHBA; T1-11

CAS Number: 110505-75-4
Empirical Formula (Hill Notation): C17H19N5O5
Molecular Weight: 373.36
MDL Number: MFCD18641957
Linear Formula: C17H19N5O5
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-SML1967-5MG 5 mg
 $98.40
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assay ≥98% (HPLC)
color white to beige
form powder
InChI 1S/C17H19N5O5/c23-6-11-13(25)14(26)17(27-11)22-8-21-12-15(19-7-20-16(12)22)18-5-9-1-3-10(24)4-2-9/h1-4,7-8,11,13-14,17,23-26H,5-6H2,(H,18,19,20)/t11-,13-,14-,17-/m1/s1
InChI key UGVIXKXYLBAZND-LSCFUAHRSA-N
Quality Level 100 
SMILES string OC[C@H]1O[C@@H](N2C=NC3=C2N=CN=C3NCC4=CC=C(O)C=C4)[C@H](O)[C@@H]1O
solubility DMSO: 2 mg/mL, clear
storage temp. 2-8°C
Biochem/physiol Actions: N6-(4-Hydroxybenzyl) adenine riboside (NHBA) is an orally available and brain penetrant active active ingredient of Gastrodia elata rhizomes used for the treatment of insomnia. N6-(4-Hydroxybenzyl) adenine riboside is an adenosine A2A receptor and the equilibrative nucleoside transporter 1 (ENT1) agonist. It exhibits sedative and hypnotic effects by binding to adenosine A1 and A2A receptors in mice. N6-(4-Hydroxybenzyl) adenine riboside exerted a therapeutic effect on HD transgenic mouse by decreasing protein level of polyglutamine-expanded huntingtin in the striatum.
Biochem/physiol Actions: Orally available and brain penetrant active adenosine A2A receptors and the equilibrative nucleoside transporter 1 (ENT1) agonist
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352200

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