(-)-N(6)-(2-phenylisopropyl)adenosine (CHEBI:192091)

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CHEBI:192091 - (−)-N⁶-(2-phenylisopropyl)adenosine

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ChEBI ID	CHEBI:192091
ChEBI Name	(−)-N⁶-(2-phenylisopropyl)adenosine
Stars
ASCII Name	(-)-N(6)-(2-phenylisopropyl)adenosine
Definition	A hydrocarbyladenosine in which adenosine is substituted at N-6 by a (2R)-1-phenylpropan-2-yl group. It is a potent adenosine A₁ receptor agonist that exhibits neuroprotective and antinociceptive properties.
Last Modified	8 June 2022
Submitter	Kalpana P
Downloads	Molfile

Formula	C19H23N5O4
Net Charge	0
Average Mass	385.424
Monoisotopic Mass	385.17500
SMILES	C[C@H](Cc1ccccc1)Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
InChI	InChI=1S/C19H23N5O4/c1-11(7-12-5-3-2-4-6-12)23-17-14-18(21-9-20-17)24(10-22-14)19-16(27)15(26)13(8-25)28-19/h2-6,9-11,13,15-16,19,25-27H,7-8H2,1H3,(H,20,21,23)/t11-,13-,15-,16-,19-/m1/s1
InChIKey	RIRGCFBBHQEQQH-SSFGXONLSA-N

Roles Classification

Chemical Role:	Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:	adenosine A1 receptor agonist An agonist at the A₁ receptor.
Application:	neuroprotective agent Any compound that can be used for the treatment of neurodegenerative disorders.

ChEBI Ontology

Outgoing Relation(s)
	(−)-N⁶-(2-phenylisopropyl)adenosine (CHEBI:192091) has functional parent adenosine (CHEBI:16335)
	(−)-N⁶-(2-phenylisopropyl)adenosine (CHEBI:192091) has role adenosine A₁ receptor agonist (CHEBI:65057)
	(−)-N⁶-(2-phenylisopropyl)adenosine (CHEBI:192091) has role neuroprotective agent (CHEBI:63726)
	(−)-N⁶-(2-phenylisopropyl)adenosine (CHEBI:192091) is a aromatic amine (CHEBI:33860)
	(−)-N⁶-(2-phenylisopropyl)adenosine (CHEBI:192091) is a benzenes (CHEBI:22712)
	(−)-N⁶-(2-phenylisopropyl)adenosine (CHEBI:192091) is a hydrocarbyladenosine (CHEBI:24909)
	(−)-N⁶-(2-phenylisopropyl)adenosine (CHEBI:192091) is a secondary amino compound (CHEBI:50995)

IUPAC Name
N-[(2R)-1-phenylpropan-2-yl]adenosine

Synonyms	Source
(−)-N⁶-(2-phenylisopropyl)adenosine	ChEBI
N⁶-[(R)-1-methyl-2-phenylethyl]adenosine	ChEBI
N⁶-(R)-phenylisopropyladenosine	ChEBI
N⁶-D-phenylisopropyladenosine	ChemIDplus
N⁶-(L-2-phenylisopropyl)adenosine	ChEBI
(−)-N-(α-methylphenethyl)adenosine	ChemIDplus

Manual Xrefs	Databases
84148	ChemSpider
WO2021099832	Patent

Registry Numbers	Sources
Reaxys:4912716	Reaxys
CAS:38594-96-6	ChemIDplus

Citations