(R)-N-(1-Methyl-2-phenylethyl)adenosine
PubChem CID
93205
Structure
Molecular Formula
Synonyms
- 38594-96-6
- (R)-PIA
- (-)-N6-(2-Phenylisopropyl)adenosine
- (-)-(Phenylisopropyl)adenosine
- (-)-N6-(2-PHENYLISOPROPYL)-ADENOSINE
Molecular Weight
385.4 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Dates
- Create:2005-08-08
- Modify:2025-01-18
Description
(-)-n6-(2-phenylisopropyl)adenosine is a purine nucleoside.
N-Isopropyl-N-phenyl-adenosine. Antilipemic agent. Synonym: TH 162.
See also: Phenylisopropyladenosine (annotation moved to).
Chemical Structure Depiction
(2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-[[(2R)-1-phenylpropan-2-yl]amino]purin-9-yl]oxolane-3,4-diol
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)
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
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
RIRGCFBBHQEQQH-SSFGXONLSA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
C[C@H](CC1=CC=CC=C1)NC2=C3C(=NC=N2)N(C=N3)[C@H]4[C@@H]([C@@H]([C@H](O4)CO)O)O
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C19H23N5O4
Computed by PubChem 2.2 (PubChem release 2021.10.14)
129601-64-5, 31747-27-0
- Isopropylphenyladenosine
- L Phenylisopropyladenosine
- L-Phenylisopropyladenosine
- N(6)-Phenylisopropyl-Adenosine
- Phenylisopropyladenosine
- 38594-96-6
- (R)-PIA
- (-)-N6-(2-Phenylisopropyl)adenosine
- (-)-(Phenylisopropyl)adenosine
- (-)-N6-(2-PHENYLISOPROPYL)-ADENOSINE
- R-N6-(phenylisopropyl)adenosine
- (R)-N-(1-Methyl-2-phenylethyl)adenosine
- (2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-[[(2R)-1-phenylpropan-2-yl]amino]purin-9-yl]oxolane-3,4-diol
- R-(-)-PIA
- l-Phenylisopropyladenosine
- TH-162
- L-PIA
- CHEMBL139000
- (R)-(Phenylisopropyl)adenosine
- (-)-PIA
- (2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(6-(((R)-1-phenylpropan-2-yl)amino)-9H-purin-9-yl)tetrahydrofuran-3,4-diol
- R-(-)-N6-(2-Phenyl-isopropyl)adenosine
- Phenylisopropyladenosine, L-
- N6-D-Phenylisopropyladenosine
- (R)-N6-(1-Methyl-2-phenylethyl)adenosine
- (R)-N6-Phenylisopropyladenosine
- N6-(R)-Phenylisopropyladenosine
- L-2-N6-(Phenylisopropyl)adenosine
- l-N(sup 6)-Phenylisopropyladenosine
- EINECS 254-028-5
- (R)-N6-(2-Phenylisopropyl)adenosine
- (-)-N-(alpha-Methylphenethyl)adensoine
- BRN 4912716
- R(-)-N(sup 6)-2-Phenylisopropyladenosine
- Adenosine, N-(1-methyl-2-phenylethyl)-, (R)-
- N6-(L-2-Phenylisopropyl)adenosine
- GTPL414
- MLS002153162
- REGID_for_CID_93205
- SCHEMBL8907369
- DTXSID50926443
- 2-Hydroxymethyl-5-[6-(1-methyl-2-phenyl-ethylamino)-purin-9-yl]-tetrahydro-furan-3,4-diol
- CHEBI:184076
- HMS2235H09
- (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-{[(2R)-1-phenylpropan-2-yl]amino}-9H-purin-9-yl)oxolane-3,4-diol
- BDBM50118810
- MFCD00069194
- PDSP1_000297
- PDSP1_000444
- PDSP1_001029
- PDSP2_000295
- PDSP2_000442
- PDSP2_001013
- AKOS030530544
- (-)-n6-(2-phenylisopropyl) adenosine
- NCGC00162295-01
- NCGC00162295-02
- NCGC00162295-03
- NCGC00162295-05
- SMR001230656
- (-)-N6-(2-Phenylisopropyl)adenosine, solid
- N6-[(R)-1-Methyl-2-phenylethyl]ado (R-PIA)
- Q27088620
- (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-((R)-1-phenylpropan-2-ylamino)-9H-purin-9-yl)-tetrahydrofuran-3,4-diol
- (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-((R)-1-phenylpropan-2-ylamino)-9H-purin-9-yl)tetrahydrofuran-3,4-diol
- 29-36-7
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
385.4 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
XLogP3
Property Value
2
Reference
Computed by XLogP3 3.0 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
4
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Acceptor Count
Property Value
8
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
6
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
385.17500423 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
385.17500423 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
126 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
28
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
509
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
5
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)
>57.8 [ug/mL] (The mean of the results at pH 7.4)
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Parent, Connectivity Count
Same Parent, Exact Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
Phenylisopropyladenosine (annotation moved to)
PubMed Count
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=RIRGCFBBHQEQQH-SSFGXONLSA-N
- Burnham Center for Chemical Genomics
- CAS Common ChemistryLICENSEThe data from CAS Common Chemistry is provided under a CC-BY-NC 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc/4.0/
- ChemIDplusAdenosine, N-(1-methyl-2-phenylethyl)-, (R)-https://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=0038594966ChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- EPA DSSTox(-)-(Phenylisopropyl)adenosinehttps://comptox.epa.gov/dashboard/DTXSID50926443CompTox Chemicals Dashboard Chemical Listshttps://comptox.epa.gov/dashboard/chemical-lists/
- European Chemicals Agency (ECHA)LICENSEUse of the information, documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice, and subject to other binding limitations provided for under applicable law, the information, documents and data made available on the ECHA website may be reproduced, distributed and/or used, totally or in part, for non-commercial purposes provided that ECHA is acknowledged as the source: "Source: European Chemicals Agency, http://echa.europa.eu/". Such acknowledgement must be included in each copy of the material. ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions: Links can only be made to webpages that provide a link to the Legal Notice page.https://echa.europa.eu/web/guest/legal-notice(R)-N-(1-methyl-2-phenylethyl)adenosinehttps://echa.europa.eu/substance-information/-/substanceinfo/100.049.099
- ChEBI(-)-n6-(2-phenylisopropyl)adenosinehttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:184076
- ChEMBLLICENSEAccess to the web interface of ChEMBL is made under the EBI's Terms of Use (http://www.ebi.ac.uk/Information/termsofuse.html). The ChEMBL data is made available on a Creative Commons Attribution-Share Alike 3.0 Unported License (http://creativecommons.org/licenses/by-sa/3.0/).http://www.ebi.ac.uk/Information/termsofuse.htmlChEMBL Protein Target Treehttps://www.ebi.ac.uk/chembl/g/#browse/targets
- Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads section.http://www.dgidb.org/downloads
- IUPHAR/BPS Guide to PHARMACOLOGYLICENSEThe Guide to PHARMACOLOGY database is licensed under the Open Data Commons Open Database License (ODbL) https://opendatacommons.org/licenses/odbl/. Its contents are licensed under a Creative Commons Attribution-ShareAlike 4.0 International License (http://creativecommons.org/licenses/by-sa/4.0/)https://www.guidetopharmacology.org/about.jsp#licenseGuide to Pharmacology Target Classificationhttps://www.guidetopharmacology.org/targets.jsp
- Therapeutic Target Database (TTD)R-N6-(phenylisopropyl)adenosinehttps://idrblab.net/ttd/data/drug/details/D0M3CG
- Japan Chemical Substance Dictionary (Nikkaji)
- PharosLICENSEData accessed from Pharos and TCRD is publicly available from the primary sources listed above. Please respect their individual licenses regarding proper use and redistribution.https://pharos.nih.gov/about2-Hydroxymethyl-5-[6-(1-methyl-2-phenyl-ethylamino)-purin-9-yl]-tetrahydro-furan-3,4-diolhttps://pharos.nih.gov/ligands/41PRC3TZL693
- Springer Nature
- Wikidata
- Medical Subject Headings (MeSH)LICENSEWorks produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.https://www.nlm.nih.gov/copyright.htmlPhenylisopropyladenosinehttps://www.ncbi.nlm.nih.gov/mesh/68010660
- PubChem
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 389769290https://pubchem.ncbi.nlm.nih.gov/substance/389769290
CONTENTS