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Details

Stereochemistry ACHIRAL
Molecular Formula C21H27NO3
Molecular Weight 341.444
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of UR-144 N-PENTANOIC ACID

SMILES

CC1(C)C(C(=O)C2=CN(CCCCC(O)=O)C3=CC=CC=C23)C1(C)C

InChI

InChIKey=UUTHIAPDCFFQKQ-UHFFFAOYSA-N
InChI=1S/C21H27NO3/c1-20(2)19(21(20,3)4)18(25)15-13-22(12-8-7-11-17(23)24)16-10-6-5-9-14(15)16/h5-6,9-10,13,19H,7-8,11-12H2,1-4H3,(H,23,24)

HIDE SMILES / InChI

Molecular Formula C21H27NO3
Molecular Weight 341.444
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: The description was created based on several sources, including https://encrypted.google.com/patents/EP2781527B1 | https://www.ncbi.nlm.nih.gov/pubmed/28771321

UR-144 N-pentanoic acid is a potent synthetic cannabinoid designed by Abbott Laboratories as a CB2 selective agonist for pain management. UR-144 N-pentanoic acid is a metabolite of another CB2-selective cannabinoid UR-144. Pre-clinical studies of nociceptive and neuropathic pain have shown that CB2-selective ligands are analgesics without causing the adverse side effects linked with CB1 receptor activation. However, nor UR-144 nor UR-144 N-pentanoic acid has no therapeutic application.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
First metabolic profile of XLR-11, a novel synthetic cannabinoid, obtained by using human hepatocytes and high-resolution mass spectrometry.
2013 Nov
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
Phoenix Amphotropic (AMPHO) cell line were washed twice with Opti-MEM I Reduced Serum Medium to remove any remaining FBS, and 100 μL of Opti-MEM I was added. The Nano-Glo Live Cell reagent (Promega), a nonlytic detection reagent containing the cell permeable furimazine substrate, was prepared by diluting the Nano-Glo Live Cell substrate 20× using Nano-Glo LCS Dilution buffer, and 25 μL was added to each well. Subsequently, the plate was placed in a luminometer, the GloMAX96 (Promega). Luminescence was monitored during the equilibration period until the signal stabilized (30−45 min). For agonist experiments, we added 10 μL per well of test compounds (UR-144 N-pentanoic acid), present as 13.5× stocks in 50% methanol in Opti-MEM I. The luminescence was continuously detected for 120 min. Solvent controls were run in all experiments; the final concentration of methanol (3.7%) did not pose a problem given the short readout time of the assay.
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:56:21 GMT 2023
Edited
by admin
on Sat Dec 16 10:56:21 GMT 2023
Record UNII
1USZ174277
Record Status Validated (UNII)
Record Version
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Name Type Language
UR-144 N-PENTANOIC ACID
Common Name English
UR-144 N-PENTANOIC ACID METABOLITE
Common Name English
XLR-11 N-PENTANOIC ACID METABOLITE
Common Name English
UR-144 PENTANOIC ACID
Common Name English
1H-INDOLE-1-PENTANOIC ACID, 3-((2,2,3,3-TETRAMETHYLCYCLOPROPYL)CARBONYL)-
Systematic Name English
Code System Code Type Description
CAS
1451369-33-7
Created by admin on Sat Dec 16 10:56:21 GMT 2023 , Edited by admin on Sat Dec 16 10:56:21 GMT 2023
PRIMARY
PUBCHEM
86268508
Created by admin on Sat Dec 16 10:56:21 GMT 2023 , Edited by admin on Sat Dec 16 10:56:21 GMT 2023
PRIMARY
FDA UNII
1USZ174277
Created by admin on Sat Dec 16 10:56:21 GMT 2023 , Edited by admin on Sat Dec 16 10:56:21 GMT 2023
PRIMARY
EPA CompTox
DTXSID401043095
Created by admin on Sat Dec 16 10:56:21 GMT 2023 , Edited by admin on Sat Dec 16 10:56:21 GMT 2023
PRIMARY
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